Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 2468-56-6 | MDL No. : | MFCD20485967 |
Formula : | C6H9I | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | YITSYYQPKJETAH-UHFFFAOYSA-N |
M.W : | 208.04 | Pubchem ID : | 11117251 |
Synonyms : |
|
Num. heavy atoms : | 7 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.67 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 0.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 42.08 |
TPSA : | 0.0 Ų |
GI absorption : | Low |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.32 cm/s |
Log Po/w (iLOGP) : | 2.37 |
Log Po/w (XLOGP3) : | 3.17 |
Log Po/w (WLOGP) : | 2.3 |
Log Po/w (MLOGP) : | 3.15 |
Log Po/w (SILICOS-IT) : | 2.55 |
Consensus Log Po/w : | 2.71 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.93 |
Solubility : | 0.245 mg/ml ; 0.00118 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.84 |
Solubility : | 0.3 mg/ml ; 0.00144 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -2.54 |
Solubility : | 0.603 mg/ml ; 0.0029 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 3.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 3.53 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium iodide; In acetone; at 70℃; for 22 - 24h; | A mixture OF 6-CHLOROHEX-1-YNE (10 g, 85.8 mmol) and 71 ml of anhydrous acetone is heated at 70C on a water bath for 10 min. in a round-bottom flask fitted with a reflux condenser closed by a calcium chloride trap. Sodium iodide (25.8 g, 172 mmol) is added to the mixture and heating is maintained for 22-24 h. The mixture is then cooled to room temperature and concentrated by distillation. Ether is added and the inorganic salt, which precipitates, is filtered. The residue is poured in a separatory funnel, which is then shaken, successively, with 10% sodium bisulfite sodium bicarbonate solution. It is dried with anhydrous sodium sulfate and the solvent is evaporated under reduced pressure. | |
20.92 g (90%) | In water; acetone; | 1-Iodo-5-hexyne (2). Sodium iodide (50.1 g,0.88 moles) and 1-chloro-5-hexyne (13.13 g, 0.111 moles) was dissolved in 250 ml of reagent grade acetone and the reaction mixture refluxed for 12 hours. The reaction was cooled and the white precipitate removed using filtration. The acetone solution was reduced in volume using rotary evaporation and 100 ml of water was added. This solution was extracted with ether and the resulting ether layer washed three times with water before drying over sodium sulfate. The ether was removed under vacuum. The resulting product was distilled (55 C. a 2 mm Hg) to yield 20.92 g (90%) of II as a yellow oil. 1H NMR (CDCl3): delta1.65 (q, 2H), 1.96 (m, 3H), 2.24 (td, 2H), and 3.22 (t, 2H). IR: 3295, 2940, 2861, 2836, 2117, 1430, and 1211 cm-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In sulfolane; at 120℃; for 12h; | A mixture of 2, 3, 3-TRIMETHYL-3H-INDOLENINE-5-SULFONATE potassium salt (5.0 g, 18.02 mmol), 6-IODOHEX-1-YNE (22.56 g, 180.2 mmol) and 50 ml of sulfolan is placed in a round-bottom flask fitted with a reflux condenser and refluxed at 120C on a water bath forl2 h. The reaction mixture is cooled to room temperature and and added dropwise to 800 ml of vigorous stirred diethyl ether. The product is collected on a fritted glass filter, washed with ether and dried in a desiccator under vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65.4% | In N,N-dimethyl-formamide; | 3) Synthesis of 6-trifluoroacetamido-1-hexyne To a solution of sodium hydride (60% oil, 2.55 g, 63.6 mol) in DMF (50 ml), <strong>[354-38-1]trifluoroacetamide</strong> (8.99 g, 79.6 mmol) was added portionwise as about 10 portions with ice cooling. Subsequently, a solution of 6-iodo-1-hexyne (3.31 g, 15.9 mmol) in DMF (15 ml) was added to the reaction mixture. The reaction mixture was stirred at room temperature for four hours. The reaction mixture was added with saturated aqueous ammonium chloride (100 ml) and ether (100 ml) for extraction. The ether layer was dried over magnesium sulfate, and concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent; hexane-ethyl acetate mixed solvent) to afford 2.0 g of 6-trifluoroacetamido-1-hexyne (yield; 65.4%). Melting point: 41.0-42.5 C. 1H-NMR (270 MHz, CDCl3) delta ppm: 1.53-1.80 (m, 4H, -CH2(CH2)2-), 1.98 (t, 1H, J=2.7 Hz, H-CC-), 2.26 (dt, 2H, J=2.5, 6.7 Hz, CC-CH2-), 3.41 (q, 2H, J=6.8 Hz, CH2-N), 6.48 (brs, 1H, NHTfa) |
65.4% | In N,N-dimethyl-formamide; | 3) Synthesis of 6-trifluoroacetamido-1-hexyne To a solution of sodium hydride (60% oil, 2.55 g, 63.6 mol) in DMF (50 ml), <strong>[354-38-1]trifluoroacetamide</strong> (8.99 g, 79.6 mmol) was added portionwise as about 10 portions with ice cooling. Subsequently, a solution of 6-iodo-1-hexyne (3.31 g, 15.9 mmol) in DMF (15 ml) was added to the reaction mixture. The reaction mixture was stirred at room temperature for four hours. The reaction mixture was added with saturated aqueous ammonium chloride (100 ml) and ether (100 ml) for extraction. The ether layer was dried over magnesium sulfate, and concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent; hexane-ethyl acetate mixed solvent) to afford 2.0 g of 6-trifluoroacetamido-1-hexyne (yield; 65.4%). Melting point: 41.0-42.5 C. 1H-NMR (270 MHz, CDCl3) delta ppm: 1.53-1.80 (m, 4H, -CH2(CH2)2-), 1.98 (t, 1H, J=2.7 Hz, H-CC-), 2.26 (dt, 2H, J=2.5, 6.7 Hz, CC-CH2-), 3.41 (q, 2H, J=6.8 Hz, CH2-N), 6.48 (brs, 1H, NHTfa) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile;Reflux; | 2-Amino-oct-7-ynoic acid methyl ester hydrochloride was synthesised using the same methods previously reported for the synthesis of 2-Amino-pent-4-ynoic acid methyl ester hydrochloride (Kotha et al., Tetrahedron 2002, 58, 9203-9208). 1H NMR (300 MHz, D2O) delta 4.16 (t, 1H), delta 3.84 (s, 3H), delta 2.35 (t, 1H), delta 2.24 (m, 2H), delta 1.95 (m, 2H), delta 1.52 (m, 4H) ppm; 13C NMR (75 MHz, D2O) delta 170.9, 85.6, 69.6, 53.6, 52.9, 29.3, 27.0, 23.4, 17.3 ppm; HRMS (ESI) calcd for C9H15NO2 (M+) 170.1176, found 170.1171. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate; In tetrahydrofuran; | N-(5-hexynyl) L-alanine methyl ester In a flame-baked, two neck 100 mL round bottom flask, 20 mmol of L-alanine methyl ester hydrochloride (2.8 g), 40 mmol of K2CO3 (5.53 g), and 20 mmol of tetrabutylammonium iodide (TBAI, 7.39 g) were charged under a stream of dry N2 gas. 35 mL of tetrahydrofuran (THF) was slowly added and the mixture was stirred for 15 min at room temperature. 2.6 mL of 6-iodo-hex-1-yne was added dropwise while the mixture was stirred. The reaction mixture was refluxed at ~70 C. for 15-18 h with TLC check. After consumption of the starting material, the mixture was cooled to room temperature, diluted by diethylether, and filtered. The filtrate was further diluted by diethylether and filtered again. The solvent was removed by rotavap and the crude product was purified by flash chromatography on silica gel (1:2=Hexane/EtOAc, 1% triethylamine) to give N-(5-hexynyl) L-alanine methyl ester (2.044 g, 11.2 mmol) as a yellow oil. Yield: 56%. Rf=0.27 (1:1=Hexane/EtOAc); ESI-MS [M+H]+=184.1 m/z; 1H NMR (300 MHz, CDCl3): delta 3.70 (s, 3H), 3.32 (q, J=7.0 Hz, 1H), 2.53 (m, 2H), 2.18 (m, 2H), 1.92 (t, J=2.6 Hz, 1H), 1.56 (m, 5H), 1.27 (d, J=7.0 Hz, 3H); 13C NMR (75 MHz, CDCl3): delta 176.29, 84.21, 68.41, 56.61, 51.74, 47.41, 29.20, 26.01, 19.11, 18.23. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4.17 g | Lithium bis(trimethylsilyl)amide (1 M in hexane, 20 mL) is added dropwise to a solution of phenylacetic acid methyl ester (2.73 g, 18.2 mmol) in dried tetrahydrofuran (40 mL) at -78 C. After 1 h, the reaction mixture is warmed to 0 C., and <strong>[2468-56-6]5-hexyn-1-iodide</strong> (4.16 g, 20 mmol) in dried tetrahydrofuran (5 mL) is added dropwise to the solution. After stirring at 0 C. for 1.5 h, the reaction mixture is quenched with water washed, with a saturated ammonium chloride solution, and extracted with diethyl ether. The organic layers are combined and dried over anhydrous magnesium sulfate to give 4.17 g of alkyne-functionalized ester. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
13% | General procedure: At 0C, a solution of lithium diisopropylamide 2 M in tetrahydrofuran/heptane/ethylbenzene (38.9 mmol, 19.5 mL, 2.2 eq) was added dropwise to a solution of glutarimide (2.0 g, 17.7 mmol, 1.0 eq) in tetrahydrofuran (30 mL). The iodoalkane (53.1 mmol, 3.0 eq) was immediately added. After 15 minutes at 0C, the mixture was allowed to warm up and then stirred at room temperature for 18 hours. The reaction was quenched with water (10 mL) and the aqueous phase was extracted with methylene chloride (3 x 20 mL). The combined organic phases were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using cyclohexane and ethyl acetate ( 100/0 to 0/100) to afford the expected compound.; 3-hex-5-ynyl-3,4-dihydro- l H-[ l ,8]naphthyridin-2-one was prepared according to General Procedure B using 3,4-dihydro-l H-[ l ,8]naphthyridin-2-one (300 mg, 2.0 mmol) and 6-iodo-l -hexyne (790 mu^, 6.0 mmol). The expected compound was isolated as yellow powder with 13% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
17% | At -40C, a solution of lithium bis(trimethylsilyl)amide 1 M in tetrahydrofuran (38.9 mmol, 38.9 mL, 2.2 eq) was added dropwise to a solution of glutarimide (2.0 g, 17.7 mmol, 1 .0 eq) in tetrahydrofuran (30 mL). The iodoalkane (53.1 mmol, 3.0 eq) was immediately added. After 15 minutes at -40C, the mixture was allowed to warm up and the mixture was stirred at room temperature for 18 hours. The reaction was quenched with a saturated solution of ammonium chloride (10 mL) and the aqueous phase was extracted with methylene chloride (3 x 20 mL). The combined organic phases were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using cyclohexane and ethyl acetate (1 00/0 to 0/100) to afford the expected compound. General procedure B: alkylation with LDA; 3-hex-5-ynyl-piperidine-2,6-dione was prepared according to General Procedure A using glutarimide (2.0 g, 17.7 mmol) and 6-iodo-J-hexyne (5.6 mL. 42.4 mmol). The expected compound was isolated as orange oil that solidified during storage with 17% yield (570 mg). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium iodide; In acetone; for 20h;Reflux; | To a solution of mesylate (2 mmol) in acetone (60 mL), potassium iodide (2.5 mmol) is added in the reaction mixture and heated to reflux for 20 h. After cooling to room temperature, the precipitate is filtered off. The filter cake is washed with acetone (20 mL) and the solvent is evaporated. The residual oil is diluted with ether (100 mL) and washed with sodium thiosulfate solution (saturated, 10 mL). The aqueous solution is extracted with ether and the combined organic extracts are washed with brine, dried over anhydrous magnesium sulfate and the solvent is evaporated. The residue is fractionally distilled in vacuum to give the iodide compound 5-hexyn-1-iodide. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
12% | With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 - 20℃; for 18h; | General procedure: General rocedure A: alkylation with LiHMDS [0217] At -40C, a solution of lithium bis(trimethylsilyl)amide 1 M in tetrahydrofuran (38.9 mmol, 38.9 mL, 2.2 eq) was added dropwise to a solution of glutarimide (2.0 g, 17.7 mmol, 1.0 eq) in tetrahydrofuran (30 mL). The iodoalkane (53.1 mmol, 3.0 eq) was immediately added. After 15 minutes at -40C, the mixture was allowed to warm up and the mixture was stirred at room temperature for 18 hours. The reaction was quenched with a saturated solution of ammonium chloride (10 mL) and the aqueous phase was extracted with methylene chloride (3 x 20 mL). The combined organic phases were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using cyclohexane and ethyl acetate (100/0 to 0/100) to afford the expected compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75%; 10% | General procedure: 4.2.1 Synthesis of ethyl 2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)acetate (3a). To a solution of 2 (0.20 g, 0.99 mmol) in anhydrous DMF (3 mL) under N2 at 0 C was added NaH (0.044 g, 1.09 mmol). The mixture was warmed to rt and stirred for 30 min. After cooling back to 0 C, ethyl bromoacetate (0.12 mL, 1.09 mmol) was added and the mixture stirred at rt for 2 h. The reaction was quenched with saturated NH4Cl (10 mL) and the product extracted into ethyl acetate (3*30 mL). The combined organic extract was dried (Na2SO4) and the solvent removed in vacuo. Excess DMF was removed by Kugelrohr distillation. The crude product was purified by radial chromatography (hexane/ethyl acetate gradient) to give ester 3a (0.26 g, 93%) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With sodium azide; In N,N-dimethyl-formamide; at 0 - 20℃; for 3.5h;Inert atmosphere; | To a stirred solution of iodo compound 20 (6.0 g, 28.84 mmol) in anhydrous DMF (30 mL) was added sodium azide (9.37 g, 144.20 mmol) at 0 C under argon atmosphere. The resulting mixture was stirred at rt for 3.5 h, then quenched with ice cold water (50 mL) and extracted with EtOAc (2 * 40 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentratedin vacuo. The crude residue was purified by silica gel column chromatography using 10% EtOAc/hexane to afford azide compound 21 (3.23 g, 91%) as a pale-yellow liquid. HRMS (ESI) m/z calcd for [C6H9N3+H]+: 124.0875, found 124.0218. 1H NMR (400 MHz, CDCl3): delta 3.31 (t, J = 6.7 Hz, 2H), 2.24 (td, J = 6.8, 2.5 Hz, 2H), 1.97 (t, J = 2.6 Hz, 1H), 1.77-1.70 (m, 2H), 1.65-1.58 (m, 2H). 13C NMR (100 MHz, CDCl3): 83.6, 68.9, 50.9, 27.8, 25.5, 18.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
17% | To a solution of diisopropylamine (0.86 mL, 6.1 mmol) in anhydrous THF (10 mL) at 0 C was added n-butyllithium (2.5M in hexane) under nitrogen to give a light yellow solution which was stirred at room temperature for 10 mm. Ethyl 2-(1,3,5-trimethyl-1 H-pyrazol-4- yl)acetate (1.00 g, 5.10 mmol) was added at -78 C and the yellowish orange mixture was stirred at -78 C for 1 hr. <strong>[2468-56-6]6-iodo-1-hexyne</strong> (0.78 mL, 5.9 mmol) was added to give orange mixture which was stirred at -78 C for another I hr before the addition of I ,3-Dimethyl- 3,4,5,6-tetrahydro-2(1 H)-pyrimidinone (DMPU). The mixture was slowly warmed to 0 C in 1 hr and water (5 mL) was added to quench the reaction. Ethyl acetate (3x 200 mL) was used to extract the product and the organic layer was washed with saturated aqueous ammonium chloride solution (20 mL), hydrochloric acid (IM, 20 mL), saturated aqueous sodium carbonate solution (20 mL), brine (20 mL), dried over MgSO4 and concentrated in vacuo to give an orange liquid. The crude product was purified by flash column chromatography by elution with 50% ethyl acetate in hexane to give Ethyl 2-(1 ,3,5-trimethyl-1 H-pyrazol-4-yl)oct- 7-ynoate as a pale yellow oil (233 mg, 17%). ESI HRMS, found 277.1919 (C16H25N202), MW, requires 277.1916. 1H NMR (COds, 400 MHz, 300 K) 64.12-4.01 (2H, m), 3.66 (3H, s), 3.37 (1H, dd, J = 8.4, 7.1 Hz,), 2.17 (6H, d, J = 3.8 Hz), 2.13 (2H, td, J = 7.1, 2.5 Hz), 2.07-1.97 (1 H, m), 1.89 (1 H, t, J 2.6 Hz), 1.73-1.64 (1 H, m), 1.54-1.46 (2H, m,), 1.35-1.27 (2H, m), 1.18 (3H, t, J= 7.1 Hz, Hk). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | To a solution of 3,5-dihydroxybenzaldehyde (552 mg, 4 mmol) in DMF (5 mL) at 0 C under argon was added NaH (164 mg, 4.1 mmol, 60% in mineral oil). The mixture was stirred for 30 min at r. t. and a solution of <strong>[2468-56-6]hex-5-ynyl iodide</strong> (390 mg, 1.9 mmol) in DMF (5 mL) was added. The reaction mixture was stirred for 18 h at r. t. The reaction was quenched with 1 M HCl, extracted with EtOAc (3 times). The combined organic phases were washed with H20 (2 times), dried over Na2S04, concentrated under reduced pressure and the residue was separated by column chromatography (hexane: EtOAc = 10 : 1 to 1 : 1) yielding the desired product (240 mg, 58%) as a colorless solid. - 1H NMR (500 MHz, CD3OD): 9.84 (s, 1 H), 6.96 - 6.93 (m, 1 H), 6.92 - 6.90 (m, 1 H), 6.65 (t, J= 2.3 Hz, 1 H), 4.03 (t, J= 6.3 Hz, 2 H), 2.32 - 2.21 (m, 3 H), 1.95 - 1.87 (m, 2 H), 1.75 - 1.67 (m, 2 H). - 13C NMR (125 MHz, DMSO-d6): 192.63, 160.86, 159.14, 138.64, 108.46, 107.85, 105.98, 83.28, 68.47, 67.36, 27.94, 24.88, 17.40. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | To a stirred solution of N-(2-methyl-5'-(piperazin-l-yl)-6'-((tetrahydro-2H-pyran-4- yl)oxy)-[3,3'-bipyridin]-5-yl)-3-(trifluoromethyl)benzamide (22 mg, 0.041 mmol) in DMF (0.5 mL) was added potassium carbonate (8.4 mg, 0.061 mmol) and the mixture was stirred at rt for 10 min. Then, 6-Iodo-l-hexyne (7.5 uL, 0.057 mmol) was added. The mixture was stirred at rt for 65 h, diluted with water and saturated aqueous solution of ammonium chloride. After being stirred for 5 min, the mixture was diluted with EtOAc. The phases were separated and the aqueous layer was extracted twice with EtOAc. The combined organics were washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by flash chromatography on silica gel using a gradient of methanol in DCM (0-15%) to afford the title compound (16 mg, 63%) as a white solid. MR (600 MHz, CDCb) delta 8.63 (d, J = 2.0 Hz, 1H), 8.35 (s, 1H), 8.16 (s, 1H), 8.12 - 8.07 (m, 2H), 7.82 (d, J = 7.7 Hz, 1H), 7.71 (d, J = 1.4 Hz, 1H), 7.64 (t, J = 7.8 Hz, 1H), 7.03 (d, J = 1.3 Hz, 1H), 5.44 - 5.36 (m, 1H), 4.03 - 3.92 (m, 2H), 3.75 - 3.63 (m, 2H), 3.19 (s, 4H), 2.66 (s, 4H), 2.49 (s, 3H), 2.47 - 2.41 (m, 2H), 2.27 - 2.21 (m, 2H), 2.18 - 2.11 (m, 2H), 1.93 - 1.83 (m, 3H), 1.72 - 1.63 (m, 2H), 1.61 - 1.54 (m, 2H). LRMS (m/z) calculated, 621.292; found, 624.8 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | A mixture of BBP?2PF6 (150 mg, 0.21 mmol) and <strong>[2468-56-6]6-iodo-1-hexyne</strong> (200 mg, 0.96mmol) in dry DMF (1.0 mL) was heated at 160 oC under N2 for 1 h. The reaction mixture was cooled to room temperature and suspended in MeCN (10 mL), followed by the addition of anexcess of a saturated solution of tetraethylammonium bromide in MeCN. The resulting precipitate was filtered and washed thoroughly with MeCN. The solid was dissolved in H2O (15 mL),followed by the addition of excess of NH4PF6, resulting in the precipitation of an off-white solid which was collected by centrifugation, washed with H2O several times and dried in vacuo to yield HAV?4PF6 as an off-white solid (180 mg) in 74% yield. | |
74% | Scheme 11. Preparation of BHVAs depicted in Scheme 11, a mixture of BBP 2PF6(150 mg, 0.21 mmol) and 6-iodo-l- hexyne (200 mg, 0.96 mmol) in dry DMF (1.0 mL) was heated at 160 C under N2 for 1 h. The reaction mixture was cooled to room temperature and suspended in MeCN (10 mL), followed by the addition of an excess of a saturated solution of tetraethylammonium bromide in MeCN. The resulting precipitate was filtered and washed thoroughly with MeCN. The solid was dissolved in H2O (15 mL), followed by the addition of excess of NH4PF6, resulting in the precipitation of an off-white solid which was collected by centrifugation, washed with H2O several times and dried in vacuo to yield BHVMPFr, as an off-white solid (180 mg) in 74% yield. 'H NMR (500 MHz, CD3CN, 298 K) d = 8.90 (m, 8H), 8.38 (m, 8H), 4.65 (t, J= 7.6 Hz, 4H), 4.61 (t, J= 7.6 Hz, 4H), 2.29 (dt, J = 2.6 Hz, J = 7.0 Hz, 4H), 2.23 (t, J = 2.6 Hz, 2H), 2.13 (p, j = 7.6 Hz, 4H), 2.02 (m, 4H), 1.60 (p, j = 7.4 Hz, 4H), 1.40 (m, 8H).13C NMR (125 MHz, CD3CN, 298 K) d = 151.0, 150.9, 146.5, 128.3, 128.2, 84.3, 70.6, 63.1, 62.6, 31.9, 31.1, 29.3, 26.5, 25.6, 18.3. ESI-HRMS calcd for [M- PF6]+m/z = 1021.2955, found 1021.3019. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | A mixture of 4,4?-bipyridine (1.0 g, 6.4 mmol) and <strong>[2468-56-6]6-iodo-1-hexyne</strong> (4.6 g, 22 mmol)in dry MeCN (30 mL) was heated at 105 oC / 6 psi under N2 for 3 h. The reaction mixture was cooled to room temperature and the resulting reddish precipitate was filtered and washed thoroughly with MeCN. The solid was dissolved in H2O (100 mL), followed by the addition of excess of NH4PF6, resulting in the precipitation of an off-white solid which was collected by centrifugation, washed with H2O (3 × 20 mL), MeOH (1 × 20 mL) and dried in vacuo to yield HV?2PF6 as a light brown solid (2.4 g) in 62% yield | |
62% | Scheme 6. Preparation of HV As depicted in Scheme 6, a mixture of 4,4'-bipyridine (1.0 g, 6.4 mmol) and 6-iodo-l- hexyne (4.6 g, 22 mmol) in dry MeCN (30 mL) was heated at 105 C / 6 psi under N2 for 3 h. The reaction mixture was cooled to room temperature and the resulting reddish precipitate was filtered and washed thoroughly with MeCN. The solid was dissolved in H2O (100 mL), followed by the addition of excess of NH4PF6, resulting in the precipitation of an off-white solid which was collected by centrifugation, washed with H2O (3 x 20 mL), MeOH (1 x 20 mL) and dried in vacuo to yield HV 2PFe as a light brown solid (2.4 g) in 62% yield. NMR (500 MHz, CD3CN, 298 K) d = 8.90 (d, J= 6.4 Hz, 4H), 8.39 (d, J= 6.4 Hz, 4H), 4.65 (t, J= 7.5 Hz, 4H), 2.28 (dt, J= 2.6 Hz, J = 7.0 Hz, 4H), 2.23 (t, j = 2.6 Hz, 2H), 2.13 (p, j = 7.6 Hz, 4H), 1.60 (p, J = 7.4 Hz, 4H). 13C NMR (125 MHz, CD3CN, 298 K) d = 150.9, 146.5, 128.2, 84.2, 70.5, 62.5, 31.0, 25.5, 18.2. ESI-HRMS calcd for [M- PF6]+m/z = 463.1732, found 463.1740. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 48h;Reflux; | Compound 19 was prepared according to the synthetic route described in the concurrently filed application entitled ?FLUORINATED NALKYL CONDURITOL AZIRIDINES, PROCESSES FOR THE PREPARATION THEREOF AND THEIR USE IN POSITRON-EMISSION TOMOGRAPHY (PET) IMAGING? which claims the benefit of priority from copending U.S. provisional application no. 62/574,563 filed on October 19, 2017. 19 (700 mg, 2.075 mmol), <strong>[2468-56-6]6-iodo-1-hexyne</strong> (0.82 mL, 6.224 mmol) and DIPEA (1.08 mL, 6.224 mmol) were dissolved in 22 mL of acetonitrile and heated to reflux for 2 days. The reaction was allowed to cool to room temperature and the solvent was removed under vacuum. The crude reaction mixture was partitioned between 200 mL of EtOAc and 200 mL of water. The aqueous layer was extracted 2 more times with 100 mL of EtOAc. The organic layers were combined and washed with brine, dried with sodium sulphate, filtered and concentrated under vacuum. The mixture was then purified using silica gel chromatography (1:1 EtOAc:Hexanes) to yield 32 (228 mg, 30%) as a colourless oil. 1H NMR (500 MHz, CDCI3) O 4.87 - 4.70 (m, 8H), 3.75 (dd, J = 14.0, 5.6 Hz, 2H), 3.51 (dd, J = 9.5 Hz, 1H), 3.42 (5, 6H), 3.39 (5, 6H), 3.36-3.28 (m, 1H), 2.69-2.57 (m, J = 11.6, 7.0 Hz, 1H), 2.25-2.15 (m, J = 6.5 Hz, 2H), 1.99 - 1.84 (m, 3H), 1.73 - 1.50 (m, 5H). 130 NMR (126 MHz, 0D013) O 98.46, 98.06, 97.70, 97.19, 84.50, 80.32, 79.76, 78.89, 76.81, 68.52, 60.44, 56.29, 56.15, 55.94, 55.60, 43.53, 42.21, 28.67, 26.25, 18.49. LRMS (ESI):m/z Calcd for [C20H35NO8 + Na]: 440.2260; found: 440.5. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | In N,N-dimethyl-formamide; at 115 - 130℃; for 12h; | General procedure: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, <strong>[2468-56-6]6-iodo-1-hexyne</strong>) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | General procedure: Sodium hydride (15 mmol) preliminarily treated with hexane was added to a solution of 3,6-dimethyluracil 8 (15 mmol) in DMF (150 mL). The reaction mixture was stirred for 2 h at 60-70 C, cooled to room temperature and propargyl bromide (60 mmol) was added to the sodium salt thus obtained. The mixture was stirred at 50-60 C until the pH achieved to 7.0 (approximately 10-14 h). The solvent was distilled off, 100 ml of chloroform was added to the residue and filtered. The filtrate was concentrated and purified by column chromatography on silica gel. The column was eluted first with petroleum ether and then by the mixture of petroleum ether-ethyl acetate (1.5:1). The target compounds 8a-c were isolated from the second fraction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | In N,N-dimethyl-formamide; at 115 - 130℃; for 12h; | General procedure: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, <strong>[2468-56-6]6-iodo-1-hexyne</strong>) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | In N,N-dimethyl-formamide; at 115 - 130℃; for 12h; | General procedure: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, <strong>[2468-56-6]6-iodo-1-hexyne</strong>) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | In N,N-dimethyl-formamide; at 115 - 130℃; for 12h; | General procedure: Concentrated sulfuric acid (0.15 mL) was added under stirring at ambient temperature to a suspension of 25 mmole of uracil 3 or uracil derivatives, namely 6-methyluracil 4, thymine 5, quinazoline-2,4(1H,3H)-dione 6 and hexamethyldisilazane (HMDS, 62.5 mmol) in 100 mL of toluene. The mixture was refluxed for 4 h, the solvent and excessive HMDS were removed to afford bis(trimethylsilyl) ether derivative 7. This crude product was engaged in the next step without any previous purification. A solution of 40 mmole of appropriate alkyne (propargyl bromide, 5-iodo-1-pentyne, <strong>[2468-56-6]6-iodo-1-hexyne</strong>) in DMF (3 mL) was added to the crude product 7 and the reaction mixture was stirred at 115-130 C for 12 h. After the solvent was distilled off under reduced pressure, 200 ml of chloroform was added to the residue, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using as eluent first petroleum ether, then petroleum ether-ethyl acetate (1.5:1) and then ethyl acetate. From the third fraction the target N1-alkynyl-3,4-dihydro-2,4-dioxopyrimidines (3a,b, 4b,c, 5a,b, 6a,b) were isolated. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 25℃; for 28h; | General procedure: Compounds 1a/1a?, 1b/1b?, and 1c/1c? were prepared according to literature procedures [15,16]. To a stirred solution of compounds 1x/1x? (0.5 mmol) in DMF (3 mL), TBAI (0.5 mmol) and Cs2CO3 (1.5 mmol) were added. The reaction mixture was stirred at room temperature until the 31P NMR signal of reactant 1x/x? disappeared. Then the reaction solution was extracted with dichloromethane for three times (3 x 15 mL). The organic phases combined were reversely extracted with water twice (2 x 15 mL) and then extracted with saturated NaCl for once. Finally, the organic phase was dried with anhydrous Na2SO4. The residue was purified by column chromatography (silica gel, CH2Cl2-acetone or PE-EA) to afford the desired products 3x and 3x? as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20℃; for 15h; | To a solution of amine 7 (50.0 mg, 0.340 mmol) in DMF (1 .5 ml.) was added 6-iodo-1 - hexyne (223 mI_, 1.69 mmol) followed by the slow addition of sodium hydride (60% in mineral oil, 68.0 mg, 1 .69 mmol). The reaction mixture was stirred at rt for 15 h, then diluted with H2O (15 ml.) and extracted with CH2CI2 (3 x 15 ml_). The combined organic fractions were washed with brine, dried (MgS04) and concentrated in vacuo. The crude residue was purified by FCC (20% EtOAc/PE) to yield 8 (40.0 mg, 0.176 mmol, 52%) as a clear oil. Rf 0.36 (Si02; 25% EtOAc/PE); vmax (neat/cm-1) 3298, 2936, 1635, 1539, 1458, 1420; dH (500 MHz, CDCI3) 6.58 (dd, 2H, J = 17.4, 10.6 Hz), 6.53 (s, 1 H), 6.38 (d, 2H, J = 17.3 Hz), 5.58 (dd, 2H, J = 10.6, 1 .4 Hz), 5.29 (s, 1 H), 3.51 (q, 2H, J = 6.6 Hz), 2.25 (td, 2H, J = 10.5, 2.7 Hz), 1 .95 (t, 1 H, J = 2.7 Hz), 1 .78-1 .72 (m, 2H), 1 .67-1.61 (m, 2H); 5c (126 MHz, CDCI3) 163.7, 162.4, 135.8, 121 .9, 105.7, 84.4, 68.7, 41.0, 28.9, 25.9, 18.3; HRMS (ESI) m/z found [M+H]+ 228.1497, CI4HI8N3+ required 228.1495. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 17h; | General procedure: A mixture of the corresponding precursor (1 eq) and alkylating agent (1.5 eq) and K2CO3 (2.5 eq) in DMF was stirred at rt till completion of the reaction. H2O was added and the mixture was extracted with EtOAc. The organic layer was dried, filtered and evaporated. The crude compound was used in next reaction step without further purification (it can be impure with the corresponding precursor). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | Stage #1: uracil With sodium hydride In hexane; N,N-dimethyl-formamide for 8h; Heating; Stage #2: 1-iodo-5-hexyne In hexane; N,N-dimethyl-formamide at 115 - 120℃; for 16h; | 2. General procedure for the synthesis of 1,3-bis(alkynyl)-2,4(1H,3H)-pyrimidine-, quinazoline-, and benzo[g]pteridinediones General procedure: Sodium hydride (30 mmol) preliminarily treated with hexane was added to a solution of 15 mmol of uracil 1, 6-methyluracil 2, thymine 3, quinazoline-2,4-dione 4, and allox-azine 5 in DMF (150 mL). The reaction mixture was stirred for 8 h at 65-70 °C, cooled to room temperature and 60 mmol of the corresponding alkyne (propargyl bromide, 5-iodo-1-pentyne or 6-iodo-1-hexyne) was added to the sodium salt thus obtained. The mixture was stirred at 115-120 °C until the pH achieved 7.0-7.3 (12-16 h). The solvent was distilled off, 100 mL of chloroform was added to the residue and filtered. The filtrate was concen-trated to 10-15 mL and purified by column chromatography on silica gel. The column was eluted first with petroleum ether and then by the mixture of petroleum ether-ethyl acetate (1.5:1). The target compounds 1a-c, 2a-c, 3a-c, 4a-c, 5a-c were isolated from the second fraction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | Stage #1: 6-Methyluracil With sodium hydride In hexane; N,N-dimethyl-formamide for 8h; Heating; Stage #2: 1-iodo-5-hexyne In hexane; N,N-dimethyl-formamide at 115 - 120℃; for 16h; | 2. General procedure for the synthesis of 1,3-bis(alkynyl)-2,4(1H,3H)-pyrimidine-, quinazoline-, and benzo[g]pteridinediones General procedure: Sodium hydride (30 mmol) preliminarily treated with hexane was added to a solution of 15 mmol of uracil 1, 6-methyluracil 2, thymine 3, quinazoline-2,4-dione 4, and allox-azine 5 in DMF (150 mL). The reaction mixture was stirred for 8 h at 65-70 °C, cooled to room temperature and 60 mmol of the corresponding alkyne (propargyl bromide, 5-iodo-1-pentyne or 6-iodo-1-hexyne) was added to the sodium salt thus obtained. The mixture was stirred at 115-120 °C until the pH achieved 7.0-7.3 (12-16 h). The solvent was distilled off, 100 mL of chloroform was added to the residue and filtered. The filtrate was concen-trated to 10-15 mL and purified by column chromatography on silica gel. The column was eluted first with petroleum ether and then by the mixture of petroleum ether-ethyl acetate (1.5:1). The target compounds 1a-c, 2a-c, 3a-c, 4a-c, 5a-c were isolated from the second fraction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | Stage #1: thymin With sodium hydride In hexane; N,N-dimethyl-formamide for 8h; Heating; Stage #2: 1-iodo-5-hexyne In hexane; N,N-dimethyl-formamide at 115 - 120℃; for 16h; | 2. General procedure for the synthesis of 1,3-bis(alkynyl)-2,4(1H,3H)-pyrimidine-, quinazoline-, and benzo[g]pteridinediones General procedure: Sodium hydride (30 mmol) preliminarily treated with hexane was added to a solution of 15 mmol of uracil 1, 6-methyluracil 2, thymine 3, quinazoline-2,4-dione 4, and allox-azine 5 in DMF (150 mL). The reaction mixture was stirred for 8 h at 65-70 °C, cooled to room temperature and 60 mmol of the corresponding alkyne (propargyl bromide, 5-iodo-1-pentyne or 6-iodo-1-hexyne) was added to the sodium salt thus obtained. The mixture was stirred at 115-120 °C until the pH achieved 7.0-7.3 (12-16 h). The solvent was distilled off, 100 mL of chloroform was added to the residue and filtered. The filtrate was concen-trated to 10-15 mL and purified by column chromatography on silica gel. The column was eluted first with petroleum ether and then by the mixture of petroleum ether-ethyl acetate (1.5:1). The target compounds 1a-c, 2a-c, 3a-c, 4a-c, 5a-c were isolated from the second fraction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | Stage #1: 1,2,3,4-tetrahydro-quinazoline-2,4-dione With sodium hydride In hexane; N,N-dimethyl-formamide for 8h; Heating; Stage #2: 1-iodo-5-hexyne In hexane; N,N-dimethyl-formamide at 115 - 120℃; for 16h; | 2. General procedure for the synthesis of 1,3-bis(alkynyl)-2,4(1H,3H)-pyrimidine-, quinazoline-, and benzo[g]pteridinediones General procedure: Sodium hydride (30 mmol) preliminarily treated with hexane was added to a solution of 15 mmol of uracil 1, 6-methyluracil 2, thymine 3, quinazoline-2,4-dione 4, and allox-azine 5 in DMF (150 mL). The reaction mixture was stirred for 8 h at 65-70 °C, cooled to room temperature and 60 mmol of the corresponding alkyne (propargyl bromide, 5-iodo-1-pentyne or 6-iodo-1-hexyne) was added to the sodium salt thus obtained. The mixture was stirred at 115-120 °C until the pH achieved 7.0-7.3 (12-16 h). The solvent was distilled off, 100 mL of chloroform was added to the residue and filtered. The filtrate was concen-trated to 10-15 mL and purified by column chromatography on silica gel. The column was eluted first with petroleum ether and then by the mixture of petroleum ether-ethyl acetate (1.5:1). The target compounds 1a-c, 2a-c, 3a-c, 4a-c, 5a-c were isolated from the second fraction. |
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :