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. : | 50995-95-4 | MDL No. : | MFCD00059158 |
Formula : | C6H10N2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MKBBSFGKFMQPPC-UHFFFAOYSA-N |
M.W : | 110.16 | Pubchem ID : | 162617 |
Synonyms : |
|
Num. heavy atoms : | 8 |
Num. arom. heavy atoms : | 5 |
Fraction Csp3 : | 0.5 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 1.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 33.17 |
TPSA : | 28.68 Ų |
GI absorption : | High |
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) : | -6.08 cm/s |
Log Po/w (iLOGP) : | 1.28 |
Log Po/w (XLOGP3) : | 1.25 |
Log Po/w (WLOGP) : | 1.36 |
Log Po/w (MLOGP) : | 0.32 |
Log Po/w (SILICOS-IT) : | 1.99 |
Consensus Log Po/w : | 1.24 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.64 |
Solubility : | 2.52 mg/ml ; 0.0229 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.45 |
Solubility : | 3.9 mg/ml ; 0.0354 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.37 |
Solubility : | 0.471 mg/ml ; 0.00428 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.55 |
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 |
---|---|---|
65% | With ammonium bicarbonate In water at 20℃; | Preparation of 2-propylimidazole. To a suspension OfNH4HCO3 (16.45 g, 208.1 mmol) in H2O (10 mL) was added butyraldehyde (9.2 mL, 7.52 g, 104 mmol) and glyoxalZH2O (40percent wZw, 11.9 mL, 15.09 g, 104.0 mmol). The mixture was stirred at ambient temperature EPO <DP n="49"/>overnight, and volatiles were evaporated. The residue was extracted with THF. The extracts were combined, and volatiles were evaporated to give the crude material (11 g, 96percent), which was chromatographed (CH2Cl2 --> MeOH/CH2Cl2, 1 :60 --> 1:30) to give 2-propylimidazole (7.45 g, 65percent): 1H NMR (500 MHz, CDCl3) δ 11.50 (s, IH), 6.96 (s, 2H), 2.72 (t, J= 7.4 Hz, 2H), 1.77 (sext, J= 7.4 Hz, 2H), 0.98 (t, J= 7.4 Hz, 3H); 13C NMR (125 MHz, CDCl3) δ 149.1, 121.4, 30.7, 22.3, 14.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With n-butyllithium In tetrahydrofuran; hexane | A. 2-Propyl-1H-imidazole To the title A compound of Example 2 (16.3 g, 103 mmol, 1 eq.) in dry tetrahydrofuran (259 mL, 0.4M) at -40° C. was added via syringe n-butyl lithium (2.5M in hexane, 41.5 mL, 103 mmol, 1 eq.) such that the temperature did not rise above -35° C. The mixture was stirred at -40° C. for 15 minutes. n-Propyl iodide (21.15 g, 124 mmol, 1.2 eq.) was added over five minutes at -40° C. Then the mixture was warmed to room temperature overnight, and ether (260 mL) was added. The mixture was extracted with 0.1N hydrochloric acid (4*260 mL). The acid extracts were neutralized with solid sodium bicarbonate, concentrated and extracted with methylene chloride. The organic extracts were dried (magnesium sulfate) and concentrated to give the title A compound (10.9 g, 95percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In N,N-dimethyl-formamide; at 65℃; for 20h;Product distribution / selectivity; | Preparation of 2-chloro-6-(2-propylimidazol- 1 -vDpurine. Method 1: 2,6-Dichloropurine (0.38 g, 2 mmol) and <strong>[50995-95-4]2-propylimidazole</strong> (1.32 g, 12 mmol) were dissolved in freshly distilled DMF (10 mL), and the mixture was stirred at 65 C for 20 h. Volatiles were evaporated in vacuo, and the residue was dissolved EPO <DP n="50"/>in 0.1 N NaOH/H2O//CH2Cl2 (100 mL/50 mL). The organic phase was extracted with 0.1 N NaOHZH2O (3 x 50 mL). The combined aqueous phase was washed with CH2Cl2 (2 x 50 mL) and neutralized with CO2. The precipitated solid was filtered and washed (H2O) to give 2-chloro-6-(2-propylimidazol-l-yl)purine (0.38 g, 72%): mp 224.5-225 C; UV (MeOH) max 215, 288 nm (epsilon 25 800, 16 700), min 332, 241 nm (epsilon 2500, 4500); 1H NMR (500 MHz, DMSO-J6) delta 14.04 (br s, IH), 8.69 (s, IH), 8.43 (s, IH), 7.06 (s, IH,), 3.12 (t, J= 7.5 Hz, 2H), 1.72 (sext, J= 7.3 Hz, 2H), 0.95 (t, J= 7.3 Hz, 3H); 13C NMR ( 125 MHz, DMSO-^6) delta 157.3, 151.7, 150.2, 147.2, 146.6, 128.9, 122.5, 121.1, 32.4, 21.5, 14.5; HRMS m/z 262.0723 (M+ [Ci1H11ClN6] = 262.0734). Anal. Calcd for CnHnClN6: C, 50.29; H, 4.22; N, 31.99. Found: C, 50.02; H, 4.28; N, 31.64. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In toluene; at 95℃; for 4h; | Preparation of 6-(2-propylimidazol-l -vDpurine. A suspension of 2',3',5'-tri-O-acetylinosine (1.58 g, 4.0 mmol), 2- propylimidazole (1.60 g, 14.4 mmol), Ph3P (2.58 g, 9.6 mmol), I2 (2.14 g, 8.32 mmol), and EtN(Z-Pr)2 (3.6 mL, 2.67 g, 20.2 mmol) in dried toluene (40 mL) was stirred at 95 C for 4 h. Volatiles were evaporated in vacuo, and the residue was extracted with boiling EtOAc. The combined extracts were evaporated to dryness, and the residue was chromatographed (CH2Cl2ZMeOH, 1 :40) to give a solid contaminated with Ph3PO. This material was dissolved in AcOH (160 mL), and AcCl (2.2 mL, 2.43 g, 31 mmol) was added. The solution was stirred at 65 C overnight, and volatiles were evaporated in vacuo. The residue was dissolved in CH2Cl2 and extracted with 0.1 N NaOHZH2O. The aqueous layer was washed (CH2Cl2), and precipitation with CO2 followed by filtration and thorough washing (H2O) gave a solid (0.66 g, 72%). This material was dissolved in MeOH and decolorized with charcoal. Recrystallization (MeOH) gave 6-(2-propylimidazol-l- yl)purine as a colorless solid: mp 242.5-243.5 C; UV (MeOH) max 278 nm (epsilon 13 700), min 235 nm (epsilon 5000); 1H NMR (300 MHz5 DMSO-^6) delta 13.90 (br s, IH), 8.86 (s, IH), 8.69 (s, IH), 8.36 (s, IH), 7.07 (d, J= 1.5 Hz, IH), 3.18 (t, J= 7.3 Hz, 2H), 1.72 (sext, J= 7.3 Hz, 2H), 0.93 (t, J= 7.3 Hz, 3H); 13C NMR (75 MHz, CDCl3) delta 155.5, 152.0, 149.8, 146.9, 145.8, 128.5, 123.6, 121.4, 32.2, 21.5, 14.5; HRMS m/z 228.1109 (M+ [C11H12N6] = 228.1123). Anal. Calcd for CnH12N6: C, 57.88; H, 5.30; N, 36.82. Found: C, 58.09; H, 5.19; N, 37.00. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 16 8-(2-n-Propyl-1H-imidazol-1-yl)-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione The title compound was prepared from 8-fluoro-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione and <strong>[50995-95-4]2-n-propylimidazole</strong> by a method analogous to the method described in example 11. M.p. 260C decomp. 1-NMR (DMSO-d6: delta 13.3 (1H, s), 12.3 (1H, s), 8.50 (1H, s), 8.05 (1H, s), 7.25 (1H, d), 7.00 (1H, d), 2.35 (2H, t), 1.55 (2H, q), 0.85 (3H, t). | ||
EXAMPLE 16 8-(2-n-Propyl-1H-imidazol-1-yl)-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione The title compound was prepared from 8-fluoro-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione and <strong>[50995-95-4]2-n-propylimidazole</strong> by a method analogous to the method described in example 11. M.p. 260 C. decomp. 1 H-NMR (DMSO-d6): delta13.3 (1H, s), 12.3 (1H, s), 8.50 (1H, s), 8.05 (1H, s), 7.25 (1H, d), 7.00 (1H, d), 2.35 (2H, t), 1.55 (2H, q), 0.85 (3H, t). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With caesium carbonate; In methanol; dimethyl sulfoxide; at 140℃; for 6h; | A stirred mixture of [5- (3-FLUORO-4-METHANESULFONYL-PHENYL)-4-METHYL-THIAZOL-2-YL]- (LH-PYRAZOL-3-YL)-AMINE hydrobromide salt (68d) (1.0 g, 2.3 mmol), Caesium carbonate (1.50 g, 4.6 mmol) and 2-propylamidazole (0. 508 g, 4.6 mmol) in dry DMSO (10 ml) is heated at 140 C for 6 hours. After cooling to room temperature the mixture is diluted with ethyl acetate (50 ml) and washed with water (100 ml). The organic extract is separated and the crude product is absorbed on silica. Purification by chromatography on silica, eluting with ethyl acetate-ethanol (1: 1) affords the titled compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In tetrahydrofuran; at 0℃; for 2h; | Intermediate 28: 1-(5-Bromopyridin-2-yl)-2- 2(at)ropyl-1H imidazol-1-yl(at)ethanone; 2-Bromo-l-(5-bromopyridin-2-yl)ethanone hydrobromide (Intermediate 9, 400 mg, 1.81 mmol) was suspended in dry THF (5 mL) and cooled to 0 C. 2-Propylimidazole (487 mg, 4.4 mmol) was added and the mixture was stirred for 2 hour. The reaction mixture was diluted with dichloromethane, washed with water, and dried over sodium sulfate. Chromatography on silica gel with dichloromethane/ methanol (20:1) gave 256 mg of the product as an off-white solid. MS (ESP) : 309 (MH+) for C13H14BrN3O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium chloride; In N-methyl-acetamide; diethyl ether; | STAGE 1: 1-((6-chloro 1,3-benzodioxol-5-yl)methyl)-2-n-propyl1H-imidazole 12 g of 2-n-propyl-1H-imidazole is introduced into 125 ml of anhydrous dimethylformamide, 5.28 g of sodium hydride at 50% in oil is added slowly in fractions, agitation is carried out for 20 minutes then 22.55 g of 6-chloro-piperonyl chloride is added in fractions and agitation is continued for one hour at ambient temperature. The dimethylformamide is evaporated off with a rotary evaporator then the residue is acidified then hydrolyzed using saturated ammonium chloride. Extraction is carried out 3 times with methylene chloride. The organic phase is washed with distilled water, dried, then impasted in ethyl ether and dried. In this way 22.2 g of expected product (white powder) is obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With n-butyllithium; In tetrahydrofuran; hexane; | A. 2-Propyl-1H-imidazole To the title A compound of Example 2 (16.3 g, 103 mmol, 1 eq.) in dry tetrahydrofuran (259 mL, 0.4M) at -40 C. was added via syringe n-butyl lithium (2.5M in hexane, 41.5 mL, 103 mmol, 1 eq.) such that the temperature did not rise above -35 C. The mixture was stirred at -40 C. for 15 minutes. n-Propyl iodide (21.15 g, 124 mmol, 1.2 eq.) was added over five minutes at -40 C. Then the mixture was warmed to room temperature overnight, and ether (260 mL) was added. The mixture was extracted with 0.1N hydrochloric acid (4*260 mL). The acid extracts were neutralized with solid sodium bicarbonate, concentrated and extracted with methylene chloride. The organic extracts were dried (magnesium sulfate) and concentrated to give the title A compound (10.9 g, 95%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 19 8-(2-n-Propyl-1H-imidazol-1-yl)-7-trifluoromethyl[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione, hydrochloride The title compound was prepared from 4-amino-2-fluoro-5-nitrobenzotrifluoride and <strong>[50995-95-4]2-n-propylimidazole</strong> by a method analogous to the method described in example 10. M.p.>300 C. 1 H-NMR (DMSO-d6): delta0.86 (t, 3H), 1.55-1.79 (m, 2H), 2.65 (t, 2H), 7.83 (d, 1H), 7.87 (s, 1H), 7.91 (br.s, 1H), 8.82 (s, 1H), 12.44 (s, 1H), 13.30 (s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
the following products of formula (II): 2-phenylimidazole 2-methoxymethylimidazole 2-propylimidazole 2-isopropylimidazole 2-ethylimidazole 2-methylimidazole | ||
By the procedure of Example 3, converting the following substituted imidazoles to the silver salts: 2-methylimidazole 2-ethylimidazole 2-propylimidazole 2-butylimidazole |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
11. 4-(2-Propylimidazol-1-yl)benzyl alcohol Prepared from 2-propylimidazol and ethyl 4-fluorobenzoate. MW: 216.29 1 H NMR (CDCl3) delta: 7.60-7.80(m, 6H), 4.80(s, 2H), 2.70-2.45 (m, 2H), 2.00-1.50(m, 3H), 1.00-0.70(m, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; N,N-dimethyl-formamide; | EXAMPLE 14 1,2,3,9-Tetrahydro-3-[(2-propyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one hydrochloride Iodomethane (0.75 ml) was added to a stirred solution of 3-[(dimethyl amino)methyl]-1,2,3,9-tetrahydro-4H-carbazol-4-one (2.9 g) in dry DMF (30 ml) and the solution stirred at room temperature for 30 min. A solution of <strong>[50995-95-4]2-propyl-1H-imidazole</strong> (2 g) in DMF (5 ml) was added, and the solution stirred at 100 C. for 2 days, cooled and partitioned between sodium carbonate (2N, 150 ml) and ethyl acetate (2*100 ml). The combined extracts were washed with water (100 ml), dried and evaporated in vacuo. The residue was purified by column chromatography eluding with dichloromethane:ethanol:ammonia (400:30:3) to give the free base as a solid (1.2 g). A sample (0.2 g) was dissolved in absolute ethanol (5 ml), acidified with ethereal hydrogen chloride and diluted with dry ether (ca 200 ml) to give an oil. On scratching, the oil crystallized to give a solid (0.15 g). The salt was crystallized from a mixture of methanol and isopropyl acetate to give the title compound (0.08 g) m.p. 206208 C. Analysis--Found: C,65.6;H,6.8;N,12.0. C19 H21 N3 O.HCl 0.2H2 O requires C,65.7;H,6.5;N,12.1%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In acetonitrile; | 1(a) Ethyl-2-(2-propylimidazol-1-yl)propanoate 2-Propylimidazole (5.5 g), ethyl 2-bromopropionate (9.95 g) and potassium carbonate (12.4 g) were stirred in refluxing acetonitrile (100 ml) for 72 hours. The suspension was allowed to cool, filtered and the solvent removed under reduced pressure, yielding the title compound as an off-white foam, 9.2 g [88%]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With nitrogen; In tetrahydrofuran; water; | EXAMPLE 5 1-(4-IMIDAZOLYLSULFONYL)-2-n-PROPYLIMIDAZOLE A round bottom flask equipped with a magnetic stirrer, reflux condenser and nitrogen inlet was charged with 10.85 g of imidazole-4-sulfonylchloride and 180 ml of THF. This solution was treated with a solution of 15.4 g <strong>[50995-95-4]2-n-propylimidazole</strong> in 100 ml of THF. The reaction mixture was stirred at room temperature overnight and then refluxed 48 hours. The clear solution was concentrated to an oil and dissolved in water. The opaque solution deposited crystals on standing which were filtered, washed and dried. Recrystallization from ethyl acetate gave 10.61 g of white crystals of 1-(4-imidazolylsulfonyl)-<strong>[50995-95-4]2-n-propylimidazole</strong> with mp 163-4, lambdamaxnujol 3.18 (NH), 7.32 (SO2 N) and 8.52 mu (SO2 N). NMR (DMSO, d6): 660-730 Hz, m, 1H; 496 Hz, d, J = 1.5 Hz, 1H; 477 Hz, d, J = 1.5 Hz, 1H; 447 Hz, d, J = 2 Hz, 1H; 415 Hz, d, J = 2 Hz, 1H; 174 Hz, t, J = 7 Hz, 2H; 82-118 Hz, sextet, J = 7 Hz, 2H; 51 Hz, t, J = 7 Hz, 3H. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With sodium hydroxide; In water; N,N-dimethyl-formamide; | Example 30 Methyl 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionate (1.50 g) and <strong>[50995-95-4]2-propylimidazole</strong> (0.66 g) were dissolved in N,N-dimethylformamide (10 ml), and sodium hydride (60% dispersion in oil, 0.30 g) was gradually added to the resulting solution at room temperature. After this was stirred at room temperature for 3.5 hours, an aqueous solution of 2 N sodium hydroxide (50 ml) was added thereto and stirred for an additional 30 minutes. Water was added to the reaction mixture, and the pH was then adjusted to 6 with 2 N hydrochloric acid. The crystals thus precipitated were collected by filtration, and recrystallized from ethanol to obtain 4-(4-chlorophenyl)-2-(2-propyl-1-imidazolyl)-5-oxazolepropionic acid (1.25 g, 69%) as pale brown needles. mp 174-175 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Preparation of 9-(2,3 ,5-tri-O-acetyl-beta-D-ribofuranosyl)-2-chloro-6-(2- propylimidazol- 1 -vDpurine . Method A:A mixture of 2',3',5'-tri-O-acetyl-2-N-tritylguanosine (5.92 g, 9.1 mmol), I2 (11.55 g, 45.5 mmol), Ph3P (11.93 g, 45.5 mmol) and <strong>[50995-95-4]2-propylimidazole</strong> (5.01 g, 45.5 mmol) was stirred in toluene (180 mL) at 95 C for 15 min. DIPEA (15.9 mL, 11.80 g, 91.3 mmol) was added, and the mixture was stirred at 95 C overnight. After removal of volatiles in vacuo, the residue was extracted with boiling EtOAc. The combined EtOAc extracts were evaporated to dryness, and the residue was dried under vacuum. The material obtained was stirred in TFA/H2O (9:1, 250 mL) at 0 C for 4 h. Volatiles were evaporated in vacuo, and the residue was chromatographed (CH2Cl2 ? MeOH/CH2Cl2, 1:12). This solid material was treated with charcoal in MeOH. Volatiles were evaporated in vacuo, and the residue was dissolved inCH2Cl2 and washed (NuaHCO3/H2O, brine) and dried (Na2SO4) to give 9-(2,3,5-tri- 0-acetyl-beta-D-ribofuranosyl)-2-amino-6-(2-propylimidazol-l-yl)purine as a colored solid (3.20 g, 81%, contaminated with Ph3PO). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With iodine; sodium carbonate; In 1,4-dioxane; water; at 20℃; for 24h; | To a slightly yellow homogeneous solution of <strong>[50995-95-4]2-propylimidazole</strong> (10.000 g; 86.239 mmol) in dioxane (155 ml) and distilled water (155 ml) was added successively, at rt (in one portion), sodium carbonate (27.559 g; 258.716 mmol), and iodine (48.154 g; 189.725 mmol). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24h. EA (350 ml) was then added followed by an aq. solution of sodium thiosulfate (30 g Na2S2theta3 in 200 ml of water). The yellow homogeneous organic layer was separated and additionally washed with an aq. solution of sodium thiosulfate (30 g Na2S2Os in 200 ml of water), and finally with brine (2 x 200 ml). The yellow organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give the pure product 4, 5-diiodo-2-propyl-1 /-/-imidazole as a yellow solid which was further dried under HV (30.660 g; 98%). LC-MS: tR = 0.68 min.; [M+H]+ = 362.73 g/mol. |
85% | With iodine; sodium hydroxide; In chloroform; water; at 20℃; for 45h; | In a 1-L round-bottomed flask, <strong>[50995-95-4]2-propylimidazole</strong> (15.0 g, 136 mmol) and I2 (110 g, 435mmol) were suspended in a mixture of CHCl3 (350 mL) and 2 M NaOH aqueous solution (350mL), and the mixture was stirred at room temperature of 45 h. To this mixture, a saturatedNa2S2O3 aqueous solution until the excess amount of I2 was quenched, the mixture was leftstand until the mixture separate to aqueous and CHCl3 layers. The CHCl3 layer was removedby using dropping funnel, then the aqueous layer was neutralized with acetic acid and asaturated NaHCO3 aqueous solution. The resulting precipitate was collected by filtration andwashed with water, then dried in vacuo at 60 C, to give 11 (43.7 g, 85%) as a soft yellowpowder; |
72% | With iodine; sodium hydrogencarbonate; In 1,4-dioxane; water; at 20℃; | Reference Example A16: 4-Iodo-<strong>[50995-95-4]2-propylimidazole</strong> [step 1] 2-Propylimidazole (3.0 g, 27.3 mmol) was dissolved in dioxane/water (55 mL/55 mL), sodium hydrogen carbonate (8.67 g, 81.8 mmol) and iodine (15.0 g, 59.9 mmol) were added, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 4,5-diiodo-<strong>[50995-95-4]2-propylimidazole</strong> (7.09 g, 72%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With copper(l) iodide; potassium carbonate; D-histidin; at 110℃; for 120h; | Copper (I) Iodide (0.038g) and D-histidine (0.062g) in DMSO (15ml) was stirred under an atmosphere of argon at 11O0C for 30 minutes when 3-(4-bromophenyl)-1 ,4- diazaspiro[4.5]dec-3-en-2-one (D6) (0.614g), <strong>[50995-95-4]2-propylimidazole</strong> (264mg) and potassium carbonate (0.553g) was added and heating was continued at 11 O0C for 5 days when the mixture was poured into a mixture of sodium bicarbonate solution and ethyl acetate. The mixture was stirred for 2 hours, filtered and the filtrate was separated. The ethyl acetate layer was dried over sodium sulphate, evaporated and the residue was chromatographed on a silica column eluted with 0-5% 2M methanolic ammonia/DCM to give the title compound (0.2g).1H NMR (CDCI3) delta: 1.4 (3H, t), 1.5 - 1.85 (obs, m), 1.9 - 2.1 (4H, m) 2.7 (2H, t), 7.00 (1 H, m), 7.09 (1 H, m), 7.4 (2H, m), 7.82 (1 H, br), 8.55 (2H, m). Mass Spectrum (LC/MS): Found 337 (MH+). Ret. time 1.87 min. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | [0675] A solution of <strong>[50995-95-4]2-propylimidazole</strong> (76 mg, 0.69 mmol) in 1 mL DME was added to a mixture NaH (32 mg, 0.81 mol, 60% dispersion in mineral oil) at 0 C under argon. After 20 min, a solution of the product of Example 157 Step 3 (250 mg, 0.62 mol) in 2 mL DME was added at 0 C. The reaction was warmed to 25 C. After 1.5 h, the reaction was filtered through a pad of Celite (1"), and washed with EtOAc (20 mL). The filtrate was concentrated to give a pale brown oil in 0.21 g (80%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | General procedure: A solution of imidazole 4-13, benzimidazole 40, 41, pyridoimidazole 42 or benzotriazole 43 (23 mmol) in dry DMF (15 mL) and K2CO3 (11.5 mmol) was stirred for 10 min at 0-5 C, under nitrogen atmosphere. After this time, appropriate 1-aryl-2-bromo-ethanone 18-21 (23 mmol) was added and the mixture was stirred for 1.5 h then poured into ice water. The resulting crude material was extracted with dichloromethane (3 × 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure; the obtained residue were purified by means of flash chromatography performed using silica gel 60 (230-400 mesh) and a mixture of ethyl acetate/methanol 8:2 v/v or dichloromethane/methanol 9.5/0.5 v/v (only for purification of 25 and 26, 49 and 51, 50 and 52, respectively) as eluent. |
Tags: 50995-95-4 synthesis path| 50995-95-4 SDS| 50995-95-4 COA| 50995-95-4 purity| 50995-95-4 application| 50995-95-4 NMR| 50995-95-4 COA| 50995-95-4 structure
[ 17286-47-4 ]
2-(1H-Imidazol-2-yl)ethanamine dihydrochloride
Similarity: 0.85
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 :