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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Synonyms: 4-Bromopyridine-2-amine
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CAS No. : | 84249-14-9 |
Formula : | C5H5BrN2 |
M.W : | 173.01 |
SMILES Code : | C1=C(C=C(N=C1)N)Br |
Synonyms : |
4-Bromopyridine-2-amine
|
MDL No. : | MFCD01646115 |
InChI Key : | BAQKUNMKVAPWGU-UHFFFAOYSA-N |
Pubchem ID : | 693282 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H319 |
Precautionary Statements: | P305+P351+P338 |
* 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 |
---|---|---|
100% | In water; at 100℃; for 4h; | To a suspension of 4-bromopyridin-2-amine (5.26 g, 30.40 mmol) in water (50 mL) was added 2-chloroacetaldehyde (40% [w/w] in water, 15.24 g, 77.66 mmol). The reaction mixture was stirred at 100 C for 4 h, and adjusted to pH = 10 with a saturated Na2CO, aqueous solution, then extracted with DCM (100 mL c 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/100) to give the title compound as yellow oil (5.93 g, yield 100%).MS (ESI, pos. ion) m/z: 197.2 [M+H]+;1H NMR (400MHz, CDCl3) d (ppm): 8.00 (d, j = 7.2 Hz, 1H), 7.82 (d, J = 0.8 Hz, 1H), 7.61 (s, 1H), 7.57 (s, 1H), 6.90 (dd, j= 7.2, 1.7 Hz, 1H). |
100% | In water; at 100℃; for 4h; | To 4-bromopyridin-2-amine (5.26 g, 30.40 mmol)In water (50mL) suspension2-chloroacetaldehyde (40% [w/w] in water, 15.24 g, 77.66 mmol).The reaction mixture was stirred at 100 C for 4 hours.After the reaction,Adjust to pH=10 with a saturated aqueous solution of sodium carbonate.It was then extracted with dichloromethane (100 mL x 3).The combined organic phases were washed with saturated brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/100).The title compound was obtained as a yellow liquid (5.93 g, yield 100%). |
78% | With sodium hydrogencarbonate; In ethanol; for 6h;Reflux; | The compound 2-amino-4-bromopyridine 22 (5.0 g) and 2-chloroacetaldehyde (40%solution, 12 mL, 2.5 eq) was dissolved in absolute ethanol (50 mL)After addition of NaHCO3 (4.89 g, 2.0 eq)Reflux reaction 6h.The organic solvent was removed by vacuum filtration, washed with EA (60 mL), washed with water, saturated with brine, dried over Na2SO4 and dried on a dry column to give brown solid 23 (4.38 g, 78%). |
71% | Example 44; 8-(ftrans)-3-fluoropiperidin-4-yloxy)-2-(7-(pyridin-3-yl)imidazo[1.2-a]pyridin-3-yl)qiotaiotainoluie; Step A: Preparation of 7-bromoimidazo[1.2-a]pyridine:; A solution of 4- bromopyridin-2-amine (1.00 g, 5.78 mmol) and 2-chloroacetaldehyde (50% wt aqueous solution, 1.83 ml5 14.45 mmol) in absolute ethanol (9.5 ml) was refluxed for 12 hours, and then allowed to cool to ambient temperature overnight. The reaction mixture was concentrated under reduced pressure and carefully re-suspended in saturated aqueous bicarbonate solution (100 ml). The resulting mixture was extracted thoroughly with DCM and EtOAc, and the combined organic extracts were dried over anhydrous sodium sulfate and concentrated to afford 1.31 g of a solid. The solid was purified by silica gel chromatography (eluting with 3% MeOH-chloroform) to afford the desired compound (0.808 g5 71 % yield). MS APCI (+) m/z 197.1 and 199.1 (M+l for each isotope) detected. | |
71% | In ethanol; water; at 20℃; for 12h;Heating / reflux; | A solution of 4- bromopyridin-2-amine (1.00 g, 5.78 mmol) and 2-chloroacetaldehyde (50% wt aqueous solution, 1.83 ml, 14.45 mmol) in absolute ethanol (9.5 ml) was refluxed for 12 hours, and then allowed to cool to ambient temperature overnight. The reaction mixture was concentrated under reduced pressure and carefully re-suspended in saturated aqueous bicarbonate solution (100 ml). The resulting mixture was extracted thoroughly with DCM and EtOAc, and the combined organic extracts were dried over anhydrous sodium sulfate and concentrated to afford 1.31 g of a solid. The solid was purified by silica gel chromatography (eluting with 3% MeOH-chloroform) to afford the desired compound (0.808 g, 71 % yield). MS APCI (+) m/z 197.1 and 199.1 (M+l for each isotope) detected. |
63% | With sodium hydrogencarbonate; In ethanol; for 16h;Reflux; | To a stirred solution of 4-bromopyridin-2-amine (5 g, 28.9 mmol, Molekula Biokem Ltd) in EtCH (5OmL), added sodium bicarbonate (7.28 g, 86.7 mmol) and chloroacetaldehyde (5 mL, 115 mmol) and refluxed for 16 h. The reaction mixture was evaporated under vacuum and water (25 mL) was added to the crude mixture. The resulting solution was extractedwith EtOAc (2 x 50 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated. The resulting crude product was purified by flash chromatography. Yield:63% (3.6 g, brown solid). LCMS: (Method B) 199.0 (M +H), Rt. 3.92 mm, 94.50% (Max). |
63% | With sodium hydrogencarbonate; In ethanol; for 16h;Reflux; | To a stirred solution of 4-bromopyridin-2-amine (5 g, 28.9 mmol, Molekula Biokem Ltd) in EtOH (50ml_), added sodium bicarbonate (7.28 g, 86.7 mmol) and chloroacetaldehyde (5 mL, 1 15 mmol) and refluxed for 16 h. The reaction mixture was evaporated under vacuum and water (25 mL) was added to the crude mixture. The resulting solution was extracted with EtOAc (2 x 50 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated. The resulting crude product was purified by flash chromatography. Yield: 63% (3.6 g, brown solid). LCMS: (Method B) 199.0 (M +H), Rt. 3.92 min, 94.50% (Max). |
With sodium hydrogencarbonate; In ethanol; for 17h;Heating / reflux; | 4-Bromo-pyridin-2-ylamine (1 eq, 5.78 mmol, 1 g) is added to a solution of chloroacetic aldehyde (5 eq, 28.9 mmol, 5 ml) in EtOH (25 ml). NaHCO3 (2 eq, 11.6 mmol, 971 g) is then added and the reaction mixture is heated at reflux for 17 h. The solvent is then removed in vacuo and the product is purified by flash column chromatography eluting with 9:1 DCM/MeOH to afford 7-bromo-imidazo-[1,2-a]- pyridine as a brown solid; [M+H]+ = 198 | |
INTERMEDIATE SYNTHESIS; 7-bromo-3-iodoimidazo[ 1 ,2-a]pyridine; (1) 7-bromoimidazo[l,2-a]pyridine.; To a 100 niL round -bottomed flask was added 4-bromopyridin-2-amine (4.0 g, 23.1 mmol), chloroacetaldehyde, 50% in water (14.9 rnL, 116 mmol), and EtOH (25 mL). The resulting reaction mixture was heated at 100 0C under N2 for 3 h. The reaction was cooled to rt and the solvent was concentrated. The residue was redissolved in EtOAc. The organic layer was washed with sat. NaHCObeta (2 x 40 mL), water (2 x 40 mL), brine, dried over MgSO4, and removed solvent. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep, 12O g SiO2, DCM:MeOH=96%:4% to DCM:MeOH (2M NH3)=95%:5%, Flow = 85 niL/min). The solvent was removed in vacuo to afford the desired product as brown solid (3.8 g). MS (ESI pos. ion) m/z: 196.8. Calcd exact mass for C7H5BrN2: 195.9. 1U NMR (300 MHz, CHLOROFORM-J) delta ppm 6.90 (d, J=7.16 Hz, 1 H) 7.57 (s, 1 H) 7.62 (s, 1 H) 7.83 (s, 1 H) 8.00 (d, J=7.16 Hz, 1 H). | ||
18.6 g | In ethanol; water; at 0℃;Reflux; | The compound 2-amino-4-bromopyridine 6 (20.00 g, 116.28 mmol) was dissolved in a mixture of ethanol (300 mL) and water (30 mL).After stirring for 20 minutes under ice bath conditions, when the solution temperature drops to 0 C,40% chloroacetaldehyde (28.60 mL, 174.40 mmol) was added slowly and stirred at reflux overnight.The mixture was filtered with Celite, and then evaporated and evaporated.Washed with water, washed with saturated brine, dried with Na2SO4 and then driedColumn chromatography gave a brown solid 8 (18.60 g, 81%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With N-chloro-succinimide; In N,N-dimethyl-formamide; at -20 - 20℃; for 24h; | 4-Bromopyridin-2-amine (17.3 g, 100 mmol) was dissolved in DMF (200 mL) and cooled at -20C. NCS (14.7 g, 110 mmol) was added in portions at -20C. The reaction mixture was stirred at rt. for 24 h, and then diluted with WATER (200 mL), extracted with EtOAc (100 mL*3). The combined organic layers were washed with saturated brine (100 mL*2), dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated. The residues were purified by column chromatography (eluent: PE:EtOAc, 5:1 to 1:1) to give 15 g of the title compound as a yellow solid (yield: 72%). |
61% | With N-chloro-succinimide; In N,N-dimethyl-formamide; at -20 - 20℃; for 24h; | [00252j 27A. 4-Bromo-5-chloropyridin-2-amine: To a stirred solution of 4-bromopyridin-2-amine (30.0 g, 173 mmol) in DMF (350 mL) at -20 C was added 1-chloropyrrolidine-2,5-dione (24.3 g, 182 mmol). The reaction mixture was stirred at rtfor 24 h. The reaction mixture was poured into cold 1 M aq. NaOH (300 mL) andextracted with Et20 (2 x 400 mL). The combined extracts were washed with water (3 x200 mL), brine (200 mL), dried over Na2SO4, filtered, and concentrated. The crudematerial was recrystallized from CH2C12 to provide 27A as red solid (22.0 g, 106 mmol,61% yield). LC-MS Anal. Calc?d for C5H4BrC1N2: 205.93, found [M+H] 206.9. |
61% | With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20℃; for 24h; | 81A. 4-Bromo-5-chloropyridin-2-amine To a stirred solution of 4-bromopyridin-2-amine (30 g, 173 mmol) in DMF (350 mL) at -20 C. was added 1-chloropyrrolidine-2,5-dione (24 g, 182 mmol). The reaction mixture was allowed to stir at rt for 24 h. The reaction mixture was poured into a cold solution of 1M NaOH (300 mL) and the mixture was extracted with Et2O (2*400 mL). The combined extracts were washed with water (3*200 mL), brine (200 mL), dried over Na2SO4, filtered and concentrated. The crude material was recrystallized from DCM which afforded 4-bromo-5-chloropyridin-2-amine as red solid (22 g, 106 mmol, 61% yield). LC-MS Anal. Calc'd for C5H4BrClN2 205.93. found [M+H] 206.9. 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 6.81 (s, 1H), 4.49 (br. s., 2H). |
61% | With N-chloro-succinimide; In N,N-dimethyl-formamide; at -20 - 20℃;Inert atmosphere; | Description 14 (D14); 4-bromo-5-chloro-2-pyridinamine; To a stirred solution of 2-amino-4-bromopyridine (15.0 g, 86.7 mmol) in N, N- dimethylformamide (430 ml_) at -200C was added N-chlorosuccinimide (12.99 g, 95.34 mmol). Reaction mixture allowed to stir at room temperature for 24 h. Reaction mixture poured into cold 1 M sodium hydroxide (750 ml_) and extracted with diethyl ether (4 x 500 ml_). The combined extracts were washed with water (3 x 200 ml_), brine (200 ml_), dried over sodium sulfate, filtered and solvent removed in vacuo yielding a solid (17.2 g) which was recrystallised from hexane to yield a solid (12.8 g). Material purified by column <n="70"/>chromatography eluting with 0-25% ethyl acetate in dichloromethane. The relevant fractions were combined and solvent removed in vacuo to furnish the title compound (1 1.0 g, 61 %). 1H NMR: (300 MHz, CDCI3) delta 8.05 (s, 1 H), 6.79 (s, 1 H), 4.49 (s, 2H). |
43.7% | With N-chloro-succinimide; In N,N-dimethyl-formamide; at -78 - 20℃;Inert atmosphere; | N-Chloro-succinimide (3.70 g, 27.7 mmol) dissolved in DMF (20 mL) was added dropwise to 4-bromopyridin-2-amine (4.40 g, 25.4 mmol) in DMF (50 mL) at -78 C. over a period of 30 minutes under nitrogen. The resulting suspension was then allowed to warm to r.t. After stirring under these conditions for 24 h, the reaction mixture was diluted with Et2O (50 mL) and washed sequentially with 1 M aqueous NaOH (2×50 mL), water (50 mL), and saturated aqueous sodium chloride (25 mL). The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure. The resulting crude product was purified by flash silica chromatography, elution gradient 0 to 25% EtOAc in DCM. Pure fractions were evaporated to dryness to afford 4-bromo-5-chloropyridin-2-amine (2.30 g, 43.7%) as a cream solid. 1H NMR (400 MHz, DMSO-d6, 30 C.) 6.35 (2H, s), 6.82 (1H, s), 8.01 (1H, s). m/z: ES+[M+H]+ 209 (35C1 81Br and 37C1 79Br isotopes). |
With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20℃; for 12h; | To a solution of 4-bromopyridin-2-amine (500 mg, 2.89 mmol) in N,N-dimethylformamide (5 mL) was added N-chlorosuccinimide (463 mg, 3.47 mmol) and the mixture was stirred at room temperature for 12 hours. The mixture was filtered through diatomaceous earth and concentrated and the residue was dissolved in ethyl acetate. The solution was washed with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude title compound. Purification by column chromatography (silica gel, 30 % ethyl acetate in hexane) afforded the title compound. | |
With N-chloro-succinimide; In N,N-dimethyl-formamide; at -20 - 20℃; for 16h; | To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in N,N-dimethylformamide (200 mL) at -20 C. was slowly added a solution of 1-chloropyrrolidine-2,5-dione (10.24 g, 77.0 mmol) in N,N-dimethylformamide (200 mL). The mixture was stirred at room temperature for 16 hours and the mixture was poured into cold 1M aqueous sodium hydroxide (1000 mL) and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate, filtered and concentrated. Purification by column chromatography on silica (Analogix 280), eluting with a gradient of 5-65% ethyl acetate/hexanes gave the title compound. MS (ESI) m/e 208 (M+H)+. | |
With N-chloro-succinimide; In N,N-dimethyl-formamide; at -20 - 20℃; for 24h; | General procedure: 5.2.2.30 7,8-Dichloro-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione (30) To a solution of 2-amino-4-chloropyridine (1.28 g, 10.0 mmol) in DMF (40 mL) at -20 C was added NCS (2.67 g, 20.0 mmol). This mixture was allowed to warm to room temperature and stirred for 24 h, and then poured into 300 mL ice-water and extracted with ethyl acetate. The extracts were washed with 1 M NaOH and brine, dried and evaporated. The residue was purified by column chromatography on silica gel to give 4,5-dichloropyridin-2-amine (1.12 g, 69.0%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4-Bromopyridin-2-amine (10.0 g, 0.06 mol) was mixed with ethanol (50 mL) in a reaction flask, under an atmosphere of dry nitrogen. A solution of <strong>[33142-21-1]ethyl 2-chloro-3-oxopropanoate</strong> (5% in benzene; 222 mL; Commercial solution from Toronto Research Chemicals Inc.) was added. The mixture was heated to 60 C under nitrogen for 5 hours. After allowing the mixture to cool the solvent was removed under vacuum to give a brown solid. The solid was mixed with ethyl acetate (500 mL) and sodium bicarbonate solution (200 mL) and stirred to dissolve. The phases were separated and the bicarbonate solution was extracted further with ethyl acetate (100 mL). The combined ethyl acetate extracts were dried over sodium sulfate, filtered and concentrated under vacuum to give a solid. The crude material was dissolved in ethyl acetate and passed through a short column of silica, eluting with ethyl acetate. Fractions containing the product were concentrated under reduced pressure to give ethyl 7- bromoimidazo[l,2-a]pyridine-3-carboxylate (15 g) as a pale yellow solid. | ||
In ethanol; at 80℃; for 5h; | A solution of ethyl 2- chloro-3-oxopropanoate (245 g, 1.64mol) and added 4-bromopyridin-2-amine (94 g, 546 mmol) in ethanol (2L) was heated to 80C for 5h, and then concentrated under vacuum. The residue was applied to silica gel column (EA/PE, 1/2) for purification to give ethyl 7-bromoimidazo[l,2- a]pyridine-3-carboxylate as white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With sodium hydrogencarbonate; In isopropyl alcohol; at 80℃; for 90h; | To a 10 mL flask was added 2-amino-4-bromopyridine (20 mg, 0.12 mmol), tert-butyl 3-bromo-4-oxopiperidine- 1 -carboxylate (32 mg, 0.12 mmol) and sodium hydrogen carbonate (12 mg, 0.14 mmol) was weighed, 2-propanol (0.5 mL) was added, and the mixture was stirred at 80 ° C. for 90 hours. The crude product obtained by concentrating the reaction mixture was purified by flash silica gel column chromatography (chloroform only to chloroform / methanol = 98/2) to give tert-butyl 7-bromo-3,4-dihydroimidazo [1, 2-a: 5,4-c '] dipyridine-2 (1H) -carboxylate (hereinafter referred to as the compound of Reference Example 1) (25 mg, 72 mumol) as a white solid (yield 62percent). |
32% | In toluene; at 105℃; for 16h; | 2-Amino-4-bromopyridine (786 mg, 4.55 mmol) and <strong>[188869-05-8]tert-butyl 3-bromo-4-oxopiperidine-1-carboxylate</strong> (1.39 g, 5.00 mmol) were combined in toluene (20 mL) and heated at 105° C. for 16 h.The mixture was concentrated and purified by flash column chromatography (40 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100percent methylene chloride to 80percent methylene chloride over 30 min at 40 mL/min) to provide the title compound (512 mg, 32percent) as a white solid: 1H NMR (500 MHz, CDCl3) delta 7.93 (s, 1H), 7.46 (d, J=9.1 Hz, 1H), 7.22 (d, J=9.1 Hz, 1H), 4.69 (br s, 2H), 3.85 (br s, 2H), 2.93 (br s, 2H), 1.51 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | [0292j To a solution of 1 -methylpiperidine-4-carboxylic acid (207 mg, 1.45 mmol) and DMF (cat) in DCM (5 mL) was added (COC1)2(182 mg, 1.45 mmol) at 0°C. The mixture was stirred at rt for 2 h, then the solvent was removed. The residue was dissolved in pyridine (5 mL), 4-bromopyridin-2-amine (207 mg, 1.2 mmol) was added. The mixture was stirred at rt for another 16 h. After the solvent was removed, the residue was purified by prep-HPLC (CH3CN/H20 with 0.05percent NH3H2O as mobile phase) to give N-(4-bromopyridin-2-yl)-1- methylpiperidine-4-carboxamide (270 mg, yield: 75percent) as a white solid. ESI-MS (M+H): 297.9. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); In N,N-dimethyl-formamide; at 100℃; for 1.5h;Inert atmosphere; | Step 5: A mixture of 4-bromopyridin-2-amine (4.9 g, 28.5 mmol), Zn(CN)2 (5.0 g, 42.5 mmol), Pd2(dba)3 (1.3g, 1.4 mmol) and dppf (1.6 g, 2.8 mmol) in DMF (150 mL) was stirred at 100 °C under nitrogen atmosphere for 1.5 h.The mixture was cooled to rt and water (500 mL) was added. The mixture was extracted with EtOAc (300 mL3 3). Thecombined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure.The residue was purified by silica gel chromatography eluting with 10: 1 to 2: 1 petroleum ether/EtOAc to afford 2-aminoisonicotinonitrile as a light yellow solid (2.7 g, 80percent). 1H NMR (300 MHz, CDCl3) delta 8.19 (d, J = 5.1 Hz, 1H), 6.82(d, J = 4.8 Hz, 1H), 6.69 (d, J = 0.9 Hz, 1H), 4.72 (br s, 2H). LCMS (ESI) m/z 120 (M+H)+. |
Tags: 2-Amino-4-bromopyridine | 4-Bromopyridine-2-amine | Pyridines | Bromides | Amines | Organic Building Blocks | Heterocyclic Building Blocks | 84249-14-9
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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 |
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