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[ CAS No. 188774-55-2 ]

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Product Details of [ 188774-55-2 ]

CAS No. :	188774-55-2	MDL No. :	MFCD00482914
Formula :	C₇H₅BrClNO	Boiling Point :	283.4°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	-
M.W :	234.48 g/mol	Pubchem ID :	-
Synonyms :

Safety of [ 188774-55-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 188774-55-2 ]

Upstream synthesis route of [ 188774-55-2 ]
Downstream synthetic route of [ 188774-55-2 ]

[ 188774-55-2 ] Synthesis Path-Upstream 1~1

1
[ 188774-55-2 ]
[ 1096296-85-3 ]

Yield	Reaction Conditions	Operation in experiment
76%	With borane In tetrahydrofuran at 0 - 85℃; for 10 h;	To a solution of 5-bromo-2-chloro-benzamide (7.5 g, 32 mmol) in 200 mL of THF was added BH3 (10M, 16 mL) dropwise at 0 °C and the reaction mixture was stirred at 85 °C for 10 hours. Then the reaction was quenched with 2N HCI (30 mL) and heated to reflux for 1 hour. After adjusting to pH = 8 with NaHC03 aq., extraction with EtOAc (200 mL), drying over Na2S0₄ , the mixture was concentrated to give (5-bromo-2-chloro-phenyl)methanamine (6.5 g, 76percent).

Reference： [1] Patent: WO2014/202703, 2014, A1, . Location in patent: Page/Page column 101; 102

[ 188774-55-2 ] Synthesis Path-Downstream 1~15

1
[ 21739-92-4 ]
[ 188774-55-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: oxalyl dichloride / 1 h / 0 °C 2: ammonia / water; tetrahydrofuran / 10 h / 0 - 25 °C

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1

2
[ 21900-52-7 ]
[ 188774-55-2 ]

Yield	Reaction Conditions	Operation in experiment
41 g	With ammonia In tetrahydrofuran; water at 0 - 25℃; for 10h;	F-1 5-Bromo-2-chloro-benzamide To a solution of 5-bromo-2-chloro-benzoic acid (50 g, 212 mmol) was added oxalyl chloride (53.4 g , 424 mmol) dropwise while stirring at 0 °C for 1 hour. The solution was concentrated, diluted with THF (30 ml.) and added dropwise into NH3/H2O (40 ml.) at 0 °C. After stirring at 25 °C for 10 hours, the reaction mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04 and concentrated to give 5-bromo-2-chloro-benzamide (41 g, 82%).

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1 Location in patent: Page/Page column 101

3
[ 188774-55-2 ]
methyl N-[[2-chloro-5-[[1-(4-chlorophenyl)pyrazol-3-yl]methyl]phenyl]methyl]carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: borane / tetrahydrofuran / 10 h / 0 - 85 °C 2: triethylamine / dichloromethane / 10 h / 0 - 25 °C 3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 85 °C 4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane / 85 °C

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1

4
[ 188774-55-2 ]
methyl (2-chloro-5-((6-methylpyridin-2-yl)ethynyl)benzyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: borane / tetrahydrofuran / 10 h / 0 - 85 °C 2: triethylamine / dichloromethane / 10 h / 0 - 25 °C 3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 70 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1

5
[ 188774-55-2 ]
methyl (2-chloro-5-(2-(6-methylpyridin-2-yl)ethyl)benzyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: borane / tetrahydrofuran / 10 h / 0 - 85 °C 2: triethylamine / dichloromethane / 10 h / 0 - 25 °C 3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 70 °C / Inert atmosphere 4: palladium on activated charcoal; hydrogen / tetrahydrofuran / 20 °C

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1

6
[ 188774-55-2 ]
methyl (2-chloro-5-(hydroxymethyl)benzyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: borane / tetrahydrofuran / 10 h / 0 - 85 °C 2: triethylamine / dichloromethane / 10 h / 0 - 25 °C 3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 85 °C

Reference： [1]Current Patent Assignee: BASF SE - WO2014/202703, 2014, A1

7
[ 188774-55-2 ]
[ 1096296-85-3 ]

Yield	Reaction Conditions	Operation in experiment
76%	With borane; In tetrahydrofuran; at 0 - 85℃; for 10h;	To a solution of 5-bromo-2-chloro-benzamide (7.5 g, 32 mmol) in 200 mL of THF was added BH3 (10M, 16 mL) dropwise at 0 C and the reaction mixture was stirred at 85 C for 10 hours. Then the reaction was quenched with 2N HCI (30 mL) and heated to reflux for 1 hour. After adjusting to pH = 8 with NaHC03 aq., extraction with EtOAc (200 mL), drying over Na2S04 , the mixture was concentrated to give (5-bromo-2-chloro-phenyl)methanamine (6.5 g, 76%).

Reference： [1]Patent: WO2014/202703,2014,A1 .Location in patent: Page/Page column 101; 102

8
[ 188774-55-2 ]
[ 73183-34-3 ]
[ 1256958-80-1 ]

Yield	Reaction Conditions	Operation in experiment
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane for 2h; Reflux; Inert atmosphere;	3 4.1.2. General procedure for the synthesis of compounds T1-T6, T9-T10, T12 and T14-T21 General procedure: A mixture of substituted 3-(or 4-) bromobenzamides or 3-bromobenzoate or N-(3-(or 4-)bromophenyl)acetamide 3, (0.5 mmol), bis(pinacolato)diboron (0.14 g, 0.55 mmol), potassium acetate (0.15 g, 1.5 mmol), PdCl2(dppf) (0.03 g, 0.04 mmol) and 1,4-dioxane (10 mL) was refluxed for 2 h under nitrogen atmosphere. The solvent was evaporated under reduced pressure to afford a dark brown residue. To the residue was added intermediate 2 (0.4 mmol), sodium carbonate (0.16 g, 1.5 mmol), PdCl2(dppf) (0.03 g, 0.04 mmol), 1,2-dimethoxyethane (8 mL) and water (2 mL) and the mixture was refluxed for 2 h under nitrogen atmosphere. The mixture was evaporated under reduced pressure and purified by silica gel column chromatography using chloroform/methanol = 30: 1 as the eluent to afford the compounds T1-T6, T9-T10, T12 and T14-T21 as an off-white or a white solid.
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane Reflux; Inert atmosphere;	Methyl 3-(6-(3-carbamoyl-4-methoxyphenyl)quinazolin-4-yl)benzoate (10a) General procedure: The benzamide substituted quinazoline was prepared asour reported steps [16]. The mixture of 5-bromo-2-methoxybenzamide (77 mg, 0.34 mmol), bis(pinacolato)diboron(100 mg, 0.39 mmol), potassium acetate (139 mg, 0.7mmol), Pd (dppf)Cl2 (25 mg, 0.034 mmol) and 1,4-dioxane(10 mL) was refluxed under nitrogen atmosphere for 4 h,then concentrated in vacuum. To the resulted residue, 9 (100mg, 0.29 mmol), K3PO4 (148 mg, 0.7 mmol), Pd(PPh3)2Cl2(24 mg, 0.034 mmol), CH3CN (10 mL) and H2O (2 mL)were added. The mixture was refluxed under nitrogen atmosphere for 4 h. The reaction mixture was concentrated andthe residue was purified by chromatography (DCM/ MeOH,80:1) to produce 10a (84 mg, 70%) as white powder

Reference： [1]Wang, Xiao-Meng; Xin, Min-Hang; Xu, Jing; Kang, Bo-Rui; Li, Yan; Lu, She-Min; Zhang, San-Qi [European Journal of Medicinal Chemistry, 2015, vol. 96, p. 382 - 395]
[2]Xin, Minhang; Hei, Yuan-Yuan; Zhang, Hao; Xie, Xiao-Xiao; Mao, Shuai; Zuo, Sai-Jie; Zhang, San-Qi [Letters in drug design and discovery, 2017, vol. 14, # 2, p. 167 - 174]

9
[ 188774-55-2 ]
[ 104-86-9 ]
5-bromo-2-chloro-N-(4-chlorobenzyl)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With silica gel In neat (no solvent) at 130℃; for 20h; Inert atmosphere; Sealed tube;	1 Transamidation of primary arylamides to N-substituted arylamides General procedure: These compounds were prepared using the standard procedure at 130°C (benzamides) or 145°C (nicotinamides) for 18-40h. For each reaction, the catalyst was removed by filtration, the EtOAc filtrate was concentrated with 1-2 g of silica gel, and the crude product was purified on a 15cm×2.5cm silica gel column eluted with 40-60% EtOAc in hexanes. The isolated yields are given in Table 5.

Reference： [1]Nammalwar, Baskar; Muddala, Nagendra Prasad; Watts, Field M.; Bunce, Richard A. [Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111]

10
[ 188774-55-2 ]
[ 106-49-0 ]
5-bromo-2-chloro-N-(4-methylphenyl)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With silica gel In neat (no solvent) at 130℃; for 24h; Inert atmosphere; Sealed tube;	1 Transamidation of primary arylamides to N-substituted arylamides General procedure: These compounds were prepared using the standard procedure at 130°C (benzamides) or 145°C (nicotinamides) for 18-40h. For each reaction, the catalyst was removed by filtration, the EtOAc filtrate was concentrated with 1-2 g of silica gel, and the crude product was purified on a 15cm×2.5cm silica gel column eluted with 40-60% EtOAc in hexanes. The isolated yields are given in Table 5.

Reference： [1]Nammalwar, Baskar; Muddala, Nagendra Prasad; Watts, Field M.; Bunce, Richard A. [Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111]

11
[ 188774-55-2 ]
[ 371-40-4 ]
5-bromo-2-chloro-N-(4-fluorophenyl)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With silica gel In neat (no solvent) at 130℃; for 24h; Inert atmosphere; Sealed tube;	7 Transamidation of primary arylamides to N-substituted arylamides General procedure: These compounds were prepared using the standard procedure at 130°C (benzamides) or 145°C (nicotinamides) for 18-40h. For each reaction, the catalyst was removed by filtration, the EtOAc filtrate was concentrated with 1-2 g of silica gel, and the crude product was purified on a 15cm×2.5cm silica gel column eluted with 40-60% EtOAc in hexanes. The isolated yields are given in Table 5.

Reference： [1]Nammalwar, Baskar; Muddala, Nagendra Prasad; Watts, Field M.; Bunce, Richard A. [Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111]

12
[ 110-89-4 ]
[ 188774-55-2 ]
(5-bromo-2-chlorophenyl) (piperidin-1-yl)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With silica gel In neat (no solvent) at 130℃; for 28h; Inert atmosphere; Sealed tube;	8 Transamidation of primary arylamides to N-substituted arylamides General procedure: These compounds were prepared using the standard procedure at 130°C (benzamides) or 145°C (nicotinamides) for 18-40h. For each reaction, the catalyst was removed by filtration, the EtOAc filtrate was concentrated with 1-2 g of silica gel, and the crude product was purified on a 15cm×2.5cm silica gel column eluted with 40-60% EtOAc in hexanes. The isolated yields are given in Table 5.

Reference： [1]Nammalwar, Baskar; Muddala, Nagendra Prasad; Watts, Field M.; Bunce, Richard A. [Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111]

13
[ 188774-55-2 ]
[ 75-04-7 ]
5-bromo-2-chloro-N-ethylbenzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With silica gel In neat (no solvent) at 130℃; for 40h; Inert atmosphere; Sealed tube;	9 Transamidation of primary arylamides to N-substituted arylamides General procedure: These compounds were prepared using the standard procedure at 130°C (benzamides) or 145°C (nicotinamides) for 18-40h. For each reaction, the catalyst was removed by filtration, the EtOAc filtrate was concentrated with 1-2 g of silica gel, and the crude product was purified on a 15cm×2.5cm silica gel column eluted with 40-60% EtOAc in hexanes. The isolated yields are given in Table 5.

Reference： [1]Nammalwar, Baskar; Muddala, Nagendra Prasad; Watts, Field M.; Bunce, Richard A. [Tetrahedron, 2015, vol. 71, # 48, p. 9101 - 9111]

14
[ 188774-55-2 ]
5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-ol [ No CAS ]
2-chloro-5-((5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-yl)oxy)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
6%	With potassium phosphate; copper(l) iodide; N,N’-bis(2-phenylphenyl)oxalic acid In N,N-dimethyl-formamide at 110℃;	128 EXAMPLE 128 2-Chloro-5-((5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-yl)oxy)benzamide 5-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-ol (1.5 eq) was combined with 5-bromo-2-chlorobenzamide (50 mg, 1 eq) followed by BPPO (2 mol %), CuI (2 mol %) and K3PO4 (2 eq). The flash was degassed and refilled with argon and dry DMF (1 ml) was added. The mixture was degassed and refilled with argon and heated up to 110 °C overnight (Scheme 8). The mixture was filtrated over celite, dissolved in MeOH and purified by RP-flash column chromatography. Mobile phase: H2O/CH3CN (20-100 %). Product was crystalized from THF. Yield: 4 mg (6 %). 1H NMR (500 MHz, DMSO-d6) d 8.36 (d, J = 6.9 Hz, 1H), 8.05 (d, J = 2.5 Hz, 1H), 7.96 (s, 1H), 7.85- 7.80 (m, 2H), 7.71 (s, 1H), 7.67- 7.62 (m, 4H), 7.50 (dd, J = 9.4, 2.6 Hz, 1H), 7.48- 7.43 (m, 2H), 7.33 (ddd, J = 8.9, 6.8, 1.2 Hz, 1H), 6.94 (td, J = 6.8, 1.2 Hz, 1H), 6.69 (d, J = 9.4 Hz, 1H).13C NMR (126 MHz, DMSO) d 167.32, 160.73, 144.41, 143.38, 141.21, 140.86, 139.01, 137.62, 133.12, 132.42, 130.28, 129.69, 129.48, 129.23, 128.81, 127.32, 125.87, 125.10, 121.99, 116.95, 116.82, 112.87, 107.21. HRMS: calcd for [M + H], 474.06503; found, 474.06512

Reference： [1]Current Patent Assignee: CZECH ACADEMY OF SCIENCES; UNIVERZITA KARLOVA - WO2020/221380, 2020, A1 Location in patent: Page/Page column 58; 60

15
[ 188774-55-2 ]
5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-amine [ No CAS ]
2-chloro-5-((5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-yl)amino)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In 1,4-dioxane at 100℃;	127 EXAMPLE 127 2-Chloro-5-((5-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-yl)amino)benzamide Title compound was prepared according to the Scheme 8. 5-(2-(4- Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)pyridin-2-amine was combined with 5-bromo-2-chlorobenzamide (1 eq) and diluted with dioxane and the mixture was degassed and refilled with argon. To the solution NatBuO (1.5 eq), XantPhos (10 mol %) and Pd2dba3 (5 mol %) were added and the mixture was stirred at 100 °C overnight (Scheme 8). The mixture was filtered through celite and the solvent was evaporated to a minimal volume and purified by the flash chromatography followed by RP-flash column chromatography. Mobile phase EtOAc, then H2O/MeOH (20-100 %). Yield 45 mg (51 %).1H NMR (401 MHz, DMSO-d6) d 9.67 (s, 1H), 8.30 (dd, J = 2.3, 0.8 Hz, 1H), 8.10 (dt, J = 6.9, 1.2 Hz, 1H), 7.90- 7.82 (m, 3H), 7.71 (dd, J = 8.6, 2.4 Hz, 1H), 7.68- 7.63 (m, 3H), 7.58- 7.55 (m, 1H), 7.43- 7.39 (m, 2H), 7.38 (d, J = 8.8 Hz, 1H), 7.33 (ddd, J = 9.1, 6.7, 1.3 Hz, 1H), 7.04 (dd, J = 8.7, 0.8 Hz, 1H), 6.91 (td, J = 6.8, 1.2 Hz, 1H).13C NMR (101 MHz, DMSO) d 168.53, 155.68, 149.29, 144.40, 140.74, 140.26, 139.88, 137.53, 133.32, 132.27, 129.89, 129.16, 128.68, 125.71, 124.33, 120.63, 119.95, 118.64, 117.93, 117.06, 115.77, 113.00, 112.08. HRMS: calcd for [M + H], 474.08829; found, 474.08786.

Reference： [1]Current Patent Assignee: CZECH ACADEMY OF SCIENCES; UNIVERZITA KARLOVA - WO2020/221380, 2020, A1 Location in patent: Page/Page column 58; 60

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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

Ghs Hazard Statements

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