sales@ambeed.com

Structure Search

List Search MOL Search Structure Search

Hello, Sign in

Home Cart 0 Sign in

X

[ CAS No. 2475-81-2 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 2475-81-2

Chemical Structure| 2475-81-2

Chemical Structure| 2475-81-2

Structure of 2475-81-2 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 2475-81-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 2475-81-2 ]

SDS Specification

Alternatived Products of [ 2475-81-2 ]

Product Details of [ 2475-81-2 ]

CAS No. :	2475-81-2	MDL No. :	MFCD11054082
Formula :	C₈H₈FNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UBFRSTYHLYPSND-UHFFFAOYSA-N
M.W :	169.15	Pubchem ID :	14075433
Synonyms :

Calculated chemistry of [ 2475-81-2 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	42.08
TPSA :	52.32 Å²

Pharmacokinetics

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) :	-5.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.78
Log Po/w (XLOGP3) :	2.77
Log Po/w (WLOGP) :	1.62
Log Po/w (MLOGP) :	1.75
Log Po/w (SILICOS-IT) :	1.4
Consensus Log Po/w :	1.86

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.87
Solubility :	0.227 mg/ml ; 0.00134 mol/l
Class :	Soluble
Log S (Ali) :	-3.52
Solubility :	0.0506 mg/ml ; 0.000299 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.39
Solubility :	0.692 mg/ml ; 0.00409 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.29

Safety of [ 2475-81-2 ]

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 [ 2475-81-2 ]

* 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.

Upstream synthesis route of [ 2475-81-2 ]
Downstream synthetic route of [ 2475-81-2 ]

[ 2475-81-2 ] Synthesis Path-Upstream 1~4

1
[ 2475-81-2 ]
[ 77287-34-4 ]
[ 16499-57-3 ]

Reference： [1] MedChemComm, 2014, vol. 5, # 9, p. 1290 - 1296

2
[ 2475-81-2 ]
[ 16499-62-0 ]

Reference： [1] MedChemComm, 2014, vol. 5, # 9, p. 1290 - 1296

3
[ 2475-81-2 ]
[ 446-32-2 ]

Reference： [1] Patent: WO2003/95417, 2003, A1, . Location in patent: Page/Page column 7

4
[ 2475-81-2 ]
[ 328547-11-1 ]

Reference： [1] Patent: US6548494, 2003, B1,

[ 2475-81-2 ] Synthesis Path-Downstream 1~69

1
[ 2475-81-2 ]
[ 79-30-1 ]
4-Fluoro-2-isobutyrylamino-benzoic acid methyl ester [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 675 - 682

2
[ 2475-81-2 ]
[ 128255-31-2 ]
4-Fluoro-2-[3-(2-iodo-phenyl)-ureido]-benzoic acid methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 1060 - 1067

3
[ 67-56-1 ]
[ 321-50-6 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
51%	dmap; In DMF (N,N-dimethyl-formamide);	A. 2-Amino-4-fluorobenzoic acid methyl ester. 2-Amino-4-fluorobenzoic acid (5.0 g, 32 mmol) was dissolved in DCM (50 mL) and cooled to 0 C. Hunig's base (11 ml, 64 mmol) was added followed by triphosgene (3.8 g, 13 mmol). The reaction mixture was stirred for 5 min then allowed to warm to ambient temperature over 45 min. Water was added to the mixture, which was then extracted with DCM (3×), and the combined organic layers were dried (MgSO4). Filtration and concentration provided <strong>[321-50-6]7-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione</strong> as a tan solid (3.94 g, 21.8 mmol, 68%), which was taken on directly to the next step. To a solution of <strong>[321-50-6]7-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione</strong> (3.94 g, 21.8 mmol) in DMF (20 mL) was added dry methanol (8.8 mL, 220 mmol) and DMAP (0.27 g, 2.2 mmol). The mixture was allowed to stand overnight, and was then partitioned between EtOAc and water. The organic layer was washed with water (3×) and dried (MgSO4). Filtration and purification on silica gel (MPLC, hexanes/EtOAc) provided the title methyl ester as a white solid (1.89 g, 11.1 mmol, 51%). HPLC (reversed-phase): RT=8.66 min). 1H NMR (400 MHz, CDCl3): 7.87 (m, 1H), 6.37 (m, 2H), 3.86 (s, 3H).

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 6371 - 6390
[2]Patent: US2004/224983,2004,A1 .Location in patent: Page 28

4
[ 2475-81-2 ]
[ 73713-79-8 ]
[ 791098-86-7 ]

Yield	Reaction Conditions	Operation in experiment
87%		A. 2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-fluorobenzoic acid methyl ester. 4-Chlorosulfonyl-2,1,3-benzothiadiazole (1.40 g, 5.94 mmol) was added to a solution of 2-amino-4-fluorobenzoic acid methyl ester (0.67 g, 4.0 mmol) and pyridine (0.64 mL, 7.9 mmol) in DCM. (5 mL). After standing overnight at room temperature the reaction mixture was quenched with 1 N HCl and diluted with H2O. The aqueous layer was extracted with DCM (3*). The combined organic layers were dried over MgSO4, filtered, concentrated, and purified by silica gel chromatography (hexanes/EtOAc) to provide the title compound (1.26 g, 87%). TLC (silica, 50% EtOAc/hexanes): Rf=0.47. MS (ESI): mass calculated for C14H10FN3O4S2, 367.01; m/z found, 366/367/368 [M-H]-. HPLC (reverse phase): RT=9.52 min. 1H NMR (500 MHz, CDCl3): 11.50 (s, 1H), 8.40 (dd, J=7.1, 1.0 Hz, 1H), 8.23 (d, J=8.3 Hz, 1H), 7.89 (dd, J=8.9, 6.4 Hz, 1H), 7.73 (dd, J=8.8, 7.1 Hz, 1H), 7.47 (dd, J=11.1, 2.5 Hz, 1H), 6.67-6.63 (m, 1H), 3.92 (s, 3H).

Reference： [1]Patent: US2005/38032,2005,A1 .Location in patent: Page/Page column 28
[2]Journal of Medicinal Chemistry,2006,vol. 49,p. 6371 - 6390

5
[ 2475-81-2 ]
[ 612541-15-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 949 - 961

6
[ 2475-81-2 ]
[ 612538-09-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 949 - 961

7
[ 2475-81-2 ]
5-fluoro-2-cyano-N-(5-isopropyl-3,4-dimethyl-1,3-thiazol-2(3H)-ylidene)benzenesulfonamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 949 - 961

8
[ 2475-81-2 ]
3-(3,5-dimethyl-phenyl)-7-fluoro-4-hydroxy-1<i>H</i>-quinolin-2-one [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 2615 - 2620

9
[ 2475-81-2 ]
3-(3,5-dimethyl-phenyl)-7-fluoro-4-(1-methyl-piperidin-3-ylmethoxy)-1<i>H</i>-quinolin-2-one [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 2615 - 2620

10
[ 2475-81-2 ]
[ 141541-80-2 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 675 - 682

11
[ 2475-81-2 ]
[ 141541-38-0 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 675 - 682

12
[ 2475-81-2 ]
[ 141541-55-1 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 675 - 682

13
[ 2475-81-2 ]
(2-Chloromethyl-5-fluoro-phenyl)-isobutyl-amine; hydrochloride [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 675 - 682

14
[ 623588-40-9 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
97.8%	With ammonium formate;palladium 10% on activated carbon; In water; isopropyl alcohol; at 50℃; for 3h;	Example 3 Process by reduction and de-halogenation (step (b)) In a 250 mi round bottom flask, under a flow of nitrogen, 10g of methyl 5-chloro-4-fluoro-2-nitro-benzoate of the previous preparation are loaded, it is dissolved with 100 gr of isopropanol, and 5g of Pd/C 10%, 50% wet are added. The reaction mixture is heated to about 50C. A solution of 24.24 g of ammonium formate in 24.24 g of water is prepared. The aqueous solution is metered slowly onto the alcohol solution in about 2 hours. It is then left under stirring for 1 hour, and left to cool. The end of the reaction is controlled with TLC. The Pd/C is filtered on paper, thus obtaining a pale yellow solution containing methyl 2-amino-4-fluoro-benzoate which turns brown in the air. Yield in solution 97.8%.

Reference： [1]Patent: WO2003/95417,2003,A1 .Location in patent: Page/Page column 7

15
[ 2475-81-2 ]
[ 446-32-2 ]

Yield	Reaction Conditions	Operation in experiment
		Example 4 Process of hydrolysis and precipitation from water (step (c)) The isopropanol solution (the crude product from the reduction reaction of the previous preparation) is put in a 250 mi round bottom flask, 2 eq of 20% soda are added and the solution is heated for 2 hours at 80C (reflux). The alcohol is evaporated under reduced pressure. The basic solution is first diluted with 50 cc of water then brought to pH about 4.5 with 37% HCI. A whitish precipitate is obtained which is filtered and dried at 60C in a vacuum. 4.5 g of a pink solid are thus obtained, with a titre in 4-fluoro-anthranilic acid of 98% Glc.

Reference： [1]Patent: WO2003/95417,2003,A1 .Location in patent: Page/Page column 7

16
[ 446-32-2 ]
[ 18107-18-1 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	In tetrahydrofuran; methanol;	EXAMPLE 116 2-Amino-4-fluoro-benzoic acid methyl ester To a cooled (0 C.), stirred solution of 4-fluoro-2-aminobenzoic acid (2.68 g; 17.3 mmol) in dry tetrahydrofuran (60 mL) and MeOH (10 mL) was added a solution of trimethylsilyldiazomethane in hexanes (12 mL of 2.0 N; 24 mmol) via syringe over 20 minutes under nitrogen atmosphere. The resulting solution was allowed to warm to room temperature and stirred for 2 hours then concentrated in vacuo to provide the ester a light yellow solid (~100%). 1H NMR (d6-DMSO, 400 MHz): delta7.76 (dd, 1H), 6.91 (br s, 2H), 6.53 (dd, 1H), 6.34 (ddd, 1H), 3.78 (s, 3H).
95%	In methanol; diethyl ether; toluene; at 20℃; for 2.16667h;	Methyl 2-amino-4-fluorobenzoate (Intermediate compound)2-Amino-4-fluorobenzoic acid (10.0 g, 64.5 mmol) was dissolved in methanol (50 ml_) and toluene (150 ml_). (Thmethylsilyl)diazomethane (2M in diethyl ether, 48.3 ml_, 96.7 mmol) was added over 10 minutes at RT. Stirring was continued for 2 hours at RT. Water (300 ml_) was added to the mixture and the volatiles were removed in vacuo. The remaining aqueous phase was cooled to 00C for 30 minutes and the formed precipitate was collected by filtration, washed with water and dried to give pure title compound (10.4 g, 95%).
95%	With methanol; In diethyl ether; toluene; at 20℃; for 2.16667h;	Method AO Methyl 2-amino-4-fluorobenzoate (Intermediate compound)2-Amino-4-fluorobenzoic acid (10.0 g, 64.5 mmol) was dissolved in methanol (50 ml_) and toluene (150 ml_). (Trimethylsilyl)diazomethane (2M in diethyl ether, 48.3 ml_, 96.7 mmol) was added over 10 minutes at RT. Stirring was continued for 2h at RT. Water (300 ml_) was added to the mixture and the volatiles were removed in vacuo. The remaining aqueous phase was cooled to 00C for 30 minutes and the formed <n="38"/>precipitate was collected by filtration, washed with water and dried to give pure title compound (10.4 g, 95%).

Reference： [1]Patent: US2002/165218,2002,A1
[2]Patent: WO2010/51819,2010,A1 .Location in patent: Page/Page column 25-26
[3]Patent: WO2008/142140,2008,A2 .Location in patent: Page/Page column 36-37

17
[ 2475-81-2 ]
nitrosonium tetrafluoroborate [ No CAS ]
[ 328547-11-1 ]

Yield	Reaction Conditions	Operation in experiment
72%	In nitromethane; ethyl acetate;	(172b) 2-Amino-5-fluoro-3-nitro-benzoic Acid Methyl Ester To a solution of nitroso tetrafluoroborate (4.75 g, 35.8 mmol) in 250 mL of nitromethane at 0 C., was added methyl 2-amino-4-fluorobenzoate (Rodriguez, U.S. Pat. No. 3,949,081) (5.50 g, 32.5 mmol). The reaction was stirred at reduced temperature until complete by TLC. The reaction was then concentrated and purified by silica gel chromatography (10-25% EtOAc/Hex) to give 5.05 g of product (72%). 1H NMR (CDCl3) delta 3.95 (s, 3H), 8.04 (dd, 1H, J=8.4, 3.2 Hz), 8.15 (dd, 1H, J=8.4, 3.2 Hz), 8.32 (br s, 2H). LRMS (m/z) 199 (M-CH3).

Reference： [1]Patent: US6548494,2003,B1

18
[ 446-32-2 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; water;	a. Methyl 2-amino-4-fluorobenzoate A stirred solution of 2-amino-4-fluorobenzoic acid (4.86 g, 31.3 mM) in anhydrous methanol (100 mL) was saturated with anhydrous hydrogen chloride and then refluxed for 4 days. During the reflux period, the reaction mixture was periodically resaturated with hydrogen chloride. After the reflux period, the reaction mixture was cooled and concentrated to leave a whtie solid. This material was dissolved in water and the resulting solution neutralized with aqueous sodium bicarbonate and extracted with diethyl ether. The combined extracts were dried (MgSO4), filtered and concentrated to leave (4.08 g, 80.6%) of the title compound as an off white solid, mp 66-67 C.; MS(CI): 170 (M+H). Analysis for C8 H8 FNO2 Calculated: C, 56.80; H, 4.77; N, 8.28 Found: C, 56.88; H, 4.82; N, 8.24

Reference： [1]Patent: US5599814,1997,A

19
[ 2475-81-2 ]
[ 147494-48-2 ]

Yield	Reaction Conditions	Operation in experiment
		b. Dimethyl 4-hydroxy-7-fluoroquinoline-2,3-dicarboxylate Using a procedure similar to that described in Example 3c except starting with <strong>[2475-81-2]methyl 2-amino-4-fluorobenzoate</strong>, the title compound was obtained (81%) as a light brown solid, mp 227.5-228.5 C.; MS(CI): 280 (M+H). Analysis for C13 H10 FNO5. 1.1H2 O Calculated: C, 52.22; H, 4.08; N, 4.48 Found: C, 52.21; H, 4.11; N, 4.68

Reference： [1]Patent: US5599814,1997,A

20
[ 321-50-6 ]
[ 144-55-8 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; In methanol;	EXAMPLE 8 A mixture of 7-fluoro-1H-3,1-benzoxazine-2,4-dione (13.5 g) and sodium methoxide (0.2 g) in methanol (30 ml), was heated on a steam bath until vigorous bubbling ceased. It was then heated under reflux for 31/2 hours, cooled, added to aqueous sodium bicarbonate (10%; 300 ml) and extracted with ethyl acetate. The extract was washed with water dried and evaporated to give methyl 4-fluoroanthranilate, mp 68-70. (Compound 8).

Reference： [1]Patent: US5093364,1992,A

21
[ 2475-81-2 ]
[ 124-63-0 ]
methyl 4-fluoro-2-(methylsulfonamido)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In pyridine;	EXAMPLE 19 Methanesulphonyl chloride (0.68 g) was added dropwise to a stirred solution of <strong>[2475-81-2]methyl 4-fluoroanthranilate</strong> (1 g) in pyridine (dried over 4A sieves, 10 ml) at 0-5. After 18 hours at room temperature, the mixture was cooled to 0-5 and further methanesulphonyl chloride (0.68 g) was added dropwise. The mixture was stirred for 24 hours at room temperature. Aqueous work up and recrystallisation from ethanol gave methyl N-(methylsulphonyl)-4-fluoroanthranilate, mp 115.5-116.5. (Compound 19).
	With pyridine; In dichloromethane; at 20℃; for 18h;	To a solution of <strong>[2475-81-2]methyl 2-amino-4-fluorobenzoate</strong> (1.64 g, 9.71 mmol) and methanesulfonyl chloride (5.28 mL, 115 mmol) in dichloromethane (100 mL) was added pyridine (7.86 mL, 97.1 mmol). The solution was stirred at room temperature for 18 hours. The reaction was quenched with 1N HCl and was stirred for 5 minutes. The mixture was extracted with DCM (3×). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by silica gel chromatography to afford methyl 4-fluoro-2-(methylsulfonamido)benzoate.

Reference： [1]Patent: US5093364,1992,A
[2]Patent: US2019/359565,2019,A1 .Location in patent: Paragraph 0347

22
[ 110-87-2 ]
[ 2475-81-2 ]
methyl 4-fluoro-N-(tetrahydropyran-2-yl)-anthranilate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; di-isopropyl ether; ethyl acetate;	EXAMPLE 18 A solution of <strong>[2475-81-2]methyl 4-fluoroanthranilate</strong> (1.8 g) 3,4-dihydro-2H-pyran (0.9 g) and pyridinium tosylate (0.1 g) in dichloromethane (20 ml) was left standing at 20 for 4 days. This solution was then washed with water (10 ml), dried with magnesium sulphate and evaporated. Column chromatography on silica gel, using diethyl ether as eluent, followed by recrystallisation of the product from ethyl acetate/diisopropyl ether gave methyl 4-fluoro-N-(tetrahydropyran-2-yl) anthranilate, mp 44-45. (Compound 18).

Reference： [1]Patent: US5093364,1992,A

23
[ 463-71-8 ]
[ 2475-81-2 ]
[ 1086685-11-1 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium hydrogencarbonate; In chloroform; water; at 20℃; for 2h;	Methyl 4-fluoro-2-isothiocvanatobenzoate (Intermediate compound)Methyl 2-amino-4-fluorobenzoate (7.3 g, 43.2 mmol) was dissolved in chloroform, followed by addition of water (150 ml_) and sodium hydrogencarbonate (36.3 g, 432 mmol). Thiophosgene (3.73 ml_, 47.5 mmol) was added and the mixture was stirred at RT for 2 hours. Water (250 ml_) was added and the mixture was extracted with DCM. The combined organics were dried (MgSO4) and evaporated to give the title compound (8.90 g, 98%).
98%	With sodium hydrogencarbonate; In chloroform; water; at 20℃; for 2h;	Methyl 4-fluoro-2-isothiocvanatobenzoate Methyl 2-amino-4-fluorobenzoate (7.3 g, 43.2 mmol) was dissolved in chloroform, followed by addition of water (150 ml_) and sodium hydrogencarbonate (36.3 g, 432 mmol). Thiophosgene (3.73 ml_, 47.5 mmol) was added and the mixture was stirred at RT for 2h. Water (250 ml_) was added and the mixture was extracted with DCM. The combined organics were dried (MgSO4) and evaporated to give the title compound (8.90 g, 98%).

Reference： [1]Patent: WO2010/51819,2010,A1 .Location in patent: Page/Page column 26
[2]Patent: WO2008/142140,2008,A2 .Location in patent: Page/Page column 37

24
[ 2475-81-2 ]
[ 100-52-7 ]
[ 1157201-98-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; for 3h;	EXAMPLE 14A methyl 2-(benzylamino)-4-fluorobenzoate; Methyl 2-amino-4-fluorobenzoate (0.90 g), benzaldehyde (0.54 mL), sodium triacetoxyborohydride (1.58 g) and acetic acid (0.3 mL) in CH2Cl2 (20 mL) were stirred for 3 hours. The reaction was quenched with methanol, concentrated, and chromatographed on silica gel with 5% ethyl acetate/hexanes.
	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; for 3h;	Example 14A methyl 2-(benzylamino)-4-fluorobenzoate Methyl 2-amino-4-fluorobenzoate (0.90 g), benzaldehyde (0.54 mL), sodium triacetoxyborohydride (1.58 g) and acetic acid (0.3 mL) in CH2Cl2 (20 mL) were stirred for 3 hours. The reaction was quenched with methanol, concentrated, and chromatographed on silica gel with 5% ethyl acetate/hexanes.

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 6719 - 6725
[2]Patent: WO2010/65865,2010,A2 .Location in patent: Page/Page column 236
[3]Patent: US2010/184750,2010,A1 .Location in patent: Page/Page column 50-51
[4]Chemistry - A European Journal,2019,vol. 25,p. 1727 - 1732

25
[ 2905-24-0 ]
[ 2475-81-2 ]
[ 1197897-42-9 ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 7934 - 7937

26
[ 75-44-5 ]
[ 2475-81-2 ]
[ 1312446-92-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3358 - 3361

27
[ 2475-81-2 ]
C₉H₈FN₃O₄S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3358 - 3361

28
[ 2475-81-2 ]
[ 1350815-90-5 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 197 - 208

29
[ 2475-81-2 ]
[ 1350816-24-8 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 197 - 208

30
[ 2475-81-2 ]
C₁₃H₁₃FN₂O₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 197 - 208

31
[ 2475-81-2 ]
[ 1490-25-1 ]
C₁₃H₁₄FNO₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 197 - 208

32
[ 2475-81-2 ]
[ 1490-25-1 ]
C₁₂H₁₀FNO₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 197 - 208

33
[ 67-56-1 ]
[ 446-32-2 ]
[ 2475-81-2 ]

Yield	Reaction Conditions	Operation in experiment
55.7%	With thionyl chloride; at 0 - 20℃; for 96h;	Intermediate 1 : Ethyl 2-amino-4-fluorobenzoateTo a solution of 2-amino-4-fluorobenzoic acid (Aldrich, 2.22 g, 14.32 mmol) in methanol (20 mL) at 0C was added thionyl chloride (1.56 mL, 21.49 mmol). The reaction mixture was stirred at room temperature for 24 h. Additional thionyl chloride (10 mL) was added and the reaction mixture was stirred at room temperature for 24 h. Additional thionyl chloride (10mL) was added and the reaction was stirred at room temperature for 48 h. The reaction mixture was evaporated to dryness and 200 mL of water was added. The precipitate was filtred and washed with water and to give the title compound methyl 2-amino-4-fluorobenzoate (1.350 g, 7.98 mmol, 55.7 % yield) as a white solid. 1 H NMR: (DMSO-d6, 300MHz) 5 7.76 (m, 1 H), 6.90 (bs, 2H), 6.52 (m, 1 H), 6.35 (m, 1 H), 3.78 (s, 3H).
1.4 g	With thionyl chloride;Reflux;	Preparation of methyl 2-amino-4-fluorobenzoate: To a solution of 2-amino-4-fluorobenzoic acid (2.0 g, 12.9 mmol) in methanol (50 mL) was added thionyl chloride (1.8 mL, 25.8 mmol). The mixture was refluxed overnight and concentrated to dryness. The residue was extracted with CH2Cl2 (30 mL), washed by aq. NaHCO3 (20 mL), water, and brine, dried and concentrated to give methyl 2-amino-4-fluorobenzoate as yellow solid (1.4 g).

Reference： [1]British Journal of Pharmacology,2018,vol. 175,p. 2504 - 2519
[2]Patent: WO2012/119978,2012,A1 .Location in patent: Page/Page column 50
[3]Journal of Medicinal Chemistry,2013,vol. 56,p. 8332 - 8338
[4]Journal of Organic Chemistry,2015,vol. 80,p. 11175 - 11183
[5]Organic and Biomolecular Chemistry,2015,vol. 13,p. 11486 - 11491
[6]Patent: EP2273992,2016,B1 .Location in patent: Paragraph 0246; 0247
[7]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1919 - 1925
[8]Chemistry - A European Journal,2019,vol. 25,p. 1727 - 1732

34
3-(N,N-diethylsulfamoyl)benzoyl chloride [ No CAS ]
[ 2475-81-2 ]
[ 1448009-44-6 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6146 - 6155

35
[ 1489279-29-9 ]
[ 2475-81-2 ]
C₄₄H₃₇FN₄O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 4-methyl-morpholine; HATU; In dichloromethane; at 20℃;	General procedure: To a solution 15 (490 mg, 1.0 eq, 0.92 mmol) in CH2Cl2 (50 mL) was added HATU (525 mg, 1.5 eq, 1.38 mmol), 4-methylmorpholine (0.30 mL, 3.0 eq, 2.8 mmol) and methyl 3-aminobenzoate hydrochloride (208 mg, 1.2 eq, 1.1 mmol). The reaction mixture was stirred at room temperature overnight. After the solvent was concentrated in vacuo, the residue was purified by chromatography (petroleum ether/acetone = 3/1) to afford compound 16 as white solid (360 mg, 59%).

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 69,p. 399 - 412

36
[ 2475-81-2 ]
[ 14002-51-8 ]
[ 1480482-81-2 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8332 - 8338

37
[ 2475-81-2 ]
[ 14002-51-8 ]
[ 1049602-52-9 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8332 - 8338

38
[ 1480483-34-8 ]
[ 2475-81-2 ]
methyl 4-fluoro-2-(2-phenoxy-[1,1'-biphenyl]-4-ylcarboxamido)benzoate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8332 - 8338

39
[ 1480483-34-8 ]
[ 2475-81-2 ]
4-fluoro-2-(2-phenoxy-[1,1'-biphenyl]-4-ylcarboxamido)benzoic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8332 - 8338

40
[ 2475-81-2 ]
[ 16499-62-0 ]

Reference： [1]MedChemComm,2014,vol. 5,p. 1290 - 1296

41
[ 2475-81-2 ]
[ 77287-34-4 ]
[ 16499-57-3 ]

Reference： [1]MedChemComm,2014,vol. 5,p. 1290 - 1296

42
[ 2475-81-2 ]
7-fluoro-1-(2-hydroxyphenyl)benzo[1,2,3]triazin-4(1H)-one [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11175 - 11183

43
[ 2475-81-2 ]
7-fluoro-3-hydroxybenzo[1,2,3]triazin-4(3H)-one [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11175 - 11183

44
[ 2475-81-2 ]
2-amino-4-fluoro-<i>N</i>-hydroxy-benzamide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 11175 - 11183

45
[ 2475-81-2 ]
[ 74-88-4 ]
[ 1009368-27-7 ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 11486 - 11491

46
[ 2475-81-2 ]
[ 1009367-66-1 ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 11486 - 11491

47
[ 2475-81-2 ]
N-(tert-butyl)-7-fluoro-4-methylquinolin-2-amine [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 11486 - 11491

48
[ 547739-67-3 ]
[ 2475-81-2 ]
C₁₆H₁₃ClFNO₅S [ No CAS ]

Reference： [1]ChemMedChem,2016,vol. 11,p. 893 - 899

49
[ 2475-81-2 ]
[ 96-32-2 ]
C₁₁H₁₂FNO₄ [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 170 - 173
[2]Chemical Communications,2018,vol. 54,p. 13503 - 13506

50
[ 2475-81-2 ]
(R)-di-tert-butyl 1-(1-acetyl-6-fluoro-2-(methoxycarbonyl)-3-oxoindolin-2-yl)hydrazine-1,2-dicarboxylate [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 170 - 173

51
[ 2475-81-2 ]
methyl 1-acetyl-6-fluoro-3-oxoindoline-2-carboxylate [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 170 - 173
[2]Chemical Communications,2018,vol. 54,p. 13503 - 13506

52
[ 2475-81-2 ]
C₁₃H₁₄FNO₅ [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 170 - 173
[2]Chemical Communications,2018,vol. 54,p. 13503 - 13506

53
[ 2475-81-2 ]
4-fluoro-2-[(2-hydroxyethyl)amino]benzoic acid [ No CAS ]

Reference： [1]Patent: US2017/354641,2017,A1

54
[ 624-76-0 ]
[ 2475-81-2 ]
methyl 4-fluoro-2-[(2-hydroxyethyl)amino]benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33%	at 90 - 100℃;	Heat a mixture of <strong>[2475-81-2]methyl-2-amino-4-fluorobenzoate</strong> (2.81 g, 15.9 mmol) and 2-iodoethanol (0.879 mL, 11.2 mmol) to 90 C. for six hours then cool to room temperature. Dissolve the neat mixture in EtOAc, wash three times with aqueous 1N NaOH solution, followed by brine. Dry the organic layer over anhydrous magnesium sulfate, filter and concentrate the filtrate to obtain 2.94 g of light brown oil. Add 2-iodoethanol (1.26 mL, 15.9 mmol) and heat the mixture at 100 C. overnight. Add additional 2-iodoethanol (0.314 mL, 3.99 mmol) and continue heating at 100 C. for two hours. Cool to room temperature. Dissolve the neat mixture in EtOAc, wash three times with aqueous 1N NaOH solution, followed by brine. Dry the organic layer over anhydrous magnesium sulfate, filter and concentrate the filtrate to obtain 2.50 g brown solids. Purify by silica gel column chromatography with 20-40% EtOAc in hexanes to give the title compound (1.12 g, 33%) as a white solid. ES/MS (m/z): 214.0 (M+H).

Reference： [1]Patent: US2017/354641,2017,A1 .Location in patent: Paragraph 0090

55
[ 2475-81-2 ]
tert-butyl ((7-fluoro-4-oxo-1,4-dihydrocinnolin-3-yl)sulfonyl)carbamate [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 386 - 391

56
[ 2475-81-2 ]
N⁶,N⁶-bis(tert-butoxycarbonyl)-5′-N-tert-butoxycarbonyl-([7-fluoro-4-oxo-1,4-dihydrocinnolin-3-yl]sulfonyl})amino-5′-deoxy-2′,3′-O-isopropylideneadenosine triethylammonium salt [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 386 - 391

57
[ 2475-81-2 ]
5′-deoxy-5′-N-([7-fluoro-4-oxo-1,4-dihydrocinnolin-3-yl]sulfonyl)aminoadenosine triethylammonium salt [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 386 - 391

58
[ 2475-81-2 ]
[ 147751-16-4 ]
tert-butyl ((2-(2-amino-4-fluorophenyl)-2-oxoethyl)sulfonyl)carbamate [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 386 - 391

59
[ 2475-81-2 ]
[ 79-04-9 ]
methyl 2-(2-chloroacetamido)-4-fluorobenzoate [ No CAS ]

Reference： [1]British Journal of Pharmacology,2018,vol. 175,p. 2504 - 2519

60
[ 2475-81-2 ]
2-(2-(2-chlorophenoxy)acetamido)-4-fluorobenzoic acid [ No CAS ]

Reference： [1]British Journal of Pharmacology,2018,vol. 175,p. 2504 - 2519

61
[ 2475-81-2 ]
N-(5-fluoro-2-(prop-1-en-2-yl)phenyl)-4-methylbenzenesulfonamide [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1919 - 1925

62
[ 2475-81-2 ]
6-fluoro-3-methyl-1-tosyl-1H-indole [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1919 - 1925

63
[ 2475-81-2 ]
C₁₆H₁₈FNO₃S [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1919 - 1925

64
[ 2475-81-2 ]
[ 98-59-9 ]
methyl 4-fluoro-2-((4-methylphenyl)sulfonamido)benzoate [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2018,vol. 360,p. 1919 - 1925

65
[ 2475-81-2 ]
C₁₁H₁₄FN [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4052 - 4056

66
[ 2475-81-2 ]
(2-ethyl-6-fluoro-3-methyl-1H-indol-1-yl)(phenyl)methanone [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4052 - 4056

67
[ 2475-81-2 ]
(E)-N-(5-fluoro-2-(pent-2-en-3-yl)phenyl)benzamide [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4052 - 4056

68
[ 2475-81-2 ]
[ 925-90-6 ]
[ 861842-07-1 ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4052 - 4056

69
[ 2475-81-2 ]
[ 328547-12-2 ]

Reference： [1]Patent: US6548494,2003,B1

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 2475-81-2 ]

Fluorinated Building Blocks

[ 319-24-4 ]

Methyl 2-amino-5-fluorobenzoate

Similarity: 0.97

[ 207346-42-7 ]

Methyl 2-amino-4,5-difluorobenzoate

Similarity: 0.95

[ 144851-82-1 ]

Methyl 2-amino-3-fluorobenzoate

Similarity: 0.95

[ 884497-46-5 ]

Methyl 3-amino-5-fluorobenzoate

Similarity: 0.95

[ 369-26-6 ]

Methyl 3-amino-4-fluorobenzoate

Similarity: 0.92

Aryls

[ 319-24-4 ]

Methyl 2-amino-5-fluorobenzoate

Similarity: 0.97

[ 207346-42-7 ]

Methyl 2-amino-4,5-difluorobenzoate

Similarity: 0.95

[ 144851-82-1 ]

Methyl 2-amino-3-fluorobenzoate

Similarity: 0.95

[ 884497-46-5 ]

Methyl 3-amino-5-fluorobenzoate

Similarity: 0.95

[ 369-26-6 ]

Methyl 3-amino-4-fluorobenzoate

Similarity: 0.92

Esters

[ 319-24-4 ]

Methyl 2-amino-5-fluorobenzoate

Similarity: 0.97

[ 207346-42-7 ]

Methyl 2-amino-4,5-difluorobenzoate

Similarity: 0.95

[ 144851-82-1 ]

Methyl 2-amino-3-fluorobenzoate

Similarity: 0.95

[ 884497-46-5 ]

Methyl 3-amino-5-fluorobenzoate

Similarity: 0.95

[ 369-26-6 ]

Methyl 3-amino-4-fluorobenzoate

Similarity: 0.92

Amines

[ 319-24-4 ]

Methyl 2-amino-5-fluorobenzoate

Similarity: 0.97

[ 207346-42-7 ]

Methyl 2-amino-4,5-difluorobenzoate

Similarity: 0.95

[ 144851-82-1 ]

Methyl 2-amino-3-fluorobenzoate

Similarity: 0.95

[ 884497-46-5 ]

Methyl 3-amino-5-fluorobenzoate

Similarity: 0.95

[ 369-26-6 ]

Methyl 3-amino-4-fluorobenzoate

Similarity: 0.92

Ghs Precautionary Statements

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

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