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4-amino-2-fluoro-N-methylbenzamide

CAS No.
915087-25-1
Chemical Name:
4-amino-2-fluoro-N-methylbenzamide
Synonyms
N-Methyl-2-fluoro-4-aminobenzamide;N-Methyl-4-amino-2-fluoro-benzamide;Enzalutamide ITS-3;Enzalutamide Impurity 40;Enzalutamide Impurity 20;4-AMINO-2-FLUORO-N-METHYLBENZAMIDE;4-amino-2-fluoro-N-menthylbenzamide;N-Methyl-2-fluoro-4-AminobenzoylAmine;2. 4-aMino-2-fluoro-N-MethylbenzaMide;BenzaMide, 4-aMino-2-fluoro-N-Methyl-
CBNumber:
CB02452656
Molecular Formula:
C8H9FN2O
Molecular Weight:
168.17
MDL Number:
MFCD09909322
MOL File:
915087-25-1.mol
MSDS File:
SDS
Last updated:2025-09-25 17:15:13

4-amino-2-fluoro-N-methylbenzamide Properties

Melting point 160 - 163°C
Boiling point 320℃
Density 1.234
Flash point 147℃
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 14.12±0.46(Predicted)
color White to Off-White
Stability Moisture Sensitive
InChI InChI=1S/C8H9FN2O/c1-11-8(12)6-3-2-5(10)4-7(6)9/h2-4H,10H2,1H3,(H,11,12)
InChIKey XOKAXPQJUODMSH-UHFFFAOYSA-N
SMILES C(NC)(=O)C1=CC=C(N)C=C1F
FDA UNII Y2H4HB3FQL

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317-H319-H302
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
HS Code  2924297099

4-amino-2-fluoro-N-methylbenzamide price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A609743 4-​Amino-​2-​fluoro-​N-​methylbenzamide 915087-25-1 25g $275 2021-12-16 Buy
TRC A609743 4-​Amino-​2-​fluoro-​N-​methylbenzamide 915087-25-1 50g $520 2021-12-16 Buy
AK Scientific J95296 4-Amino-2-fluoro-N-methylbenzamide 915087-25-1 100g $520 2021-12-16 Buy
Matrix Scientific 143913 4-Amino-2-fluoro-N-methylbenzamide 95% 915087-25-1 25g $1110 2021-12-16 Buy
Matrix Scientific 143913 4-Amino-2-fluoro-N-methylbenzamide 95% 915087-25-1 5g $370 2021-12-16 Buy
Product number Packaging Price Buy
A609743 25g $275 Buy
A609743 50g $520 Buy
J95296 100g $520 Buy
143913 25g $1110 Buy
143913 5g $370 Buy

4-amino-2-fluoro-N-methylbenzamide Chemical Properties,Uses,Production

Uses

4-amino-2-fluoro-N-methylbenzamide acts as a reagent in the design, synthesis and biological evaluation of novel 5-oxo-2-thioxoimidazolidine derivatives as potent androgen receptor antagonists. Also, in the preparation and structure-activity relationship of chiral benzyloxypyridinone derivatives as c-Met kinase inhibitors.

Description

4-amino-2-fluoro-N-methylbenzamide is a novel antiandrogen drug MDV (Marek's Disease Virus) 3100 key intermediate which is the new generation oral androgen antagonist medicine of united states drug developer Medivation company exploitation, be mainly used in treating advanced prostate cancer (CRPC) patient.

Preparation

2-fluoro-4-nitrotoluene as raw material, through potassium permanganate oxidation, the thionyl chloride chlorination, methylamine amination, and Pd/C hydrogenation reduction prepare 4-amino-2-fluoro-N-methylbenzamide.
4-amino-2-fluoro-N-methylbenzamide

Synthesis

956104-46-4

956104-46-4

4-amino-2-fluoro-N-methylbenzamide

915087-25-1

General procedure for the synthesis of N-methyl-2-fluoro-4-aminobenzamide from the compound (CAS: 956104-46-4): Trifluoroacetic acid (TFA, 1 mL) was slowly added dropwise to a solution of 4-methylamino-2-fluorobenzyl amide (60 mg, 0.21 mmol) in anhydrous dichloromethane (DCM, 0.5 mL), under protection of argon gas. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the solvent was removed by rotary evaporator and the residue was purified by silica gel fast column chromatography (eluent: hexane/ethyl acetate) to quantitatively obtain the target product, N-methyl-2-fluoro-4-aminobenzamide. The product structure was confirmed by 1H NMR (500 MHz, CDCl3) and 13C NMR (500 MHz, CDCl3): 1H NMR δ 2.98 (d, J = 4.8 Hz, 3H), 4.15 (br s, 2H), 6.32 (d, J = 14.3 Hz, 1H), 6.48 (d, J = 8.2 Hz, 1H), 6.61 ( br s, 1H), 7.90 (dd, J = 8.6 Hz, 1H); 13C NMR δ 26.63, 100.8 (d, J = 28.8 Hz), 110.3 (d, J = 244.6 Hz), 110.9, 133.3 (d, J = 4.3 Hz), 151.4 (d, J = 12.5 Hz), 162.2 (d, J = 244.6 Hz), 164.3 (d, J = 3.5 Hz).

References

[1] Patent: WO2008/119015, 2008, A2. Location in patent: Page/Page column 52-53
[2] Patent: US9388159, 2016, B2. Location in patent: Page/Page column 21; 22

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View Lastest Price from 4-amino-2-fluoro-N-methylbenzamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-amino-2-fluoro-N-methylbenzamide pictures 2025-09-30 4-amino-2-fluoro-N-methylbenzamide
915087-25-1
US $0.00 / kg 1kg 99% 1000 Hebei Junhua Import and Export Co., LTD
4-amino-2-fluoro-N-methylbenzamide pictures 2025-09-23 4-amino-2-fluoro-N-methylbenzamide
915087-25-1
US $990.00-800.00 / kg 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
N-Methyl-2-fluoro-4-aminobenzamide pictures 2025-09-23 N-Methyl-2-fluoro-4-aminobenzamide
915087-25-1
US $15.00-50.00 / kg 1kg NLT98% 5 ton per month Anhui Dexinjia Biopharm Co., Ltd

4-amino-2-fluoro-N-methylbenzamide Spectrum

4-AMINO-2-FLUORO-N-METHYLBENZAMIDE N-Methyl-2-fluoro-4-aminobenzamide BenzaMide, 4-aMino-2-fluoro-N-Methyl- 2. 4-aMino-2-fluoro-N-MethylbenzaMide N-Methyl-4-amino-2-fluoro-benzamide 4-amino-2-fluoro-N-menthylbenzamide Enzalutamide Impurity 20 Enzalutamide ITS-3 N-Methyl-2-fluoro-4-AminobenzoylAmine Enzalutamide Impurity 40 4-amino-2-fluoro-n-methylbenzamide HPLC 98% 915087-25-1 915087-25-1