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4-amino-2-fluoro-N-methylbenzamide

Product Name
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
Formula Weight
168.17
MOL File
915087-25-1.mol
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4-amino-2-fluoro-N-methylbenzamide Property

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
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Safety

HS Code 
2924297099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
A609743
Product name
4-​Amino-​2-​fluoro-​N-​methylbenzamide
Packaging
25g
Price
$275
Updated
2021/12/16
TRC
Product number
A609743
Product name
4-​Amino-​2-​fluoro-​N-​methylbenzamide
Packaging
50g
Price
$520
Updated
2021/12/16
AK Scientific
Product number
J95296
Product name
4-Amino-2-fluoro-N-methylbenzamide
Packaging
100g
Price
$520
Updated
2021/12/16
Matrix Scientific
Product number
143913
Product name
4-Amino-2-fluoro-N-methylbenzamide
Purity
95%
Packaging
25g
Price
$1110
Updated
2021/12/16
Matrix Scientific
Product number
143913
Product name
4-Amino-2-fluoro-N-methylbenzamide
Purity
95%
Packaging
5g
Price
$370
Updated
2021/12/16
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4-amino-2-fluoro-N-methylbenzamide Chemical Properties,Usage,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.

Synthesis

956104-46-4

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

4-amino-2-fluoro-N-methylbenzamide Preparation Products And Raw materials

Raw materials

Preparation Products

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4-amino-2-fluoro-N-methylbenzamide Suppliers

Haohong (Qihe) Medical Technology Co., LTD
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0534-2152677 18660163165
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sale@inyelchem.com
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China
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Beijing Sai Siyuan Biomedical Technology Co., Ltd.
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Anhui Dexinjia Biopharm Co., Ltd
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Jiangsu Jingye Pharmaceutical
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Chemvon Biotechnology Co., Ltd
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ChemFuture PharmaTech (Jiangsu) Ltd
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Energy Chemical
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Jia Xing Isenchem Co.,Ltd
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Adamas Reagent, Ltd.
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Accela ChemBio Co.,Ltd.
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View Lastest Price from 4-amino-2-fluoro-N-methylbenzamide manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
4-Amino-2-fluoro-N-methylbenzamide. 915087-25-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-29
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
4-amino-2-fluoro-N-methylbenzamide 915087-25-1
Price
US $990.00-800.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-19
Hebei Junhua Import and Export Co., LTD
Product
4-amino-2-fluoro-N-methylbenzamide 915087-25-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000
Release date
2025-03-21