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
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
Safety
- HS Code
- 2924297099
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..…
N-Bromosuccinimide Price
- Product number
- A609743
- Product name
- 4-Amino-2-fluoro-N-methylbenzamide
- Packaging
- 25g
- Price
- $275
- Updated
- 2021/12/16
- Product number
- A609743
- Product name
- 4-Amino-2-fluoro-N-methylbenzamide
- Packaging
- 50g
- Price
- $520
- Updated
- 2021/12/16
- Product number
- J95296
- Product name
- 4-Amino-2-fluoro-N-methylbenzamide
- Packaging
- 100g
- Price
- $520
- Updated
- 2021/12/16
- Product number
- 143913
- Product name
- 4-Amino-2-fluoro-N-methylbenzamide
- Purity
- 95%
- Packaging
- 25g
- Price
- $1110
- Updated
- 2021/12/16
- Product number
- 143913
- Product name
- 4-Amino-2-fluoro-N-methylbenzamide
- Purity
- 95%
- Packaging
- 5g
- Price
- $370
- Updated
- 2021/12/16
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
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View Lastest Price from 4-amino-2-fluoro-N-methylbenzamide manufacturers
- 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
- 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
- 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