N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide

Product Name: N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide
CAS No.: 90357-51-0
Chemical Name: N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide
Synonyms: N-[4-Cyano-3-(triflu;Bicalutamide Impurity 16;Bicalutamide Oxirane Impurity;Bicalutamide Epoxide Impurity;Bicalutamide intermediate (epoxy);N-[4-Cyano-3-(trifluoroMethyl)phenyl]MethacrylaMid;1,2-EPOXY-2-METHYL-N-[4-CYANO-3-(TRIFLUOROMETHYL)];N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane;Bicalutamide Impurity 3 (Bicalutamide Epoxide Impurity);N-[4-Cyano-3-(Trifluoromethyl)Phenyl]-2-Methyl-2-Oxirane
CBNumber: CB9338843
Molecular Formula: C12H9F3N2O2
Formula Weight: 270.21
MOL File: 90357-51-0.mol

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N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide Property

Melting point:: 151-152 °C
Boiling point:: 436.4±45.0 °C(Predicted)
Density: 1.42±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 12.08±0.70(Predicted)
color: White to Off-White
InChI: InChI=1S/C12H9F3N2O2/c1-11(6-19-11)10(18)17-8-3-2-7(5-16)9(4-8)12(13,14)15/h2-4H,6H2,1H3,(H,17,18)
InChIKey: UQUQTWDUTIAAAY-UHFFFAOYSA-N
SMILES: O1CC1(C)C(NC1=CC=C(C#N)C(C(F)(F)F)=C1)=O
CAS DataBase Reference: 90357-51-0(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
HS Code: 29269090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

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.

P271Use only outdoors or in a well-ventilated area.

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

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical

Product number: C3607
Product name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
Packaging: 5G
Price: $33
Updated: 2025/07/31

TCI Chemical

Product number: C3607
Product name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
Packaging: 25G
Price: $130
Updated: 2025/07/31

TRC

Product number: C987585
Product name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyl-2-oxiranecarboxamide
Packaging: 100mg
Price: $80
Updated: 2021/12/16

Biosynth Carbosynth

Product number: IC58274
Product name: N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
Packaging: 50g
Price: $89
Updated: 2021/12/16

AK Scientific

Product number: J11248
Product name: BicalutamideImpurity3(BicalutamideEpoxideImpurity)
Packaging: 100mg
Price: $95
Updated: 2021/12/16

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N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide Chemical Properties,Usage,Production

Uses

N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyl-2-oxiranecarboxamide, is an intermediate in synthesis of more complex pharmaceutical compounds. It is used in the synthesis of potential impurities of Bicalutamide (B382000), which is an oral nonsteroidal, anti-androgen drug used for prostate cancer.

Synthesis

90357-53-2

90357-51-0

General procedure for the synthesis of N-[4-cyano-3-(trifluoromethyl)phenyl]methoxyacrylamide from N-(4-cyano-3-(trifluoromethyl)phenyl)methoxyacrylamide: N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide (50.8 g, 0.2 mol) and phthalic anhydride (47.3 g, 0.32 mol) were dissolved in 350 ml of 1,2-dichloroethane. 50% hydrogen peroxide (23.1 g, 0.34 mol) was added slowly and dropwise at 35?40 °C. The progress of the reaction was monitored by HPLC until the content of the feedstock N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide decreased to less than 0.5% and the reaction was completed. Subsequently, 1,2-dichloroethane was removed by distillation to give the crude product. To the crude product, 300 g of water was added and neutralized by adding 26 g of sodium carbonate. Next, 13 g of sodium sulfate was added and filtered after stirring for 0.5 hours. The filter cake was washed with 50 g of water and dried to give the final product N-[4-cyano-3-(trifluoromethyl)phenyl]-2,3-epoxy-2-methylpropanamide 49 g in 90.7% yield.

References

[1] Journal of Organic Chemistry, 2003, vol. 68, # 26, p. 10181 - 10182
[2] Patent: CN106905265, 2017, A. Location in patent: Paragraph 0015
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 5, p. 1028 - 1040
[4] Journal of Organometallic Chemistry, 2011, vol. 696, # 5, p. 1049 - 1056
[5] European Journal of Medicinal Chemistry, 2016, vol. 118, p. 230 - 243

N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide Suppliers

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View Lastest Price from N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide 90357-51-0
Price: US $2.20-8.80/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 100kg
Release date: 2025-08-29

Aromsyn Co., Ltd.

Product: N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide 90357-51-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: kgs
Release date: 2023-02-17

Career Henan Chemical Co

Product: N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide 90357-51-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-07-01

90357-51-0, N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxideRelated Search:

Phenylhydrazine Methacrylamide N,N'-Methylenebisacrylamide 2,2-Dibromo-2-cyanoacetamide PHENYL VALERATE Acrylamide 4-Amino-2-(trifluoromethyl)benzonitrile Bicalutamide BICALUTAMIDE-D4 Bicalutamide EP Impurity K Desfluoro Bicalutamide N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide Deshydroxy Bicalutamide 3-(4-Fluobenzenesulfhydry)-2-hydroxyl-2-methylpropionic acid Bicalutamide EP Impurity F N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(2-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-hydroxy-2-methylpropionamide 3-Fluoro-4-desfluoro BicalutaMide

N-[4-CYANO-3-(TRIFLUOROMETHYL)PHENYL]METHACRYLAMIDE EPOXIDE (INTERMEDIATE OF BICALUTAMIDE)

4’-Cyano-3’-trifluoromethyl-2,3-epoxy-2-methylpropioanilide

N-[4-Cyano-3-(Trifluoromethyl)Phenyl]-2-Methyloxiranecarboxamide ( For Bicalutamide )

N-[4-Cyano-3-(trifluoroMethyl)phenyl]MethacrylaMid

N-[4-Cyano-3-(triflu

n-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide

N-4-CYANO-3-(TRIFLUOROMETHYL)PHENYLMETHACRYLAMIDE EPOXIDE

1,2-EPOXY-2-METHYL-N-[4-CYANO-3-(TRIFLUOROMETHYL)]

1,2-Epoxy-2-methyl-N[4-cyano-3(trifluoromethyl)-phenyl] propanamide (Intermediate for Bicalutamide)

1,2-Epoxy-2-Methyl-N[4-Cyano-3(Trifluoromethyl)-Phenyl]Propanamide

N-[4-CYANO-3-(TRIFLUOROMETHYL)PHENYL]-2-METHYL-2-OXIRANE CARBOXAMIDE

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-Oxiranecarboxamide

N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyl-oxiranecarboxamine

1,2-Epoxy-2-methyl-N-(4-cyano-3-trifluoromethyl)-phenyl)propaneamide

N-[4- Cyano-3-trifluoroMethy phenyl]-2-oxirane carboxaMide

Bicalutamide Oxirane Impurity

N-[4-Cyano-3-(trifluoromethyl)phenyl]-methacrylamide exoxide

Bicalutamide Epoxide Impurity

2-Methyl-oxirane-2-carboxylic acid (4- cyano-3- trifluoromethylphenyl)-amide

N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-oxiranecarboxamide

Bicalutamide Impurity 16

Bicalutamide Impurity 3 (Bicalutamide Epoxide Impurity)

N-[4-Cyano-3-(Trifluoromethyl)Phenyl]-2-Methyl-2-Oxirane

2-Oxiranecarboxamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-

Oxiranecarboxamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-

N-[4-Cyano-3-(Trifluoromethyl)Phenyl]-2-Methyl-2-Oxirane Car...

Bicalutamide Impurity 14 (Bicalutamide Epoxide Impurity)

Bicalutamide intermediate (epoxy) N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide

N - [4-Cyano-3- (trifluoromethyl) phenyl] methylepoxy acrylamide

N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane

Bicalutamide intermediate (epoxy)

N-[4-Cyano-3-(trifluoromethyl)phenyl]methyloxiraneacrylamide

1,2-Epoxy-2-methyl-N-[4-cyano-3-(trifluoromethyl)-phenyl]propionamide

90357-51-0

Bicalutamide

API intermediates

Chemical intermediate for Bicalutamide