54153-19-4

Basic information

• Product Name: 2-CYANO-N-M-TOLYL-ACETAMIDE
• Synonyms: 2-cyano-N-(3-methylphenyl)ethanamide;Acetamide, 2-cyano-N-(3-methylphenyl)-
• CAS NO: 54153-19-4
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 54153-19-4.mol

Chemical Properties

• Boiling Point: 393.7°Cat760mmHg
• Flash Point: 191.9°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 2.08E-06mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-CYANO-N-M-TOLYL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-M-TOLYL-ACETAMIDE(54153-19-4)
• EPA Substance Registry System: 2-CYANO-N-M-TOLYL-ACETAMIDE(54153-19-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 54153-19-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
2-Cyano-N-M-Tolyl-Acetamide is used as a synthetic intermediate for the development of various pharmaceuticals, contributing to the creation of new medications and enhancing the efficacy of existing ones. Its role in this industry is pivotal, as it aids in the synthesis of compounds with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Cyano-N-M-Tolyl-Acetamide is employed as a key component in the formation of complex organic molecules. Its presence in reactions can lead to the production of a wide range of chemical compounds, making it an indispensable tool for researchers and chemists.
Used in Chemical Research:
2-Cyano-N-M-Tolyl-Acetamide is utilized as a research compound in chemical studies, allowing scientists to explore its properties and potential applications. Its role in this context is to provide insights into the behavior of similar compounds and to contribute to the broader understanding of chemical reactions and processes.

InChI:InChI=1/C10H10N2O/c1-8-3-2-4-9(7-8)12-10(13)5-6-11/h2-4,7H,5H2,1H3,(H,12,13)

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 108-44-1 1-amino-3-methylbenzene 
• 105-34-0 methyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 89733-15-3 α-(N-m-tolylcarboxamide)-α-cyclohexylidene acetonitrile 
• 79249-34-6 2-chloro-3-cyano-7-methylquinoline 
• 79249-36-8 6-chloro-1-(m-tolyl)-4-pyrimidone 
• 79249-37-9 2-cyano-3-dimethylamino-N-(m-tolyl)acrylamide 
• 501037-55-4 2-thiocarbamoyl-N-m-tolyl-acetamide 
• 1150310-10-3 C₁₇H₁₃N₃O₅ 

Relevant articles and documents

Optimization of 2-acylaminocycloalkylthiophene derivatives for activity against Staphylococcus aureus RnpA

Staphylococcus aureus is well-recognized to cause debilitating bacterial infections that are difficult to treat due to the emergence of antibiotic resistance. As such, there is a need to develop new antimicrobials for the therapeutic intervention of S. au

Development of Novel AKR1C3 Inhibitors as New Potential Treatment for Castration-Resistant Prostate Cancer

Aldo-keto reductase (AKR) 1C3 catalyzes the synthesis of active androgens that promote the progression of prostate cancer. AKR1C3 also contributes to androgen-independent cell proliferation and survival through the metabolism of prostaglandins and reactive aldehydes. Because of its elevation in castration-resistant prostate cancer (CRPC) tissues, AKR1C3 is a promising therapeutic target for CRPC. In this study, we found a novel potent AKR1C3 inhibitor, N-(4-fluorophenyl)-8-hydroxy-2-imino-2H-chromene-3-carboxamide (2d), and synthesized its derivatives with IC50 values of 25-56 nM and >220-fold selectivity over other AKRs (1C1, 1C2, and 1C4). The structural factors for the inhibitory potency were elucidated by crystallographic study of AKR1C3 complexes with 2j and 2l. The inhibitors suppressed proliferation of prostate cancer 22Rv1 and PC3 cells through both androgen-dependent and androgen-independent mechanisms. Additionally, 2j and 2l prevented prostate tumor growth in a xenograft mouse model. Furthermore, the inhibitors significantly augmented apoptotic cell death induced by anti-CRPC drugs (abiraterone or enzalutamide).

The synthesis and biological evaluation of some caffeic acid amide derivatives: E-2-Cyano-(3-substituted phenyl)acrylamides

A series of caffeic acid amide derivatives 2-cyano-(3-substituted phenyl)acrylamides were synthesized via Knoevenogal condensation of substituted benzaldehydes with cyanoacetamides. The structure of compound 1f was determined as E-isomer by X-ray diffractive analysis. The biological screening tests in vitro showed that compound 1b has obvious inhibitory activities against human gastric carcinoma cell line BGC-823, human nasopharyngeal carcinoma cell line KB and human hepatoma cell line BEL-7402 with IC50 values of 5.6 μg/mL, 13.1 μg/mL and 12.5 μg/mL, respectively. Some preliminary structure-activity relationships (SAR) were also proposed which may provide a direction for further study.

α-Cyanocinnamide derivatives: A new family of non-peptide, non-sulfhydryl inhibitors of ras farnesylation

Farnesylation of Ras and other proteins is required for their membrane attachment and normal function. Here we report on the synthesis of α-cyanocinnamide derivatives, a new family of farnesyltransferase inhibitors. These compounds are nonpeptidic and do not contain sulfhydryl groups. The most potent compound is a pure competitive inhibitor with respect to the Ras protein and mixed competitive with respect to farnesyl diphosphate. Selectivity studies against geranylgeranyltransferase and biological activities of selected compounds are described. Copyright (C) 1999.

Synthesis and evaluation of 2-chloromethyl-3-N-substituted arylthieno (2,3-d)pyrimidin-4-ones and derivatives for central nervous system depressant activity

2-Chloromethyl 3-N-substituted arylthieno (2,3-d)pyrimidin-4-ones and derivatives were synthesized by reacting 2-amino-3-carboxanilido-4,5,6,7-tetrahydrobenzo(b)thiophenes (I(abc)) with chloroacetyl chloride in dioxane and by cyclizing the open chain 3-su