6876-54-6

Basic information

• Product Name: 2-CYANO-N-P-TOLYL-ACETAMIDE
• Synonyms: 2-cyano-N-(4-methylphenyl)ethanamide;Acetamide, 2-cyano-N-(4-methylphenyl)-
• CAS NO: 6876-54-6
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 6876-54-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 397.9°C at 760 mmHg
• Flash Point: 194.5°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 1.53E-06mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-CYANO-N-P-TOLYL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-P-TOLYL-ACETAMIDE(6876-54-6)
• EPA Substance Registry System: 2-CYANO-N-P-TOLYL-ACETAMIDE(6876-54-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6876-54-6(Hazardous Substances Data)

Usage

Uses

2-Cyano-N-(4-methylphenyl)acetamide is a useful synthetic intermediate. It is used in the synthesis of cyclohexyl-dihydrofuranamide and tetrasubstituted pyridopyrimidinones with antibacterial activies.

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

Upstream product

• 56290-86-9 3-cyano-2-oxo-propanoic acid ethyl ester 
• 106-49-0 p-toluidine 
• 36140-83-7 1-cyanoacetyl-3,5-dimethylpyrazole 
• 151-50-8 potassium cyanide 
• 16634-82-5 N-(p-tolyl)-2-chloroacetamide 
• 105-56-6 ethyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 121217-52-5 2-cyano-3-(2-nitro-phenyl)-acrylic acid p-toluidide 
• 105544-43-2 2-(4-Oxo-3,4,5,6,7,8-hexahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-yl)-N-p-tolyl-acetamide 
• 329067-63-2 2-amino-6-methyl-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid p-tolyl-amide 
• 896720-65-3 3-(4-chlorophenyl)-2-cyano-N-(4-methylphenyl)-5-oxo-5-phenylpentanamide 
• 17821-34-0 2-Cyano-3,3-bis-methylsulfanyl-N-p-tolyl-acrylamide 
• 1327339-18-3 2-(1-((2-chlorothiazol-5-yl)methyl)imidazolidin-2-ylidene)-2-cyano-N-(p-tolyl)acetamide 
• 1327339-08-1 2-(1-((6-chloropyridin-3-yl)methyl)imidazolidin-2-ylidene)-2-cyano-N-(p-tolyl)acetamide 
• 1441071-16-4 5-imino-7-(4-methylphenyl)amino-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-2-sulfonamide 

Relevant articles and documents

Nickel-promoted oxidative domino Csp3-H/N-H bond double-isocyanide insertion reaction to construct pyrrolin-2-ones

The first nickel-catalyzed oxidative domino Csp3-H/N-H double isocyanide insertion reaction of acetamides with isocyanides has been developed for the synthesis of pyrrolin-2-one derivatives. A wide range of acetamides bearing various functional groups are compatible with this reaction system by utilizing Ni(acac)2as a catalyst. In this transformation, isocyanide could serve as a C1 connector and insert into the inactive Csp3-H bond, representing an effective way to construct heterocycles.

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).

Synthesis, anti-varicella-zoster virus and anti-cytomegalovirus activity of 4,5-disubstituted 1,2,3-(1H)-triazoles

Background: Clinical drugs for herpesvirus exhibit high toxicity and suffer from significant drug resistance. The development of new, effective, and safe anti-herpesvirus agents with different mechanisms of action is greatly required. Objective: Novel inhibitors against herpesvirus with different mechanisms of action from that of clinical drugs. Methods: A series of novel 5-(benzylamino)-1H-1,2,3-triazole-4-carboxamides were efficiently synthesized and EC50 values against Human Cytomegalovirus (HCMV), Varicella-Zoster Virus (VZV) and Herpes Simplex Virus (HSV) were evaluated in vitro. Results: Some compounds present antiviral activity. Compounds 5s and 5t are potent against both HCMV and VZV. Compounds 5m, 5n, 5s, and 5t show similar EC50 values against both TK+ and TK? VZV strains. Conclusion: 5-(Benzylamino)-1H-1, 2,3-triazole-4-carboxamides are active against herpesviruses and their activity is remarkably affected by the nature and the position of substituents in the benzene ring. The results indicate that these derivatives are independent of the viral thymidine kinase (TK) for activation, which is indispensable for current drugs. Their mechanisms of action may differ from those of the clinic anti-herpesvirus drugs.