15386-80-8

Basic information

• Product Name: 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE
• Synonyms: 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE;2-Cyano-3'',4''-dichloroacetanilide;2-cyano-N-(3,4-dichlorophenyl)ethanamide;Acetamide, 2-cyano-N-(3,4-dichlorophenyl)-
• CAS NO: 15386-80-8
• Molecular Formula: C₉H₆Cl₂N₂O
• Molecular Weight: 229.06
• EINECS: 239-410-1
• Mol File: 15386-80-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 164-166°C
• Boiling Point: 449°Cat760mmHg
• Flash Point: 225.4°C
• Appearance: /
• Density: 1.465g/cm³
• Vapor Pressure: 2.96E-08mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE(15386-80-8)
• EPA Substance Registry System: 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE(15386-80-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 15386-80-8(Hazardous Substances Data)

Usage

General Description

2-Cyano-N-(3,4-dichlorophenyl)acetamide, also known as C74007, is a chemical compound with a specific molecular formula of C9H6Cl2N2O. Belonging to the family of acetanilides, its structure consists of a benzene ring substituted by two chloro groups at positions 3 and 4 and attached to a nitrogen atom of an acetamide group that bears a cyanide group. 2-CYANO-N-(3,4-DICHLOROPHENYL)ACETAMIDE is commonly used in the chemical industry for research and development purposes. As with most chemicals, safe handling is necessary due to potential health risks. However, specific implications of this chemical are not widely reported. Detailed study and evaluation are required for understanding its possible effects in different applications.

InChI:InChI=1/C9H6Cl2N2O/c10-7-2-1-6(5-8(7)11)13-9(14)3-4-12/h1-2,5H,3H2,(H,13,14)

Upstream product

• 36140-83-7 1-cyanoacetyl-3,5-dimethylpyrazole 
• 95-76-1 m,p-dichloroaniline 
• 105-56-6 ethyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 62004-04-0 (2Z)-N-(3,4-dichlorophenyl)-2-cyano-3-hydroxybut-2-enamide 
• 1127247-86-2 C₉H₅Cl₂N₃O₂ 
• 68808-66-2 1-(cyano-3',4'-dichlorophenylcarbamoylmethylene)-3-imino-isoindoline 
• 63927-53-7 2-cyano-3-ethoxy-but-2-enoic acid (3,4-dichloro-phenyl)-amide 
• 136186-44-2 (Z)-3-(4-Chloro-phenyl)-2-cyano-N-(3,4-dichloro-phenyl)-3-hydroxy-acrylamide 

Relevant articles and documents

Identification of Novel Fused Heteroaromatics-Based MALT1 Inhibitors by High-Throughput Screening to Treat B Cell Lymphoma

Development of mucosa-associated lymphoid tissue lymphoma translocation protein 1 (MALT1) inhibitors is of great value and significance in the treatment of neoplastic disorders and inflammatory and autoimmune diseases. However, there is a lack of effective MALT1 inhibitors in clinic. Herein, a novel class of potent 5-oxo-1-thioxo-4,5-dihydro-1H-thiazolo[3,4-a]quinazoline-based MALT1 inhibitors and their covalent derivatives were first identified and designed through high-throughput screening. We demonstrated that compounds 15c, 15e, and 20c effectively inhibited the MALT1 protease and displayed selective cytotoxicity to activated B cell-like diffuse large B cell lymphoma with low single-digit micromolar potency. Furthermore, compound 20c specifically repressed NF-κB signaling and induced cell apoptosis in MALT1-dependent TMD8 cells in a dose-dependent manner. More importantly, 20c showed good pharmacokinetic properties and antitumor efficacy with no significant toxicity in the TMD8 xenograft tumor model. Collectively, this study provides valuable lead compounds of MALT1 inhibitors for further structural optimization and antitumor mechanism study.

2-Imino 2H-chromene and 2-(phenylimino) 2H-chromene 3-aryl carboxamide derivatives as novel cytotoxic agents: synthesis, biological assay, and molecular docking study

The inhibition of AKR1B10 has been recognized as a potential therapeutic approach to the treatment of various types of cancers. A novel series of compounds with imino-2H-chromen and phenylimino-2H-chromen scaffolds were synthesized by Knoevenagel condensation reaction. The in vitro cytotoxic activity of synthesized compounds was evaluated against MOLT-4 and SK-OV-3 cells. Among the tested compounds, N-(3,4-dimethoxyphenyl)-2-(phenylimino)-2H-chromene-3-carboxamide (8g) demonstrated potent inhibitory activity against both examined cell lines. The results of the molecular docking study suggested that this compound is involved in critical hydrogen-bonding interactions with the Val301 and Lue302 of AKR1B10 catalytic site.

ortho-Substituted azoles as selective and dual inhibitors of VEGF receptors 1 and 2

We have developed a series of novel potent ortho-substituted azole derivatives active against kinases VEGFR-1 and VEGFR-2. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase activity and selectivity could be controlled by varying the arylamido substituents at the azole ring. The most specific molecule (17) displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in enzymatic and cell-based assays were in the range of activities for reported clinical and development candidates (IC50 30 × 10-5 cm/min) is indicative of their potential for intestinal absorption upon oral administration.