63035-00-7

Basic information

• Product Name: 2-CYANO-N-(3,5-DICHLORO-PHENYL)-ACETAMIDE
• Synonyms: 2-cyano-N-(3,5-dichlorophenyl)ethanamide;Acetamide, 2-cyano-N-(3,5-dichlorophenyl)-
• CAS NO: 63035-00-7
• Molecular Formula: C₉H₆Cl₂N₂O
• Molecular Weight: 229.07
• Mol File: 63035-00-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 442.2°Cat760mmHg
• Flash Point: 221.2°C
• Appearance: /
• Density: 1.465g/cm³
• Vapor Pressure: 5.11E-08mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 2-CYANO-N-(3,5-DICHLORO-PHENYL)-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-(3,5-DICHLORO-PHENYL)-ACETAMIDE(63035-00-7)
• EPA Substance Registry System: 2-CYANO-N-(3,5-DICHLORO-PHENYL)-ACETAMIDE(63035-00-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 63035-00-7(Hazardous Substances Data)

Usage

General Description

2-CYANO-N-(3,5-DICHLORO-PHENYL)-ACETAMIDE is a chemical compound with the molecular formula C9H6Cl2N2O. It is a white, crystalline solid that is commonly used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It has a wide range of applications including as an inhibitor for various enzymes and as a building block for various organic compounds. The compound is known for its high purity and stability, making it an important ingredient in the production of pharmaceutical products. However, it is important to handle this chemical with caution as it may be harmful if ingested, inhaled, or absorbed through the skin, and protective measures should be taken when handling this substance.

InChI:InChI=1/C9H6Cl2N2O/c10-6-3-7(11)5-8(4-6)13-9(14)1-2-12/h3-5H,1H2,(H,13,14)

Upstream product

• 372-09-8 cyanoacetic acid 
• 626-43-7 3,5-Dichloroaniline 

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.

Structural influence on the intermolecular/intramolecular hydrogen bonding in solid state of substituted leflunomides: Evidence by X-ray crystal structure

We report the results of an X-ray crystal structure study of nine substituted leflunomide metabolite analogs (LFM). Comparison of the hydrogen bonding characteristics exhibited by these structurally distinct LFM analogs was especially informative about the inter- and intra-molecular hydrogen bonding patterns that exist in the crystal structure of individual compounds. All compounds had the strong intramolecular hydrogen bonds. In addition, with the exception of the 2,5-difluorophenyl substituted LFM analog, all other compounds formed inter- or intra-molecular hydrogen bonds with the halogen atom and the NH group. However, we found that the presence of a fluorine atom at the 2-position on the phenyl ring of the 2,5-difluoro and 2-fluoro derivatives resulted in only one intramolecular hydrogen bond in the structural framework. Conversely, the 3,5-difluoro substituted LFM analog had an intramolecular hydrogen bond common to the other halide substituted derivatives. The anomaly exhibited by the 2,5-difluoro and the 2-fluoro substituted compounds may be owing to the smaller size of fluorine atom in comparison with the chlorine and bromine atoms in the structures of the other analogs. The presence of a fluorine at the 2-position of the phenyl ring may disrupt the intermolecular hydrogen bonding that was observed for the other derivatives due to differences in the crystal packing for these molecules.