2617-79-0

Basic information

• Product Name: N-(4-CHLOROPHENYL)FORMAMIDE
• Synonyms: n-(4-chlorophenyl)-formamid;n-(p-chlorophenyl)formamide;p-chlorfenylamidkyselinymravenci;p-chloroformanilide;1-CHLORO-4-FORMAMIDOBENZENE;4'-CHLOROFORMANILIDE;TIMTEC-BB SBB004024;N-(4-CHLOROPHENYL)FORMAMIDE
• CAS NO: 2617-79-0
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• Mol File: 2617-79-0.mol
• Article Data: 188

Chemical Properties

• Melting Point: 101-105 °C(lit.)
• Boiling Point: 314.9°Cat760mmHg
• Flash Point: 144.2°C
• Appearance: /
• Density: 1.316g/cm³
• Vapor Pressure: 0.000453mmHg at 25°C
• Refractive Index: 1.609
• Solubility: soluble in Methanol
• PKA: 14.13±0.70(Predicted)
• CAS DataBase Reference: N-(4-CHLOROPHENYL)FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CHLOROPHENYL)FORMAMIDE(2617-79-0)
• EPA Substance Registry System: N-(4-CHLOROPHENYL)FORMAMIDE(2617-79-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: LQ4666000
• Hazardous Substances Data: 2617-79-0(Hazardous Substances Data)

Usage

General Description

N-(4-CHLOROPHENYL)FORMAMIDE, also known as 4-chlorobenzyl formamide, is an organic compound with the molecular formula C7H6ClNO. It is a white solid that is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes. This chemical is classified as a formamide, which is a derivative of formic acid. N-(4-CHLOROPHENYL)FORMAMIDE has a variety of applications in the chemical industry, including as a building block in the production of other organic compounds. It is important to handle this chemical with care, as it can be toxic if ingested or inhaled, and can cause skin and eye irritation.

InChI:InChI=1/C7H6ClNO/c8-6-1-3-7(4-2-6)9-5-10/h1-5H,(H,9,10)

Upstream product

• 64-18-6 formic acid 
• 100-00-5 4-chlorobenzonitrile 
• 16712-16-6 ammonium formate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 106-47-8 4-chloro-aniline 
• 2258-42-6 formyl acetic anhydride 
• 124-38-9 carbon dioxide 
• 141-53-7 sodium formate 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 79-14-1 glycolic Acid 
• 51673-84-8 dimethoxyacetaldehyde 
• 96-26-4 dihydroxyacetone 
• 667-27-6 Ethyl bromodifluoroacetate 

Downstream Products

• 26060-33-3 N-(4-chlorophenyl)methanethioamide 
• 14223-48-4 p-chlorophenyl isoselenocyanate 
• 93663-19-5 N-bromo-p-chlorophenylformamide 
• 106-47-8 4-chloro-aniline 
• 2866-82-2 N-(4-chlorophenyl)benzamide 
• 18437-66-6 N-(t-butoxycarbonyl)-4-chloroaniline 
• 1219-99-4 N,N'-bis(4-chlorophenyl)urea 
• 6333-34-2 NN'-(4,4'-dichlorodiphenyl)oxamide 
• 319-39-1 N-(p-chlorophenyl)-o-chlorobenzamide 
• 54979-73-6 N-(p-chlorophenyl)-m-chlorobenzamide 
• 39193-06-1 4,4'-dichlorobenzanilide 
• 2032-24-8 N,N'-di(p-chlorophenyl)formamidine 
• 74702-01-5 C₆H₄ClN(CHO)SCFCl₂ 
• 623-03-0 4-Cyanochlorobenzene 

Relevant articles and documents

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Design, synthesis and anticancer evaluation of 3-methyl-1H-indazole derivatives as novel selective bromodomain-containing protein 4 inhibitors

Bromodomain-containing Protein 4 (BRD4), an ‘epigenetic reader’, regulates chromatin structure and gene expression via recognizing and binding acetylated lysine in histones. BRD4 has become a therapeutic target for cancers because it promotes the expression of the tumor genes, such as c-Myc, NF-κB, and Bcl-2. In this study, a new series of 3-methyl-1H-indazole derivatives were designed via virtual screening and structure-based optimization. All compounds were synthesized and evaluated for their inhibitory activities to BRD4-BD1 and their antiproliferative effects in cancer cell lines. Among them, several compounds (such as 9d, 9u and 9w) exhibited strong BRD4-BD1 affinities and inhibition activities, and potently suppressed MV4;11 cancer cell line proliferation. Among them, compound 9d showed excellent selectivity for BRD4 and effectively suppressed c-Myc, the downstream protein of BRD4. This study provided new lead compounds for further biological evaluation on BRD4.

Enantioselective Synthesis of Azetidines through [3 + 1]-Cycloaddition of Donor-Acceptor Aziridines with Isocyanides

The enantioselective [3 + 1]-cycloaddition of racemic donor-acceptor (D-A) aziridines with isocyanides was first realized under mild reaction conditions using a chiral N,N′-dioxide/MgIIcomplex as catalyst, providing a facile route to enantioenriched exo-imido azetidines with good to excellent yield (up to 99%) and enantioselectivity (up to 94% ee). An obvious chiral amplification effect was observed in this system, and an explanation was elucidated based on the experimental investigation and X-ray crystal structure of the enantiomerically pure catalyst.

Facile N-Formylation of Amines on Magnetic Fe3O4?CuO Nanocomposites

A facile, eco-friendly, efficient, and recyclable heterogeneous catalyst is synthesized by immobilizing copper impregnated on mesoporous magnetic nanoparticles. The surface chemistry analysis of Fe3O4?CuO nanocomposites (NCs) by XRD and XPS demonstrates the synergistic effect between Fe3O4 and CuO nanoparticles, providing mass-transfer channels for the catalytic reaction. TEM images clearly indicate the impregnation of CuO onto mesoporous Fe3O4. This hydrothermally synthesized eco-friendly and highly efficient Fe3O4?CuO NCs are applied as a magnetically retrievable heterogeneous catalyst for the N-formylation of wide range of aliphatic, aromatic, polyaromatic and heteroaromatic amines using formic acid as a formylating agent at room temperature. The catalytic activity of the NCs for N-formylation is attributable to the synergistic effect between Fe3O4 and CuO nanoparticles. The N-formylated product is further employed for the synthesis of biologically active quinolone moieties.