5443-33-4

Basic information

• Product Name: 5-CHLORO-2-NITROACETYLANILINE
• Synonyms: N-(5-chloro-2-nitrophenyl)acetamide;N-(5-chloro-2-nitro-phenyl)ethanamide
• CAS NO: 5443-33-4
• Molecular Formula: C₈H₇ClN₂O₃
• Molecular Weight: 214.61
• EINECS: 216-661-5
• Mol File: 5443-33-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 126-129℃
• Boiling Point: 405.5 °C at 760 mmHg
• Flash Point: 199.1 °C
• Appearance: /
• Density: 1.466 g/cm³
• Vapor Pressure: 8.7E-07mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: 2-8°C
• PKA: 13.16±0.70(Predicted)
• CAS DataBase Reference: 5-CHLORO-2-NITROACETYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-NITROACETYLANILINE(5443-33-4)
• EPA Substance Registry System: 5-CHLORO-2-NITROACETYLANILINE(5443-33-4)

Safety Data

• Hazard Codes: T+:Very toxic
• Statements: R26/27/28:; R33:; R51/53:
• Safety Statements: S28A:; S36/37:; S45:; S61:
• Hazardous Substances Data: 5443-33-4(Hazardous Substances Data)

Usage

General Description

5-CHLORO-2-NITROACETYLANILINE is a chemical compound that consists of a chloro group, a nitro group, and an acetylaniline group. It is commonly used in the production of dyes and pigments. 5-CHLORO-2-NITROACETYLANILINE has a yellow to brown color and is insoluble in water, but soluble in organic solvents. Due to its potential toxic and irritating effects, proper safety precautions should be taken when handling and using 5-CHLORO-2-NITROACETYLANILINE. It is important to adhere to safety guidelines and regulations while working with this chemical to minimize potential health risks.

InChI:InChI=1/C8H7ClN2O3/c1-5(12)10-7-4-6(9)2-3-8(7)11(13)14/h2-4H,1H3,(H,10,12)

Upstream product

• 108-42-9 3-chloro-aniline 
• 588-07-8 3-Chloroacetanilide 
• 108-24-7 acetic anhydride 
• 1635-61-6 5-chloro-2-nitroaniline 
• 75-36-5 acetyl chloride 

Downstream Products

• 6942-98-9 5-chloro-8-nitroquinoline 
• 128765-25-3 5-(3-oxo-1,4-benzothiazin-7-yloxy)-2-nitroacetanilide 
• 128765-26-4 N-[5-(4-Methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-7-yloxy)-2-nitro-phenyl]-acetamide 
• 128765-27-5 N-[5-(4-Ethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-7-yloxy)-2-nitro-phenyl]-acetamide 
• 128765-28-6 N-[5-(4-Benzyl-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-7-yloxy)-2-nitro-phenyl]-acetamide 
• 128765-29-7 N-{5-[4-(4-Chloro-benzyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-7-yloxy]-2-nitro-phenyl}-acetamide 
• 102790-48-7 3,3'-diamino-4,4'-dinitrodiphenyl sulfide 

Relevant articles and documents

Design, synthesis, kinetic, molecular dynamics, and hypoglycemic effect characterization of new and potential selective benzimidazole derivatives as Protein Tyrosine Phosphatase 1B inhibitors

Protein-tyrosine phosphatase 1B (PTP1B) is a negative regulator of insulin signaling pathway and has been validated as a therapeutic target for type 2 diabetes. A wide variety of scaffolds have been included in the structure of PTP1B inhibitors, one of them is the benzimidazole nucleus. Here, we report the design and synthesis of a new series of di- and tri- substituted benzimidazole derivatives including their kinetic and structural characterization as PTP1B inhibitors and hypoglycemic activity. Results show that compounds 43, 44, 45, and 46 are complete mixed type inhibitors with a Ki of 12.6 μM for the most potent (46). SAR type analysis indicates that a chloro substituent at position 6(5), a β-naphthyloxy at position 5(6), and a p-benzoic acid attached to the linker 2-thioacetamido at position 2 of the benzimidazole nucleus, was the best combination for PTP1B inhibition and hypoglycemic activity. In addition, molecular dynamics studies suggest that these compounds could be potential selective inhibitors from other PTPs such as its closest homologous TCPTP, SHP-1, SHP-2 and CDC25B. Therefore, the compounds reported here are good hits that provide structural, kinetic, and biological information that can be used to develop novel and selective PTP1B inhibitors based on benzimidazole scaffold.

BENZIMIDAZOLECARBOXAMIDES AS INHIBITORS OF FAK

This invention relates to benzimadolecarboxamides of formula (I) which are inhibitors of focal adhesion kinase, and as such are useful for treating proliferative diseases

Preparation of N-methoxycarbonyl-N'-[2-nitro-4(5)-propyl-thiophenyl]thiourea as prodrugs of albendazole

N-methoxycarbonyl-N'-(2-nitro-4-propylthiophenyl)thiourea and N-methoxycarbonyl-N'-(2-nitro-5-propylthiophenyl)thiourea, prodrugs of albendazole, have been synthesized. The biotransformation in rats, after oral administration of these prodrugs to albendazole and albendazole sulphoxide, is described.