6232-92-4

Basic information

• Product Name: 2-AMINO-5-NITRO-1H-BENZIMIDAZOLE
• Synonyms: 2-AMINO-6-NITROBENZIMIDAZOLE;2-AMINO-5-NITRO-1H-BENZIMIDAZOLE;1H-Benzimidazol-2-amine,5-nitro-(9CI);2-Amino-5-nitro-benzimidazole;2-amine-5-nitro-1H-benzimidazole;2-Amino-5-nitro-1H-benzimidazole ,98%;5-Nitro-1H-benzo[d]imidazol-2-amine;6-Nitro-1H-benzo[d]iMidazol-2-aMine
• CAS NO: 6232-92-4
• Molecular Formula: C₇H₆N₄O₂
• Molecular Weight: 178.15
• Product Categories: BENZIMIDAZOLE;pharmacetical;Imidazol&Benzimidazole
• Mol File: 6232-92-4.mol
• Article Data: 29

Chemical Properties

• Melting Point: 222-223 °C (decomp)
• Boiling Point: 478.5 °C at 760 mmHg
• Flash Point: 243.2 °C
• Appearance: /
• Density: 1.631 g/cm³
• Vapor Pressure: 2.55E-09mmHg at 25°C
• Refractive Index: 1.816
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.63±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-NITRO-1H-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-NITRO-1H-BENZIMIDAZOLE(6232-92-4)
• EPA Substance Registry System: 2-AMINO-5-NITRO-1H-BENZIMIDAZOLE(6232-92-4)

Safety Data

• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 6232-92-4(Hazardous Substances Data)

Usage

General Description

2-Amino-5-nitro-1H-benzimidazole is a chemical compound with the molecular formula C7H6N4O2. It is a nitroaromatic compound with a benzimidazole core, containing an amino group and a nitro group. This chemical is commonly used as a starting material in the synthesis of pharmaceuticals, dyes, and other organic compounds. It has also been studied for its potential biological and antimicrobial properties. However, it is important to note that 2-amino-5-nitro-1H-benzimidazole may pose health hazards if not handled properly, and caution should be exercised when working with this substance.

InChI:InChI=1/C7H6N4O2/c8-7-9-5-2-1-4(11(12)13)3-6(5)10-7/h1-3H,(H3,8,9,10)

Upstream product

• 934-32-7 1H-benzimidazol-2-amine 
• 1184-90-3 aminoiminomethanesulfonic acid 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 97-02-9 2,4-Dinitroanilin 
• 610-53-7 2,4-dinitroacetanilide 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 100-01-6 4-nitro-aniline 
• 557-21-1 zinc(II) cyanide 
• 506-68-3 bromocyane 
• 590-17-0 cyanomethyl bromide 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 6325-91-3 5-nitro-2-mercaptobenzimidazole 
• 75966-22-2 2,4-Dinitrophenylcyanamid 
• 5955-72-6 2-chloro-5-nitro-1H-benzo[d]imidazole 

Downstream Products

• 85561-97-3 2,5-diaminobenzimidazole 
• 1215352-95-6 (E)-N-(2-amino-1H-benzo[d]imidazol-5-yl)-4-(1-(2-methyl-3-phenylallyl)-1H-1,2,3-triazol-4-yl)butanamide hydrochloride 
• 1215353-04-0 N-(2-amino-1H-benzo[d]imidazol-5-yl)-4-(4-decyl-1H-1,2,3-triazol-1-yl)benzamide hydrochloride 
• 1215352-90-1 4-(4-(4-(2-amino-1H-benzo[d]imidazol-5-ylamino)-4-oxobutyl)-1H-1,2,3-triazol-1-yl)benzoic acid hydrochloride 
• 1215351-97-5 tert-butyl 5-(4-azidobenzamido)-2-(bis(tert-butoxycarbonyl)amino)-1H-benzo[d]imidazole-1-carboxylate 
• 1215351-99-7 tert-butyl 6-(4-azidobenzamido)-2-(bis(tert-butoxycarbonyl)amino)-1H-benzo[d]imidazole-1-carboxylate 
• 1215353-01-7 N-(2-amino-1H-benzo[d]imidazol-5-yl)-4-(4-butyl-1H-1,2,3-triazol-1-yl)benzamide hydrochloride 
• 1215353-17-5 N-(2-amino-1H-benzo[d]imidazol-5-yl)-2-fluorobenzenesulfonamide hydrochloride 

Relevant articles and documents

Benzimidazole scaffold based hybrid molecules for various inflammatory targets: Synthesis and evaluation

Designing of hybrid drugs with specific multitarget profile is a promising line of attack against inflammation. In light of this, a series of benzimidazole scaffold based hybrid molecules were designed by integrating benzimidazoles (containing pharmacophoric elements for COXs and LOXs inhibitors) with phthalimide subunit of thalidomide (pharmacophore element for TNF-α inhibitor) under one construct via molecular hybridization strategy. The designed molecules were synthesized and evaluated for their inhibitory activity against COXs (COX-1, COX-2), LOXs (5-LOX, 15-LOX) enzymes as well as TNF-α inhibitory effect. The results revealed that, compounds (3a–l) obtained showed inhibition in submicromolar range against COXs and LOXs targets whereas milder inhibitory activity was obtained against lipopolysaccharides (LPS)-induced TNF-α secretion by murine macrophage-like cells (RAW264.7). Within this class of compounds, 3j emerged as having alluring multiple inhibitory effects on set of COX-1/2 and 5-/15-LOX enzymes (COX-1 IC50 = 9.85 μM; COX-2 IC50 = 1.00 μM; SI = 9.85; 5-LOX IC50 = 0.32 μM; 15-LOX IC50 = 1.02 μM) in conjunction with a good anti-inflammatory and analgesic activities. Additionally, compound 3j showed gastrointestinal safety with reduced lipid peroxidation. Docking results of compound 3j with COX-2 and 5-LOX were also consistent with the in vivo anti-inflammatory results.

Synthesis of Cyanamides via a One-Pot Oxidation-Cyanation of Primary and Secondary Amines

An operationally simple oxidation-cyanation method for the synthesis of cyanamides is described. The procedure utilizes inexpensive and commercially available N-chlorosuccinimide and Zn(CN)2 as reagents to avoid direct handling of toxic cyanogen halides. It is demonstrated to be amenable for the cyanation of a variety of primary and secondary amines and aniline derivatives as well as a complex synthetic intermediate en route to verubecestat (MK-8931). Additionally, kinetic measurements and other control experiments are reported to shed light onto the mechanism of this cyanation reaction.

INDOLE DERIVATIVE, PREPARATION METHOD THEREOF, AND USE THEREOF IN PHARMACEUTICAL DRUG

An indole derivative as expressed by Formula (I), a preparation method thereof, a pharmaceutical salt, and use thereof as a therapeutic agent, especially as a FGFR inhibitor. Each substituent in Formula (I) has identical definition as specified in the specification.