16405-79-1

Basic information

• Product Name: 1H-Benzimidazole,2-cyclopropyl-(9CI)
• Synonyms: 1H-Benzimidazole,2-cyclopropyl-(9CI);2-Cyclopropyl-1H-benzimidazole;2-Cyclopropyl-1H-benzoimidazole
• CAS NO: 16405-79-1
• Molecular Formula: C10H10N2
• Molecular Weight: 158.1998
• Product Categories: BENZIMIDAZOLE
• Mol File: 16405-79-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 227-229 °C
• Boiling Point: 389.9±11.0 °C(Predicted)
• Appearance: /
• Density: 1.285±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.96±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-cyclopropyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-cyclopropyl-(9CI)(16405-79-1)
• EPA Substance Registry System: 1H-Benzimidazole,2-cyclopropyl-(9CI)(16405-79-1)

Safety Data

• Hazardous Substances Data: 16405-79-1(Hazardous Substances Data)

Usage

Heterocyclic compound

Contains a benzene ring fused to an imidazole ring
The structure consists of a benzene ring (a six-membered ring with alternating single and double bonds) fused to an imidazole ring (a five-membered ring with two nitrogen atoms and three carbon atoms).

Cyclopropyl group

Attached to the imidazole ring
A cyclopropyl group, which is a three-membered carbon ring, is connected to the imidazole ring, adding to the unique structure of the compound.

Biological activity

Potential applications in medical and pharmaceutical research
The compound has been studied for its potential pharmacological properties, indicating that it may have biological effects on living organisms.

Drug development

Implications for the development of new drugs or therapeutic agents
The compound's unique structure and potential biological activity make it a candidate for further research in drug discovery and development.

Specific interactions

Unique cyclopropyl group may allow for specific interactions with biological targets
The presence of the cyclopropyl group in the compound's structure may enable it to form specific interactions with biological targets, which could be exploited in the development of targeted therapies.

Further exploration

Interest for further exploration in drug discovery and development
Given its potential pharmacological properties and unique structural features, 1H-Benzimidazole,2-cyclopropyl-(9CI) is a compound of interest for continued research in the fields of drug discovery and development.

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 95-54-5 1,2-diamino-benzene 
• 51-17-2 benzoimidazole 
• 1759-53-1 cyclopropanecarboxylic acid 
• 614-76-6 N-acetyl-2-bromoaniline 
• 57297-29-7 cyclopropylcarboxamidine hydrochloride 
• 2516-33-8 Cyclopropylmethanol 
• 88-74-4 2-nitro-aniline 
• 24922-02-9 Ethyl 3-cyclopropyl-3-oxopropionate 
• 2516-47-4 cyclopropanemethylamine 
• 1489-69-6 Cyclopropanecarboxaldehyde 
• 62-53-3 aniline 
• 1342132-54-0 N-phenylcyclopropanecarboximidamide 
• 615-28-1 o-phenylenediamine dihydrochloride 

Downstream Products

• 97968-85-9 (2-Cyclopropyl-1-benzimidazolyl)acetic acid 

Relevant articles and documents

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Cobalt-Catalyzed Sustainable Synthesis of Benzimidazoles by Redox-Economical Coupling of o-Nitroanilines and Alcohols

This study reveals cobalt-catalyzed sustainable synthesis of benzimidazoles by redox-economical coupling of o-nitroanilines and alcohols. The major advantage of this report is the use of a commercially available cheap cobalt catalyst to produce a wide variety of 2-substituted benzimidazoles by hydrogen autotransfer without using any additional external redox reagent and costly ligand system. A thorough mechanistic insight of the reaction is proposed by performing a series of control experiments.

Catalytic Oxidative Coupling of Primary Amines under Air: A Flexible Route to Benzimidazole Derivatives

Benzimidazoles are of fundamental importance in chemistry and biology, and the development of efficient, environmentally benign methods for their preparation remains a key challenge for organic chemists. In a biomimetic approach inspired by copper amine oxidases, we disclose herein the scope and factors influencing the success of the cooperative action of CuBr2 as electron-transfer mediator and a topaquinone-like substrate-selective catalyst in the oxidative cyclocondensation of primary amines with o-aminoanilines. This one-pot atom-economic multistep process, which works under green conditions with ambient air as the terminal oxidant, low loadings of catalyst, and equimolar amounts of commercially available amine substrates, is particularly suitable for the preparation of 1,2-disubstituted benzimidazoles. Furthermore, it allows the functionalization of nonactivated primary aliphatic amines, which are known to be challenging substrates for non-enzymatic catalytic aerobic systems.

Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines

A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp2)-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved. Copyright