97420-40-1

Basic information

• Product Name: 2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide
• Synonyms: 2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide;2-(2-methyl-1-benzimidazolyl)acetohydrazide;2-(2-methylbenzimidazol-1-yl)acetohydrazide;2-(2-methylbenzimidazol-1-yl)ethanehydrazide
• CAS NO: 97420-40-1
• Molecular Formula: C₁₀H₁₂N₄O
• Molecular Weight: 204.22848
• Mol File: 97420-40-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide(97420-40-1)
• EPA Substance Registry System: 2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide(97420-40-1)

Safety Data

• Hazardous Substances Data: 97420-40-1(Hazardous Substances Data)

Usage

Structure

2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide is a hydrazide derivative of 2-(2-methyl-1H-benzimidazol-1-yl)acetic acid and has a benzimidazole core structure.

Biological activity

The compound has potential for use in pharmaceutical research due to its hydrazide functional group, which has been shown to possess various biological properties such as antimicrobial, anti-inflammatory, and anti-tumor activities.

Potential use in drug development

2-(2-methyl-1H-benzimidazol-1-yl)acetohydrazide could be a valuable starting point for the synthesis of new pharmaceutical compounds.

Therapeutic uses

The compound has the potential to be used in the development of new drugs for various therapeutic uses.

Upstream product

• 97420-36-5 ethyl 2-(2-methyl-1H-benzo[d]imidazol-1-yl)acetate 
• 2033-54-7 methyl 2-(2-methyl-1H-benzimidazol-1-yl)acetate 
• 615-15-6 2-Methyl-1H-benzimidazole 

Downstream Products

• 343977-50-4 4-(4'-chlorophenyl)-1-[1-carbonylmethyl-(2-methyl-1H-benzimidazole)]-thiosemicarbazide 
• 1061308-63-1 1-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-1H-benzimidazole 
• 1189164-39-3 1-{[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-1H-benzimidazole 
• 879585-26-9 2-methyl-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]-1H-benzimidazole 
• 1189164-35-9 2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}phenol 
• 1189164-33-7 1-{[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-1H-benzimidazole 
• 1189164-31-5 1-{[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-1H-benzimidazole 
• 1189164-37-1 4-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}phenol 
• 200275-94-1 6-(4-Chloro-phenyl)-3-(2-methyl-benzoimidazol-1-ylmethyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 
• 200275-65-6 5-(2-Methyl-benzoimidazol-1-ylmethyl)-4-{[1-phenyl-meth-(E)-ylidene]-amino}-4H-[1,2,4]triazole-3-thiol 

Relevant articles and documents

Synthesis and Antibacterial Activity of Some Derivatives of 2-Methylbenzimidazole Containing 1,3,4-Oxadiazole or 1,2,4-Triazole Heterocycle

5-[(2-Methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol or 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-1,2,4-triazol-3-thiol which were prepared starting from 2-methylbenzimidazole in the reaction with appropriate N-aryl-2-chlo

Structure-activity studies of divin: An inhibitor of bacterial cell division

We describe the synthesis and structure-activity relationship (SAR) studies of divin, a small molecule that blocks bacterial division by perturbing the assembly of proteins at the site of cell septation. The bacteriostatic mechanism of action of divin is distinct from other reported inhibitors of bacterial cell division and provides an opportunity for assessing the therapeutic value of a new class of antimicrobial agents. We demonstrate a convenient synthetic route to divin and its analogues, and describe compounds with a 10-fold increase in solubility and a 4-fold improvement in potency. Divin analogues produce a phenotype that is identical to divin, suggesting that their biological activity comes from a similar mechanism of action. Our studies indicate that the 2-hydroxynaphthalenyl hydrazide portion of divin is essential for its activity and that alterations and substitution to the benzimidazole ring can increase its potency. The SAR study provides a critical opportunity to isolate drug resistant mutants and synthesize photoaffinity probes to determine the cellular target and biomolecular mechanism of divin.

Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives

Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1H-benzimidazole. The resulting ethyl (2-substituted-1H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.