27507-90-0

Basic information

• Product Name: BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE
• Synonyms: BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE;Benzo[d]oxazole-2-carbohydrazide
• CAS NO: 27507-90-0
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.16
• Mol File: 27507-90-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE(27507-90-0)
• EPA Substance Registry System: BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE(27507-90-0)

Safety Data

• Hazardous Substances Data: 27507-90-0(Hazardous Substances Data)

Usage

General Description

Benzooxazole-2-carboxylic acid hydrazide is a chemical compound that belongs to the class of benzooxazoles, which are heterocyclic compounds containing a benzene ring fused to an oxazole ring. It is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and dyes. Benzooxazole-2-carboxylic acid hydrazide has also been studied for its potential biological and pharmacological activities, including its antimicrobial, antifungal, and anticancer properties. Furthermore, it is known to exhibit inhibitor or activator properties for various enzymes and could be used as a ligand in metal complexation studies.

Upstream product

• 615-18-9 2-chloro-1,3-benzoxazole 
• 33652-92-5 methyl 2-benzoxazolimidate 
• 95-55-6 2-amino-phenol 
• 408538-63-6 benzo[d]oxazole-2-carbonyl chloride 
• 21598-08-3 benzoxazole-2-carboxylic acid 
• 3313-37-9 benzo[d]oxazole-2-carbonitrile 
• 27383-86-4 benzoxazole-2-carboxylic acid methyl ester 

Downstream Products

• 33653-26-8 N'-[chloro-(4-methoxy-phenyl)-methylene]-benzooxazole-2-carbohydrazonoyl chloride 
• 34620-40-1 2-[5-(4-methoxy-phenyl)-4-phenyl-4H-[1,2,4]triazol-3-yl]-benzooxazole 
• 97606-61-6 2-(5-phenyl-[1,3,4]oxadiazol-2-yl)benzoxazole 
• 1445596-45-1 2-(5-(4-chloro phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole 
• 1445596-46-2 2-(5-(4-bromo phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole 
• 1445596-44-0 2-[5-(4-methylphenyl)[1,3,4]oxadiazol-2-yl]benzoxazole 
• 1445596-40-6 benzoxazole-2-carboxylic acid ethoxymethylene-hydrazide 
• 1445596-38-2 4-bromo benzoic acid N'-(benzoxazole-2-carbonyl)hydrazide 
• 1445596-37-1 4-chloro benzoic acid N'-(benzooxazole-2-carbonyl)hydrazide 
• 1445596-47-3 2-(5-(4-nitro phenyl)-[1,3,4]oxadiazol-2-yl)benzoxazole 
• 105485-21-0 benzyl benzo[d]oxazol-2-ylcarbamate 

Relevant articles and documents

Discovery of heterocyclic carbohydrazide derivatives as novel selective fatty acid amide hydrolase inhibitors: design, synthesis and anti-neuroinflammatory evaluation

Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat pain, inflammation, and other central nervous system disorders. Herein, a series of novel heterocyclic carbohydrazide derivatives were firstly designed by the classic scaffold-hopping strategy. Then, multi-steps synthesis and human FAAH enzyme inhibiting activity assays were conducted. Among them, compound 26 showed strong inhibition against human FAAH with IC50 of 2.8 μM. Corresponding docking studies revealed that the acyl hydrazide group of compound 26 well-occupied the acyl-chain binding pocket. It also exhibited high selectivity towards FAAH when comparing with CES2 and MAGL. Additionally, compound 26 effectively suppressed the LPS-induced neuroinflammation of microglial cells (BV2) via the reduction of interleukin-1β and tumor necrosis factor-α. Our results provided significative lead compounds for the further discovery of novel selective and safe FAAH inhibitors with potent anti-neuroinflammation activity.

Design, synthesis and screening of some novel benzoxazole based 1,3,4-oxadiazoles as potential antimicrobial agents

A series of novel 2-(5-substituted-[1,3,4]oxadiazol-2-yl)-benzoxazoles (7a-h) were synthesized in good yields in two different directions by involving benzoxazole-2-carboxylic acid (1) as raw material and benzoxazole-2-carbonyl chloride (2), benzoxazole-2-carboxylic acid methyl ester (3), benzoxazole-2-carboxylic acid hydrazide (4), benzoxazole-2-carboxylic acid N′-acetyl hydrazide (5a-d) and benzoxazole-2-carboxylic acid-ethylidene-hydrazides (6a-d) as reactive intermediates. The chemical structures of all the synthesized compounds were elucidated by their IR, 1H NMR and 13C NMR and mass spectral data. Further, the target compounds were screened for their antimicrobial activity against various Gram-positive and Gram-negative bacteria.