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

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

Uses

Used in Pharmaceutical Industry:
BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is used as a key intermediate in the synthesis of various pharmaceuticals due to its ability to be incorporated into complex molecular structures, enhancing the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is utilized as a component in the formulation of pesticides and other crop protection agents, leveraging its potential biological activities to control pests and diseases.
Used in Dye Industry:
BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is employed as a building block in the production of dyes, contributing to the development of novel colorants with improved properties for various applications, including textiles and printing inks.
Used in Antimicrobial Applications:
BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is used as an antimicrobial agent for its potential to inhibit the growth of bacteria, making it a candidate for applications in healthcare and material preservation.
Used in Antifungal Applications:
It is utilized as an antifungal agent, effective against various fungal species, and can be applied in the development of antifungal products for medical and agricultural use.
Used in Anticancer Research:
BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is used in cancer research as a compound with potential anticancer properties, being studied for its ability to target and affect cancer cells.
Used in Enzyme Regulation:
It serves as an enzyme inhibitor or activator, used in biochemical research and drug development to modulate enzyme activity, which can have implications in treating enzyme-related diseases.
Used in Metal Complexation Studies:
BENZOOXAZOLE-2-CARBOXYLIC ACID HYDRAZIDE is used as a ligand in the study of metal complexes, which can lead to advances in materials science, catalysis, and medicinal chemistry.

Upstream product

• 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 
• 33652-92-5 methyl 2-benzoxazolimidate 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 27383-86-4 benzoxazole-2-carboxylic acid methyl ester 

Downstream Products

• 105485-21-0 benzyl benzo[d]oxazol-2-ylcarbamate 
• 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 
• 34620-40-1 2-[5-(4-methoxy-phenyl)-4-phenyl-4H-[1,2,4]triazol-3-yl]-benzooxazole 
• 33653-26-8 N'-[chloro-(4-methoxy-phenyl)-methylene]-benzooxazole-2-carbohydrazonoyl chloride 

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.

Synthesis and screening of some novel 2-[5-(Substituted phenyl)-[1,3,4]oxadiazol-2-yl]-benzoxazoles as potential antimicrobial agents

A series of some novel 2-[5-(substituted phenyl)-[1,3,4]oxadiazol-2-yl]- benzoxazoles were synthesized by using benzoxazole-2-carboxylic acid on reaction with thionyl chloride in presence of ethanol solvent at room temperature gave benzoxazole-2-carbonyl chloride, which is turned into benzoxazole-2-carboxylic acid hydrazide on reaction with hydrazine hydrate in ethanol solvent under reflux. The subsequent treatment of benzoxazole-2-carboxylic acid hydrazide with an appropriate aromatic carboxylic acid in presence of polyphosparic acid under reflux afforded the title compounds. The chemical structures of the newly synthesized compounds were elucidated by their IR, 1H NMR and Mass spectral data analysis. Further the compounds are used to find out their ability towards anti microbial and nematicidal activity.