181136-33-4

Basic information

• Product Name: 3-BROMO-4-METHOXYBENZOHYDRAZIDE
• Synonyms: 3-bromo-4-methoxybenzohydrazide(SALTDATA: FREE);4-Methoxy-3-BroMo Benzoyl Hydrazide;3-BROMO-4-METHOXYBENZOHYDRAZIDE
• CAS NO: 181136-33-4
• Molecular Formula: C₈H₉BrN₂O₂
• Molecular Weight: 245.07326
• Mol File: 181136-33-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.559g/cm³
• Refractive Index: 1.591
• CAS DataBase Reference: 3-BROMO-4-METHOXYBENZOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-METHOXYBENZOHYDRAZIDE(181136-33-4)
• EPA Substance Registry System: 3-BROMO-4-METHOXYBENZOHYDRAZIDE(181136-33-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 181136-33-4(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-methoxybenzohydrazide is a chemical compound with the formula C8H9BrN2O2. It is a white to light beige crystalline powder that is used in various industrial and research applications. 3-BROMO-4-METHOXYBENZOHYDRAZIDE has been studied for its potential use in pharmaceuticals and as a precursor for the synthesis of other organic compounds. It is also known for its ability to act as a reducing agent in certain chemical reactions. Additionally, 3-bromo-4-methoxybenzohydrazide has been found to exhibit antimicrobial and antitumor properties, making it of interest for potential medical and pharmaceutical applications.

InChI:InChI=1/C8H9BrN2O2/c1-13-7-3-2-5(4-6(7)9)8(12)11-10/h2-4H,10H2,1H3,(H,11,12)

Upstream product

• 99-58-1 3-bromo-4-methoxybenzoic acid 
• 460079-82-7 ethyl 3-bromo-4-methoxybenzoate 
• 35450-37-4 methyl 3-bromo-4-methoxybenzoate 

Downstream Products

• 181136-47-0 4-Amino-5-(3-bromo-4-methoxy-phenyl)-4H-[1,2,4]triazole-3-thiol 

Relevant articles and documents

Structure-Activity Relationship of Phenylpyrazolones against Trypanosoma cruzi

Chagas disease is a neglected parasitic disease caused by the parasitic protozoan Trypanosoma cruzi and currently affects around 8 million people. Previously, 2-isopropyl-5-(4-methoxy-3-(pyridin-3-yl)phenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (NPD-0227) was discovered to be a sub-micromolar inhibitor (pIC50=6.4) of T. cruzi. So far, SAR investigations of this scaffold have focused on the alkoxy substituent, the pyrazolone nitrogen substituent and the aromatic substituent of the core phenylpyrazolone. In this study, modifications of the phenyldihydropyrazolone scaffold are described. Variations were introduced by installing different substituents on the phenyl core, modifying the geminal dimethyl and installing various bio-isosteres of the dihydropyrazolone group. The anti T. cruzi activity of NPD-0227 could not be surpassed as the most potent compounds show pIC50 values of around 6.3. However, valuable additional SAR data for this interesting scaffold was obtained, and the data suggest that a scaffold hop is feasible as the pyrazolone moiety can be replaced by a oxazole or oxadiazole with minimal loss of activity.