7364-28-5

Basic information

• Product Name: 5-CHLORO-3-HYDROXY (1H)INDAZOLE
• Synonyms: 5-CHLORO-3-HYDROXY (1H)INDAZOLE;5-Chloro-1H-indazol-3-ol;3H-INDAZOL-3-ONE, 5-CHLORO-1,2-DIHYDRO-;5-chloro-1,2-dihydroindazol-3-one;5-chloro-2,3-dihydro-1H-indazol-3-one
• CAS NO: 7364-28-5
• Molecular Formula: C₇H₅ClN₂O
• Molecular Weight: 168.58
• Mol File: 7364-28-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-CHLORO-3-HYDROXY (1H)INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-3-HYDROXY (1H)INDAZOLE(7364-28-5)
• EPA Substance Registry System: 5-CHLORO-3-HYDROXY (1H)INDAZOLE(7364-28-5)

Safety Data

• Hazardous Substances Data: 7364-28-5(Hazardous Substances Data)

Usage

General Description

5-CHLORO-3-HYDROXY (1H)INDAZOLE is a chemical compound with a molecular formula C8H6ClN2O. It is a chlorinated derivative of indazole, which is a heterocyclic aromatic organic compound. This particular compound contains a chloro group and a hydroxy group attached to a 1H-indazole ring structure. It is used in the synthesis of pharmaceuticals and agrochemicals, as well as in research and development applications. It is important to handle this chemical with care, as it may pose health and environmental risks if not properly managed.

Upstream product

• 98550-70-0 5-chloro-2-hydrazinylbenzoic acid 
• 69196-08-3 5-chloro-2-hydrazinylbenzoic acid hydrochloride 
• 635-21-2 5-chloroanthranilic acid 

Downstream Products

• 133166-91-3 [5-Chloro-2-(3,4-dichloro-benzyl)-3-oxo-2,3-dihydro-indazol-1-yl]-acetic acid 
• 1096711-84-0 C₁₈H₁₆ClN₃O₅S 

Relevant articles and documents

Discovery of isatin and 1H-indazol-3-ol derivatives as D-amino acid oxidase (DAAO) inhibitors

D-Amino acid oxidase (DAAO) is a potential target in the treatment of schizophrenia as its inhibition increases brain D-serine level and thus contributes to NMDA receptor activation. Inhibitors of DAAO were sought testing [6+5] type heterocycles and identified isatin derivatives as micromolar DAAO inhibitors. A pharmacophore and structure-activity relationship analysis of isatins and reported DAAO inhibitors led us to investigate 1H-indazol-3-ol derivatives and nanomolar inhibitors were identified. The series was further characterized by pKa and isothermal titration calorimetry measurements. Representative compounds exhibited beneficial properties in in vitro metabolic stability and PAMPA assays. 6-fluoro-1H-indazol-3-ol (37) significantly increased plasma D-serine level in an in vivo study on mice. These results show that the 1H-indazol-3-ol series represents a novel class of DAAO inhibitors with the potential to develop drug candidates.

Bacterial translation inhibitors, 1-acylindazol-3-ols as anthranilic acid mimics

The discovery and initial optimization of a novel anthranilic acid derived class of antibacterial agents has been described in a recent series of papers. This paper describes the discovery of 1-acylindazol-3-ols as a novel bioisostere of an anthranilic acid. The synthesis and structure-activity relationships of the indazol bioisosteres are described herein.