351210-06-5

Basic information

• Product Name: 4-METHOXY (1H)INDAZOLE
• Synonyms: 4-METHOXY (1H)INDAZOLE;1H-Indazole, 4-methoxy-
• CAS NO: 351210-06-5
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.17
• Product Categories: Indazoles
• Mol File: 351210-06-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 117-120 °C
• Boiling Point: 313℃
• Flash Point: 115℃
• Appearance: /
• Density: 1.244
• Vapor Pressure: 0.000968mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.29±0.40(Predicted)
• CAS DataBase Reference: 4-METHOXY (1H)INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY (1H)INDAZOLE(351210-06-5)
• EPA Substance Registry System: 4-METHOXY (1H)INDAZOLE(351210-06-5)

Safety Data

• Hazardous Substances Data: 351210-06-5(Hazardous Substances Data)

Usage

General Description

4-Methoxy (1H) indazole is a chemical compound with the molecular formula C9H8N2O. It is a synthetic derivative of indazole, which is a heterocyclic organic compound. This particular variant contains a methoxy group (CH3O) attached to the indazole ring structure. The compound is used primarily in organic synthesis and pharmaceutical research, with potential applications in the development of new drugs and other biologically active molecules. Its unique structure and properties make it a valuable building block for the creation of novel chemical entities, and it is the subject of ongoing scientific study and investigation for its potential pharmacological activities.

InChI:InChI=1/C8H8N2O/c1-11-8-4-2-3-7-6(8)5-9-10-7/h2-5H,1H3,(H,9,10)

Upstream product

• 19500-02-8 2-methyl-3-methoxyaniline 
• 146137-74-8 2-fluoro-6-methoxybenzaldehyde 
• 321-28-8 1-fluoro-2-methoxybenzene 

Downstream Products

• 1178903-35-9 4-methoxy-1-(4-methoxybenzyl)-1H-indazole 
• 1178903-46-2 4-methoxy-2-(4-methoxybenzyl)-2H-indazole 
• 850363-63-2 1-(4-methoxy-1H-indazol-1-yl)ethanone 
• 850363-67-6 5-bromo-4-methoxy-1H-indazole 
• 1438463-95-6 C₁₄H₁₁N₃O₃ 
• 1330064-56-6 C₂₂H₁₆ClF₃N₄O₂ 
• 1330064-86-2 C₁₄H₁₃N₃O 
• 944898-81-1 3-iodo-4-methoxy-1H-indazole 

Relevant articles and documents

A general synthesis of diversely substituted indazoles and hetero-aromatic derivatives from o-halo-(het)arylaldehydes or -phenones

A set of variously substituted indazoles and hetero-aromatic derivatives were synthesized from o-halo-(het)arylaldehydes using a palladium catalyzed amination followed by cyclization. Starting from phenones, this process was extended to give 3-substituted indazoles. Moreover, N-1-substituted-indazoles can be reached by this strategy using an optional selective N-1-alkylation step during the process. This methodology offers a general and easy route for the synthesis of regioselectively substituted indazoles.

Indazoles: Regioselective protection and subsequent amine coupling reactions

(Chemical Equation Presented) Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivatives.

Aminopiperidine indazoles as orally efficacious melanin concentrating hormone receptor-1 antagonists

The synthesis and biological evaluation of novel 3-amino indazole melanin concentrating hormone receptor-1 antagonists are reported, several of which demonstrated functional activity of less than 100 nM. Compounds 19 and 28, two of the more potent compounds identified in this study, were characterized by high exposure in the brain and demonstrated robust efficacy when dosed in diet-induced obese mice.