144528-23-4

Basic information

• Product Name: 1-Methyl-1H-indazol-4-ol
• Synonyms: 1-Methyl-1H-indazol-4-ol;4-Hydroxy-1-methyl-1H-indazole;Indazol-4-ol, 1-methyl-
• CAS NO: 144528-23-4
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148
• EINECS: 604-604-1
• Mol File: 144528-23-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Methyl-1H-indazol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-indazol-4-ol(144528-23-4)
• EPA Substance Registry System: 1-Methyl-1H-indazol-4-ol(144528-23-4)

Safety Data

• Hazardous Substances Data: 144528-23-4(Hazardous Substances Data)

Usage

Description

1-Methyl-1H-indazol-4-ol is a heterocyclic chemical compound with the molecular formula C9H8N2O. It belongs to the indazole class and features a methyl group attached to the nitrogen atom. 1-Methyl-1H-indazol-4-ol holds potential for pharmaceutical and chemical research due to its unique structural properties and possible biological activities.

Uses

Used in Pharmaceutical Research:
1-Methyl-1H-indazol-4-ol is used as a chemical intermediate for the development of new pharmaceutical compounds, leveraging its unique structure and potential biological activities to contribute to drug discovery and synthesis.
Used in Chemical Research:
1-Methyl-1H-indazol-4-ol serves as a key component in chemical studies, where its properties and reactions can be explored to advance understanding in organic chemistry and potentially lead to new synthetic pathways or applications.
It is crucial to handle 1-Methyl-1H-indazol-4-ol with care and adhere to safety protocols when working with it in laboratory environments to ensure the safety of researchers and the integrity of experiments. Further investigation and development of this compound may pave the way for significant advancements in various fields.

Upstream product

• 77894-69-0 1-methyl-1H-indazol-4-ylamine 
• 144528-24-5 4-acetoxy-6,7-dihydro-1-methyl-1H-indazole 
• 145176-81-4 4-acetoxy-1-methyl-1H-indazole 
• 85302-16-5 1-methyl-4-oxo-4,5,6,7-tetrahydro-1H-indazole 

Downstream Products

• 1033810-20-6 3-chloro-4-[(1-methyl-1H-indazol-4-yl)oxy]aniline 

Relevant articles and documents

Design and synthesis of pyrrolo[3,2- d ]pyrimidine human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) dual inhibitors: Exploration of novel back-pocket binders

To develop novel human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) kinase inhibitors, we explored pyrrolo[3,2-d]pyrimidine derivatives bearing bicyclic fused rings designed to fit the back pocket of the HER2/EGFR proteins. Among them, the 1,2-benzisothiazole (42m) ring was selected as a suitable back pocket binder because of its potent HER2/EGFR binding and cell growth inhibitory (GI) activities and pseudoirreversibility (PI) profile as well as good bioavailability (BA). Ultimately, we arrived at our preclinical candidate 51m by optimization of the N-5 side chain to improve CYP inhibition and metabolic stability profiles without a loss of potency (HER2/EGFR inhibitory activity, IC50, 0.98/2.5 nM; and GI activity BT-474 cells, GI50, 2.0 nM). Reflecting the strong in vitro activities, 51m exhibited potent tumor regressive efficacy against both HER2- and EGFR-overexpressing tumor (4-1ST and CAL27) xenograft models in mice at oral doses of 50 mg/kg and 100 mg/kg.

4-substituted 1-methyl-1H-indazoles with analgesic antiinflammatory and antipyretic activities

The synthesis of [(1-methyl-1H-indazol-4-yl)oxy]acetic acid 4, 1-methyl-1H-indazole-4-acetic acid 9, 2-(1-methyl-1H-indazol-4-yl)propanoic acid 15 and [[(1,5,6, 7-tetrahydro-1-methyl-4H-indazol-4-ylidene)amino]oxy]acetic acid 16, as well as of amides and esters derived from 4 and 9, starting from 1,5,6,7-tetrahydro-1-methyl-4H-indazol-4-one is described. Some of the above compounds showed weak antiinflammatory, analgesic, antipyretic and hypotensive activities in rats and mice, as well as moderate platelet antiaggregating effects in vitro.