74728-65-7

Basic information

• Product Name: 1-METHYL-1H-INDAZOL-6-YLAMINE
• Synonyms: 6-AMINO-1-METHYLINDAZOLE;1-METHYL-1H-INDAZOL-6-YLAMINE;1-Methyl-1H-indazol-6-amine;6-Amino-1-methyl-1H-indazole;1-methyl-1H-indazole-6-amine;6-AMino-1-Methyl-1H-indaz...;1-Methyl-1H-indazole-6-ylamine
• CAS NO: 74728-65-7
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Product Categories: pharmacetical;Building Blocks;Indazole
• Mol File: 74728-65-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 172-173
• Boiling Point: 321.6°C at 760 mmHg
• Flash Point: 148.3°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 0.000295mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 1-METHYL-1H-INDAZOL-6-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-1H-INDAZOL-6-YLAMINE(74728-65-7)
• EPA Substance Registry System: 1-METHYL-1H-INDAZOL-6-YLAMINE(74728-65-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 74728-65-7(Hazardous Substances Data)

Usage

General Description

1-Methyl-1H-indazol-6-ylamine, also known as 1-methyl-3H-indazole-3-amine, is a chemical compound with the molecular formula C8H8N2. It is an aromatic amine with a substituted indazole ring structure. This chemical is a potential intermediate for the synthesis of pharmaceutical compounds and organic materials. It is used in the research and development of various drugs and can also be used as a building block for the preparation of other chemical compounds. Its unique structure and properties make it a valuable and versatile compound for use in organic synthesis and drug discovery.

InChI:InChI=1/C8H9N3/c1-11-8-4-7(9)3-2-6(8)5-10-11/h2-5H,9H2,1H3

Upstream product

• 77-78-1 dimethyl sulfate 
• 7597-18-4 6-nitroindazole 
• 6850-23-3 1-methyl-6-nitro-1H-indazole 
• 64-17-5 ethanol 
• 74-88-4 methyl iodide 

Downstream Products

• 1122710-35-3 2-chloro-N-(1-methyl-1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 159597-47-4 1-methyl-6-p-methoxyphenylamino-1H-indazole 
• 118933-92-9 6-hydroxy-1-methyl-1H-indazole 
• 132283-42-2 2-(1-Methyl-1H-indazol-6-ylamino)-benzoic acid 
• 128056-49-5 2-(4-chlorophenyl)-5,10-dihydro-10-methyl-2H-dipyrazolo<4,3-c:3',4'-f>quinolin-3-one 

Relevant articles and documents

ARYL-PHOSPHORUS-OXYGEN COMPOUND AS EGFR KINASE INHIBITOR

Disclosed is a class of new aryl-phosphorus-oxygen compounds as shown in formula (I) as EGFR kinase inhibitors, and pharmaceutically acceptable salts thereof.

AMI, an Indazole Derivative, Improves Parkinson’s Disease by Inhibiting Tau Phosphorylation

Dopaminergic neuronal loss is the main pathological character of Parkinson’s disease (PD). Abnormal tau hyperphosphorylation will lead to dopaminergic neuronal loss. An indazole derivative 6-amino-1-methyl-indazole (AMI) successfully synthesized to inhibit tau hyperphosphorylation may exert a neuroprotective effect. The in vitro study showed that AMI effectively increased cell viability and alleviated the apoptosis induced by MPP+ in SH-SY5Y cells. In addition, AMI treatment significantly decreased the expression of p-tau and upstream kinases GSK-3β. In the MPTP-induced PD mice models, we found AMI apparently preserved dopaminergic neurons in the substantia nigra and improved the PD behavioral symptoms. Our results demonstrate that AMI exerts a neuroprotective effect by inhibiting tau hyperphosphorylation, representing a promising new candidate for PD treatment.

THERAPEUTIC INDAZOLES

The invention provides compounds of formula (I): and salts thereof wherein R1-R5 have any of the meanings described in the specification. The compounds are useful for treating bacterial infections (e.g. tuberculosis).