6850-23-3

Basic information

• Product Name: 1-METHYL-6-NITRO-1H-INDAZOLE
• Synonyms: 1-METHYL-6-NITRO-1H-INDAZOLE;1-METHYL-6-NITROINDAZOLE;1-Methyl-6-nitro-1H-indaz...
• CAS NO: 6850-23-3
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.16
• Mol File: 6850-23-3.mol
• Article Data: 26

Chemical Properties

• Melting Point: 122-123°
• Boiling Point: 332.9 °C at 760 mmHg
• Flash Point: 155.1 °C
• Appearance: /
• Density: 1.42 g/cm³
• Vapor Pressure: 0.000274mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: 2-8°C
• PKA: -1.14±0.30(Predicted)
• CAS DataBase Reference: 1-METHYL-6-NITRO-1H-INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-6-NITRO-1H-INDAZOLE(6850-23-3)
• EPA Substance Registry System: 1-METHYL-6-NITRO-1H-INDAZOLE(6850-23-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6850-23-3(Hazardous Substances Data)

Usage

General Description

1-METHYL-6-NITRO-1H-INDAZOLE is a chemical compound with the molecular formula C9H7N3O2. It is a yellow crystalline solid and is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. It is also used in the development of dyes and in the manufacturing of agrochemicals. 1-METHYL-6-NITRO-1H-INDAZOLE is known for its high reactivity and is used in various chemical reactions. It is important to handle this chemical with care as it can be hazardous if not properly managed.

InChI:InChI=1/C8H7N3O2/c1-10-8-4-7(11(12)13)3-2-6(8)5-9-10/h2-5H,1H3

Upstream product

• 52142-72-0 1,2-dimethyl-6-nitro-indazolium; iodide 
• 77-78-1 dimethyl sulfate 
• 7597-18-4 6-nitroindazole 
• 74-88-4 methyl iodide 
• 124-41-4 sodium methylate 
• 5401-94-5 5-nitroindazole 

Downstream Products

• 1620816-62-7 1-methyl-6-nitro-3-phenyl-1H-indazole 
• 1620816-65-0 1-methyl-6-nitro-3,7-diphenyl-1H-indazole 
• 1620816-75-2 1-methyl-4-nitro-3-phenyl-7-p-tolyl-1H-indazole 
• 724766-98-7 1-methyl-1H-indazole-5,6-diyldiamine 
• 132283-42-2 2-(1-Methyl-1H-indazol-6-ylamino)-benzoic acid 
• 74728-65-7 1-methyl-1H-indazol-6-ylamine 
• 74209-32-8 3-bromo-1-methyl-6-nitro-1H-indazole 
• 118933-92-9 6-hydroxy-1-methyl-1H-indazole 
• 159597-47-4 1-methyl-6-p-methoxyphenylamino-1H-indazole 

Relevant articles and documents

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.

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.

Palladium-Catalyzed Oxidative Arylation of 1H-Indazoles with Arenes

A simple method for the direct Pd(OAc)2-catalyzed oxidative arylation of inactivated 1H-indazole derivatives with simple arenes is reported. This method exhibits good reaction efficiency and good functional-group tolerance. Using the developed method, 28 arylated products were prepared in yields up to 80 %.