835616-39-2

Basic information

• Product Name: 6-METHYL-1H-INDAZOL-3-YLAMINE
• Synonyms: 6-METHYL-1H-INDAZOL-3-YLAMINE;6-Methyl-1H-indazol-3-aMine
• CAS NO: 835616-39-2
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.17716
• Mol File: 835616-39-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 201-203 °C
• Boiling Point: 380.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.295±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 15.37±0.40(Predicted)
• CAS DataBase Reference: 6-METHYL-1H-INDAZOL-3-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYL-1H-INDAZOL-3-YLAMINE(835616-39-2)
• EPA Substance Registry System: 6-METHYL-1H-INDAZOL-3-YLAMINE(835616-39-2)

Safety Data

• Hazardous Substances Data: 835616-39-2(Hazardous Substances Data)

Usage

General Description

6-Methyl-1H-indazol-3-ylamine, also known as 6-methylindazole-3-amine, is a chemical compound with the molecular formula C9H9N3. It belongs to the indazole family and is a derivative of indazole, a heterocyclic aromatic organic compound. This chemical has potential applications in pharmaceutical research and drug development, particularly in the synthesis of biologically active compounds and pharmaceutical intermediates. Its specific properties and uses may vary depending on the intended application and the specific context in which it is being utilized. Further research and testing may be necessary to fully understand and exploit the potential of 6-Methyl-1H-indazol-3-ylamine in various fields.

Upstream product

• 85070-67-3 2-fluoro-4-methylbenzonitrile 
• 1219024-58-4 2-[2-(diphenylmethylene)hydrazino]-4-methylbenzonitrile 

Relevant articles and documents

One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis

An effective one-pot synthesis of either indoles or pyrazoles can be achieved via Pd-catalyzed aminations followed by subsequent cyclizations facilitated by aqueous micellar catalysis. This new technology includes efficient couplings with low loadings of palladium, a more stable source of the required hydrazine moiety, greater atom economy for the initial coupling, and reduced reaction temperatures, all leading to environmentally responsible processes.

3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor

A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogues of marsanidine, a highly selective α2-adrenoceptor ligand. Parent compound 4a and its 4-chloro (4c) and 4-methyl (4d) derivatives display α2-adrenoceptor affinity at nanomolar concentrations (Ki = 39.4, 15.9 and 22.6 nM, respectively) and relatively high α2/I1 selectivity ratios of 82, 115 and 690, respectively. Evidence was obtained that these compounds act as partial agonists at α2A-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv.

Two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles

A general two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles involving a palladium-catalyzed arylation of benzophenone hydrazone followed by an acidic deprotection/cyclization sequence is described. This procedure offers a general and efficient alternative to the typical S NAr reaction of hydrazine with o-fluorobenzonitriles.