38079-40-2

Basic information

• Product Name: 1-phenyl-1H-indazole-3-amino
• Synonyms: 1-phenyl-1H-indazole-3-amino
• CAS NO: 38079-40-2
• Molecular Weight: 209.25
• Mol File: 38079-40-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-phenyl-1H-indazole-3-amino(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-1H-indazole-3-amino(38079-40-2)
• EPA Substance Registry System: 1-phenyl-1H-indazole-3-amino(38079-40-2)

Safety Data

• Hazardous Substances Data: 38079-40-2(Hazardous Substances Data)

Usage

Type

Synthetic cannabinoid

Function

Potent agonist for the cannabinoid receptors

Structural relation

Indazole family of synthetic cannabinoids

Psychoactive effects

Yes, when consumed

Recreational use

Mind-altering and mood-enhancing properties

Common misconception

Sold as a "legal high"

Health risks

Serious and potentially dangerous consequences, including adverse health effects

Legal issues

Consumption may lead to legal repercussions

Safety recommendation

Exercise caution and avoid use

Upstream product

• 874-05-5 3-aminoindazole 
• 98-80-6 phenylboronic acid 
• 96798-92-4 N-(1-Phenyl-1H-indazol-3-yl)-benzamide 
• 132475-60-6 2-bromobenzamidoxime 
• 62-53-3 aniline 
• 17583-00-5 2-phenylaminobenzonitrile 
• 108-86-1 bromobenzene 
• 2042-37-7 o-cyanobromobenzene 
• 100-63-0 phenylhydrazine 
• 394-47-8 2-fluorobenzonitrile 
• 873-32-5 2-Chlorobenzonitrile 
• 591-50-4 iodobenzene 
• 532-96-7 N-benzoyl-N'-phenylhydrazine 

Relevant articles and documents

Cascade Synthesis of Kinase-Privileged 3-Aminoindazoles via Intramolecular N-N Bond Formation

3-Aminoindazoles are privileged scaffolds for bioactive drug-like molecules. In this study, a microwave-assisted cascade reaction for the synthesis of N-1 substituted 3-aminoindazoles with yields up to 81% has been developed. Starting from 3-(2-bromoaryl)-1,2,4-oxadiazol-5(4H)-ones, the reaction exhibits a broad substrate scope including anilines, aliphatic amines, and sulfonamides and bypasses selectivity issues between N-1 and 3-amino group. Furthermore, the Differential Scanning Fluorimetry screen of a kinase panel demonstrated the value of targeting N-1 substituted 3-aminoindazoles as kinase-biased fragments.

Method for preparing substituted 3-aminoindazole compound in one step

The invention discloses a method for preparing a substituted 3-aminoindazole compound in one step, and belongs to the technical field of organic chemical synthesis. According to the method, simple nitrile and hydrazine compounds are adopted as initial raw

C4-C5 fused pyrazol-3-amines: When the degree of unsaturation and electronic characteristics of the fused ring controls regioselectivity in Ullmann and acylation reactions

Pyrazol-3-amine is a scaffold present in a large number of compounds with a wide range of biological activities and, in many cases, the heterocycle is C4-C5 fused to a second ring. Among the different reactions used for the decoration of the pyrazole ring, Ullmann and acylation have been widely applied. However, there is some confusion in the literature regarding the regioselectivity of such reactions (substitution at N1 or N2 of the pyrazole ring) and no predictive rule has been so far established. As a part of our work on 3-amino-pyrazolo[3,4-b]pyridones 13, we have studied the regioselectivity of such reactions in different C4-C5 fused pyrazol-3-amines. As a rule of thumb, the Ullmann and acylation reactions take place, predominantly, at the NH and non-protonated nitrogen atom of the pyrazole ring respectively, of the most stable initial tautomer (1H- or 2H-pyrazole), which can be easily predicted by using DFT calculations. This journal is