16889-21-7

Basic information

• Product Name: 6-chloro-1H-indazol-3-amine
• Synonyms: 6-chloro-1H-indazol-3-amine;Einecs 240-925-9;3-Amino-6-chloro-1H-indazole;6-Chloro-1H-Indazol-3-Amine (6-Chloro-1H-Indazol-3-Yl)Amine;Zinc00154498
• CAS NO: 16889-21-7
• Molecular Formula: C₇H₆ClN₃
• Molecular Weight: 167.59564
• EINECS: 240-925-9
• Mol File: 16889-21-7.mol

Chemical Properties

• Boiling Point: 408.7°Cat760mmHg
• Flash Point: 201°C
• Appearance: /
• Density: 1.533g/cm³
• Vapor Pressure: 6.86E-07mmHg at 25°C
• Refractive Index: 1.777
• Storage Temp.: 2-8°C(protect from light)
• PKA: 13.72±0.40(Predicted)
• CAS DataBase Reference: 6-chloro-1H-indazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-1H-indazol-3-amine(16889-21-7)
• EPA Substance Registry System: 6-chloro-1H-indazol-3-amine(16889-21-7)

Safety Data

• Hazardous Substances Data: 16889-21-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-chloro-1H-indazol-3-amine is used as a potential drug candidate for the development of new pharmaceuticals, leveraging its unique chemical properties to target specific biological pathways or receptors.
Used in Organic Synthesis:
6-chloro-1H-indazol-3-amine serves as a building block in organic synthesis, enabling the creation of a variety of other compounds with diverse applications across different fields.
Used in Research and Development:
The chemical structure of 6-chloro-1H-indazol-3-amine makes it an interesting target for further research, potentially leading to new discoveries and industrial applications in areas such as material science, chemical engineering, and beyond.

InChI:InChI=1/C7H6ClN3/c8-4-1-2-5-6(3-4)10-11-7(5)9/h1-3H,(H3,9,10,11)

Upstream product

• 57381-49-4 2-bromo-4-chloro-benzonitrile 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 57381-51-8 4-chloro-2-fluorobenzonitrile 
• 63069-48-7 p-chloro-o-iodoaniline 
• 131002-01-2 2-bromo-4-chlorobenzamide 

Downstream Products

• 599191-63-6 N-[6-chloro-1H-indazol-3-yl]benzenamide 
• 1263320-05-3 3-amino-N-(4-butoxyphenyl)-6-chloro-1H-indazole-1-carboxamide 
• 1263320-04-2 3-amino-N-(4-benzylphenyl)-6-chloro-1H-indazole-1-carboxamide 
• 60329-89-7 3-amino-6-chloro-indazole-2-carboxylic acid methyl ester 

Relevant articles and documents

INDAZOLE GUANIDINE F1F0-ATPASE INHIBITORS AND THERAPEUTIC USES THEREOF

The invention provides indazole guanidine compounds that inhibit F1F0-ATPase, and methods of using indazole guanidine compounds as therapeutic agents to treat medical disorders, such as an immune disorder, inflammatory condition, or cancer.

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.

Rational design of potent GSK3β inhibitors with selectivity for Cdk1 and Cdk2

From an HTS hit, a series of potent and selective inhibitors of GSK3β have been designed based on a Cdk2-homology model and with the help of several crystal structures of the compounds within Cdk2.

Simplified Synthesis of the Precursor for the Azo Dye Chlorindazone DS

Recently, Chlorindazone DS 1 has become an important analytical reagent for the detection of gunshot residues from newly introduced ammunition. A simplified synthesis of the precursor of the azo dye 1, 3-amino-6-chloroindazole (2), from commercially available 2,4-dichlorobenzonitrile (3a) has been described. The physical and spectroscopical properties of the known compounds 1 and 2 have been completed. 2-Chloro-4-hydrazinobenzonitrile (4a), 2-bromo-4-hydrazinobenzonitrile (4b) and a new azo dye, 1-(3′-chloro-4′-cyanobenzene-1′-ylazo)-2-hydroxynaphthalene-3, 6-disulfonic acid, disodium salt (5), have been investigated.

3-Aminoindazole derivatives

.Iadd.Pharmaceutical compositions having muscle relaxant and analgesic activity containing 3-aminoindazoles..Iaddend.