945761-99-9

Basic information

• Product Name: 7-ethynyl-1H-indazole
• Synonyms: 7-ethynyl-1H-indazole
• CAS NO: 945761-99-9
• Molecular Formula: C9H6N2
• Molecular Weight: 142.15734
• Mol File: 945761-99-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-ethynyl-1H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-ethynyl-1H-indazole(945761-99-9)
• EPA Substance Registry System: 7-ethynyl-1H-indazole(945761-99-9)

Safety Data

• Hazardous Substances Data: 945761-99-9(Hazardous Substances Data)

Upstream product

• 945761-98-8 7-((trimethylsilyl)ethynyl)-1H-indazole 
• 945761-94-4 7-iodo-1H-indazole 
• 570-24-1 2-Methyl-6-nitroaniline 
• 21443-96-9 1H-indazol-7-amine 
• 2942-42-9 7-Nitroindazole 

Relevant articles and documents

Inhibitory effects of a series of 7-substituted-indazoles toward nitric oxide synthases: Particular potency of 1H-indazole-7-carbonitrile

A series of new 7-monosubstituted and 3,7-disubstituted indazoles have been prepared and evaluated as inhibitors of nitric oxide synthases (NOS). 1H-Indazole-7-carbonitrile (6) was found equipotent to 7-nitro-1H-indazole (1) and demonstrated preference for constitutive NOS over inducible NOS. By contrast, 1H-indazole-7-carboxamide (8) was slightly less potent but demonstrated a surprising selectivity for the neuronal NOS. Further substitution of 6 by a Br-atom at carbon-3 of the heterocycle enhanced 10-fold the inhibitory effects. Inhibition of NO formation by 6 appeared to be competitive versus both substrate and the cofactor (6R)-5,6,7,8-tetrahydro-l-biopterin (H4B). In close analogies with 1, compound 6 strongly inhibited the NADPH oxidase activity of nNOS and induced a spin state transition of the heme-FeIII. Our results are explained with the help of the X-ray structures that identified key-features for binding of 1 at the active site of NOS.