271-42-1

Basic information

• Product Name: 2H-Indazole
• Synonyms: 2H-Indazole
• CAS NO: 271-42-1
• Molecular Formula: C₇H₆N₂
• Molecular Weight: 118.13594
• Mol File: 271-42-1.mol

Chemical Properties

• Boiling Point: 134.7±13.0 °C(Predicted)
• Appearance: /
• Density: 1.242±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 14.00±0.30(Predicted)
• CAS DataBase Reference: 2H-Indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indazole(271-42-1)
• EPA Substance Registry System: 2H-Indazole(271-42-1)

Safety Data

• Hazardous Substances Data: 271-42-1(Hazardous Substances Data)

Upstream product

• 2596-89-6 3-Diazo-3H-indazol 
• 614-63-1 1,3-di-o-tolyltriazene 
• 7409-30-5 p-nitrobenzylamine 
• 584-70-3 N-benzoyl-2-methylaniline 
• 612-24-8 o-nitrobenzonitrile 
• 6630-33-7 ortho-bromobenzaldehyde 
• 99-55-8 2-methyl-5-nitroaniline 
• 7597-18-4 6-nitroindazole 
• 95-53-4 o-toluidine 
• 33334-11-1 2H-indazol-2-amine 
• 23300-97-2 2-tosyl-2H-indazole 
• 271-44-3 benzimidazole 
• 4498-67-3 1H-Indazole-3-carboxylic acid 
• 874-05-5 3-aminoindazole 

Downstream Products

• 1188513-95-2 1-(4-(2H-indazol-2-yl)phenyl)ethan-1-one 
• 1037827-19-2 N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(2H-indazol-2-yl)nicotinamide 
• 1439359-45-1 2-(2H-indazol-2-yl)-1-phenylethanone 
• 1426937-52-1 C₂₂H₁₉ClN₂O 

Relevant articles and documents

Proton Transfer Tautomerism in the Excited State of Indazole in Acetic Acid: Tautomerization via Double Proton Switching

It is shown that the S1 state of 1H-indazole in acetic acid undergoes double proton transfer along the hydrogen bonds in the indazole-acetic acid complex.The proton transfer converts 1H-indazole into 2H-indazole.The rate of proton transfer is estimated to be 2.7x109 s1- from transient fluorescence measurements.

BTK INHIBITOR

Provided are a series of BTK inhibitors, and specifically disclosed are a compound, pharmaceutically acceptable salt thereof, tautomer thereof or prodrug thereof represented by formula (I), (II), (III) or (IV).

Consecutive condensation, C-N and N-N bond formations: A copper-catalyzed one-pot three-component synthesis of 2 H -indazole

2H-Indazoles are synthesized using copper-catalyzed, one-pot, three-component reactions of 2-bromobenzaldehydes, primary amines, and sodium azide. A copper catalyst plays the key role in the formation of C-N and N-N bonds. This method has a broad substrate scope with a high tolerance for a variety of functional groups.

Radical scavenging by N-aminoazaaromatics

N-Aminoazaaromatics were found to react with nitric oxide in the presence of oxygen to afford deaminated products in high yields. The reaction proceeded almost instantaneously in various solvents including water, and one to two equivalent of NO was consumed depending upon the amount of oxygen coexisted, and 1 equivalent of N2O was released in the reaction. In addition, N-aminoazoles were deaminated by potassium superoxide to give parent azoles in good yields. Two equivalents of superoxide was consumed, and about half equivalents of both nitrite and nitrate ion were released. The results demonstrated that N-aminoazoles have ability to protect the biological system against the oxidation promoted by radicals such as nitrogen oxides and superoxide. Copyright (C) 2000 Elsevier Science Ltd.

2-substituted indazoles from electrogenerated ortho-nitrosobenzylamines

An electrochemical methodology for an efficient access to ortho- nitrosobenzylamines has been developed. These products cyclize intramolecularly producing the desired 2-substituted indazoles in high yields. The electrochemical procedure overcomes limitations of previous chemical methods.

REACTIONS OF SODIUM SALTS OF TOSYLHYDRAZONE COMPOUNDS WITH SILVER CHROMATE. FORMATION OF INDAZOLE, PYRAZOLE, AND BENZONITRILE DERIVATIVES.

Tropone tosylhydrazone sodium salt was allowed to react with silver chromate to give 2-tosyl-2H-indazole. The reaction is thought to proceed through the cyclization of the hydrazyl radical intermediate. Under the same conditions, sodium salts of m-nitrobenzaldehyde tosylhydrazone (5), benzylideneacetone tosylhydrazone derivatives (7a and 7b), and beta -ionone tosylhydrazone (9) reacted to yield m-nitrobenzonitrile from 5 and pyrazole derivatives from 7a, b, and 9, respectively. m-Nitrobenzonitrile is formed by homolytic fission of nitrogen-nitrogen bond of 5. Formation of the pyrazole derivatives can be explained by intramolecular 1,3-dipolar additions of the corresponding diazo intermediates.