57707-13-8

Basic information

• Product Name: 2H-Indazole,2-(1-methylethyl)-(9CI)
• Synonyms: 2H-Indazole,2-(1-methylethyl)-(9CI)
• CAS NO: 57707-13-8
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.21568
• Product Categories: ISOPROPYL
• Mol File: 57707-13-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Indazole,2-(1-methylethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indazole,2-(1-methylethyl)-(9CI)(57707-13-8)
• EPA Substance Registry System: 2H-Indazole,2-(1-methylethyl)-(9CI)(57707-13-8)

Safety Data

• Hazardous Substances Data: 57707-13-8(Hazardous Substances Data)

Upstream product

• 271-44-3 benzimidazole 
• 75-26-3 isopropyl bromide 
• 75-31-0 isopropylamine 
• 552-89-6 2-nitro-benzaldehyde 
• 27895-77-8 N-isopropyl-1-(2-nitrophenyl)methanimine 

Relevant articles and documents

HURAT1 (human urate anion transporter 1) inhibitors and application thereof

The invention belongs to the field of medicinal chemistry and particularly relates to hURAT1 (human urate anion transporter 1) inhibitors and an application thereof. Specifically, the hURAT1 inhibitors are compounds with structure shown as formula (I) or (II) in the description or pharmaceutically acceptable salts of the compounds. Experiments prove that the compounds have good inhibition effect on uric acid transport of the hURAT1 in an HEK293 transfection cell, which shows that the compounds have good application prospect in treatment of hyperuricemia or gout.

A Biphilic Phosphetane Catalyzes N-N Bond-Forming Cadogan Heterocyclization via PIII/PV = O Redox Cycling

A small-ring phosphacycle, 1,2,2,3,4,4-hexamethylphosphetane, is found to catalyze deoxygenative N-N bond-forming Cadogan heterocyclization of o-nitrobenzaldimines, o-nitroazobenzenes, and related substrates in the presence of hydrosilane terminal reductant. The reaction provides a chemoselective catalytic synthesis of 2H-indazoles, 2H-benzotriazoles, and related fused heterocyclic systems with good functional group compatibility. On the basis of both stoichiometric and catalytic mechanistic experiments, the reaction is proposed to proceed via catalytic PIII/PV = O cycling, where DFT modeling suggests a turnover-limiting (3+1) cheletropic addition between the phosphetane catalyst and nitroarene substrate. Strain/distortion analysis of the (3+1) transition structure highlights the controlling role of frontier orbital effects underpinning the catalytic performance of the phosphetane.

Palladium Complex-Catalyzed Reductive N-Heterocyclization of Nitroarenes: Novel Synthesis of Indole and 2H-Indazole Derivatives

The dichlorobis(triphenylphosphine)palladium (PdCl2(PPh3)2)-tin(II)chloride (SnCl2) system shows high catalytic activity for the reductive N-heterocyclization of various 2-nitrostyrene and N-(2-nitrobenzylidene)amine derivatives when employed at 100 deg C for 16 h under 20 kg cm-2 of initial carbon monoxide pressure, to give the corresponding indole and 2H-indazole derivatives in good yield.For example, 2-phenylindole was obtained in 75percent yield from the reductive N-heterocyclization of 2-nitrostilbene.Similarly, 2-propyl-2H-indazole was readily prepared in 83percent yield by the reductive N-heterocyclization of N-(2-nitrobenzylidene)propylamine.A nitrene intermediate for the present reaction is proposed on the basis of deuterium-labeling experiments and the investigation of alkyl rearrangement in the construction of the indole skeleton.Carbon monoxide effectively operates as a deoxygenating agent of the nitro group to afford a nitrene intermediate.