81265-85-2

Basic information

• Product Name: p-(2H-Indazol-2-yl)-benzoic acid
• Synonyms: p-(2H-Indazol-2-yl)-benzoic acid
• CAS NO: 81265-85-2
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.24
• Mol File: 81265-85-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 336.4°C at 760 mmHg
• Flash Point: 157.3°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 4.4E-05mmHg at 25°C
• Refractive Index: 1.669
• PKA: 3.80±0.10(Predicted)
• CAS DataBase Reference: p-(2H-Indazol-2-yl)-benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: p-(2H-Indazol-2-yl)-benzoic acid(81265-85-2)
• EPA Substance Registry System: p-(2H-Indazol-2-yl)-benzoic acid(81265-85-2)

Safety Data

• Hazardous Substances Data: 81265-85-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10N2O2/c17-14(18)10-5-7-12(8-6-10)16-9-11-3-1-2-4-13(11)15-16/h1-9H,(H,17,18)

Upstream product

• 57707-15-0 ethyl 4-(2H-indazol-2-yl)benzoate 
• 150-13-0 4-amino-benzoic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 94-09-7 p-aminoethylbenzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 1087328-65-1 methyl 4-(2H-indazol-2-yl) benzoate 

Relevant articles and documents

Design, synthesis and anticandidal evaluation of indazole and pyrazole derivatives

Candidiasis, caused by yeasts of the genus Candida, is the second cause of superficial and mucosal infections and the fourth cause of bloodstream infections. Although some antifungal drugs to treat candidiasis are available, resistant strains to current therapies are emerging. Therefore, the search for new candicidal compounds is certainly a priority. In this regard, a series of indazole and pyrazole derivatives were designed in this work, employing bioisosteric replacement, homologa-tion, and molecular simplification as new anticandidal agents. Compounds were synthesized and evaluated against C. albicans, C. glabrata, and C. tropicalis strains. The series of 3-phenyl-1H-indazole moiety (10a–i) demonstrated to have the best broad anticandidal activity. Particularly, compound 10g, with N,N-diethylcarboxamide substituent, was the most active against C. albicans and both miconazole susceptible and resistant C. glabrata species. Therefore, the 3-phenyl-1H-indazole scaf-fold represents an opportunity for the development of new anticandidal agents with a new chemo-type.

A General One-Pot Synthesis of 2H-Indazoles Using an Organophosphorus–Silane System

A simple and direct approach for the regioselective construction of the privileged 2H-indazole scaffold is described. The developed one-pot strategy involves phospholene-mediated N?N bond formation to access 2H-indazoles. The amount of organophosphorus reagent was minimized by recycling the phospholene oxide with organosilane reductants. Starting from functionalized 2-nitrobenzaldehydes and primary amines, a mild reductive cyclization, involving the use of commercially available phospholene oxide and silanes, delivered a wide variety of substituted 2H-indazoles in good to excellent yields.

AZACYCLYLBENZAMIDE DERIVATIVES AS HISTAMINE-3 ANTAGONISTS

The present invention provides a compound of formula I and the use thereof for the treatment of a central nervous system disorder related to or affected by the histamine-3 receptor