299162-74-6

Basic information

• Product Name: 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole
• Synonyms: 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole
• CAS NO: 299162-74-6
• Molecular Formula: C15H11ClN2
• Molecular Weight: 254.71
• Mol File: 299162-74-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole(299162-74-6)
• EPA Substance Registry System: 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole(299162-74-6)

Safety Data

• Hazardous Substances Data: 299162-74-6(Hazardous Substances Data)

Usage

General Description

1-(2-chlorophenyl)-5-phenyl-1H-pyrazole is a chemical compound consisting of a pyrazole ring with a chlorophenyl group at position 1 and a phenyl group at position 5. It is a heterocyclic compound with potential applications in pharmaceuticals and agrochemicals due to its structural versatility and biological activity. 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole has been studied for its potential as an anti-inflammatory, analgesic, and antipyretic agent, as well as for its potential as a pesticide. The presence of a chlorophenyl group may also contribute to its ability to interact with biological targets and exhibit pharmacological properties. Furthermore, its structural features make it an important scaffold for the development of new chemical entities with therapeutic potential.

Upstream product

• 41052-75-9 o-chlorophenylhydrazine hydrochloride 

Relevant articles and documents

A new germanium-based linker for solid phase synthesis of aromatics: Synthesis of a pyrazole library

An efficient synthesis of chlorogermane linker 12 is described. Economic introduction of germanium into this linker is accomplished by insertion of dichlorogermylene [from germanium(IV) chloride] into the homobenzylic C-Cl bond of 4-(2-chloroethyl)phenol 1. Using linker 12, transmetalation with lithiated 4-acetophenone, 3-acetophenone, and 4-(4'methoxy)biphenyl followed by Mitsunobu-type coupling to Argogel gives functionalized resins 14, 16, and 18, respectively. Treatment of resin 18 with TFA, ICl, Br2, or NCS effects clean ipso-degermylation releasing biphenyls 19-22, respectively. Resins 14 and 16 are employed for the parallel synthesis of a library of pyrazoles by enaminone formation (using Bredereck's reagent), condensative ring-closure (using a series of monosubstituted hydrazines), and cleavage (using TFA and Br2). Analysis of this library reveals the influence of the hydrazine substituent on both the regioselectivity of ring-closure and the propensity for electrophilic substitution at the 4-position of the pyrazoles during ipso-degermylative cleavage.