17647-21-1

Basic information

• Product Name: 1H-Pyrazole-4-carbonitrile, 1,3-diphenyl-
• CAS NO: 17647-21-1
• Molecular Formula: C16H11N3
• Molecular Weight: 245.283
• Mol File: 17647-21-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-4-carbonitrile, 1,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carbonitrile, 1,3-diphenyl-(17647-21-1)
• EPA Substance Registry System: 1H-Pyrazole-4-carbonitrile, 1,3-diphenyl-(17647-21-1)

Safety Data

• Hazardous Substances Data: 17647-21-1(Hazardous Substances Data)

Usage

Type of compound

a pyrazole derivative with a carbonitrile functional group and two phenyl substituents

Usage

commonly used in the synthesis of pharmaceuticals and agrochemicals due to its biological activity and potential therapeutic properties

Usage

used as a building block in organic synthesis to create more complex molecules

Potential applications

may have applications in material science and other industrial processes, making it a versatile and important chemical compound.

Upstream product

• 5515-31-1 5-amino-1,3-diphenylpyrazole-4-carbonitrile 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 764-42-1 1,2-Dicyanoethylene 
• 4492-01-7 1,3-diphenyl-1H-pyrazole 
• 56642-55-8 (E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 68-12-2 N,N-dimethyl-formamide 
• 98-86-2 acetophenone 
• 100-63-0 phenylhydrazine 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 21487-45-6 1,3-diphenyl-4-formylpyrazole 
• 52200-09-6 2-benzoyl-3-(dimethylamino)-2-propenenitrile 
• 59130-82-4 acetophenone phenylhydrazone 

Downstream Products

• 137576-88-6 1,3-Diphenyl-4-pyrazolethiocarboxamide 
• 1262004-93-2 C₁₈H₁₅N₃S 
• 1423043-82-6 5-(1,3-diphenyl-1H-pyrazol-4-yl)-2H-tetrazole 
• 137576-99-9 2-<4-(1,3-diphenylpyrazolyl)>-4-thiazolylacetatic acid 
• 137576-94-4 2-<4-(1,3-Diphenylpyrazolyl)>-4-thiazolylcarboxylic acid 

Relevant articles and documents

Design, Synthesis, and Evaluation of Some Novel Heterocycles Bearing Pyrazole Moiety as Potential Anticancer Agents

1,3-Diphenylpyrazole-4-carboxylaldehyde and o-hydroxyacetophenone were exploited as starting materials for the synthesis of novel substituted chalconated pyrazole derivative. The proclivity of this compound towards carbon and nitrogen nucleophiles such as malononitrile, diethyl malonate, ethyl cyanoacetate, ethyl acetoacetate, semicarbazide, thiosemicarbazide, and hydroxylamine has been investigated. The structures of all synthesized compounds were ascertained by analytical and spectral data. The antitumor activity of the target synthesized compounds was tested against a panel of two human tumor cell lines, namely, hepatocellular carcinoma (liver) HepG2 and mammary gland breast MCF-7.

Microwave-assisted synthesis and biological evaluation of pyrazole-4-carbonitriles as antimicrobial agents

An efficient microwave-assisted method of synthesis of pyrazole-4-carbonitriles has been developed. Condensation of pyrazole-4-carbaldehydes with hydroxylamine hydrochloride followed by reaction of the resulting oximes with the Vilsmeier-Haack reagent pre-formed from phthaloyl dichloride and dimethylformamide under microwave irradiation afforded the corresponding pyrazole-4-carbonitriles in 73percent to 91percent yield. The operational simplicity, avoidance of toxic reagents such as POCl3, shorter reaction time, higher yield compared to the classical version, easy work up, and the use of the by-product in the regeneration of phthaloyl dichloride are the advantages of this methodology. All the target compounds were tested for antimicrobial activity against Gram-positive bacteria Bacillus cereus and Staphylococcus aureus; Gram-negative bacteria Escherichia coli and Yersinia enterocolitica, and the fungal species Candida albicans.

Design, synthesis, in Silico toxicity prediction, molecular docking, and evaluation of novel pyrazole derivatives as potential antiproliferative agents

A new series of pyrazole derivatives were designed by docking into vascular endothelial growth factor receptor-2 (VEGFR-2) kinase active site. The designed compounds were synthesized and evaluated for in vitro antiproliferative activity against HT-29 colo