36640-41-2

Basic information

• Product Name: 3-(4-BROMO-PHENYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
• Synonyms: 1H-Pyrazole-4-carboxaldehyde,3-(4-bromophenyl)-1-phenyl-
• CAS NO: 36640-41-2
• Molecular Formula: C₁₆H₁₁BrN₂O
• Molecular Weight: 327.18
• Mol File: 36640-41-2.mol
• Article Data: 68

Chemical Properties

• Boiling Point: 483.1°Cat760mmHg
• Flash Point: 246°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 1.72E-09mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 3-(4-BROMO-PHENYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMO-PHENYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE(36640-41-2)
• EPA Substance Registry System: 3-(4-BROMO-PHENYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE(36640-41-2)

Safety Data

• Hazardous Substances Data: 36640-41-2(Hazardous Substances Data)

Usage

Chemical compound type

pyrazole derivative

Functional groups

bromo-phenyl group, carbaldehyde group

Common usage

building block in synthesis of pharmaceuticals and organic compounds
Versatile intermediate for preparation of biologically active molecules
Suitable for use as a dye or pigment in organic synthesis and material science
Valuable tool in development of novel compounds and materials

Applications

pharmaceutical, agricultural, and industrial industries

InChI:InChI=1/C16H11BrN2O/c17-14-8-6-12(7-9-14)16-13(11-20)10-19(18-16)15-4-2-1-3-5-15/h1-11H

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 10591-75-0 4-bromoacetophenone phenylhydrazone 
• 99-90-1 para-bromoacetophenone 
• 100-63-0 phenylhydrazine 
• 36640-55-8 (3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)methanol 
• 59-88-1 phenylhydrazine hydrochloride 
• 1373223-99-4 C₂₈H₂₄Br₂N₄S 
• 18997-06-3 N,N-Dimethyl-formamide; compound with GENERIC INORGANIC NEUTRAL COMPONENT 
• 3724-43-4 Vilsmeier reagent 
• 33064-18-5 3-(4-bromophenyl)-1-phenyl-1H-pyrazole 
• 35082-17-8 1-(4-bromophenyl)-2-(1-phenylethylidene)hydrazine 
• 589-21-9 (4-bromophenyl)hydrazine 
• 98-86-2 acetophenone 

Downstream Products

• 108446-86-2 2-[3-(4-Bromo-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-malonic acid diethyl ester 
• 108446-73-7 (E)-3-[3-(4-Bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]-acrylic acid 
• 108446-68-0 2-[3-(4-Bromo-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-malonic acid 
• 372107-34-1 3-(4-bromophenyl)-1-phenyl-1H-pyrazole-4-carboxylic acid 
• 36640-55-8 (3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)methanol 
• 108446-80-6 3-(4-bromophenyl)-1-phenylpyrazole-4-propionic acid 
• 372107-20-5 4-(chloromethyl)-3-(4-bromophenyl)-1-phenyl-1H-pyrazole 
• 373627-30-6 3-(4-bromo-phenyl)-1-phenyl-1H-pyrazole-4-carbonyl chloride 
• 371171-31-2 {benzylamino-[3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]-methyl}-phosphonic acid diethyl ester 

Relevant articles and documents

Design, synthesis, biological evaluation, and molecular docking studies of some novel N,N-dimethylaminopropoxy-substituted aurones

In continuation of our ongoing research on the discovery of novel and potentially bioactive aurones, we have designed and synthesized some novel N,N-dimethylaminopropoxy-substituted pyrazole-based aurones 10(a-l). These pyrazole-benzofuranone hybrid compounds were characterized by using their IR, 1H-NMR, 13C-NMR, and mass spectrometry data. Compound 10c was used as a model to further explicate the structure of tilted compounds by means of 1H-1H COSY, 1H-13C HMQC, 1H-13C HMBC, 1H-1H TOCSY, 1H-1H NOSEY, DEPT-45°, DEPT-90°, and DEPT-135° NMR spectra. The comparative molecular docking study of N,N-dimethylaminopropoxy-substituted pyrazole-based aurones and standard drugs (Ampicillin and Chloramphenicol) against Bacillus subtilis (PDB: 6tzp) active site was performed to determine the binding interactions, binding energy, and orientation of the molecules at the active site of the target protein. Out of these synthesized compounds, five best analogs (10b, 10f, 10h, 10k, and 10l) of docking results were also evaluated for their in vitro antibacterial potential against Bacillus subtilis to validate the docking results.

H3PO4 catalyzed one-pot synthesis of 1,3-diphenyl-1H-pyrazole-4-carbaldehyde to novel 1,3-diphenyl-1H-pyrazole-4-carbonitrile

Abstract: One-pot condensation of pyrazole-4-aldehydes and hydroxylamine hydrochloride to form the corresponding oxime using formic acid as a medium and further dehydration of oxime using a catalytic amount of orthophosphoric acid to afford novel pyrazole-4-carbonitrile. This protocol serves as an ortho-phosphoric acid-catalyzed one-pot conversion of aldehyde to nitrile. Most remarkable features of this method are metal-free, cost-effective, atom efficiency with excellent yield (98–99%). This process will serve as a robust and scalable tool for the synthesis of valuable and versatile precursor (nitriles). This precursor will pave the way for the synthesis of various medicinally important valuable compounds. Graphic abstract: [Figure not available: see fulltext.].

Design, synthesis and in vitro antitumor evaluation of novel pyrazole-benzimidazole derivatives

A series of novel pyrazole-benzimidazole derivatives (6–42) have been designed, synthesized and evaluated for their in vitro antiproliferative activity against the HCT116, MCF-7 and Huh-7 cell lines. Among them, compounds 17, 26 and 35 showed significant