1774-66-9

Basic information

• Product Name: 3-(4-BROMOPHENYL)-1-PHENYL-2-PROPEN-1-ONE
• Synonyms: 4-BROMOCHALCONE;3-(4-BROMOPHENYL)-1-PHENYL-2-PROPEN-1-ONE;3-(4-BROMOPHENYL)-1-PHENYLPROP-2-EN-1-ONE;β-(4-Bromophenyl)acrylophenone;2-Propen-1-one, 3-(4-bromophenyl)-1-phenyl-;Nsc28482;3-(4-BroMo-phenyl)-1-phenyl-propenone;(2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one
• CAS NO: 1774-66-9
• Molecular Formula: C₁₅H₁₁BrO
• Molecular Weight: 287.15
• Mol File: 1774-66-9.mol
• Article Data: 107

Chemical Properties

• Boiling Point: 398.3 °C at 760 mmHg
• Flash Point: 79.6 °C
• Appearance: /
• Density: 1.393 g/cm³
• Vapor Pressure: 1.49E-06mmHg at 25°C
• Refractive Index: 1.646
• CAS DataBase Reference: 3-(4-BROMOPHENYL)-1-PHENYL-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)-1-PHENYL-2-PROPEN-1-ONE(1774-66-9)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)-1-PHENYL-2-PROPEN-1-ONE(1774-66-9)

Safety Data

• Hazardous Substances Data: 1774-66-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 23, p. 271, 1993 DOI: 10.1080/00397919308009778

InChI:InChI=1/C15H11BrO/c16-14-9-6-12(7-10-14)8-11-15(17)13-4-2-1-3-5-13/h1-11H/b11-8+

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 1122-91-4 4-bromo-benzaldehyde 
• 10388-32-6 1-phenyl-3-(4-bromophenyl)-2,3-dibromo-1-propanone 
• 57-13-6 urea 
• 98-85-1 1-Phenylethanol 
• 873-75-6 4-bromobenzenemethanol 
• 99-90-1 para-bromoacetophenone 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 98-80-6 phenylboronic acid 
• 70-11-1 α-bromoacetophenone 
• 109-77-3 malononitrile 
• 536-74-3 phenylacetylene 
• 86668-30-6 1-Bromo-4-((E)-3-phenyl-propenyl)-benzene 

Downstream Products

• 20822-00-8 5-(4-bromophenyl)-3-phenyl-4,5-dihydroisoxazole 
• 10388-32-6 1-phenyl-3-(4-bromophenyl)-2,3-dibromo-1-propanone 
• 94383-87-6 3-(4-bromo-phenyl)-3-morpholin-4-yl-1-phenyl-propan-1-one 
• 121567-88-2 7-(4-Bromo-phenyl)-5-phenyl-4,7-dihydro-tetrazolo[1,5-a]pyrimidine 
• 113854-26-5 4-(4-Bromo-phenyl)-3-methyl-1,6-diphenyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine 
• 97481-49-7 6-Amino-5-[(E)-3-(4-bromo-phenyl)-1-phenyl-prop-2-en-(E)-ylideneamino]-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 86516-96-3 8-(4-Bromo-phenyl)-1,3-dimethyl-6-phenyl-7,8-dihydro-1H-pyrimido[4,5-b][1,4]oxazepine-2,4-dione 
• 111336-82-4 7-(4-Bromo-phenyl)-3-methyl-1,5-diphenyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b][1,4]diazepine 
• 94360-60-8 2-benzoyl-3-(4-bromophenyl)cyclopropane-1,1-dicarbonitrile 
• 96570-11-5 6-Benzoyl-5-(4-bromo-phenyl)-3-methoxy-cyclohex-2-enone 
• 111607-55-7 4-{N'-[(E)-3-(4-Bromo-phenyl)-1-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 139951-53-4 [(1R,2R,3R)-2-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-cyclopropyl]-phenyl-methanone 
• 29394-23-8 [(1R,2R,3R)-2-(4-Bromo-phenyl)-3-phenyl-cyclopropyl]-phenyl-methanone 
• 117953-00-1 [(1S,2R,3R)-2-(4-Bromo-phenyl)-3-trimethylsilanylethynyl-cyclopropyl]-phenyl-methanone 

Relevant articles and documents

Water compatible multicomponent cascade suzuki/heck-aldol, suzuki-aldol-suzuki, and aldol-suzuki-aldol reactions: An ecofriendly paradigm for multiple carbon-carbon bond formation in one pot

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Pharmacophore hybridization approach to discover novel pyrazoline-based hydantoin analogs with anti-tumor efficacy

In search for new and safer anti-cancer agents, a structurally guided pharmacophore hybridization strategy of two privileged scaffolds, namely diaryl pyrazolines and imidazolidine-2,4-dione (hydantoin), was adopted resulting in a newfangled series of compounds (H1-H22). Herein, a bio-isosteric replacement of “pyrrolidine-2,5-dione” moiety of our recently reported antitumor hybrid incorporating diaryl pyrazoline and pyrrolidine-2,5-dione scaffolds with “imidazoline-2,4-dione” moiety has been incorporated. Complete biological studies revealed the most potent analog among all i.e. compound H13, which was at-least 10-fold more potent compared to the corresponding pyrrolidine-2,5-dione, in colon and breast cancer cells. In-vitro studies showed activation of caspases, arrest of G0/G1 phase of cell cycle, decrease in the expression of anti-apoptotic protein (Bcl-2) and increased DNA damage. In-vivo assay on HT-29 (human colorectal adenocarcinoma) animal xenograft model unveiled the significant anti-tumor efficacy along with oral bioavailability with maximum TGI 36% (i.p.) and 44% (per os) at 50 mg/kg dose. These findings confirm the suitability of hybridized pyrazoline and imidazolidine-2,4-dione analog H13 for its anti-cancer potential and starting-point for the development of more efficacious analogs.