569646-59-9

Basic information

• Product Name: (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one
• Synonyms: (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one
• CAS NO: 569646-59-9
• Molecular Formula: C15H12ClNO
• Molecular Weight: 257.71488
• Mol File: 569646-59-9.mol
• Article Data: 49

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one(569646-59-9)
• EPA Substance Registry System: (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one(569646-59-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 569646-59-9(Hazardous Substances Data)

Usage

Description

(2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one is a chalcone derivative with a 2-propen-1-one core structure, featuring a 4-aminophenyl group and a 4-chlorophenyl group. (2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one is known for its potential biological activities, such as anti-inflammatory, antioxidant, and antitumor properties, making it a valuable subject in organic synthesis and pharmaceutical research.

Uses

Used in Pharmaceutical Research:
(2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one is used as a pharmaceutical intermediate for the development of drugs targeting various diseases due to its potential biological activities, including anti-inflammatory, antioxidant, and antitumor properties.
Used in Organic Synthesis:
(2E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one is used as a valuable intermediate in the synthesis of more complex organic molecules, owing to its unique chemical structure and reactivity.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 99-92-3 p-aminobenzophenone 
• 25870-65-9 3-(4-chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-one 
• 100-19-6 (4-nitrophenyl)ethanone 
• 114569-19-6 N-(4-Hydroxybenzyliden)-4-acetylanilin 
• 873-76-7 para-Chlorobenzyl alcohol 

Downstream Products

• 1130849-64-7 C₁₅H₁₆ClN 

Relevant articles and documents

Synthesis and studying of the biological activity of some new coumarin-3-Carboxylic acid heterocyclic derivatives

This study includes the synthesis of a few different coumarin-3-carboxylic acid derivatives of 1,2,3-triazole and triazoline as a starting material. The first step involves the formation of compound (a) in absolute ethanol through the reaction of coumarin

Synthesis and biological activity of new chalcone scaffolds as prospective antimicrobial agents

Chalcones are open-chain flavonoids which contains two aromatic rings are joined by 3-carbons α-, β-unsaturated carbonyl chain. The, β-unsaturated ketonic group which is liable for the antimicrobial activity of the chalcone is additionally of vast use in

Novel potent and selective DPP-4 inhibitors: Design, synthesis and molecular docking study of dihydropyrimidine phthalimide hybrids

Background: Dipeptidyl peptidase-4 (DPP-4) inhibitors have emerged as antihyperglycemic agents that improve glycemic control in type 2 diabetic patients, either as monotherapy or in combination with other antidiabetic drugs. Methods: A novel series of dihydropyrimidine phthalimide hybrids was synthesized and evaluated for their in vitro and in vivo DPP-4 inhibition activity and selectivity using alogliptin as reference. Oral glucose tolerance test was assessed in type 2 diabetic rats after chronic treatment with the synthesized hybrids ± metformin. Cytotoxicity and antioxidant assays were performed. Additionally, molecular docking study with DPP-4 and structure activity relationship of the novel hybrids were also studied. Results: Among the synthesized hybrids, 10g, 10i, 10e, 10d and 10b had stronger in vitro DPP-4 inhibitory activity than alogliptin. Moreover, an in vivo DPP-4 inhibition assay revealed that 10g and 10i have the strongest and the most extended blood DPP-4 inhibitory activity compared to alogliptin. In type 2 diabetic rats, hybrids 10g, 10i and 10e exhibited better glycemic control than alogliptin, an effect that further supported by metformin combination. Finally, 10j, 10e, 10h and 10d had the highest radical scavenging activity in DPPH assay. Conclusions: Hybrids 10g, 10i and 10e are potent DPP-4 inhibitors which may be beneficial for T2DM treatment.