1161139-20-3

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)-1,4-PENTADIEN-3-ONE
• Synonyms: 1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)-1,4-PENTADIEN-3-ONE;1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)PENTA-1,4-DIEN-3-ONE
• CAS NO: 1161139-20-3
• Molecular Formula: C13H14ClNO
• Molecular Weight: 235.71
• Mol File: 1161139-20-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 355.0±32.0 °C(Predicted)
• Appearance: /
• Density: 1.142±0.06 g/cm3(Predicted)
• PKA: 5.11±0.70(Predicted)
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)-1,4-PENTADIEN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)-1,4-PENTADIEN-3-ONE(1161139-20-3)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-5-(DIMETHYLAMINO)-1,4-PENTADIEN-3-ONE(1161139-20-3)

Safety Data

• Hazardous Substances Data: 1161139-20-3(Hazardous Substances Data)

Upstream product

• 3160-40-5 4-(4-chlorophenyl)-3-buten-2-one 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 104-88-1 4-chlorobenzaldehyde 
• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 

Relevant articles and documents

Rh(III)-Catalyzed Enaminone-Directed Alkenyl C-H Activation for the Synthesis of Salicylaldehydes

A Rh(III)-catalyzed enaminone-directed alkenyl C-H coupling with alkynes for the synthesis of salicylaldehyde derivatives is reported. This represents a unique example of benzene ring framework formation through a transition-metal-catalyzed, directed C-H activation strategy. The two incorporated reactive functionalities, aldehyde and hydroxy groups, provide convenient synthetic handles for further structural elaboration.

Synthesis and biological evaluation of novel pyrazole derivatives with anticancer activity

We synthesized thirty-six novel pyrazole derivatives and studied their antiproliferative activity in human ovarian adenocarcinoma A2780 cells, human lung carcinoma A549 cells, and murine P388 leukemia cells. Four of these substances were selected because of their higher antiproliferative activity and further analyses showed that they were all able to induce apoptosis, although to a different extent. The expression of p53 and p21waf1, which induce apoptosis and cell cycle arrest, was evaluated by western blot analysis in cells treated with compound 12d. The analysis of the cell cycle showed that all the selected compounds cause a partial G2/M block and the formation of polyploid cells. Furthermore, the four selected compounds were tested for their interaction with the microtubular cytoskeletal system by docking analysis, tubulin polymerization assay and immunofluorescence staining, demonstrating that the compound 12d, unlike the other active derivatives, was able to significantly bind dimers of α- and β-tubulin, probably causing a molecular distortion resulting in the disassembly of microtubules.