161891-29-8

Basic information

• Product Name: 2-Propenal, 3-chloro-3-(4-fluorophenyl)-, (Z)-
• CAS NO: 161891-29-8
• Molecular Formula: C9H6ClFO
• Molecular Weight: 184.597
• Mol File: 161891-29-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Propenal, 3-chloro-3-(4-fluorophenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenal, 3-chloro-3-(4-fluorophenyl)-, (Z)-(161891-29-8)
• EPA Substance Registry System: 2-Propenal, 3-chloro-3-(4-fluorophenyl)-, (Z)-(161891-29-8)

Safety Data

• Hazardous Substances Data: 161891-29-8(Hazardous Substances Data)

Upstream product

• 3724-43-4 Vilsmeier reagent 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 138716-20-8 (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 333793-04-7 2-methoxycarbonyl-5-(4-fluorophenyl)thiophene 
• 1374843-22-7 (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(4-fluoro phenyl)penta-2,4-dien-1-one 
• 1361123-81-0 C₁₄H₁₄ClFO₃ 
• 1361124-09-5 (2E,4Z)-methyl-2-(azidomethyl)-5-chloro-5-(4-fluorophenyl)penta-2,4-dienoate 
• 1361124-08-4 (2E,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-[(p-tolylamino)methyl]penta-2,4-dienoate 
• 1361124-07-3 (2Z,4Z)-methyl-5-chloro-2-((4-chlorophenylthio)methyl)-5-(4-fluorophenyl)penta-2,4-dienoate 
• 1361124-06-2 (2Z,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-(p-tolylthiomethyl)penta-2,4-dienoate 
• 1361124-00-6 (2E,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-(nitrooxymethyl)penta-2,4-dienoate 
• 1361123-97-8 3-((2E,4Z)-5-chloro-2-(ethoxycarbonyl)-5-(4-fluorophenyl)penta-2,4-dienyl)-1-methyl-1H-imidazol-3-iumhydrogensulfate 

Relevant articles and documents

Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines

A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.

Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines

We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).

Synthesis, biological evaluation and in silico study of β-chloro vinyl chalcones as inhibitors of the TNF-α, IL-6 with anticancer and antioxidant activity

A series of novel β-chloro vinyl chalcones have been synthesized from substituted (Z)-3-chloro-3-phenylacraldehydes with 1-(3-bromo-2-hydroxyl-4,6- dimethoxyphenyl)ethanone by Claisen-Schmidt condensation reaction. Compounds were screened for anti-inflammatory, anticancer and antioxidant activity. Compounds 6a, 6d and 6f revealed promising anti-inflammatory activity (87-99 %) with less cytotoxicity (4-9 %) at 10 μM. Compounds 6a, 6d, 6e and 6f having significant anticancer activity (71-83 %). Bioavailability of compounds were checked by in vitro cytotoxicity and confirmed to be nontoxic. Structure activity relationship and in silico drug relevant properties of compounds revealed as potential candidates for future drug discovery study.