182951-13-9

Basic information

• Product Name: 2-[2-(3-Hydroxy-prop-1-ynyl)-phenylethynyl]-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester
• Synonyms: 2-[2-(3-Hydroxy-prop-1-ynyl)-phenylethynyl]-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester
• CAS NO: 182951-13-9
• Molecular Weight: 373.408
• Mol File: 182951-13-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[2-(3-Hydroxy-prop-1-ynyl)-phenylethynyl]-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(3-Hydroxy-prop-1-ynyl)-phenylethynyl]-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester(182951-13-9)
• EPA Substance Registry System: 2-[2-(3-Hydroxy-prop-1-ynyl)-phenylethynyl]-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester(182951-13-9)

Safety Data

• Hazardous Substances Data: 182951-13-9(Hazardous Substances Data)

Upstream product

• 182951-09-3 4-Methoxy-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid ethyl ester 
• 182951-10-6 4-Oxo-2-trimethylsilanylethynyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester 
• 607-31-8 4-methoxyquinoline 
• 176384-79-5 1-(3-hydroxy-1-propynyl)-2-iodobenzene 
• 182951-11-7 2-Ethynyl-4-oxo-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester 

Downstream Products

• 182951-15-1 4-Oxo-2-[2-(3-phenylsulfanyl-prop-1-ynyl)-phenylethynyl]-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester 

Relevant articles and documents

Molecular design, chemical synthesis and biological studies of novel enediynes related to dynemicin A

Two novel enediynes 1 and 2 and related molecules containing a (Z)-7-sulfonyl-3-hepten-1,5-diyne functionality and quinoline moiety related to dynemicin A were synthesized from quinoline and 4-methoxyquinoline, respectively. The key synthetic features involve (1) magnesium acetylide addition to the 1-acylsalt of the quinolines (2) a Pd(O)-Cu(I) catalyzed coupling reaction of vinyl chloride or aryl iodide with acetylenes (3) conversion of the alcohol to a sulfide, followed by oxidation to a sulfone. These molecules proved to be active against the growth of leukemia, colon, epidermoid and melanoma cancer cell lines.