391681-95-1

Basic information

• Product Name: 3-Quinolinemethanol, 2-cyclopropyl-a-[(1Z)-2-ethoxyethenyl]-4-(4-fluorophenyl)-
• CAS NO: 391681-95-1
• Molecular Formula: C23H22FNO2
• Molecular Weight: 363.432
• Mol File: 391681-95-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Quinolinemethanol, 2-cyclopropyl-a-[(1Z)-2-ethoxyethenyl]-4-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinemethanol, 2-cyclopropyl-a-[(1Z)-2-ethoxyethenyl]-4-(4-fluorophenyl)-(391681-95-1)
• EPA Substance Registry System: 3-Quinolinemethanol, 2-cyclopropyl-a-[(1Z)-2-ethoxyethenyl]-4-(4-fluorophenyl)-(391681-95-1)

Safety Data

• Hazardous Substances Data: 391681-95-1(Hazardous Substances Data)

Upstream product

• 121659-86-7 methyl 4-(4'-fluorophenyl)-2-cyclopropylquinoline-3-carboxylate 
• 32249-35-7 methyl 3-cyclopropyl-3-oxopropanoate 
• 3800-06-4 2-amino-4'-fluorobenzophenone 
• 64724-29-4 tributyl-((Z)-2-ethoxy-vinyl)-stannane 
• 121660-37-5 2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline 
• 121660-11-5 2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline 

Downstream Products

• 172336-32-2 ethyl (E)-3,5-dihydroxy-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]hept-6-enoate 
• 172336-32-2 (±)-E-3,5-dihydroxy-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-6-heptenoic acid ethyl ester 
• 148901-69-3 (E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxohept-6-enic acid ethyl ester 
• 148901-68-2 (E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal 

Relevant articles and documents

Synthesis and biological evaluations of quinoline-based HMG-CoA reductase inhibitors

A series of quinoline-based 3,5-dihydroxyheptenoic acid derivatives were synthesized from quinolinecarboxylic acid esters by homologation, aldol condensation with ethyl acetoacetate dianion, and reduction of 3-hydroxyketone to evaluate their ability to inhibit the enzyme HMG-CoA reductase in vitro. In agreement with previous literature, a strict structural requirement exists on the external ring, and 4-fluorophenyl is the most active in this system. For the central ring, substitution on positions 6, 7, and 8 of the central quinoline nucleus moderately affected the potency, whereas the alkyl side chain on the 2-position had a more pronounced influence on activity. Among the derivatives, NK-104 (pitavastatin calcium), which has a cyclopropyl group as the alkyl side chain, showed the greatest potency. We found that further modulation and improvement in potency at inhibiting HMG-CoA reductase was obtained by having the optimal substituents flanking the desmethylmevalonic acid portion, that is, 4-fluorophenyl and cyclopropyl, instead of the usual isopropyl group.