1416053-79-6

Basic information

• Product Name: (2R)-1-[5,6-diphenylspiro(1,3-benzodioxole-2,4'-piperidine)-1'-yl]-3-(quinoline-5-yloxy)propan-2-ol
• CAS NO: 1416053-79-6
• Molecular Weight: 544.65
• Mol File: 1416053-79-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R)-1-[5,6-diphenylspiro(1,3-benzodioxole-2,4'-piperidine)-1'-yl]-3-(quinoline-5-yloxy)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-1-[5,6-diphenylspiro(1,3-benzodioxole-2,4'-piperidine)-1'-yl]-3-(quinoline-5-yloxy)propan-2-ol(1416053-79-6)
• EPA Substance Registry System: (2R)-1-[5,6-diphenylspiro(1,3-benzodioxole-2,4'-piperidine)-1'-yl]-3-(quinoline-5-yloxy)propan-2-ol(1416053-79-6)

Safety Data

• Hazardous Substances Data: 1416053-79-6(Hazardous Substances Data)

Upstream product

• 154420-47-0 1,2-dihydroxy-4,5-diphenylbenzene 
• 1416053-63-8 5,6-diphenylspiro[1,3-benzodioxole-2,4'-piperidine] 
• 145679-40-9 5-[(2R)-oxiranylmethoxy]-quinoline 

Relevant articles and documents

Synthesis of 5-oxyquinoline derivatives for reversal of multidrug resistance

The inhibition of ABC (ATP binding cassette) transporters is considered a powerful tool to reverse multidrug resistance. Zosuquidar featuring a difluorocyclopropyl-annulated dibenzosuberyl moiety has been found to be an inhibitor of the P-glycoprotein, one of the best-studied multidrug efflux pumps. Twelve 5-oxyisoquinoline derivatives, which are analogues of zosuquidar wherein the dibenzosuberyl-piperazine moiety is replaced by either a diarylaminopiperidine or a piperidone-derived acetal or thioacetal group, have been synthesized as pure enantiomers. Their inhibitory power has been evaluated for the bacterial multidrugresistance ABC transporter LmrCD and fungal Pdr5. Four of the newly synthesized compounds reduced the transport activity to a higher degree than zosuquidar, being up to fourfold more efficient than the lead compound in the case of LmrCD and about two times better for Pdr5.