CANOSIMIBE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H60FN3O10
Molecular Weight	809.9597
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1)[C@@H]2[C@@H](CC[C@H](O)C3=CC=C(F)C=C3)C(=O)N2C4=CC=C(CNC(=O)CCCCCCCCCCC(=O)NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C=C4

InChI

InChIKey=JGNXLPQJHVVQHB-GXPLPOFXSA-N

InChI=1S/C44H60FN3O10/c1-58-34-22-16-31(17-23-34)41-35(24-25-36(50)30-14-18-32(45)19-15-30)44(57)48(41)33-20-12-29(13-21-33)26-46-39(53)10-8-6-4-2-3-5-7-9-11-40(54)47-27-37(51)42(55)43(56)38(52)28-49/h12-23,35-38,41-43,49-52,55-56H,2-11,24-28H2,1H3,(H,46,53)(H,47,54)/t35-,36+,37+,38-,41-,42-,43-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C44H60FN3O10
Molecular Weight	809.9597
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://worldwide.espacenet.com/publicationDetails/biblio?DB=EPODOC&II=0&ND=3&adjacent=true&locale=en_EP&FT=D&date=20041014&CC=WO&NR=2004087655A1&KC=A1 | https://ncats.nih.gov/files/AVE5530.pdf

Canosimibe is diphenyl azetidinone patented by German pharmaceutical company Aventis Pharma Deutschland GmbH as hypolipidemic agent. Canosimibe acts as pre-systemic inhibition of intestinal cholesterol absorption. Unfortunately, during phase II clinical trials Canosimibe failed to demonstrate efficacy in in patients with primary severe hypercholesterolemia.

Originator

Approval Year

Patents

Sample Use Guides

In Vivo Use Guide

50 mg/day

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:19:46 GMT 2023` Edited by `admin` on `Fri Dec 15 17:19:46 GMT 2023`
Record UNII	2GG0K1I5CI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CANOSIMIBE

Official Name

English

N-(1-DEOXY-L-GLUCITOL-1-C-YL)-N'-((4-((2S,3R))-3-((3S)-3-(4-FLUOROPHENYL)-3-HYDROXYPROPYL)-2-(4-METHOXYPHENYL)-4-OXOAZETIDIN-1-YL)PHENYL)METHYL)DODECANEDIAMIDE

Common Name

English

canosimibe [INN]

Common Name

English

AVE-5530

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29703