U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of CANOSIMIBE

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
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.

Approval Year

Patents

Patents

Sample Use Guides

50 mg/day
Route of Administration: Oral
Name Type Language
CANOSIMIBE
INN  
INN  
Official Name English
AVE-5530
Preferred Name English
AVE5530
Common 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
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
Code System Code Type Description
FDA UNII
2GG0K1I5CI
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY
INN
9077
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY
PUBCHEM
9875746
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY
CAS
768394-99-6
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY
NCI_THESAURUS
C91027
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY
SMS_ID
100000175416
Created by admin on Mon Mar 31 18:44:46 GMT 2025 , Edited by admin on Mon Mar 31 18:44:46 GMT 2025
PRIMARY