LAPAQUISTAT ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C33H41ClN2O9
Molecular Weight	645.14
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=CC([C@H]2O[C@H](CC(=O)N3CCC(CC(O)=O)CC3)C(=O)N(CC(C)(C)COC(C)=O)C4=C2C=C(Cl)C=C4)=C1OC

InChI

InChIKey=CMLUGNQVANVZHY-POURPWNDSA-N

InChI=1S/C33H41ClN2O9/c1-20(37)44-19-33(2,3)18-36-25-10-9-22(34)16-24(25)30(23-7-6-8-26(42-4)31(23)43-5)45-27(32(36)41)17-28(38)35-13-11-21(12-14-35)15-29(39)40/h6-10,16,21,27,30H,11-15,17-19H2,1-5H3,(H,39,40)/t27-,30-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67466644 | https://www.ncbi.nlm.nih.gov/pubmed/17169251 | https://adisinsight.springer.com/drugs/800017366

LAPAQUISTAT is a squalene synthase inhibitor. It was shown to lower cholesterol levels in several animal models. It was investigated for the treatment of diabetes and hypercholesterolemia, however, its development was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Squalene synthase inhibition: a novel target for the management of dyslipidemia.	2007 Jan	17169251
Lapaquistat acetate: development of a squalene synthase inhibitor for the treatment of hypercholesterolemia.	2011 May 10	21518985

Patents

Name

Type

Language

LAPAQUISTAT ACETATE

Official Name

English

TAK-475

Code

English

2-(1-(2-((3R,5S)-1-(3-ACETOXY-2,2-DIMETHYLPROPYL)-7-CHLORO-5-(2,3- DIMETHOXYPHENYL)-2-OXO-1,2,3,5-TETRAHYDROBENZO(E)(1,4)OXAZEPIN-3-YL)ACETYL)PIPERIDIN-4-YL)ACETIC ACID

Systematic Name

English

TAK 475

Code

English

4-PIPERIDINEACETIC ACID, 1-(((3R,5S)-1-(3-(ACETYLOXY)-2,2-DIMETHYLPROPYL)-7-CHLORO-5-(2,3-DIMETHOXYPHENYL)-1,2,3,5-TETRAHYDRO-2-OXO-4,1-BENZOXAZEPIN-3-YL)ACETYL)-

Common Name

English

LAPAQUISTAT ACETATE [USAN]

Common Name

English

LAPAQUISTAT ACETATE [JAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29703