Details
Stereochemistry | ACHIRAL |
Molecular Formula | C25H40N2O3 |
Molecular Weight | 416.5967 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCN1CCC2=C(C)C(CC(O)=O)=C(C)C(NC(=O)C(C)(C)C)=C12
InChI
InChIKey=TXIIZHHIOHVWJD-UHFFFAOYSA-N
InChI=1S/C25H40N2O3/c1-7-8-9-10-11-12-14-27-15-13-19-17(2)20(16-21(28)29)18(3)22(23(19)27)26-24(30)25(4,5)6/h7-16H2,1-6H3,(H,26,30)(H,28,29)
Daiichi Sankyo developed an inhibitor of acyl-coenzyme A:cholesterol acyltransferases (ACAT1 and ACAT2), pactimibe (also known as CS 505). Pactimibe has been used in trials phase II for reducing the progression of coronary artery disease and in patients with atherosclerosis. However, on October 26, 2005, the company made the decision to discontinue all ongoing clinical studies of pactimibe, because of the secondary endpoints that showed a lower effect of the drug on atherosclerosis than the standard of care alone and no beneficial effect on the frequency of cardiovascular events.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
A bumpy road to breakthroughs. The news: it's hard to beat today's cardiac treatments. | 2006 Feb |
|
Effect of ACAT inhibition on the progression of coronary atherosclerosis. | 2006 Mar 23 |
|
[New agents against atherosclerosis tested. Alarming findings, ACAT inhibitors seem to have proatherogenic effects]. | 2006 Oct 25-31 |
|
Effects of ketoconazole and quinidine on pharmacokinetics of pactimibe and its plasma metabolite, R-125528, in humans. | 2008 Aug |
|
CYP2D6-Mediated metabolism of a novel acyl coenzyme A:cholesterol acyltransferase inhibitor, pactimibe, and its unique plasma metabolite, R-125528. | 2008 Mar |
|
Effect of CYP2D6 polymorphism on pharmacokinetics of a novel ACAT inhibitor, pactimibe and its unique metabolite, R-125528. | 2008 Nov |
|
Forkhead transcription factors (FoxOs) promote apoptosis of insulin-resistant macrophages during cholesterol-induced endoplasmic reticulum stress. | 2008 Nov |
|
Novel binding mode of the acidic CYP2D6 substrates pactimibe and its metabolite R-125528. | 2008 Sep |
|
Novel indoline-based acyl-CoA: cholesterol acyltransferase inhibitor: Effects of introducing a methanesulfonamide group on physicochemical properties and biological activities. | 2009 Aug 15 |
|
Carotid atherosclerosis progression and ACAT inhibition. | 2009 Jul 15 |
|
ACAT inhibition and progression of carotid atherosclerosis in patients with familial hypercholesterolemia: the CAPTIVATE randomized trial. | 2009 Mar 18 |
|
Atherosclerosis drug fails to meet Phase III trial end point. | 2009 May |
|
Novel tetrahydroisoquinoline derivatives with inhibitory activities against acyl-CoA: cholesterol acyltransferase and lipid peroxidation. | 2010 Aug |
|
Novel acyl-CoA: cholesterol acyltransferase inhibitor: indoline-based sulfamide derivatives with low lipophilicity and protein binding ratio. | 2010 Aug |
|
A selective ACAT-1 inhibitor, K-604, stimulates collagen production in cultured smooth muscle cells and alters plaque phenotype in apolipoprotein E-knockout mice. | 2010 Nov |
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C471
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DB12971
Created by
admin on Fri Dec 15 16:29:10 GMT 2023 , Edited by admin on Fri Dec 15 16:29:10 GMT 2023
|
PRIMARY | |||
|
C66290
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
D874R9PZ9T
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
DTXSID80172315
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
8269
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
300000036933
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
C509302
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
189198-30-9
Created by
admin on Fri Dec 15 16:29:10 GMT 2023 , Edited by admin on Fri Dec 15 16:29:10 GMT 2023
|
PRIMARY | |||
|
3081927
Created by
admin on Fri Dec 15 16:29:11 GMT 2023 , Edited by admin on Fri Dec 15 16:29:11 GMT 2023
|
PRIMARY | |||
|
CHEMBL478858
Created by
admin on Fri Dec 15 16:29:10 GMT 2023 , Edited by admin on Fri Dec 15 16:29:10 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)