Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C35H52O5S2 |
| Molecular Weight | 616.914 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)C1=CC(SC(C)(C)SC2=CC(=C(OC(=O)CCC(O)=O)C(=C2)C(C)(C)C)C(C)(C)C)=CC(=C1O)C(C)(C)C
InChI
InChIKey=RKSMVPNZHBRNNS-UHFFFAOYSA-N
InChI=1S/C35H52O5S2/c1-31(2,3)23-17-21(18-24(29(23)39)32(4,5)6)41-35(13,14)42-22-19-25(33(7,8)9)30(26(20-22)34(10,11)12)40-28(38)16-15-27(36)37/h17-20,39H,15-16H2,1-14H3,(H,36,37)
Succinobucol (also known as AGI-1067) is a probucol derivative patented by American pharmaceutical company Atherogenics, Inc as vascular protectant with antioxidant, anti-inflammatory and antiplatelet activities. In vitro, succinobucol inhibits the TNF-α induced expression of VCAM-1 and MCP-1 with little effect on intercellular adhesion molecule (ICAM)-1. In addition, succinobucol inhibits lipopolysaccharide (LPS)-induced expression of tissue factor in human monocytic cells and endothelial cells, an effect thought to be mediated independently from the nuclear factor κB pathway. Preclinical studies have shown reduced total cholesterol and low-density lipoprotein cholesterol concentrations, increased high-density lipoprotein cholesterol concentrations, decreased levels of inflammatory mediators, and reduced atheroma area with Succinobucol treatment in animal models. Unfortunately, in clinical trials, Succinobucol failed to demonstrate a strong cardioprotective effect. Undesired metabolic effects including high-density lipoprotein cholesterol-lowering have been consistently reported, and diarrhea appears to be an expected adverse effect.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL5285 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28435845 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Analyses of copy number variation of GK rat reveal new putative type 2 diabetes susceptibility loci. | 2010-11-23 |
|
| Probucol and succinobucol in atrial fibrillation: pros and cons. | 2010-10-08 |
|
| Emerging drugs for hyperlipidemia. | 2010-09 |
|
| AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets. | 2010-07-29 |
|
| Impact of medical therapy on atheroma volume measured by different cardiovascular imaging modalities. | 2010 |
|
| Heme oxygenase-1 increases endothelial progenitor cells. | 2009-10 |
|
| Malformed mdx myofibers have normal cytoskeletal architecture yet altered EC coupling and stress-induced Ca2+ signaling. | 2009-09 |
|
| Molecular mechanisms underlying the antiatherosclerotic and antidiabetic effects of probucol, succinobucol, and other probucol analogues. | 2009-06 |
|
| Selective thromboxane inhibition after vascular protectant AGI-1067: results of assessment of lipoprotein profiles (ALPS) biomarkers in vitro and in vivo substudy. | 2009-05 |
|
| Succinobucol: review of the metabolic, antiplatelet and cardiovascular effects. | 2009-04 |
|
| Diabetes treatment. | 2009-03 |
|
| Current and emerging paradigms in the therapeutic management of atherosclerosis. | 2008-12 |
|
| Gateways to clinical trials. July-August 2008. | 2008-10-14 |
|
| Gateways to clinical trials. | 2008-09 |
|
| Effects of succinobucol (AGI-1067) after an acute coronary syndrome: a randomised, double-blind, placebo-controlled trial. | 2008-05-24 |
|
| Novel cardiac therapies and innocent by standers. | 2008-05-24 |
|
| Effects of the antioxidant succinobucol (AGI-1067) on human atherosclerosis in a randomized clinical trial. | 2008-03 |
|
| Clinical trials update from the European Society of Cardiology Congress in Vienna, 2007: PROSPECT, EVEREST, ARISE, ALOFT, FINESSE, Prague-8, CARESS in MI and ACUITY. | 2007-12 |
|
| Pharmacologic approaches to restenosis prevention. | 2007-09-03 |
|
| Assessment of lipoprotein profiles study (ALPS) and antioxidant activity in healthy subjects treated with AGI-1067. | 2007-08 |
|
| A novel class of antioxidants inhibit LPS induction of tissue factor by selective inhibition of the activation of ASK1 and MAP kinases. | 2007-08 |
|
| AGI-1067, a novel vascular protectant, anti-inflammatory drug and mild antiplatelet agent for treatment of atherosclerosis. | 2007-07 |
|
| Follicular development and expression of the messenger ribonucleic acid for the inhibin/activin subunits in two genetic lines of turkey hens that differ in total egg production. | 2007-05 |
|
| [Research and developmental strategy of anti-dyslipidemic agents]. | 2007-04 |
|
| Vascular cell adhesion molecule-1: a viable therapeutic target for atherosclerosis? | 2007-04 |
|
| Gateways to clinical trials. | 2007-03-09 |
|
| American Heart Association - Scientific Sessions 2006. Cell therapies for ischemic tissues and treatments for lipid metabolism disorders. | 2007-01 |
|
| The in vitro effects of a novel vascular protectant, AGI-1067, on platelet aggregation and major receptor expression in subjects with multiple risk factors for vascular disease. | 2006-09 |
|
| Are small biotechs still underselling themselves? | 2006-05 |
|
| Antioxidants: the good, the bad and the ugly. | 2006-02 |
|
| AGI-1067: a novel vascular protectant for prevention of restenosis. | 2006-01 |
|
| Antioxidants and atherosclerosis: emerging drug therapies. | 2005-02 |
|
| Inhibition of lipoprotein lipid oxidation. | 2005 |
|
| Selective inhibition of endothelial and monocyte redox-sensitive genes by AGI-1067: a novel antioxidant and anti-inflammatory agent. | 2004-03 |
|
| Pharmacologic prevention of both restenosis and atherosclerosis progression: AGI-1067, probucol, statins, folic acid and other therapies. | 2003-12 |
|
| Experimental and clinical studies show that the probucol derivative AGI-1067 prevents vascular growth. | 2003-11 |
|
| Vascular protectants for the treatment of atherosclerosis. | 2003-09 |
|
| Signal jammer. An academic experiment leads to a new class of drug for attacking heart disease. | 2003-07 |
|
| AGI-1067: a multifunctional phenolic antioxidant, lipid modulator, anti-inflammatory and antiatherosclerotic agent. | 2003-06 |
|
| Clinical results with AGI-1067: a novel antioxidant vascular protectant. | 2003-02-06 |
|
| Chemistry and pharmacology of vascular protectants: a novel approach to the treatment of atherosclerosis and coronary artery disease. | 2003-02-06 |
|
| Effects of AGI-1067 and probucol after percutaneous coronary interventions. | 2003-02-04 |
|
| Drug reverses coronary atherosclerosis. | 2002-01-01 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00066898
two 150 mg tablets daily with a meal
Route of Administration:
Oral
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C275
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
m10272
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | Merck Index | ||
|
J1J54V24R4
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
PP-56
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
DTXSID10176003
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
SUB128140
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
216325
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
216167-82-7
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
100000153841
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
DB05399
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
CHEMBL83626
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
C75299
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
8496
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY | |||
|
C471047
Created by
admin on Wed Apr 02 09:03:33 GMT 2025 , Edited by admin on Wed Apr 02 09:03:33 GMT 2025
|
PRIMARY |
ACTIVE MOIETY