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 |
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Target ID: CHEMBL5285 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28435845 |
PubMed
Title | Date | PubMed |
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Effects of AGI-1067 and probucol after percutaneous coronary interventions. | 2003 Feb 4 |
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Chemistry and pharmacology of vascular protectants: a novel approach to the treatment of atherosclerosis and coronary artery disease. | 2003 Feb 6 |
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AGI-1067: a multifunctional phenolic antioxidant, lipid modulator, anti-inflammatory and antiatherosclerotic agent. | 2003 Jun |
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Inhibition of lipoprotein lipid oxidation. | 2005 |
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AGI-1067: a novel vascular protectant for prevention of restenosis. | 2006 Jan |
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Are small biotechs still underselling themselves? | 2006 May |
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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 Sep |
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[Research and developmental strategy of anti-dyslipidemic agents]. | 2007 Apr |
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Vascular cell adhesion molecule-1: a viable therapeutic target for atherosclerosis? | 2007 Apr |
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Assessment of lipoprotein profiles study (ALPS) and antioxidant activity in healthy subjects treated with AGI-1067. | 2007 Aug |
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American Heart Association - Scientific Sessions 2006. Cell therapies for ischemic tissues and treatments for lipid metabolism disorders. | 2007 Jan |
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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 May |
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Effects of the antioxidant succinobucol (AGI-1067) on human atherosclerosis in a randomized clinical trial. | 2008 Mar |
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Heme oxygenase-1 increases endothelial progenitor cells. | 2009 Oct |
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Malformed mdx myofibers have normal cytoskeletal architecture yet altered EC coupling and stress-induced Ca2+ signaling. | 2009 Sep |
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Impact of medical therapy on atheroma volume measured by different cardiovascular imaging modalities. | 2010 |
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AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets. | 2010 Jul 29 |
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Analyses of copy number variation of GK rat reveal new putative type 2 diabetes susceptibility loci. | 2010 Nov 23 |
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Emerging drugs for hyperlipidemia. | 2010 Sep |
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
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C275
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ACTIVE MOIETY