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166518-60-1,MFCD00934956
Catalog No.:AA001WPD

166518-60-1 | Sulfamic acid, N-[2-[2,4,6-tris(1-methylethyl)phenyl]acetyl]-, 2,6-bis(1-methylethyl)phenyl ester

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5mg
≥98%
in stock  
$70.00   $49.00
- +
10mg
≥98%
in stock  
$110.00   $77.00
- +
25mg
≥98%
in stock  
$240.00   $168.00
- +
50mg
95%
in stock  
$395.00   $277.00
- +
100mg
95%
in stock  
$513.00   $359.00
- +
250mg
95%
in stock  
$768.00   $538.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001WPD
Chemical Name:
Sulfamic acid, N-[2-[2,4,6-tris(1-methylethyl)phenyl]acetyl]-, 2,6-bis(1-methylethyl)phenyl ester
CAS Number:
166518-60-1
Molecular Formula:
C29H43NO4S
Molecular Weight:
501.7210
MDL Number:
MFCD00934956
SMILES:
O=C(NS(=O)(=O)Oc1c(cccc1C(C)C)C(C)C)Cc1c(cc(cc1C(C)C)C(C)C)C(C)C
Properties
Computed Properties
 
Complexity:
734  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
35  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
10  
XLogP3:
8.2  

Upstream Synthesis Route

[1]JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034

[1]JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034

[1]JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034

[1]JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034

[1]JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034

Downstream Synthesis Route

[1]Lee,HelenT.;Sliskovic,DragoR.;Picard,JosephA.;Roth,BruceD.;Wierenga,Wendell;Hicks,JamesL.;Bousley,RichardF.;Hamelehle,KatherineL.;Homan,Reynold;Speyer,Cecilia;Stanfield,RichardL.;Krause,BrianR.[JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034]

[1]Lee,HelenT.;Sliskovic,DragoR.;Picard,JosephA.;Roth,BruceD.;Wierenga,Wendell;Hicks,JamesL.;Bousley,RichardF.;Hamelehle,KatherineL.;Homan,Reynold;Speyer,Cecilia;Stanfield,RichardL.;Krause,BrianR.[JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034]

[1]Lee,HelenT.;Sliskovic,DragoR.;Picard,JosephA.;Roth,BruceD.;Wierenga,Wendell;Hicks,JamesL.;Bousley,RichardF.;Hamelehle,KatherineL.;Homan,Reynold;Speyer,Cecilia;Stanfield,RichardL.;Krause,BrianR.[JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034]

[1]Lee,HelenT.;Sliskovic,DragoR.;Picard,JosephA.;Roth,BruceD.;Wierenga,Wendell;Hicks,JamesL.;Bousley,RichardF.;Hamelehle,KatherineL.;Homan,Reynold;Speyer,Cecilia;Stanfield,RichardL.;Krause,BrianR.[JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034]

[1]Lee,HelenT.;Sliskovic,DragoR.;Picard,JosephA.;Roth,BruceD.;Wierenga,Wendell;Hicks,JamesL.;Bousley,RichardF.;Hamelehle,KatherineL.;Homan,Reynold;Speyer,Cecilia;Stanfield,RichardL.;Krause,BrianR.[JournalofMedicinalChemistry,1996,vol.39,#26,p.5031-5034]

Literature

Title: Coronary circulatory function in patients with the metabolic syndrome.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20110901

Title: The acyl-coenzyme A: cholesterol acyltransferase inhibitor CI-1011 reverses diffuse brain amyloid pathology in aged amyloid precursor protein transgenic mice.

Journal: Journal of neuropathology and experimental neurology 20100801

Title: Acyl-coenzyme A: cholesterol acyltransferase inhibitor Avasimibe affect survival and proliferation of glioma tumor cell lines.

Journal: Cancer biology & therapy 20100615

Title: Inhibition of acyl-coenzyme A: cholesterol acyl transferase modulates amyloid precursor protein trafficking in the early secretory pathway.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20091101

Title: Synthesis and structure-activity relationships of N-(4-amino-2,6-diisopropylphenyl)-N'-(1,4-diarylpiperidine-4-yl)methylureas as anti-hyperlipidemic agents.

Journal: Bioorganic & medicinal chemistry 20090701

Title: Novel 1,4-diarylpiperidine-4-methylureas as anti-hyperlipidemic agents: dual effectors on acyl-CoA:cholesterol O-acyltransferase and low-density lipoprotein receptor expression.

Journal: Bioorganic & medicinal chemistry letters 20090215

Title: Regulation of cytochrome P450 2C9 expression in primary cultures of human hepatocytes.

Journal: Journal of biochemical and molecular toxicology 20090101

Title: Novel indoline-based acyl-CoA:cholesterol acyltransferase inhibitor with antiperoxidative activity: improvement of physicochemical properties and biological activities by introduction of carboxylic acid.

Journal: Journal of medicinal chemistry 20080814

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology 20070101

Title: Statin therapy alone and in combination with an acyl-CoA:cholesterol O-acyltransferase inhibitor on experimental atherosclerosis.

Journal: Pathophysiology of haemostasis and thrombosis 20070101

Title: Use of immortalized human hepatocytes to predict the magnitude of clinical drug-drug interactions caused by CYP3A4 induction.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20061001

Title: [New agents against atherosclerosis tested. Alarming findings, ACAT inhibitors seem to have proatherogenic effects].

Journal: Lakartidningen 20061001

Title: Effect of atherosclerotic regression on total luminal size of coronary arteries as determined by intravascular ultrasound.

Journal: The American journal of cardiology 20060701

Title: The ACAT inhibitor avasimibe increases the fractional clearance rate of postprandial triglyceride-rich lipoproteins in miniature pigs.

Journal: Biochimica et biophysica acta 20051230

Title: Inhibitors of acyl-coenzyme a: cholesterol acyltransferase.

Journal: Current drug targets. Cardiovascular & haematological disorders 20051201

Title: Effects of avasimibe on cytochrome P450 2C9 expression in vitro and in vivo.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20041201

Title: Effects of the acyl coenzyme A:cholesterol acyltransferase inhibitor avasimibe on human atherosclerotic lesions.

Journal: Circulation 20041123

Title: Cardiovascular drugs inhibit MMP-9 activity from human THP-1 macrophages.

Journal: DNA and cell biology 20040501

Title: Avasimibe, an ACAT inhibitor, enhances the lipid lowering effect of atorvastatin in subjects with homozygous familial hypercholesterolemia.

Journal: Atherosclerosis 20031201

Title: Avasimibe induces CYP3A4 and multiple drug resistance protein 1 gene expression through activation of the pregnane X receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20030901

Title: Pharmacology of the ACAT inhibitor avasimibe (CI-1011).

Journal: Cardiovascular drug reviews 20030101

Title: Design features of the Avasimibe and Progression of coronary Lesions assessed by intravascular UltraSound (A-PLUS) clinical trial.

Journal: American heart journal 20021001

Title: Avasimibe and atorvastatin synergistically reduce cholesteryl ester content in THP-1 macrophages.

Journal: European journal of pharmacology 20020906

Title: Anti-atherogenic effects of the acyl-CoA:cholesterol acyltransferase inhibitor, avasimibe (CI-1011), in cultured primary human macrophages.

Journal: Atherosclerosis 20020301

Title: Intracellular mechanisms mediating the inhibition of apoB-containing lipoprotein synthesis and secretion in HepG2 cells by avasimibe (CI-1011), a novel acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor.

Journal: Biochemical pharmacology 20020201

Title: New advances in lipid-modifying therapies for reducing cardiovascular risk.

Journal: Cardiology 20020101

Title: A role for smooth endoplasmic reticulum membrane cholesterol ester in determining the intracellular location and regulation of sterol-regulatory-element-binding protein-2.

Journal: The Biochemical journal 20010901

Title: Therapies on the horizon for cholesterol reduction.

Journal: Clinical cardiology 20010801

Title: The combined effect of inhibiting both ACAT and HMG-CoA reductase may directly induce atherosclerotic lesion regression.

Journal: Atherosclerosis 20010701

Title: Efficacy and short-term safety of a new ACAT inhibitor, avasimibe, on lipids, lipoproteins, and apolipoproteins, in patients with combined hyperlipidemia.

Journal: Atherosclerosis 20010701

Title: Acyl-CoA:cholesterol acyltransferase inhibitor avasimibe reduces atherosclerosis in addition to its cholesterol-lowering effect in ApoE*3-Leiden mice.

Journal: Circulation 20010403

Title: Preclinical safety evaluation of avasimibe in beagle dogs: an ACAT inhibitor with minimal adrenal effects.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20010201

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Tags:166518-60-1 Molecular Formula|166518-60-1 MDL|166518-60-1 SMILES|166518-60-1 Sulfamic acid, N-[2-[2,4,6-tris(1-methylethyl)phenyl]acetyl]-, 2,6-bis(1-methylethyl)phenyl ester