Lapaquistat Acetate

For research use only. Not for therapeutic Use.

  • CAT Number: R013101
  • CAS Number: 189060-13-7
  • Molecular Formula: C33H41ClN2O9
  • Molecular Weight: 645.14
  • Purity: ≥95%
Inquiry Now

Lapaquistat acetate(Cat No.:R013101), is a synthetic compound related to the statin class of drugs. Statins are widely used to lower cholesterol levels in the treatment of hypercholesterolemia and the prevention of cardiovascular diseases. Lapaquistat acetate was developed as a cholesterol-lowering medication, specifically targeting the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, which plays a key role in cholesterol synthesis.


Catalog Number R013101
CAS Number 189060-13-7
Synonyms

1-[2-[(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]-4-piperidineacetic Acid; ?(3R-trans)-1-[[1-[3-(acetyloxy)-2,2-dimethylpropyl]-7-chloro-5-(2,3-dimethoxyphenyl)-

Molecular Formula C33H41ClN2O9
Purity ≥95%
Target Squalene Synthase Inhibitor
Storage Store at -20°C
Overview of Clinical Research

Lapaquistat acetate is a squalene synthase inhibitor used to treat hyperlipidaemia. 

IUPAC Name 2-[1-[2-[(3R,5S)-1-(3-acetyloxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-5H-4,1-benzoxazepin-3-yl]acetyl]piperidin-4-yl]acetic acid
InChI 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
InChIKey CMLUGNQVANVZHY-POURPWNDSA-N
SMILES CC(=O)OCC(C)(C)CN1C2=C(C=C(C=C2)Cl)C(OC(C1=O)CC(=O)N3CCC(CC3)CC(=O)O)C4=C(C(=CC=C4)OC)OC
Reference

<br />
1:Lapaquistat acetate: development of a squalene synthase inhibitor for the treatment of hypercholesterolemia. Stein EA, Bays H, O/&#39;Brien D, Pedicano J, Piper E, Spezzi A.Circulation. 2011 May 10;123(18):1974-85. doi: 10.1161/CIRCULATIONAHA.110.975284. Epub 2011 Apr 25. PMID: 21518985 Free Article<br />
2:Squalene synthase inhibitor lapaquistat acetate: could anything be better than statins? Liao JK.Circulation. 2011 May 10;123(18):1925-8. doi: 10.1161/CIRCULATIONAHA.111.028571. Epub 2011 Apr 25. No abstract available. PMID: 21518979 Free PMC Article<br />
3:Lapaquistat acetate, a squalene synthase inhibitor, changes macrophage/lipid-rich coronary plaques of hypercholesterolaemic rabbits into fibrous lesions. Shiomi M, Yamada S, Amano Y, Nishimoto T, Ito T.Br J Pharmacol. 2008 Jul;154(5):949-57. doi: 10.1038/bjp.2008.143. Epub 2008 Apr 21. PMID: 18587443 Free PMC Article<br />
4:Protective effects of a squalene synthase inhibitor, lapaquistat acetate (TAK-475), on statin-induced myotoxicity in guinea pigs. Nishimoto T, Ishikawa E, Anayama H, Hamajyo H, Nagai H, Hirakata M, Tozawa R.Toxicol Appl Pharmacol. 2007 Aug 15;223(1):39-45. Epub 2007 May 24. PMID: 17599378

Request a Quote