CAS 189060-13-7

LAPAQUISTAT

Description:

Lapaquistat, identified by its CAS number 189060-13-7, is a chemical compound that functions primarily as a pharmacological agent. It is known for its role as a selective inhibitor of the enzyme acyl-CoA:cholesterol acyltransferase (ACAT), which is involved in cholesterol metabolism. This inhibition can lead to a reduction in cholesterol absorption and may have implications for treating conditions related to dyslipidemia and cardiovascular diseases. Lapaquistat is characterized by its specific molecular structure, which contributes to its biological activity and selectivity. The compound has undergone various studies to evaluate its efficacy and safety profile in clinical settings. As with many pharmaceutical agents, its use may be associated with potential side effects, and its pharmacokinetics, including absorption, distribution, metabolism, and excretion, are critical for understanding its therapeutic potential. Overall, Lapaquistat represents a significant area of interest in the development of cholesterol-lowering therapies.

Formula: C₃₃H₄₁ClN₂O₉

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

InChI key: InChIKey=CMLUGNQVANVZHY-POURPWNDSA-N

SMILES: O(C)C1=C([C@@H]2C=3C(N(CC(COC(C)=O)(C)C)C(=O)[C@@H](CC(=O)N4CCC(CC(O)=O)CC4)O2)=CC=C(Cl)C3)C=CC=C1OC

Synonyms:

• 1-((1-(3-Acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2\r\n,3,5-tetrahydro-4,1-benzoxazepin-3-yl)acetyl)piperidine-4-acetic acid
• 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
• 2-(1-(2-((3R,5S)-1-(3-Acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3- dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydrobenzo(e)(1,4)oxazepin-3- yl)acetyl)piperidin-4-yl)acetic acid
• 4-Piperidineacetic acid, 1-(((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, 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, 1-[[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]-, (3R-trans)-
• Lapaquistat acetate
• Lapaquistat acetate [USAN]
• Tak 475
• Unii-Iuh3Ay74O3
• Lapaquistat Acetate (TAK-475)
• 1-[[(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
• CS-1400
• LAPAQUISTAT
• 2-[1-[2-[1-(3-Acetoxy-2,2-diMethylpropyl)-7-chloro-5(S)-(2,3-diMethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3(R)-yl]acetyl]piperidin-4-yl]acetic acid

2-(1-(2-((3R,5S)-1-(3-Acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydrobenzo[e][1,4]oxazepin-3-yl)acetyl)piperidin-4-yl)acetic acid

CAS: 189060-13-7

2-(1-(2-((3R,5S)-1-(3-Acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydrobenzo[e][1,4]oxazepin-3-yl)acetyl)piperidin-4-yl)acetic acid

Purity: 98%

Molecular weight: 645.15g/mol

Ref: 54-OR1062987

Lapaquistat Acetate

Controlled Product

CAS: 189060-13-7

Applications A novel squalene synthase inhibitor. Lapaquistat acetate decreased plasma cholesterol and triglyceride levels, by lowering lipoproteins containing apoB100. Treatment with Lapaquistat acetate increased collagen concentration and transformed coronary plaques into fibromuscular plaques. Lapaquistat acetate also suppressed the expression of matrix metalloproteinase-1 and plasminogen activator inhibitor-1 in the plaque and increased peripheral coenzyme Q10 levels.Antiarteriosclerotics.
References Amano, Y., et al.: Eur. J. Pharmacol., 466, 155 ( 2003), Hiyoshi, H., et al.: J. Lipid Res., 44, 128 (2003), Miki, T., et al.: J. Med. Chem., 45, 4571 (2002), Shiomi, M., et al.: Atherosclerosis, 178, 287 (2005),

Formula: C₃₃H₄₁ClN₂O₉

Color and Shape: Neat

Molecular weight: 645.14

Ref: TR-L175500

Lapaquistat acetate

CAS: 189060-13-7

LAPAQ is a hydroxyl-containing fatty acid that is synthesized by the liver and is used as a co-therapy for lowering low-density lipoprotein cholesterol. LAPAQ has been shown to have a chemical stability that is 8 times higher than that of other drugs, which may be due to its ester linkages. This drug also has anti-inflammatory properties, which are due to its ability to inhibit the production of high-sensitivity c-reactive protein (hsCRP). LAPAQ inhibits the activity of 3 enzymes involved in cholesterol synthesis, including 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMG CoA reductase), acetyl coenzyme A cholesterol acyltransferase (ACAT), and lysophospholipid acyltransferase. It also inhibits the transcriptional regulation of low density lipoprotein cholesterols.

Formula: C₃₃H₄₁ClN₂O₉

Purity: Min. 95%

Molecular weight: 645.14 g/mol

Ref: 3D-PHA06013

Lapaquistat acetate

CAS: 189060-13-7

Lapaquistat acetate (TAK-475) is a squalene synthase inhibitor that reduces the cytotoxicity induced by statins in human skeletal muscle cells.

Formula: C₃₃H₄₁ClN₂O₉

Purity: 99.38% - 99.94%

Color and Shape: Solid

Molecular weight: 645.14

Ref: TM-T15709