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Ezetimibe

Ezetimibe

Product ID E9819
Cas No. 163222-33-1
Purity ≥99%
Product Unit SizeCostQuantityStock
25 mg $63.00 In stock
100 mg $176.40 In stock
250 mg $404.30 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Ezetimibe is an inhibitor of Niemann-Pick-like C1-type 1 (NPC1L1) protein, a cholesterol transport protein, resulting in inhibition of intestinal cholesterol transport and decreases in LDL levels. Ezetimibe exhibits anti-hyperlipidemic, anti-atherosclerotic, anti-diabetic, nephroprotective, and hepatoprotective activities. In hepatocytes, ezetimibe decreases mTORC1 activity and increases autophagy, decreasing free cholesterol in the plasma membrane. In other in vitro models, ezetimibe inhibits expression of intracellular adhesion molecule 1 (ICAM-1) and CD11A/B, phosphorylation of ERK, and activation of NF-κB, decreasing adhesion of THP-1 cells and preventing them from differentiating into macrophage-like cells. In animal models of diabetes, this compound normalizes adiponectin levels, decreases plasma and hepatic lipids, and improves glomerular hypertrophy. Additionally, ezetimibe decreases generation of ROS, downregulates expression of skp2 and CDC20, and inhibits degradation of microsomal triglyceride transfer protein (MTP), improving fibrosis and steatosis in animal models of nonalcoholic fatty liver disease.

Product Info

Cas No.

163222-33-1

Purity

≥99%

Formula

C24H21F2NO3

Formula Wt.

409.43

IUPAC Name

(3R, 4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4- hydroxyphenyl)azetidin-2-one

Melting Point

164-166°C

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

E9819 MSDS PDF

Info Sheet

E9819 Info Sheet PDF

References

Yamamura T, Ohsaki Y, Suzuki M, et al. Inhibition of NPC1L1 by ezetimibe activates autophagy in human hepatocyte and reduces mutant α1-antitrypsin Z deposition. Hepatology. 2013 Nov 9. [Epub ahead of print]. PMID: 24214142.

Wang X, Sugimoto K, Fujisawa T, et al. Novel effect of ezetimibe to inhibit the development of non-alcoholic fatty liver disease in Fatty Liver Shionogi mouse. Hepatol Res. 2014 Jan;44(1):102-13. PMID: 23510093.

Muñoz-Pacheco P, Ortega-Hernández A, Miana M, et al. Ezetimibe inhibits PMA-induced monocyte/macrophage differentiation by altering microRNA expression: a novel anti-atherosclerotic mechanism. Pharmacol Res. 2012 Dec;66(6):536-43. PMID: 22989505.

Phan BA, Dayspring TD, Toth PP. Ezetimibe therapy: mechanism of action and clinical update. Vasc Health Risk Manag. 2012;8:415-27. PMID: 22910633.

Garcia-Calvo M, Lisnock J, Bull HG, et al. The target of ezetimibe is Niemann-Pick C1-Like 1 (NPC1L1). Proc Natl Acad Sci U S A. 2005 Jun 7;102(23):8132-7. PMID: 15928087.

Custom Order

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