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SML1629

Sigma-Aldrich

Ezetimibe

≥98% (HPLC)

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Synonym(s):
(3R,4S)-1-(4-Fluorophenyl)-3-[(S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
Empirical Formula (Hill Notation):
C24H21F2NO3
CAS Number:
Molecular Weight:
409.43
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

solubility

DMF: soluble ≥15 mg/mL
DMSO: soluble ≥15 mg/mL
ethanol: soluble ≥15 mg/mL
methanol: soluble ≥15 mg/mL

storage temp.

2-8°C

SMILES string

FC(C=C1)=CC=C1N([C@H](C2=CC=C(O)C=C2)[C@H]3CC[C@H](O)C4=CC=C(F)C=C4)C3=O

InChI

1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1

InChI key

OLNTVTPDXPETLC-XPWALMASSA-N

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1 of 4

This Item
PHR18661269028SML0268
Ezetimibe ≥98% (HPLC)

SML1629

Ezetimibe

Ezetimibe Pharmaceutical Secondary Standard; Certified Reference Material

PHR1866

Ezetimibe

Ezetimibe United States Pharmacopeia (USP) Reference Standard

1269028

Ezetimibe

AZD1152-HQPA ≥98% (HPLC)

SML0268

AZD1152-HQPA

form

powder

form

powder

form

-

form

powder

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMF: soluble ≥15 mg/mL, ethanol: soluble ≥15 mg/mL, DMSO: soluble ≥15 mg/mL, methanol: soluble ≥15 mg/mL

solubility

-

solubility

-

solubility

DMSO: >15 mg/mL

Biochem/physiol Actions

Ezetimibe inhibits intestinal cholesterol absorption by preventing cholesterol uptake by Niemann-Pick C1 Like 1 (NPC1L1) protein that was found critical for the intestinal absorption of cholesterol. Ezetimibe selectvely blocks cholesterol absorption without inhibiting pancreatic lipolytic enzyme activities in the intestinal lumen.
Ezetimibe is a non statin drug that reduces intestinal cholesterol absorption. In addition, it also has an ability to reduce the risk of cardiovascular events in patients who had had an acute coronary syndrome and whose low-density lipoprotein (LDL) cholesterol values were within guideline recommendations.

Reconstitution

For solubility in aqueous buffer, Ezetimibe should be dissolved in ethanol followed by dilution with the buffer.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Wang, D.Q.
Annual Review of Physiology, 69, 221-248 (2011)
Garcia-Calvo, et al.
Proceedings of the National Academy of Sciences of the USA, 102, 8132-8137 (2005)
Ezetimibe added to statin therapy after acute coronary syndromes.
Cannon C P, et al.
The New England Journal of Medicine, 372(25), 2387-2397 (2015)
Jing Yu et al.
Oxidative medicine and cellular longevity, 2020, 4717258-4717258 (2020-01-31)
Oxidative stress and neuroinflammation play essential roles in ischemic stroke-induced brain injury. Previous studies have reported that Ezetimibe (Eze) exerts antioxidative stress and anti-inflammatory properties in hepatocytes. In the present study, we investigated the effects of Eze on oxidative stress
Wojciech G Garbacz et al.
Molecular pharmacology, 94(4), 1145-1154 (2018-07-27)
Cholesterol is essential for numerous biologic functions and processes, but an excess of intracellular cholesterol can be toxic. Intestinal cholesterol absorption is a major determinant of plasma cholesterol level. The liver X receptor (LXR) is a nuclear receptor known for

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