An internal standard for the quantification of ezetimibe
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Unlabeled Version(s)
16331Ezetimibe
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Ezetimibe-d4

Item No. 25044

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4S)-1-(4-fluorophenyl-2,3,5,6-d4)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone
CAS Number
1093659-89-2
Synonyms
  • Ezetrol-d4
Molecular Formula
C24H17D4F2NO3
Formula Weight
413.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C=C1)=CC=C1[C@@H]2[C@@H](CC[C@H](O)C3=C([2H])C([2H])=C(F)C([2H])=C3[2H])C(N2C4=CC=C(F)C=C4)=O
InChi Code
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/i1D,2D,5D,6D
InChi Key
OLNTVTPDXPETLC-GMASCKFGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $528

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ezetimibe-d4 is intended for use as an internal standard for the quantification of ezetimibe (Item No. 16331) by GC- or LC-MS. Ezetimibe inhibits intestinal cholesterol absorption by preventing cholesterol uptake by the Niemann-Pick C1-like 1 (NPC1L1) protein, a cholesterol transporter located in the apical membrane of enterocytes.1,2 Upon oral administration ezetimibe undergoes rapid glucuronidation in the intestine where its glucuronide binds NPC1L1.1,2 Ezetimibe exhibits ED50 values of 0.0005-0.05 mg/kg in various animal models, selectively blocking cholesterol absorption without inhibiting pancreatic lipolytic enzyme activities in the intestinal lumen, affecting bile acid micelle solubilization of cholesterol, or interfering with the absorption of triglycerides, fatty acids, or bile acids.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, D.Q. Regulation of intestinal cholesterol absorption. Annu. Rev. Physiol. 69, 221-248 (2007).

    2. Garcia-Calvo, M., Lisnock, J., Bull, H.G., et al. The target of ezetimibe is Niemann-Pick C1-like 1 (NPC1L1). Proc. Natl. Acad. Sci. USA 102(23), 8132-8137 (2005).

    3. Sudhop, T., and von Bergmann, K. Cholesterol absorption inhibitors for the treatment of hypercholesterolaemia. Drugs 62(16), 2333-2347 (2002).