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Namespace Prefixes

PrefixIRI
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Statements

Subject Item
n2:DB00973
rdf:type
n3:Drug
n3:description
Ezetimibe is an anti-hyperlipidemic medication which is used to lower cholesterol levels. Specifically, it appears to bind to a critical mediator of cholesterol absorption, the Niemann-Pick C1-Like 1 (NPC1L1) protein on the gastrointestinal tract epithelial cells as well as in hepatocytes.
n3:dosage
n27:271B46C6-363D-11E5-9242-09173F13E4C5
n3:generalReferences
# Garcia-Calvo M, Lisnock J, Bull HG, Hawes BE, Burnett DA, Braun MP, Crona JH, Davis HR Jr, Dean DC, Detmers PA, Graziano MP, Hughes M, Macintyre DE, Ogawa A, O'neill KA, Iyer SP, Shevell DE, Smith MM, Tang YS, Makarewicz AM, Ujjainwalla F, Altmann SW, Chapman KT, Thornberry NA: 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. Epub 2005 May 31. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/15928087
n3:group
approved
n3:halfLife
22 hours (both ezetimibe and ezetimibe-glucuronide).
n3:indication
For use as adjunctive therapy to diet for the reduction of elevated total-C, LDL-C, and Apo B in patients with primary (heterozygous familial and non-familial) hypercholesterolemia.
n3:manufacturer
n5:271B46C4-363D-11E5-9242-09173F13E4C5
owl:sameAs
n10:DB00973 n26:DB00973
dcterms:title
Ezetimibe
adms:identifier
n8:Ezetimibe n11:PA10816 n17:46507625 n18:66582-414-31 n20:150311 n21:49040 n22:D01966 n23:132493 n24:DB00973
n3:mechanismOfAction
Ezetimibe localizes and appears to act at the brush border of the small intestine and inhibits the absorption of cholesterol. This leads to a decrease in the delivery of intestinal cholesterol to the liver.
n3:packager
n5:271B46B7-363D-11E5-9242-09173F13E4C5 n5:271B46B8-363D-11E5-9242-09173F13E4C5 n5:271B46B5-363D-11E5-9242-09173F13E4C5 n5:271B46B6-363D-11E5-9242-09173F13E4C5 n5:271B46BF-363D-11E5-9242-09173F13E4C5 n5:271B46C0-363D-11E5-9242-09173F13E4C5 n5:271B46BD-363D-11E5-9242-09173F13E4C5 n5:271B46BE-363D-11E5-9242-09173F13E4C5 n5:271B46BB-363D-11E5-9242-09173F13E4C5 n5:271B46BC-363D-11E5-9242-09173F13E4C5 n5:271B46B9-363D-11E5-9242-09173F13E4C5 n5:271B46BA-363D-11E5-9242-09173F13E4C5 n5:271B46C3-363D-11E5-9242-09173F13E4C5 n5:271B46C1-363D-11E5-9242-09173F13E4C5 n5:271B46C2-363D-11E5-9242-09173F13E4C5
n3:patent
n16:5846966 n16:7030106 n16:2172149
n3:routeOfElimination
78% of the dose is excreted into feces. 11% of the dose is excreted into urine. Ezetimibe was the major component in feces and accounted for 69% of the administered dose, while ezetimibe-glucuronide was the major component in urine and accounted for 9% of the administered dose.
n3:synonym
Ezetimibum Ezetimiba Ezedoc Zetia Ezetrol
n3:toxicity
The most common adverse reactions in the group of patients treated with ezetimibe that led to treatment discontinuation and occurred at a rate greater than placebo were, arthralgia (0.3%), dizziness (0.2%), and gamma-glutamyltransferase increase (0.2%).
n14:hasAHFSCode
n15:24-06-05
n3:foodInteraction
Take without regard to meals.
n3:mixture
n25:271B46B3-363D-11E5-9242-09173F13E4C5 n25:271B46B4-363D-11E5-9242-09173F13E4C5
n3:proteinBinding
>90% bound to human plasma protein
n3:synthesisReference
Venkataraman Sundaram, Srinivasam Rajan, Vaddadi Ramayya, Sunkara Vardhan, Bulusu Subrahmanyam, Cheemalapati Sasikala, "Polymorphs of ezetimibe and process for preparation thereof." U.S. Patent US20050171080, issued August 04, 2005.
foaf:page
n13:ezetimibe.html n28:ezetimibe.htm
n3:IUPAC-Name
n4:271B46CB-363D-11E5-9242-09173F13E4C5
n3:InChI
n4:271B46D1-363D-11E5-9242-09173F13E4C5
n3:Molecular-Formula
n4:271B46D0-363D-11E5-9242-09173F13E4C5
n3:Molecular-Weight
n4:271B46CD-363D-11E5-9242-09173F13E4C5
n3:Monoisotopic-Weight
n4:271B46CE-363D-11E5-9242-09173F13E4C5
n3:SMILES
n4:271B46CF-363D-11E5-9242-09173F13E4C5
n3:Water-Solubility
n4:271B46E1-363D-11E5-9242-09173F13E4C5 n4:271B46C9-363D-11E5-9242-09173F13E4C5
n3:logP
n4:271B46E3-363D-11E5-9242-09173F13E4C5 n4:271B46CA-363D-11E5-9242-09173F13E4C5 n4:271B46C7-363D-11E5-9242-09173F13E4C5
n3:logS
n4:271B46C8-363D-11E5-9242-09173F13E4C5
n14:hasATCCode
n19:C10AX09
n3:H-Bond-Acceptor-Count
n4:271B46D7-363D-11E5-9242-09173F13E4C5
n3:H-Bond-Donor-Count
n4:271B46D8-363D-11E5-9242-09173F13E4C5
n3:InChIKey
n4:271B46D2-363D-11E5-9242-09173F13E4C5
n3:Polar-Surface-Area--PSA-
n4:271B46D3-363D-11E5-9242-09173F13E4C5
n3:Polarizability
n4:271B46D5-363D-11E5-9242-09173F13E4C5
n3:Refractivity
n4:271B46D4-363D-11E5-9242-09173F13E4C5
n3:Rotatable-Bond-Count
n4:271B46D6-363D-11E5-9242-09173F13E4C5
n3:absorption
After oral administration, ezetimibe is absorbed and extensively conjugated to a pharmacologically active phenolic glucuronide (ezetimibe-glucuronide). When a single 10 mg dose of ezetimibe is given to a fasted, male, adult subject, the pharmacokinetic parameters are as follows: Cmax = 3.5 - 5.5 ng/mL; Tmax = 4- 12 hours. The pharmacokinetic parameters for ezetimibe-glucuronide are as follows: Cmax = 45 - 71 ng/mL; Tmax = 1-2 hours. Food has not impact on the extent of absorption of ezetimibe. However, Cmax increases by 38% with a high-fat meal.
n3:affectedOrganism
Humans and other mammals
n3:casRegistryNumber
163222-33-1
n3:category
n3:containedIn
n6:271B46C5-363D-11E5-9242-09173F13E4C5
n3:Bioavailability
n4:271B46DD-363D-11E5-9242-09173F13E4C5
n3:Ghose-Filter
n4:271B46DF-363D-11E5-9242-09173F13E4C5
n3:MDDR-Like-Rule
n4:271B46E0-363D-11E5-9242-09173F13E4C5
n3:Melting-Point
n4:271B46E2-363D-11E5-9242-09173F13E4C5
n3:Number-of-Rings
n4:271B46DC-363D-11E5-9242-09173F13E4C5
n3:Physiological-Charge
n4:271B46DB-363D-11E5-9242-09173F13E4C5
n3:Rule-of-Five
n4:271B46DE-363D-11E5-9242-09173F13E4C5
n3:Traditional-IUPAC-Name
n4:271B46CC-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-acidic-
n4:271B46D9-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-basic-
n4:271B46DA-363D-11E5-9242-09173F13E4C5