Ezetimibe

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H21F2NO3
Molecular Weight	409.4252
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H](CC[C@@H]1[C@H](N(C1=O)C2=CC=C(F)C=C2)C3=CC=C(O)C=C3)C4=CC=C(F)C=C4

InChI

InChIKey=OLNTVTPDXPETLC-XPWALMASSA-N

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

HIDE SMILES / InChI

Molecular Formula	C24H21F2NO3
Molecular Weight	409.4252
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.drugbank.ca/drugs/DB00973
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/ezetimibe.html

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. Ezetimibe is in a class of lipid-lowering compounds that selectively inhibits the intestinal absorption of cholesterol and related phytosterols. Ezetimibe, administered alone is indicated 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. It is also used in combination therapy with HMG-CoA reductase inhibitors. Ezetimibe has a mechanism of action that differs from those of other classes of cholesterol-reducing compounds (HMG-CoA reductase inhibitors, bile acid sequestrants, fibric acid derivatives, and plant stanols). Ezetimibe does not inhibit cholesterol synthesis in the liver, or increase bile acid excretion but instead localizes and appears to act at the brush border of the small intestine and inhibits the absorption of cholesterol, leading to a decrease in the delivery of intestinal cholesterol to the liver. This causes a reduction of hepatic cholesterol stores and an increase in clearance of cholesterol from the blood; this distinct mechanism is complementary to that of HMG-CoA reductase inhibitors.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Niemann-Pick C1-like protein 1 2 Target ID: CHEMBL2027 Sources: http://www.drugbank.ca/drugs/DB00973	Inhibitor 8297
Acyl coenzyme A:cholesterol acyltransferase 1 15 Target ID: CHEMBL2782 Sources: http://www.drugbank.ca/drugs/DB00973	Inhibitor 8297
Niemann-Pick C1-like protein 1 2 Target ID: CHEMBL5161 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18063367	Inhibitor 8297	200.0 nM [Ki]
Leishmania amazonensis 8 Target ID: CHEMBL612877 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27600041	Inhibitor 8297	30.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Hyperlipidemia 80 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/021445Orig1s037lbl.pdf	Primary	Approved 8429	ZETIA Approved Use Ezetimibe, administered alone, is indicated as adjunctive therapy to diet for the reduction of elevated total cholesterol (total-C), low-density lipoprotein cholesterol (LDL-C), apolipoprotein B (Apo B), and non-high-density lipoprotein cholesterol (non-HDL-C) in patients with primary (heterozygous familial and non-familial) hyperlipidemia. Launch Date 1.03541762E12
Homozygous familial hypercholesterolemia 3 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/021445Orig1s037lbl.pdf	Primary	Approved 8429	ZETIA Approved Use Homozygous Familial Hypercholesterolemia (HoFH) The combination of Ezetimibe and atorvastatin or simvastatin is indicated for the reduction of elevated total-C and LDL-C levels in patients with HoFH, as an adjunct to other lipid-lowering treatments (e.g., LDL apheresis) or if such treatments are unavailable. Launch Date 1.03541762E12
Homozygous familial sitosterolemia 1 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/021445Orig1s037lbl.pdf	Primary	Approved 8429	ZETIA Approved Use Ezetimibe is indicated as adjunctive therapy to diet for the reduction of elevated sitosterol and campesterol levels in patients with homozygous familial sitosterolemia. Launch Date 1.03541762E12

C_max

Value	Dose	Analyte	Population
64.2 ng/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/15871634	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	EZETIMIBE unknown	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
70.1 ng/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/15871634	10 mg 1 times / day multiple, oral dose: 10 mg route of administration: Oral experiment type: MULTIPLE co-administered:	EZETIMIBE unknown	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
3.4 ng/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21445lbl.pdf	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:	EZETIMIBE unknown	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
726 ng × h/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/15871634	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:		EZETIMIBE unknown	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
743 ng × h/mL REVIEW https://www.ncbi.nlm.nih.gov/pubmed/15871634	10 mg 1 times / day multiple, oral dose: 10 mg route of administration: Oral experiment type: MULTIPLE co-administered:		EZETIMIBE unknown	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
10% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21445lbl.pdf	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:		EZETIMIBE unknown	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/33644733	unhealthy, 57 years n = 1 Health Status: unhealthy Age Group: 57 years Sex: M Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/33644733	Disc. AE: Liver injury... AEs leading to discontinuation/dose reduction: Liver injury Sources: https://pubmed.ncbi.nlm.nih.gov/33644733
10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT00867165	unhealthy, children n = 92 Health Status: unhealthy Condition: Primary hypercholesterolemia Age Group: children Population Size: 92 Sources: https://clinicaltrials.gov/ct2/show/NCT00867165	Other AEs: Epilepsy congenital, Appendicitis... Other AEs: Epilepsy congenital (serious, 1 patient) Appendicitis (serious, 1 patient) Upper respiratory tract infection (below serious, 7 patients) Sources: https://clinicaltrials.gov/ct2/show/NCT00867165
50 mg 1 times / day multiple, oral Highest studied dose Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21445lbl.pdf	unhealthy n = 15 Health Status: unhealthy Population Size: 15 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21445lbl.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2002/21445lbl.pdf
10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT01611883	unhealthy n = 75 Health Status: unhealthy Condition: Type 2 Diabetes Population Size: 75 Sources: https://clinicaltrials.gov/ct2/show/NCT01611883	Other AEs: Cataract, Abdominal pain upper... Other AEs: Cataract (serious, 1 patient) Abdominal pain upper (serious, 1 patient) Type 2 diabetes mellitus (below serious, 7 patients) Sources: https://clinicaltrials.gov/ct2/show/NCT01611883

AEs

AE	Significance	Dose	Population
Liver injury	Disc. AE	10 mg 1 times / day steady, oral Recommended Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/33644733	unhealthy, 57 years n = 1 Health Status: unhealthy Age Group: 57 years Sex: M Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/33644733
Upper respiratory tract infection	below serious, 7 patients	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT00867165	unhealthy, children n = 92 Health Status: unhealthy Condition: Primary hypercholesterolemia Age Group: children Population Size: 92 Sources: https://clinicaltrials.gov/ct2/show/NCT00867165
Appendicitis	serious, 1 patient	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT00867165	unhealthy, children n = 92 Health Status: unhealthy Condition: Primary hypercholesterolemia Age Group: children Population Size: 92 Sources: https://clinicaltrials.gov/ct2/show/NCT00867165
Epilepsy congenital	serious, 1 patient	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT00867165	unhealthy, children n = 92 Health Status: unhealthy Condition: Primary hypercholesterolemia Age Group: children Population Size: 92 Sources: https://clinicaltrials.gov/ct2/show/NCT00867165
Type 2 diabetes mellitus	below serious, 7 patients	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT01611883	unhealthy n = 75 Health Status: unhealthy Condition: Type 2 Diabetes Population Size: 75 Sources: https://clinicaltrials.gov/ct2/show/NCT01611883
Abdominal pain upper	serious, 1 patient	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT01611883	unhealthy n = 75 Health Status: unhealthy Condition: Type 2 Diabetes Population Size: 75 Sources: https://clinicaltrials.gov/ct2/show/NCT01611883
Cataract	serious, 1 patient	10 mg 1 times / day steady, oral Dose: 10 mg, 1 times / day Route: oral Route: steady Dose: 10 mg, 1 times / day Sources: https://clinicaltrials.gov/ct2/show/NCT01611883	unhealthy n = 75 Health Status: unhealthy Condition: Type 2 Diabetes Population Size: 75 Sources: https://clinicaltrials.gov/ct2/show/NCT01611883

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587 inducer 781		inhibitor 1852 inducer 97	inhibitor 1612

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP3A 214 P-gp 1461 CYP1A2 1524 CYP2C8/9 44 BCRP 699 OATP1B1 788	CYP 270 P-gp 1537 UGT1A1 418 UGT1A3 422 UGT2B15 203 MRP2 205	CYP1A2 701 CYP2C8/9 1

Drug as perpetrator

Target	Modality	Activity	Clinical evidence
CYP1A2 1692	inducer 1573 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP1A2 1692	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP2C8/9 44	inducer 1573 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP2C8/9 44	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP2D6 1891	inducer 1573 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP2D6 1891	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP3A4 1925	inducer 1573 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP3A4 1925	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0	not significant	unlikely (co-administration study) Comment: administered using cocktail approach: caffeine, tolbutamide, dextromethorphan, IV midazolam, and dapsone Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=19 Page: 19.0
CYP3A 298	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes [IC50 0.25 uM]
OATP1B1 803	inhibitor 3277 Sources: https://dmd.aspetjournals.org/content/dmd/44/3/398.full.pdf#page=11 Page: 11.0	yes [IC50 2.2 uM]	unlikely Comment: page 8: R-value extrapolation indicate potential for DDI as unlikely Sources: https://dmd.aspetjournals.org/content/dmd/44/3/398.full.pdf#page=11 Page: 11.0
BCRP 773	inhibitor 3277 Sources: https://dmd.aspetjournals.org/content/dmd/44/3/398.full.pdf#page=11 Page: 11.0	yes [IC50 2.9 uM]
P-gp 1650	inhibitor 3277 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes [IC50 24 uM]

Drug as victim

Target	Modality	Activity
CYP 270	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	no
MRP2 205	substrate 3367 Sources: https://pubmed.ncbi.nlm.nih.gov/17828742/	yes
P-gp 1537	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes
UGT1A1 418	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes
UGT1A3 422	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes
UGT2B15 203	substrate 3367 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2002/21445_Zetia_biopharmr_P1.pdf#page=18 Page: 18.0	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 1647	inhibitor 1626 Sources: https://www.ema.europa.eu/en/documents/assessment-report/nustendi-epar-public-assessment-report_en.pdf#page=31 Page: 31.0

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:49040	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:49040
ChemicalBook	CB7380787	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7380787
MolPort	MolPort-005-938-627	https://www.molport.com/shop/molecule-link/MolPort-005-938-627
Selleck Chemicals	Ezetimibe(Zetia)	http://www.selleckchem.com/products/Ezetimibe(Zetia).html
ZINC	ZINC000003810860	http://zinc15.docking.org/substances/ZINC000003810860
eMolecules	2736798	https://www.emolecules.com/cgi-bin/more?vid=2736798

PubMed

Title	Date	PubMed
Molecule of the month. Ezetimibe.	2001 Apr	12819822
[Combination therapy of hypercholesterolemia].	2002	12462803
Cholesterol absorption inhibitors for the treatment of hypercholesterolaemia.	2002	12396226
[Antilipemic agents in combined therapy].	2002 Aug 25	12422650
Management of dyslipidemia in the high-risk patient.	2002 Dec	12486415
Atherosclerosis: cell biology and lipoproteins: cholesterol absorption inhibitors: gateway therapy for hypercholesterolaemia.	2002 Dec	12441896
Ezetimibe coadministered with simvastatin in patients with primary hypercholesterolemia.	2002 Dec 18	12505224
[Ezetimib. A new cholesterol absorption inhibitor].	2002 Jul	12148235
New cholesterol guidelines, new treatment challenges.	2002 Jul	12126219
Ezetimibe.	2002 Nov	12437505
Inhibition of cholesterol absorption by SCH 58053 in the mouse is not mediated via changes in the expression of mRNA for ABCA1, ABCG5, or ABCG8 in the enterocyte.	2002 Nov	12401885
Efficacy and safety of a potent new selective cholesterol absorption inhibitor, ezetimibe, in patients with primary hypercholesterolemia.	2002 Nov 15	12423709
Efficacy and safety of ezetimibe added to ongoing statin therapy for treatment of patients with primary hypercholesterolemia.	2002 Nov 15	12423708
[Cholesterol resorption inhibition prevents high statin doses. Lipid lowering in double-pack].	2002 Nov 28	12532550
New drugs for treating lipid abnormalities.	2002 Nov-Dec	12441009
Gateways to clinical trials.	2002 Oct	12500432
Ezetimibe in hypercholesterolaemia.	2002 Oct	12425372
Inhibition of intestinal cholesterol absorption by ezetimibe in humans.	2002 Oct 8	12370217
Promising therapies for cholesterol reduction.	2002 Sep	12369337
Pharmacodynamic interaction between the new selective cholesterol absorption inhibitor ezetimibe and simvastatin.	2002 Sep	12236852
[Statins plus cholesterol resorption inhibitor. LDL goal values attainable].	2002 Sep 19	12395708
Ezetimibe.	2003 Apr	12743640
Ezetimibe potently inhibits cholesterol absorption but does not affect acute hepatic or intestinal cholesterol synthesis in rats.	2003 Apr	12721101
Effects of ezetimibe, a new cholesterol absorption inhibitor, on plasma lipids in patients with primary hypercholesterolemia.	2003 Apr	12713767
Efficacy and safety of ezetimibe coadministered with pravastatin in patients with primary hypercholesterolemia: a prospective, randomized, double-blind trial.	2003 Apr	12713766
Combined lipid lowering drug therapy for the effective treatment of hypercholesterolaemia.	2003 Apr	12713763
New drug joins cholesterol-fighting arsenal.	2003 Apr	12660603
Fresh from the pipeline. Ezetimibe.	2003 Feb	12572539
A novel therapeutic approach to dyslipidemia.	2003 Jan	12572626
[Lowering cholesterol becomes easier. Combining instead of increasing dosage].	2003 Jan 23	12619241
Perspectives in cholesterol-lowering therapy: the role of ezetimibe, a new selective inhibitor of intestinal cholesterol absorption.	2003 Jul 1	12835406
Ezetimibe added to ongoing statin therapy reduced LDL cholesterol in primary hypercholesterolemia.	2003 Jul-Aug	12841712
Evaluation of the efficacy, safety, and tolerability of ezetimibe in primary hypercholesterolaemia: a pooled analysis from two controlled phase III clinical studies.	2003 Jun	12846338
Sterol absorption by the small intestine.	2003 Jun	12840653
Cholesterol absorption inhibitors: defining new options in lipid management.	2003 Jun	12839042
Ezetimibe for management of hypercholesterolemia.	2003 Jun	12773075
Combination lipid-lowering therapy in diabetes.	2003 Jun	12762976
What future for combination therapies?	2003 Mar	12793597
New cholesterol-lowering drug makes its mark.	2003 Mar	12703463
Zetia (ezetimibe).	2003 Mar-Apr	12671344
Gateways to clinical trials.	2003 May	12808477
Three new drugs for hyperlipidemia.	2003 May	12802842
52nd Annual Scientific Session of the American College of Cardiology, Chicago, March 30-April 2, 2003.	2003 May	12800468
Statins, super-statins and cholesterol absorption inhibitors.	2003 May	12789600
Treating dyslipidemic patients with lipid-modifying and combination therapies.	2003 May	12741437
Familial hypercholesterolemia--improving treatment and meeting guidelines.	2003 May	12727001
[Controlling LDL cholesterol from 2 sides. "I have never seen such low LDL values"].	2003 May 15	12822234
New lipid-lowering combo proves successful.	2003 May 20	12756195
Effect of ezetimibe coadministered with atorvastatin in 628 patients with primary hypercholesterolemia: a prospective, randomized, double-blind trial.	2003 May 20	12719279
[Coronary disease prevention: only the inhibition of inflammation is important. Why lower lipids, too?].	2003 May 22	12845862

Patents

Sample Use Guides

In Vivo Use Guide

10 mg orally once a day

Route of Administration: Oral

In Vitro Use Guide

10uM/L ezetimibe treatment of Huh7 hepatocytes significantly decreased PA-induced fat accumulation and increased PA-reduced mRNA and protein expression involved in autophagy

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:57:43 UTC 2023` Edited by `admin` on `Fri Dec 15 15:57:43 UTC 2023`
Record UNII	EOR26LQQ24
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Ezetimibe

Official Name

English

EZETIMIBE [USP MONOGRAPH]

Common Name

English

EZETIMIBE [JAN]

Common Name

English

EZETIMIBE [USAN]

Common Name

English

EZETIMIBE [USP-RS]

Common Name

English

EZETIMIBE [VANDF]

Common Name

English

SCH-58235

Code

English

SCH58235

Code

English

ROSZET COMPONENT EZETIMIBE

Brand Name

English

EZETIMIBE [MI]

Common Name

English

EZETIMIBE COMPONENT OF VYTORIN

Brand Name

English

NEXLIZET COMPONENT EZETIMIBE

Brand Name

English

NSC-758923

Code

English

EZETIMIBE [ORANGE BOOK]

Common Name

English

EZETIMIBE COMPONENT OF NEXLIZET

Brand Name

English

EZETIMIBE [MART.]

Common Name

English

VYTORIN COMPONENT EZETIMIBE

Brand Name

English

ZETIA

Brand Name

English

(3R,4S)-1-(P-FLUOROPHENYL)-3-((3S)-3-(P-FLUOROPHENYL)-3-HYDROXYPROPYL)-4-(P-HYDROXYPHENYL)-2-AZETIDINONE

Systematic Name

English

EZETROL

Brand Name

English

MK0653

Code

English

EZETIMIBE COMPONENT OF ROSZET

Brand Name

English

EZETIMIBE [HSDB]

Common Name

English

Ezetimibe [WHO-DD]

Common Name

English

2-AZETIDINONE, 1-(4-FLUOROPHENYL)-3-(3-(4-FLUOROPHENYL)-3-HYDROXYPROPYL)-4-(4-HYDROXYPHENYL)-, (3R-(3.ALPHA.(S*),4.BETA.))-

Systematic Name

English

K-924 component Ezetimibe

Common Name

English

ezetimibe [INN]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000008553