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Ezetimibe chemical structure, C24H21F2NO3, CAS 163222-33-1
2D chemical structure

Key facts

What buyers check first

CAS number
163222-33-1
Formula
C24H21F2NO3
Appearance
White solid
Melting point
164 to 166
HS code
294190
Category
Cardiovascular and metabolic drugs
Illustrative photo, fine white powder in a clear glass bottle on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Ezetimibe?

Plain description, key identifiers and synonyms

Ezetimibe is a beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and 4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer). It has a role as an antimetabolite, an antilipemic drug and an anticholesteremic drug. It is a beta-lactam, an organofluorine compound and a member of azetidines.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
CAS number
163222-33-1 CAS number cross-checked
EC number
682-606-0
Molecular formula
C24H21F2NO3
UNII
EOR26LQQ24
MDL number
MFCD00937872
InChIKey
OLNTVTPDXPETLC-XPWALMASSA-N
InChI
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
Canonical SMILES
O=C1C(CCC(O)c2ccc(F)cc2)C(c2ccc(O)cc2)N1c1ccc(F)cc1
Isomeric SMILES
C1=CC(=CC=C1[C@@H]2[C@H](C(=O)N2C3=CC=C(C=C3)F)CC[C@@H](C4=CC=C(C=C4)F)O)O

Synonyms

  • Zetia
  • Ezetrol
  • Ezedoc
  • (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
  • Sch 58235
  • ezetimiba
  • ezetimibum
  • 2-Azetidinone, 1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-, (3R,4S)-
  • ezetimib
  • Roszet component ezetimibe
  • Vytorin component ezetimibe
  • Nexlizet component ezetimibe
  • 1-(4-fluorophenyl)-3(R)-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4(S)-(4-hydroxyphenyl)-2-azetidinone
  • 2-Azetidinone, 1-(4-fluorophenyl)-3-((3S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)-, (3R,4S)-
  • 2-Azetidinone, 1-(4-fluorophenyl)-3-(3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)-, (3R-(3alpha(S*),4beta))-
  • (3R,4S)-1-(4-Fluorophenyl)-3-((3S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one
  • 1-(4-fluorophenyl)-3(R)-(3-(4-fluorophenyl)-3(S)-hydroxypropyl)-4(S)-(4-hydroxyphenyl)-2-azetidinone
  • 58235, SCH
  • (1-(4-fluorophenyl)-(3R)-(3-(4-fluorophenyl)-(3S)-hydroxypropyl)-(4S)-(4-hydroxyphenyl)-2-azetidinone)
  • (3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one
  • Ezetimibe (Standard)
  • Ezetimibe (JAN/USP/INN)
  • (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxy-propyl]-4-(4-hydroxyphenyl)azetidin-2-one
  • (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyp henyl)-2-Azetidinone
  • Ezetimibe (usp monograph)
Show all 33 synonyms
  • Zient
  • (-)-Sch 58235
  • (3~{R},4~{S})-1-(4-fluorophenyl)-3-[(3~{S})-3-(4-fluorophenyl)-3-oxidanyl-propyl]-4-(4-hydroxyphenyl)azetidin-2-one
  • Zetia (TN)
  • Ezetimibe)
  • ezetimibe anhydrate
  • Ezetim
  • Ezetimibe (Zetia)?

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
White solidexp.
Melting point
164 to 166exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
409.43 g/molcalc.
Exact mass
409.149 Dacalc.
LogP (octanol/water)
4.89calc.
Topological polar surface area
60.77 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
6calc.
Heavy atoms
30calc.
Rings
4calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.21calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1C(CCCc2ccccc2)C(c2ccccc2)N1c1ccccc1

O=C1C(CCCc2ccccc2)C(c2ccccc2)N1c1ccccc1

4 rings, 26 atoms.

55 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (3)
  • P273Avoid release to the environment.
  • P391Collect spillage.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Ezetimibe suppliers

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Where suppliers are based

147 suppliers in 18 countries

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Ezetimibe price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Therapeutic category: Antilipemic.

So far only one cholesterol absorption inhibitor has reached the market: Ezetimibe. Although the detailed mechanism of action is not yet quite clear, (Ezetimibe) inhibits the intestinal absorption of cholesterol and as a consequence lowers total plasma cholesterol.

Pharmacological actions

  • Anticholesteremic Agents

Roles

  • anticholesteremic drug
  • antilipemic drug
  • antimetabolite
  • pharmaceutical

Pharmacology

Ezetimibe is a Dietary Cholesterol Absorption Inhibitor. The physiologic effect of ezetimibe is by means of Decreased Cholesterol Absorption.

How it is made

Preparation: S.B. Rosenblum et al., WO 9508532, eidem US 5767115 (1995, 1998 both to Schering)

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Ezetimibe is traded under.

HS 2941.90Indicative HS code

Antibiotics, other

World exports in 2024
$6.39B
+2.3% vs 2023, imports $6.97B
2019 to 2024
Top exporters
  1. China39.7%
  2. United States11.3%
  3. Switzerland * partner reported10.9%
Top importers
  1. Italy15.0%
  2. India * partner reported12.0%
  3. China8.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Ezetimibe is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Ezetimibe, based on the data on this page

What is Ezetimibe?

Ezetimibe is a beta-lactam that is azetidin-2-one which is substituted at 1, 3, and 4 by p-fluorophenyl, 3-(p-fluorophenyl)-3-hydroxypropyl, and 4-hydroxyphenyl groups, respectively (the 3R,3'S,4S enantiomer). It has a role as an antimetabolite, an antilipemic drug and an anticholesteremic drug.

What is the CAS number of Ezetimibe?

The CAS registry number of Ezetimibe is 163222-33-1.

What is the molecular formula and weight of Ezetimibe?

The molecular formula of Ezetimibe is C24H21F2NO3 and its molar mass is 409.43 g/mol.

What is Ezetimibe used for?

Therapeutic category: Antilipemic. So far only one cholesterol absorption inhibitor has reached the market: Ezetimibe. Although the detailed mechanism of action is not yet quite clear, (Ezetimibe) inhibits the intestinal absorption of cholesterol and as a consequence lowers total plasma cholesterol.

Is Ezetimibe hazardous?

Ezetimibe carries the GHS signal word "Warning". Main hazards: very toxic to aquatic life with long lasting effects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Ezetimibe?

Ezetimibe is usually classified under HS code 294190 (Antibiotics, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Ezetimibe?

CompoundList lists 147 suppliers of Ezetimibe in China, United States, India, Germany and 14 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Ezetimibe in India?

27 suppliers in India list Ezetimibe on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Ezetimibe?

Suppliers quote Ezetimibe on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Ezetimibe

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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