(3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone

Basic Information

View in Editor

CAS Number

163222-33-1

Molecular Formula

C24H21F2NO3

Molecular Weight

409.43 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

161-170°C

Boiling Point

654.9±55.0 °C at 760 mmHg

Density

1.3±0.1 g/cm3

Flash Point

349.9±31.5 °C

Solubility

Soluble in water (<1 mg/ml at 25 °C), alcohols, DMSO (82 mg/ml at 25 °C), ethanol (82 mg/ml at 25 °C), and methanol.

Specific Rotation

-26.8° (c=1, MeOH)

SMILES

View in Editor

C1=CC(=CC=C1C2C(C(=O)N2C3=CC=C(C=C3)F)CCC(C4=CC=C(C=C4)F)O)O

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

InChIKey

OLNTVTPDXPETLC-XPWALMASSA-N

LogP

4.8883000000000045

Topological Polar Surface Area

60.769999999999996 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

567

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

Tox21_111443
2-Azetidinone, 1-(4-fluorophenyl)-3-(3-(4-fluorophenyl)-3- hydroxypropyl)-4-(4-hydroxyphenyl)-, (3R-(3alpha(S*),4beta))-
3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one
Sch 58235
NEXLIZET COMPONENT EZETIMIBE
(1-(4-fluorophenyl)-(3R)-(3-(4-fluorophenyl)-(3S)-hydroxypropyl)-(4S)-(4-hydroxyphenyl)-2-azetidinone)
Ezetimibe, >=98% (HPLC)
Ezetimibe (Standard)
(-)-Sch 58235
Ezetimibe [USAN]
ezetimibe anhydrate
EZETIMIBE [WHO-DD]
DTXSID1044223
(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-
MK-0653
(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
EX-A795
SCH-58235
Ezetimibe, United States Pharmacopeia (USP) Reference Standard
Ezetimibe [USAN:INN:BAN]
SCH58235
NCGC00263575-01
VYTORIN COMPONENT EZETIMIBE
1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone
2-Azetidinone, 1-(4-fluorophenyl)-3-((3S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)-, (3R,4S)-
UNII-EOR26LQQ24
(3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one
EZETIMIBE [VANDF]
(3R,4S)-1-(p-Fluorophenyl)-3-((3S)-3-(p-fluorophenyl)-3- hydroxypropyl)-4-(p-hydroxyphenyl)-2-azetidinone
CHEBI:49040
H56

MDL Number

MFCD00937872

Customs Code

2934999090

FAQ

What is (3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone (CAS: 163222-33-1)?

This compound, with the CAS number 163222-33-1, is a complex organic molecule characterized by a 2-azetidinone ring substituted with multiple phenyl groups. Its chemical formula is C17H16F2NO4, and it exhibits properties typical of bioactive compounds, including potential solubility in organic solvents and functional groups that may participate in enzymatic reactions. The stereochemistry (3R,4S) and (3S) designations indicate specific spatial arrangements of atoms, which are critical for its biological activity.

What are the main uses of (3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone (CAS: 163222-33-1)?

The compound is primarily used in pharmaceutical research as a potential inhibitor or therapeutic agent, particularly in drug development targeting neurological or oncological disorders. Its unique structure may also find applications in organic synthesis and as a building block for creating more complex molecules. Due to its chemical complexity, it is relevant in academic and industrial studies focused on bioactive compounds and medicinal chemistry.

Is (3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone (CAS: 163222-33-1) safe?

Safety of this compound depends on its handling and exposure conditions. It may have moderate toxicity, necessitating proper protective measures such as gloves, goggles, and ventilation. Safety standards for chemical handling, including OSHA and EPA guidelines, should be followed to minimize risks. Precautions are essential during laboratory work to ensure compliance with chemical safety protocols and to protect human health and the environment.

How should (3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone (CAS: 163222-33-1) be stored?

This compound should be stored in a cool, dry place, away from light, in a sealed container to prevent moisture ingress. Stability is maintained at temperatures below 25°C and humidity levels below 60%. Avoid exposure to air and incompatible materials. Proper storage conditions are crucial to preserve its chemical integrity and ensure safety during handling and transportation.