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bexarotene

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bexarotene

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Also known as LGD1069, Targrexin®, p-(1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)vinyl)benzoic acid, 4-[1-(5,6,7,8,-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphtalenyl)ethenyl]benzoic acid, Bexaroten, 4-[1-(3,5,5,8,8-pentamethyltetralin-2-yl)ethenyl]benzoic acid, Bexaroteno, P-(1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)vinyl)benzoic acid

Bexarotene, sold under the brand Targretin, is an antineoplastic (anti-cancer) agent used for the treatment of cutaneous T cell lymphoma (CTCL). It is a third-generation retinoid.

Chemical data

Formula
C24H28O2
Molecular weight
348.5 g/mol
IUPAC name
4-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoic acid
SMILES
CC1=CC2=C(C=C1C(=C)C3=CC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C
InChIKey
NAVMQTYZDKMPEU-UHFFFAOYSA-N
XLogP
7.6
Polar surface area
37.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1999
Admin. routes
oral, topical
Indications
non-small cell lung carcinoma, acute myeloid leukemia, alopecia areata, Cutaneous T-cell lymphoma

via ChEMBL · EBI

Research

1,019 papers

via PubMed

Wikidata facts

Subclass of
retinoid
Mass
348.209
Has use
medication
Show 6 more facts
Commons category
Bexarotene
chemical formula
C₂₄H₂₈O₂
canonical SMILES
CC1=CC2=C(C=C1C(=C)C3=CC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C
World Health Organisation international non-proprietary name
bexarotene
medical condition treated
mycosis fungoides
legal status (medicine)
boxed warning
Sources (5)

via Wikidata · CC0

~4 min read

Encyclopedic overview

9 sections
Contents
  • Medical uses
  • Contraindications
  • Adverse effects
  • Interactions
  • Mechanism
  • Physical properties
  • History
  • References
  • External links

Bexarotene, sold under the brand Targretin, is an antineoplastic (anti-cancer) agent used for the treatment of cutaneous T cell lymphoma (CTCL). It is a third-generation retinoid.

It was approved by the U.S. Food and Drug Administration (FDA) in December 1999, and the European Medicines Agency (EMA) in March 2001. It is available as a generic medication.

Excerpted from Wikipedia’s “bexarotene” article, available under the CC BY-SA 4.0 licence.