U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C24H28O2
Molecular Weight 348.4788
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEXAROTENE

SMILES

Cc1cc2c(cc1C(=C)c3ccc(cc3)C(=O)O)C(C)(C)CCC2(C)C

InChI

InChIKey=NAVMQTYZDKMPEU-UHFFFAOYSA-N
InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)

HIDE SMILES / InChI
Molecular Formula C24H28O2
Molecular Weight 348.4788
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15056048

Bexarotene (Targretin) is an antineoplastic agent indicated by the FDA for Cutaneous T cell lymphoma. It has been used off-label for lung cancer, breast cancer, and Kaposi's sarcoma. Bexarotene is a member of a subclass of retinoids that selectively activate retinoid X receptors (RXRs). These retinoid receptors have biologic activity distinct from that of retinoic acid receptors (RARs). Bexarotene selectively binds and activates retinoid X receptor subtypes (RXRa, RXRb, RXRg). RXRs can form heterodimers with various receptor partners such as retinoic acid receptors (RARs), vitamin D receptor, thyroid receptor, and peroxisome proliferator activator receptors (PPARs). Once activated, these receptors function as transcription factors that regulate the expression of genes that control cellular differentiation and proliferation. Bexarotene inhibits the growth in vitro of some tumor cell lines of hematopoietic and squamous cell origin. It also induces tumor regression in vivo in some animal models. The exact mechanism of action of bexarotene in the treatment of cutaneous T-cell lymphoma (CTCL) is unknown.

CNS Activity

Originator

Approval Year

1999
152
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2470
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8043
TARGRETIN

Approved Use

TARGRETIN® (bexarotene) Capsules are indicated for the treatment of cutaneous manifestations of cutaneous T-cell lymphoma in patients who are refractory to at least one prior systemic therapy. TARGRETIN (bexarotene) is a retinoid indicated for the treatment of cutaneous manifestations of cutaneous T-cell lymphoma in patients who are refractory to at least one prior systemic therapy. (1)

Launch Date

9.4642563E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
652.44 ng/mL
EXPERIMENT
https://www.researchgate.net/publication/286658511_Pharmacokinetics_of_bexarotene_soft_capsules_in_patients_with_relapsed_or_refractory_cutaneous_T-cell_lymphoma
300 mg/m² 1 times / day multiple, oral
dose: 300 mg/m²
route of administration: Oral
experiment type: MULTIPLE
co-administered:
BEXAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
2133.34 ng × h/mL
EXPERIMENT
https://www.researchgate.net/publication/286658511_Pharmacokinetics_of_bexarotene_soft_capsules_in_patients_with_relapsed_or_refractory_cutaneous_T-cell_lymphoma
300 mg/m² 1 times / day multiple, oral
dose: 300 mg/m²
route of administration: Oral
experiment type: MULTIPLE
co-administered:
BEXAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.18 h
EXPERIMENT
https://www.researchgate.net/publication/286658511_Pharmacokinetics_of_bexarotene_soft_capsules_in_patients_with_relapsed_or_refractory_cutaneous_T-cell_lymphoma
300 mg/m² 1 times / day multiple, oral
dose: 300 mg/m²
route of administration: Oral
experiment type: MULTIPLE
co-administered:
BEXAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
500 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 500 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 500 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1003
unhealthy, 56
n = 45
Health Status: unhealthy
Condition: Breast Cancer
Age Group: 56
Sex: F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1003
Disc. AE: Granulocytopenia...
AEs leading to
discontinuation/dose reduction:
Granulocytopenia (severe, 2.2%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1003
500 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 500 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 500 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
unhealthy, 56
n = 45
Health Status: unhealthy
Condition: Breast Cancer
Age Group: 56
Sex: F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
Disc. AE: Erythema, Triglyceride increased...
AEs leading to
discontinuation/dose reduction:
Erythema (grade 2, 2.2%)
Triglyceride increased (grade 2, 2.2%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
400 mg/m2 1 times / day multiple, oral
MTD
Dose: 400 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 400 mg/m2, 1 times / day
Co-administed with::
Vinorelbine, i.v(15-30 mg/m2; once in 2 weeks)
cisplatin, i.v(100 mg/m2; once in 6 weeks)
Sources:
https://pubmed.ncbi.nlm.nih.gov/11352954
Page: p.2629, 2632
unhealthy, 59
n = 28
Health Status: unhealthy
Condition: Non-small-cell lung cancer
Age Group: 59
Sex: M+F
Population Size: 28
Sources:
https://pubmed.ncbi.nlm.nih.gov/11352954
Page: p.2629, 2632
DLT: Pancreatitis...
Dose limiting toxicities:
Pancreatitis (grade 2, 3.57%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/11352954
Page: p.2629, 2632
1000 mg/m2 1 times / day multiple, oral
Highest studied dose
Dose: 1000 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 1000 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
unhealthy
n = 6
Health Status: unhealthy
Condition: Cancer
Sex: M+F
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
DLT: Transaminitis, Hyperbilirubinemia...
Dose limiting toxicities:
Transaminitis (grade 3, 16.7%)
Hyperbilirubinemia (grade 3, 16.7%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Disc. AE: Birth defects, Hyperlipidemia...
AEs leading to
discontinuation/dose reduction:
Birth defects
Hyperlipidemia
Pancreatitis
Hepatotoxicity
Cholestasis
Hepatic failure
Hypothyroidism
Neutropenia
Photosensitivity
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
AEs

AEs

AESignificanceDosePopulation
Granulocytopenia severe, 2.2%
Disc. AE
500 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 500 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 500 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1003
unhealthy, 56
n = 45
Health Status: unhealthy
Condition: Breast Cancer
Age Group: 56
Sex: F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1003
Erythema grade 2, 2.2%
Disc. AE
500 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 500 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 500 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
unhealthy, 56
n = 45
Health Status: unhealthy
Condition: Breast Cancer
Age Group: 56
Sex: F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
Triglyceride increased grade 2, 2.2%
Disc. AE
500 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 500 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 500 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
unhealthy, 56
n = 45
Health Status: unhealthy
Condition: Breast Cancer
Age Group: 56
Sex: F
Population Size: 45
Sources:
https://pubmed.ncbi.nlm.nih.gov/12637463
Page: p.1004
Pancreatitis grade 2, 3.57%
DLT, Disc. AE
400 mg/m2 1 times / day multiple, oral
MTD
Dose: 400 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 400 mg/m2, 1 times / day
Co-administed with::
Vinorelbine, i.v(15-30 mg/m2; once in 2 weeks)
cisplatin, i.v(100 mg/m2; once in 6 weeks)
Sources:
https://pubmed.ncbi.nlm.nih.gov/11352954
Page: p.2629, 2632
unhealthy, 59
n = 28
Health Status: unhealthy
Condition: Non-small-cell lung cancer
Age Group: 59
Sex: M+F
Population Size: 28
Sources:
https://pubmed.ncbi.nlm.nih.gov/11352954
Page: p.2629, 2632
Hyperbilirubinemia grade 3, 16.7%
DLT
1000 mg/m2 1 times / day multiple, oral
Highest studied dose
Dose: 1000 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 1000 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
unhealthy
n = 6
Health Status: unhealthy
Condition: Cancer
Sex: M+F
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
Transaminitis grade 3, 16.7%
DLT
1000 mg/m2 1 times / day multiple, oral
Highest studied dose
Dose: 1000 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 1000 mg/m2, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
unhealthy
n = 6
Health Status: unhealthy
Condition: Cancer
Sex: M+F
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/10430065
Page: p.1660
Birth defects Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Cholestasis Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Hepatic failure Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Hepatotoxicity Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Hyperlipidemia Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Hypothyroidism Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Neutropenia Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Pancreatitis Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Photosensitivity Disc. AE
300 mg/m2 1 times / day multiple, oral
Recommended
Dose: 300 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 300 mg/m2, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
unhealthy
Health Status: unhealthy
Condition: Cutaneous T-cell lymphoma
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021055s010lbl.pdf
Page: p.1
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:50859
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:50859
ChemicalBook
CB6506670
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB6506670
MolPort
MolPort-003-845-030
https://www.molport.com/shop/molecule-link/MolPort-003-845-030
Selleck Chemicals
bexarotene
http://www.selleckchem.com/products/bexarotene.html
ZINC
ZINC000001539579
http://zinc15.docking.org/substances/ZINC000001539579
eMolecules
2794932
https://www.emolecules.com/cgi-bin/more?vid=2794932
PubMed

PubMed

TitleDatePubMed
Placebo-controlled trial of bexarotene, a retinoid x receptor agonist, as maintenance therapy for patients treated with chemotherapy for advanced non-small-cell lung cancer.
2001 Feb
Treatment of mycosis fungoides with oral bexarotene combined with PUVA.
2002 Sep
Overview of cutaneous T-cell lymphoma: prognostic factors and novel therapeutic approaches.
2003
Retinoids: therapeutic applications and mechanisms of action in cutaneous T-cell lymphoma.
2003
Treatment planning in cutaneous T-cell lymphoma.
2003
Mycosis fungoides with follicular mucinosis displaying aggressive tumor-stage transformation : successful treatment using radiation therapy plus oral bexarotene combination therapy.
2003
Bexarotene gel: a new skin-directed treatment option for cutaneous T-cell lymphomas.
2003 Apr
Therapy of cutaneous lymphoma--current practice and future developments.
2003 Aug
Topical and systemic retinoid therapy for cutaneous T-cell lymphoma.
2003 Dec
[Standard and experimental therapy of cutaneous T-cell lymphoma].
2003 Dec
Current data with bexarotene (Targretin) in non-small-cell lung cancer.
2003 Jan
Bexarotene reverses alopecia in cutaneous T-cell lymphoma.
2003 Jul
Extracorporeal photopheresis and multimodality immunomodulatory therapy in the treatment of cutaneous T-cell lymphoma.
2003 Jul-Aug
Effects of oral bexarotene (targretin) on the minimal erythema dose for broadspectrum UVB light.
2003 Jul-Aug
Gateways to clinical trials.
2003 Jun
Psoralen plus long-wave UV-A (PUVA) and bexarotene therapy: An effective and synergistic combined adjunct to therapy for patients with advanced cutaneous T-cell lymphoma.
2003 Jun
Management of the primary cutaneous lymphomas.
2003 Nov
Topical bexarotene therapy for patients with refractory or persistent early-stage cutaneous T-cell lymphoma: results of the phase III clinical trial.
2003 Nov
Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia.
2003 Nov 17
Medication sheets for patients. Oral chemotherapy.
2003 Nov-Dec
Pharmacology of oral chemotherapy agents.
2003 Nov-Dec
Management of mycosis fungoides: Part 2. Treatment.
2003 Oct
Current status of cutaneous T-cell lymphoma: molecular diagnosis, pathogenesis, therapy and future directions.
2003 Oct
Experiences with monolithic LC phases in quantitative bioanalysis.
2003 Oct 15
A multiparameter flow cytometric analysis of the effect of bexarotene on the epidermis of the psoriatic lesion.
2003 Sep
A phase 1 study of tazarotene in adults with advanced cancer.
2003 Sep 1
Responsiveness to the retinoic acid receptor-selective retinoid LGD1550 correlates with abrogation of transforming growth factor alpha/epidermal growth factor receptor autocrine signaling in head and neck squamous carcinoma cells.
2003 Sep 15
A retinoid X receptor (RXR)-selective retinoid reveals that RXR-alpha is potentially a therapeutic target in breast cancer cell lines, and that it potentiates antiproliferative and apoptotic responses to peroxisome proliferator-activated receptor ligands.
2004
Combination of bexarotene and psoralen-UVA therapy in a patient with Mycosis fungoides.
2004
Bexarotene: a clinical review.
2004 Apr
Systemic treatment of psoriatic patients with bexarotene decreases epidermal proliferation and parameters for inflammation, and improves differentiation in lesional skin.
2004 Aug
The novel synthetic oleanane triterpenoid CDDO (2-cyano-3, 12-dioxoolean-1, 9-dien-28-oic acid) induces apoptosis in Mycosis fungoides/Sézary syndrome cells.
2004 Aug
A selective retinoid X receptor agonist bexarotene (Targretin) prevents and overcomes acquired paclitaxel (Taxol) resistance in human non-small cell lung cancer.
2004 Dec 15
Rexinoids may be ready for prime time in prevention, but challenges remain.
2004 Dec 15
Comparison of selective retinoic acid receptor- and retinoic X receptor-mediated efficacy, tolerance, and survival in cutaneous t-cell lymphoma.
2004 Jul
Bexarotene: new preparation. Cutaneous lymphoma: too many adverse effects.
2004 Jun
Sustained remission of treatment-resistant cutaneous T-cell lymphoma with oral bexarotene.
2004 Jun
How retinoids regulate breast cancer cell proliferation and apoptosis.
2004 Jun
Therapy for mycosis fungoides.
2004 Jun
Management of refractory early-stage cutaneous T-cell lymphoma (mycosis fungoides) with a combination of oral bexarotene and psoralen plus ultraviolet bath therapy.
2004 Mar
Low-dose oral bexarotene in combination with low-dose interferon alfa in the treatment of cutaneous T-cell lymphoma: clinical synergism and possible immunologic mechanisms.
2004 Mar
Potential nonhormonal therapeutics for medical treatment of leiomyomas.
2004 May
Current management strategies for cutaneous T-cell lymphoma.
2004 May-Jun
Follicular mycosis fungoides: successful treatment with oral bexarotene.
2004 May-Jun
Synergistic effect of a retinoid X receptor-selective ligand bexarotene (LGD1069, Targretin) and paclitaxel (Taxol) in mammary carcinoma.
2004 Nov
Potentiation of the teratogenic effects induced by coadministration of retinoic acid or phytanic acid/phytol with synthetic retinoid receptor ligands.
2004 Nov
Cutaneous T-cell lymphoma treatment using bexarotene and PUVA: a case series.
2004 Oct
Optimizing bexarotene therapy for cutaneous T-cell lymphoma.
2004 Sep
Mycosis fungoides and the Sézary syndrome.
2004 Sep
Efficacy of Targretin on methylnitrosourea-induced mammary cancers: prevention and therapy dose-response curves and effects on proliferation and apoptosis.
2005 Feb
Patents

Patents

US20120309833
1

Sample Use Guides

In Vivo Use Guide
The recommended initial dose of Targretin (bexarotene) capsules is 300 mg/m2 /day. Capsules should be taken as a single oral daily dose with a meal.
Route of Administration: Oral
In Vitro Use Guide
Bexarotene (10−6 mol/L) inhibits the transactivation potential of NF-κB in an RXR-dependent manner through decreased promoter permissiveness without interfering with NF-κB nuclear translocation and binding to its responsive elements. Inhibition of transcription results from the release of 300 coactivator from NF-κB target gene promoters and subsequent histone deacetylation.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:51:32 UTC 2021
Edited
by admin
on Fri Jun 25 21:51:32 UTC 2021
Record UNII
A61RXM4375
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEXAROTENE
EMA EPAR   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
BEXAROTENE [EMA EPAR]
Common Name English
BEXAROTENE [MART.]
Common Name English
BEXAROTENE [WHO-DD]
Common Name English
BEXAROTENE [VANDF]
Common Name English
BEXAROTENE [ORANGE BOOK]
Common Name English
LGD-1069
Code English
LGD1069
Code English
BEXAROTENE [INN]
Common Name English
P-(1-(5,6,7,8-TETRAHYDRO-3,5,5,8,8-PENTAMETHYL-2-NAPHTHYL)VINYL)BENZOIC ACID
Common Name English
BEXAROTENE [USAN]
Common Name English
LG-100069
Code English
LG100069
Code English
TARGRETIN
Brand Name English
4-(1-(5,6,7,8-TETRAHYDRO-3,5,5,8,8-PENTAMETHYL-2-NAPHTHALENYL)ETHENYL)BENZOIC ACID
Systematic Name English
BEXAROTENE [HSDB]
Common Name English
BEXAROTENE [MI]
Common Name English
BEXAROTENE [JAN]
Common Name English
NSC-747528
Code English
Classification Tree Code System Code
NDF-RT N0000007700
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
LIVERTOX 104
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
WHO-VATC QL01XX25
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NDF-RT N0000007700
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NDF-RT N0000175607
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NDF-RT N0000007700
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
WHO-ATC L01XX25
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NCI_THESAURUS C804
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NDF-RT N0000007700
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
EMA ASSESSMENT REPORTS TARGRETIN (AUTHORIZED: LYMPHOMA, T-CELL, CUTANEOUS)
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
FDA ORPHAN DRUG 124699
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
NDF-RT N0000007700
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
Code System Code Type Description
CAS
153559-49-0
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
EPA CompTox
153559-49-0
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
MERCK INDEX
M2468
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY Merck Index
DRUG BANK
DB00307
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
INN
7782
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
FDA UNII
A61RXM4375
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
EVMPD
SUB00795MIG
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
IUPHAR
2807
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
NCI_THESAURUS
C1635
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
WIKIPEDIA
BEXAROTENE
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
HSDB
7453
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
DRUG CENTRAL
361
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
MESH
C095105
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
PUBCHEM
82146
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
RXCUI
233272
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY RxNorm
ChEMBL
CHEMBL1023
Created by admin on Fri Jun 25 21:51:32 UTC 2021 , Edited by admin on Fri Jun 25 21:51:32 UTC 2021
PRIMARY
Related Record Type Details
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
Related Record Type Details
Structure of 6-HYDROXY-BEXAROTENE
METABOLITE -> PARENT
MAJOR
PLASMA
Structure of 7-HYDROXY-BEXAROTENE
METABOLITE -> PARENT
PLASMA
Structure of 6-OXO-BEXAROTENE
METABOLITE -> PARENT
PLASMA
Structure of 7-OXO-BEXAROTENE
METABOLITE -> PARENT
PLASMA
Related Record Type Details
Structure of BEXAROTENE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

Biological Half-life PHARMACOKINETIC ORAL ADMINISTRATION

NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966