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Details

Stereochemistry ACHIRAL
Molecular Formula C17H18O2
Molecular Weight 254.3236
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TAPINAROF

SMILES

CC(C)C1=C(O)C=C(\C=C\C2=CC=CC=C2)C=C1O

InChI

InChIKey=ZISJNXNHJRQYJO-CMDGGOBGSA-N
InChI=1S/C17H18O2/c1-12(2)17-15(18)10-14(11-16(17)19)9-8-13-6-4-3-5-7-13/h3-12,18-19H,1-2H3/b9-8+

HIDE SMILES / InChI
Tapinarof (also known as benvitimod, WB-1001; GSK-2894512), an investigational therapeutic aryl hydrocarbon receptor modulating agent that selectively modulates the cytokine cascade deep under the skin, a process that rapidly decreases inflammations and skin plague. Tapinarof participated in clinical trials for the treatment of psoriasis and atopic dermatitis. Phase III clinical trials to evaluate the efficacy and safety of the cream for the topical treatment of plaque psoriasis (psoriasis) was terminated because of the business decision based on the need to prioritize and focus resources within GSK. In July 2018, Roivant subsidiary Dermavant Sciences purchased the rights for tapinarof. Besides, tapinarof participated in phase II clinical trials for patients with atopic dermatitis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Randomized, double-blind, placebo-controlled, multiple-dose study of the safety, tolerability and pharmacokinetics of benvitimod, a candidate drug for the treatment of psoriasis.
2014 Aug
Phase 2, randomized dose-finding study of tapinarof (GSK2894512 cream) for the treatment of plaque psoriasis.
2019 Mar

Sample Use Guides

1 % (10 mg/g) GSK2894512 (BENVITIMOD) cream will be provided in tubes labeled in compliance with country requirements.
Route of Administration: Transdermal
Name Type Language
TAPINAROF
INN  
INN  
Official Name English
3,5-DIHYDROXY-4-ISOPROPYL-TRANS-STILBENE
Systematic Name English
VTAMA
Brand Name English
tapinarof [INN]
Common Name English
1,3-BENZENEDIOL, 2-(1-METHYLETHYL)-5-(2-PHENYLETHENYL)-, (E)-
Systematic Name English
(E)-2-(1-METHYLETHYL)-5-(2-PHENYLETHENYL)-1,3-BENZENEDIOL
Systematic Name English
5-[(1E)-2-Phenylethen-1-yl]-2-(propan-2-yl)benzene-1,3-diol
Systematic Name English
2-(1-METHYLETHYL)-5-((1E)-2-PHENYLETHENYL)-1,3-BENZENEDIOL
Systematic Name English
GSK2894512
Code English
BENVITIMOD
Common Name English
3,5-DIHYDROXY-4-ISOPROPYLSTILBENE
Systematic Name English
Tapinarof [WHO-DD]
Common Name English
WBI-1001
Code English
GSK-2894512
Code English
TAPINAROF [USAN]
Common Name English
1,3-BENZENEDIOL, 2-(1-METHYLETHYL)-5-((1E)-2-PHENYLETHENYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Sat Dec 16 02:55:38 GMT 2023 , Edited by admin on Sat Dec 16 02:55:38 GMT 2023
Code System Code Type Description
RXCUI
2602286
Created by admin on Sat Dec 16 02:55:38 GMT 2023 , Edited by admin on Sat Dec 16 02:55:38 GMT 2023
PRIMARY
PUBCHEM
6439522
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PRIMARY
EPA CompTox
DTXSID301045262
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PRIMARY
CAS
79338-84-4
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INN
10253
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WIKIPEDIA
Benvitimod
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NCI_THESAURUS
C152511
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PRIMARY
CAS
115781-08-3
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NON-SPECIFIC STEREOCHEMISTRY
USAN
EF-83
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PRIMARY
SMS_ID
100000174276
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FDA UNII
84HW7D0V04
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DRUG BANK
DB06083
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PRIMARY
DAILYMED
84HW7D0V04
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