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
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+
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.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL3286073 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24673513 |
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Target ID: CHEMBL1825 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24673513 |
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Target ID: CHEMBL2466 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24673513 |
PubMed
Title | Date | PubMed |
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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 |
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Phase 2, randomized dose-finding study of tapinarof (GSK2894512 cream) for the treatment of plaque psoriasis. | 2019 Mar |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT03202004
1 % (10 mg/g) GSK2894512 (BENVITIMOD) cream will be provided in tubes labeled in compliance with country requirements.
Route of Administration:
Transdermal
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ACTIVE MOIETY