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ACTIVE PHARMA INGREDIENTS

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9 US Patents
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Neuland Tapinarof

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US Patents

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Chemistry

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Also known as: Benvitimod, Tapinarof, 79338-84-4, Wbi-1001, Gsk2894512, Vtama

Molecular Formula

C₁₇H₁₈O₂

Molecular Weight

254.32 g/mol

InChI Key

ZISJNXNHJRQYJO-CMDGGOBGSA-N

FDA UNII

84HW7D0V04

benvitimod is a natural product found in Photorhabdus luminescens with data available.

1 2D Structure

Tapinarof

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[(E)-2-phenylethenyl]-2-propan-2-ylbenzene-1,3-diol

2.1.2 InChI

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+

2.1.3 InChI Key

ZISJNXNHJRQYJO-CMDGGOBGSA-N

2.1.4 Canonical SMILES

CC(C)C1=C(C=C(C=C1O)C=CC2=CC=CC=C2)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

84HW7D0V04

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-isopropyl-5-(2-phenylethenyl)benzene-1,3-diol

2. 3,5-dh4is

3. 5-(2-phenylethenyl)-2-isopropyl-1,3-benzenediol

4. Benvitimod

5. Gsk2894512

6. Tapinarof

7. Wbi-1001

2.3.2 Depositor-Supplied Synonyms

1. Benvitimod

2. Tapinarof

3. 79338-84-4

4. Wbi-1001

5. Gsk2894512

6. Vtama

7. Wbi 1001

8. Tapinarof [usan]

9. 3,5-dihydroxy-4-isopropyl-trans-stilbene

10. (e)-2-(1-methylethyl)-5-(2-phenylethenyl)-1,3-benzenediol

11. 2-isopropyl-5-styrylbenzene-1,3-diol

12. Gsk-2894512

13. 5-[(e)-2-phenylethenyl]-2-propan-2-ylbenzene-1,3-diol

14. (e)-2-isopropyl-5-styrylbenzene-1,3-diol

15. 84hw7d0v04

16. Tapinarof (usan)

17. 1,3-benzenediol, 2-(1-methylethyl)-5-[(1e)-2-phenylethenyl]-

18. 115781-08-3

19. 1,3-benzenediol, 2-(1-methylethyl)-5-(2-phenylethenyl)-, (e)-

20. 3,5-dh4is

21. Unii-84hw7d0v04

22. 1,3-benzenediol, 2-(1-methylethyl)-5-((1e)-2-phenylethenyl)-

23. Benvitimod (tapinarof)

24. Tapinarof [inn]

25. Tapinarof [who-dd]

26. Schembl918343

27. Chembl259571

28. Gtpl9686

29. Dtxsid301045262

30. Bcp13569

31. Ex-a4877

32. Zinc5761533

33. (e)-4-isopropylstilbene-3,5-diol

34. Mfcd13193203

35. S9700

36. Akos025296109

37. Db06083

38. Wb-1001

39. Ac-36567

40. As-44364

41. Hy-109044

42. Cs-0031487

43. D11365

44. A914284

45. Q4634086

46. 2-(1-methylethyl)-5-[(e)-2-phenylethenyl]benzene-1,3-diol

47. 2-(1-methylethyl)-5-((1e)-2-phenylethenyl)-1,3-benzenediol

48. 5-((1e)-2-phenylethen-1-yl)-2-(propan-2-yl)benzene-1,3-diol

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₁₈O₂
Molecular Weight	254.32 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	254.130679813 g/mol
Monoisotopic Mass	254.130679813 g/mol
Topological Polar Surface Area	40.5 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	280
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in psoriasis and psoriatic disorders.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

WBI-1001 selectively modulates the cytokine cascade deep under the skin, a process that rapidly decreases inflammations and skin plague. It targets the four major mechanisms involved in the disease.

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