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Synopsis

Synopsis

ACTIVE PHARMA INGREDIENTS

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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

Tapinarof
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 Weight 254.32 g/mol
Molecular Formula C17H18O2
XLogP34.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass254.130679813 g/mol
Monoisotopic Mass254.130679813 g/mol
Topological Polar Surface Area40.5 Ų
Heavy Atom Count19
Formal Charge0
Complexity280
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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.


API SUPPLIERS

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NDC API

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  • fda
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  • WHO-GMP

Virtual BoothSeqens is an integrated global leader in pharmaceutical solutions & specialty ingredients & provides custom-made solutions.

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TAPINAROF

NDC Package Code : 58175-0646

Start Marketing Date : 2022-03-15

End Marketing Date : 2025-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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TAPINAROF

NDC Package Code : 50379-0026

Start Marketing Date : 2023-08-01

End Marketing Date : 2024-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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API Reference Price

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[{"dataSource":"API Export","activeIngredients":"","year":"2021","qtr":"Q3","strtotime":1632076200,"product":"TAPINAROF \/ BATCH NO :- TPNF\/S-0050\/A-IV","address":"NO. 5\/55 KAMDHENU COMPLEX HARI OM, NAGAR, EASTERN EXPRESS, MULUND EAST","city":"MUMBAI,MAHARASHTRA","supplier":"MONOLOM INDIA PHARMA ","supplierCountry":"INDIA","foreign_port":"TEL AVIV YAFO","customer":"WAVELENGTH PHARMACEUTICALS","customerCountry":"ISRAEL","quantity":"0.00","actualQuantity":"0.003","unit":"KGS","unitRateFc":"13413.3","totalValueFC":"40.8","currency":"USD","unitRateINR":1000000,"date":"20-Sep-2021","totalValueINR":"3000","totalValueInUsd":"40.8","indian_port":"BOMBAY AIR","hs_no":"29055900","bill_no":"4701982","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"ISRAEL","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"NO. 5\/55 KAMDHENU COMPLEX HARI OM, NAGAR, EASTERN EXPRESS, MULUND EAST, MUMBAI,MAHARASHTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1691951400,"product":"TAPINAROF","address":"MSN HOUSE PLOT NO.C-24INDUSTRIA L ESTATE SANATHNAGAR","city":"Hyderabad","supplier":"MSN ORGANICS PRIVATE LIMITED","supplierCountry":"INDIA","foreign_port":"NA","customer":"DPT LABORATORIES LIMITED","customerCountry":"UNITED STATES OF AMERICA","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"29865.7","totalValueFC":"14764.1","currency":"USD","unitRateINR":2446000.0120000001,"date":"14-Aug-2023","totalValueINR":"1223000.006","totalValueInUsd":"14764.1","indian_port":"HYDERABAD ICD","hs_no":"29072990","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES OF AMERICA","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD ICD","supplierAddress":"MSN HOUSE PLOT NO.C-24INDUSTRIA L ESTATE SANATHNAGAR, Hyderabad","customerAddress":""}]
20-Sep-2021
14-Aug-2023
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Drugs in Development

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Details:

Through the acquisition, Organon will leverage the Dermavant pipeline, which includes Vtama (tapinarof) cream. It is indicated for the treatment of f plaque psoriasis in adults.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Organon

Deal Size: $1,200.0 million Upfront Cash: $175.0 million

Deal Type: Acquisition October 28, 2024

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01

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Through the acquisition, Organon will leverage the Dermavant pipeline, which includes Vtama (tapinarof) cream. It is indicated for the treatment of f plaque psoriasis in adults.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : $175.0 million

October 28, 2024

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Details:

Through the acquisition, Organon will leverage the Dermavant pipeline, which includes Vtama (tapinarof) cream. It is indicated for the treatment of f plaque psoriasis in adults.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Organon

Deal Size: $1,200.0 million Upfront Cash: $175.0 million

Deal Type: Acquisition September 18, 2024

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02

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Through the acquisition, Organon will leverage the Dermavant pipeline, which includes Vtama (tapinarof) cream. It is indicated for the treatment of f plaque psoriasis in adults.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : $175.0 million

September 18, 2024

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Details:

Vtama (tapinarof) cream is an aryl hydrocarbon receptor agonist steroid-free, topical cream, for the treatment of psoriasis in adults and atopic dermatitis in adults & children 2 years of age & above.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 25, 2024

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03

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) cream is an aryl hydrocarbon receptor agonist steroid-free, topical cream, for the treatment of psoriasis in adults and atopic dermatitis in adults & children 2 years of age & above.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 25, 2024

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Details:

Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist for once-daily topical treatment of atopic dermatitis in patients 2 years and older.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 29, 2024

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04

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist for once-daily topical treatment of atopic dermatitis in patients 2 years and older.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 29, 2024

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Details:

Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist, developed as a once-daily, steroid-free topical cream for atopic dermatitis in adults and children 2 years and older.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 14, 2024

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05

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist, developed as a once-daily, steroid-free topical cream for atopic dermatitis in adults and children 2 years and older.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 14, 2024

blank

Details:

Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist, in phase 3 trials as a once-daily, steroid-free topical cream for Atopic Dermatitis.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable January 11, 2024

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06

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) cream is a novel aryl hydrocarbon receptor agonist, in phase 3 trials as a once-daily, steroid-free topical cream for Atopic Dermatitis.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

January 11, 2024

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Details:

Vtama (tapinarof) is a novel, aryl hydrocarbon receptor agonist in development as a once-daily, cosmetically elegant and steroid-free, topical cream, for the treatment of plaque psoriasis in the head and neck region.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IVProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 06, 2023

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07

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) is a novel, aryl hydrocarbon receptor agonist in development as a once-daily, cosmetically elegant and steroid-free, topical cream, for the treatment of plaque psoriasis in the head and neck region.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 06, 2023

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Details:

Vtama (tapinarof Cream 1%) is the first-in-class, steroid-free, once-daily topical treatment for moderate to severe atopic dermatitis in adults and children as young as two years old.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 16, 2023

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08

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof Cream 1%) is the first-in-class, steroid-free, once-daily topical treatment for moderate to severe atopic dermatitis in adults and children as young as two years old.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 16, 2023

blank

Details:

Vtama (tapinarof Cream 1%) is the first-in-class, steroid-free, once-daily topical treatment for extensive atopic dermatitis in adults and children as young as two years old.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable March 15, 2023

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09

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof Cream 1%) is the first-in-class, steroid-free, once-daily topical treatment for extensive atopic dermatitis in adults and children as young as two years old.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 15, 2023

blank

Details:

Vtama (tapinarof) is an aryl hydrocarbon receptor (AhR) agonist. It is the first-in-class, steroid-free, once-daily topical treatment for extensive atopic dermatitis in adults and children as young as two years old.


Lead Product(s): Tapinarof

Therapeutic Area: Dermatology Brand Name: Vtama

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 13, 2023

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10

Compamed
Not Confirmed
Compamed
Not Confirmed

Details : Vtama (tapinarof) is an aryl hydrocarbon receptor (AhR) agonist. It is the first-in-class, steroid-free, once-daily topical treatment for extensive atopic dermatitis in adults and children as young as two years old.

Brand Name : Vtama

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 13, 2023

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FDF Dossiers

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TAPINAROF

Brand Name : VTAMA

Dosage Form : CREAM;TOPICAL

Dosage Strength : 1%

Packaging :

Approval Date : 2022-05-23

Application Number : 215272

Regulatory Info : RX

Registration Country : USA

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Patents & EXCLUSIVITIES

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US Patents

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TAPINAROF

US Patent Number : 11458108

Drug Substance Claim :

Drug Product Claim : Y

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 11622945

Drug Substance Claim :

Drug Product Claim : Y

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 10195160

Drug Substance Claim :

Drug Product Claim : Y

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 11597692

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2038-11-13

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TAPINAROF

US Patent Number : 11617724

Drug Substance Claim :

Drug Product Claim : Y

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 10647649

Drug Substance Claim : Y

Drug Product Claim :

Application Number : 215272

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2038-11-13

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TAPINAROF

US Patent Number : 10426743

Drug Substance Claim :

Drug Product Claim :

Application Number : 215272

Patent Use Code : U-2625

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 11612573

Drug Substance Claim :

Drug Product Claim :

Application Number : 215272

Patent Use Code : U-2625

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2036-05-19

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TAPINAROF

US Patent Number : 11590088

Drug Substance Claim :

Drug Product Claim :

Application Number : 215272

Patent Use Code : U-2625

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2039-11-13

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