DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

Contact Supplier

Valsynthese, part of the SSE Group, is a CDMO focused on highly energetic and highly hazardous chemistry.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

1 NDC API

1 NDC API

DEVELOPMENTS

2 Drugs in Development

2 Drugs in Development

INTERMEDIATES

1 Intermediates Suppliers

1 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

1 FDF Dossiers, 1 South Africa

1 FDF Dossiers
1 South Africa

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

Also known as: 244767-67-7, Tmc-120, Dapivirine (tmc120), Tmc120, Dapivirinum, Tmc 120

Molecular Formula

C₂₀H₁₉N₅

Molecular Weight

329.4 g/mol

InChI Key

ILAYIAGXTHKHNT-UHFFFAOYSA-N

FDA UNII

TCN4MG2VXS

Dapivirine is a diarylpyrimidine non-nucleoside reverse transcriptase inhibitor. Dapivirine has activity against wild-type virus strains and strains harboring different NNRTI resistance-inducing mutations and may have direct virucidal activity.

1 2D Structure

Dapivirine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[[4-(2,4,6-trimethylanilino)pyrimidin-2-yl]amino]benzonitrile

2.1.2 InChI

InChI=1S/C20H19N5/c1-13-10-14(2)19(15(3)11-13)24-18-8-9-22-20(25-18)23-17-6-4-16(12-21)5-7-17/h4-11H,1-3H3,(H2,22,23,24,25)

2.1.3 InChI Key

ILAYIAGXTHKHNT-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC(=C(C(=C1)C)NC2=NC(=NC=C2)NC3=CC=C(C=C3)C#N)C

2.2 Other Identifiers

2.2.1 UNII

TCN4MG2VXS

2.3 Synonyms

2.3.1 MeSH Synonyms

1. R 147681

2. R-147681

3. Tmc 120

4. Tmc-120

5. Tmc120-r147681

2.3.2 Depositor-Supplied Synonyms

1. 244767-67-7

2. Tmc-120

3. Dapivirine (tmc120)

4. Tmc120

5. Dapivirinum

6. Tmc 120

7. R 147681

8. R-147681

9. 4-[[4-(2,4,6-trimethylanilino)pyrimidin-2-yl]amino]benzonitrile

10. Tmc120-r147681

11. R147681

12. Dapivirine,tmc-120

13. Benzonitrile, 4-[[4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]-

14. Tcn4mg2vxs

15. Aids-105293

16. Gel-02

17. 4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzonitrile

18. 4-[[4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile

19. 4-[4-(2,4,6-trimethyl-phenylamino)-pyrimidin-2-ylamino]-benzonitrile

20. 4-((4-(mesitylamino)pyrimidin-2-yl)amino)benzonitrile

21. Tmc120;r147681

22. 4-((4-((2,4,6-trimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile

23. Dapivirine [inn]

24. Unii-tcn4mg2vxs

25. Dapivirine [usan:inn]

26. Gel-002

27. Dapivirine-[d11]

28. Dapivirine(tmc120)

29. Tmc-120/r-147681

30. Ring-004

31. Dapivirine (usan/inn)

32. Dapivirine [usan]

33. 4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzenecarbonitrile

34. Dapivirine Intravaginal Ring

35. Dapivirine [who-dd]

36. Chembl70663

37. Schembl383370

38. Zinc7761

39. Dtxsid40179244

40. Ex-a115

41. Hms3651j10

42. Bcp06491

43. Bdbm50467334

44. Mfcd09833899

45. S2914

46. Akos016513117

47. Ccg-267802

48. Db08639

49. Dt-0051

50. Sb16698

51. Dapivirine,4-[[4-(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl]amino]benzonitrile

52. Ncgc00371120-06

53. Ac-30627

54. Hy-14266

55. Ft-0665472

56. Sw220193-1

57. D11246

58. 4-(4-(mesitylamino)pyrimidin-2-ylamino)benzonitrile

59. J-690269

60. Q27097831

61. 4-[[4-[(2,4,6-trimethylphenyl)-amino]-2-pyrimidinyl]amino]benzonitrile

62. 4-[[4-[(2,4,6trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile

63. 4-[[4[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₉N₅
Molecular Weight	329.4 g/mol
XLogP3	4.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	329.16404563 g/mol
Monoisotopic Mass	329.16404563 g/mol
Topological Polar Surface Area	73.6 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	452
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-HIV Agents

Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS. (See all compounds classified as Anti-HIV Agents.)

4.2 ATC Code

G - Genito urinary system and sex hormones

G01 - Gynecological antiinfectives and antiseptics

G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids

G01AX - Other antiinfectives and antiseptics

G01AX17 - Dapivirine

NDC API