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Chemistry

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Also known as: 143621-35-6, 236392-56-6, 200933-27-3, 3-ap, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone, Ocx 191
Molecular Formula
C7H9N5S
Molecular Weight
195.25  g/mol
InChI Key
XMYKNCNAZKMVQN-NYYWCZLTSA-N
FDA UNII
U4XIL4091C

3-aminopyridine-2-carboxaldehyde thiosemicarbazone
Triapine is a synthetic heterocyclic carboxaldehyde thiosemicarbazone with potential antineoplastic activity. Triapine inhibits the enzyme ribonucleotide reductase, resulting in the inhibition of the conversion of ribonucleoside diphosphates to deoxyribonucleotides necessary for DNA synthesis. This agent has been shown to inhibit tumor growth in vitro. (NCI04)
1 2D Structure

3-aminopyridine-2-carboxaldehyde thiosemicarbazone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(E)-(3-aminopyridin-2-yl)methylideneamino]thiourea
2.1.2 InChI
InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)/b11-4+
2.1.3 InChI Key
XMYKNCNAZKMVQN-NYYWCZLTSA-N
2.1.4 Canonical SMILES
C1=CC(=C(N=C1)C=NNC(=S)N)N
2.1.5 Isomeric SMILES
C1=CC(=C(N=C1)/C=N/NC(=S)N)N
2.2 Other Identifiers
2.2.1 UNII
U4XIL4091C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3-aminopyridine-2-carboxaldehyde Thiosemicarbazone

2. 3-apct

3. Nsc 663249

4. Pan 811

5. Pan-811

6. Pan811

2.3.2 Depositor-Supplied Synonyms

1. 143621-35-6

2. 236392-56-6

3. 200933-27-3

4. 3-ap

5. 3-aminopyridine-2-carboxaldehyde Thiosemicarbazone

6. Ocx 191

7. 2-((3-aminopyridin-2-yl)methylene)hydrazinecarbothioamide

8. Pan-811

9. Nsc-663249

10. U4xil4091c

11. Ocx-191

12. Ocx-0191

13. [(e)-(3-aminopyridin-2-yl)methylideneamino]thiourea

14. 3-apct

15. Hydrazinecarbothioamide, 2-((3-amino-2-pyridinyl)methylene)-

16. 3-aminopyridine-2-carbaldehyde-thiosemicarbazone

17. Pan 811

18. Hydrazinecarbothioamide, 2-[(3-amino-2-pyridinyl)methylene]-, (e)-

19. Nsc 663249

20. Pan811

21. Unii-u4xil4091c

22. 2-[(3-amino-2-pyridinyl)methylene]hydrazinecarbothioamide

23. [(e)-(3-amino-2-pyridyl)methyleneamino]thiourea

24. Schembl29370

25. Chembl231616

26. Ocx 191 [who-dd]

27. Dtxsid90893923

28. Ex-a1926

29. Zinc8665373

30. Bdbm50198892

31. Mfcd00924747

32. Nsc759096

33. S7470

34. Akos006273720

35. Ccg-266543

36. Db11940

37. Nsc-759096

38. Ac-36254

39. As-16679

40. Hy-10082

41. A14306

42. 392t566

43. A857776

44. A879844

45. A936642

46. 3-aminopyridine-2-carboxaldehyde- Thiosemicarbazone

47. Hydrazinecarbothioamide,2-(3-amino-2-pyridinyl)methylene-

48. 2-((3-aminopyridin-2-yl)methylene)hydrazine-1-carbothioamide

49. (e)-2-((3-aminopyridin-2-yl)methylene)hydrazine-1-carbothioamide

2.4 Create Date
2006-10-24
3 Chemical and Physical Properties
Molecular Weight 195.25 g/mol
Molecular Formula C7H9N5S
XLogP3-0.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass195.05786648 g/mol
Monoisotopic Mass195.05786648 g/mol
Topological Polar Surface Area121 Ų
Heavy Atom Count13
Formal Charge0
Complexity205
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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