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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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