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    Chemistry

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    Also known as: Cyamepromazine, 3546-03-0, Tercian, Cianatil, Cyamemazin, Kyamepromazine
    Molecular Formula
    C19H21N3S
    Molecular Weight
    323.5  g/mol
    InChI Key
    SLFGIOIONGJGRT-UHFFFAOYSA-N
    FDA UNII
    A2JGV5CNU4
    Cyamemazine
    Cyamemazine (Tercian), also known as cyamepromazine, is a typical antipsychotic drug of the phenothiazine class used primarily in the treatment of schizophrenia and psychosis-associated anxiety. Cyamemazine actually behaves like an atypical antipsychotic, due to its potent anxiolytic effects (5-HT2C) and lack of extrapyramidal side effects (5-HT2A).
    1 2D Structure

    Cyamemazine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile
    2.1.2 InChI
    InChI=1S/C19H21N3S/c1-14(12-21(2)3)13-22-16-6-4-5-7-18(16)23-19-9-8-15(11-20)10-17(19)22/h4-10,14H,12-13H2,1-3H3
    2.1.3 InChI Key
    SLFGIOIONGJGRT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CN1C2=CC=CC=C2SC3=C1C=C(C=C3)C#N)CN(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    A2JGV5CNU4
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10-(3-dimethylamino-2-methylpropyl)phenothiazine-2-carbonitrile

    2. Cyamamazine

    3. Cyamemazine Monohydrochloride

    4. Cyamepromazine

    2.3.2 Depositor-Supplied Synonyms

    1. Cyamepromazine

    2. 3546-03-0

    3. Tercian

    4. Cianatil

    5. Cyamemazin

    6. Kyamepromazine

    7. Cyamemazine [inn]

    8. Th 2602

    9. Rp-7204

    10. Kyamepromazin

    11. 7204 Rp

    12. Rp 7204

    13. F.i. 6229

    14. A2jgv5cnu4

    15. 10-(3-(dimethylamino)-2-methylpropyl)phenothiazine-2-carbonitrile

    16. 10-(3-(dimethylamino)-2-methylpropyl)-10h-phenothiazine-2-carbonitrile

    17. 10-[3-(dimethylamino)-2-methylpropyl]-10h-phenothiazine-2-carbonitrile

    18. 7204 R.e.

    19. 10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile

    20. Cyamemazine (inn)

    21. Fl-6229

    22. Th-2602

    23. Cyamepromezine

    24. Ciamatil

    25. Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)-2-methylpropyl)-

    26. 10h-phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)-2-methylpropyl)-

    27. Ciamemazina

    28. Cyamemazinum

    29. 10h-phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]-

    30. Cyamemazinum [inn-latin]

    31. Ciamemazina [inn-spanish]

    32. Einecs 222-594-2

    33. Unii-a2jgv5cnu4

    34. Brn 0093261

    35. Fi 6229

    36. 10-(3-dimethylamino-2-methylpropyl)phenothiazine-2-carbonitrile

    37. Cyamemazine [mi]

    38. Gtpl84

    39. Cyamemazine [mart.]

    40. Cyamemazine [who-dd]

    41. 4-27-00-04111 (beilstein Handbook Reference)

    42. Schembl143041

    43. Chembl2104153

    44. Bdbm86057

    45. Cyamemazine, >=98% (hplc)

    46. Dtxsid80863190

    47. Chebi:135379

    48. Bcp07169

    49. Cas_62865

    50. Nsc_62865

    51. Pdsp1_001282

    52. Pdsp2_001266

    53. Th2602

    54. Akos030254703

    55. Db09000

    56. Hy-14264

    57. Cs-0002964

    58. Ft-0665239

    59. Ft-0665240

    60. D07307

    61. L001155

    62. Sr-01000945035

    63. Q3008033

    64. Sr-01000945035-1

    65. 2-cyano-10-(3-[dimethylamino]-2-methyl-propyl)-phenothiazine

    66. 10-[3-(dimethylamino)-2-methylpropyl]-10h-phenothiazine-2-carbonitrile #

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 323.5 g/mol
    Molecular Formula C19H21N3S
    XLogP34.4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count4
    Exact Mass323.14561886 g/mol
    Monoisotopic Mass323.14561886 g/mol
    Topological Polar Surface Area55.6 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity443
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    N - Nervous system

    N05 - Psycholeptics

    N05A - Antipsychotics

    N05AA - Phenothiazines with aliphatic side-chain

    N05AA06 - Cyamemazine

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