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2D Structure
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 (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

2D Structure

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