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4-Piperidinol, 1-(3-(2-cyano-10-phenothiazinyl)propyl)-

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Chemistry

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Also known as: Propericiazine, Pericyazine, 2622-26-6, Propericyazine, Neuleptil, Piperocyanomazine

Molecular Formula

C₂₁H₂₃N₃OS

Molecular Weight

365.5 g/mol

InChI Key

LUALIOATIOESLM-UHFFFAOYSA-N

FDA UNII

3405M6FD73

Periciazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects and an action on the extrapyramidal system. It is used as an adjunctive medication in some psychotic patients, for the control of residual prevailing hostility, impulsiveness and aggressiveness. Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade.

1 2D Structure

propericiazine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

10-[3-(4-hydroxypiperidin-1-yl)propyl]phenothiazine-2-carbonitrile

2.1.2 InChI

InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2

2.1.3 InChI Key

LUALIOATIOESLM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCC1O)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C#N

2.2 Other Identifiers

2.2.1 UNII

3405M6FD73

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Aolept

2. Neuleptil

3. Neuleptyl

4. Pericyazine

5. Propericiazine

2.3.2 Depositor-Supplied Synonyms

1. Propericiazine

2. Pericyazine

3. 2622-26-6

4. Propericyazine

5. Neuleptil

6. Piperocyanomazine

7. Nemactil

8. Neulactil

9. Periciazinum

10. Aolept

11. Periciazina

12. Periciazine [inn]

13. Bayer 1409

14. 10-(3-(4-hydroxypiperidino)propyl)phenothiazine-2-carbonitrile

15. Rp 8909

16. 2-cyano-10-(3-(4-hydroxy-1-piperidyl)propyl)phenothiazine

17. Skf 20,716

18. 6909 Rp

19. Ic 6002

20. Rp 8908

21. Wh 7508

22. 2-cyano-10-(3-(4-hydroxypiperidino)propyl)phenothiazine

23. Propericiazine (jan)

24. F.i. 6145

25. Skf 20716

26. Propericiazine;rp 8909

27. Cyano-3 ((hydroxy-4 Piperidyl-1)-3 Propyl)-10 Phenothiazine

28. Nsc-758641

29. Rp-8909

30. Chembl251940

31. 4-piperidinol, 1-(3-(2-cyano-10-phenothiazinyl)propyl)-

32. Chebi:31981

33. 10-[3-(4-hydroxypiperidin-1-yl)propyl]phenothiazine-2-carbonitrile

34. 10-[3-(4-hydroxypiperidin-1-yl)propyl]-10h-phenothiazine-2-carbonitrile

35. Skf-20716

36. 3405m6fd73

37. Ncgc00095086-01

38. 10-(3-(4-hydroxypiperidin-1-yl)propyl)-10h-phenothiazine-2-carbonitrile

39. Propericiazine [jan]

40. Periciazinum [inn-latin]

41. Periciazina [inn-spanish]

42. 2-cyano-10-[3-(4-hydroxypiperidino)propyl]phenothiazine

43. Nelactil

44. Phenothiazine-2-carbonitrile, 10-(3-(4-hydroxypiperidino)propyl)-

45. Phenothiazine-2-carbonitrile, 10-[3-(4-hydroxypiperidino)propyl]-

46. Neuleptil (tn)

47. Einecs 220-071-3

48. Brn 0576739

49. Periciazin

50. Unii-3405m6fd73

51. 10-[3-(4-hydroxy-1-piperidinyl)propyl]-10h-phenothiazine-2-carbonitrile

52. Cyano-3 ((hydroxy-4 Piperidyl-1)-3 Propyl)-10 Phenothiazine [french]

53. 10h-phenothiazine-2-carbonitrile, 10-[3-(4-hydroxy-1-piperidinyl)propyl]-

54. Spectrum_001614

55. Starbld0016671

56. Pericyazine [mi]

57. Spectrum2_001604

58. Spectrum3_000748

59. Spectrum4_000210

60. Spectrum5_001747

61. Dsstox_cid_25910

62. Dsstox_rid_81221

63. Pericyazine [mart.]

64. Dsstox_gsid_45910

65. Bspbio_002336

66. Kbiogr_000819

67. Kbioss_002094

68. Periciazine [who-dd]

69. Divk1c_000874

70. Schembl148422

71. Spectrum1503936

72. Spbio_001607

73. Gtpl9216

74. Dtxsid5045910

75. Hms502l16

76. Kbio1_000874

77. Kbio2_002094

78. Kbio2_004662

79. Kbio2_007230

80. Kbio3_001556

81. Ninds_000874

82. Hms1922m18

83. Pharmakon1600-01503936

84. Zinc538159

85. Tox21_111417

86. Bdbm50346422

87. Ccg-39062

88. Nsc758641

89. Db01608

90. Nsc 758641

91. Rp 8909skf 20716

92. Idi1_000874

93. Ncgc00095086-02

94. Ncgc00095086-03

95. Ncgc00095086-04

96. Hy-14263

97. Cas-2622-26-6

98. Sbi-0051867.p002

99. Cs-0002963

100. Ft-0673633

101. D01485

102. F77808

103. Sr-01000872777

104. Q2622907

105. Sr-01000872777-1

106. Brd-k89669299-001-02-7

107. 10-[3-(4-hydroxy-1-piperidinyl)propyl]-10h-phenothiazine-2-carbonitrile #

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₃N₃OS
Molecular Weight	365.5 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	365.15618354 g/mol
Monoisotopic Mass	365.15618354 g/mol
Topological Polar Surface Area	75.8 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	513
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 Drug and Medication Information

4.1 Drug Indication

For use as adjunctive medication in some psychotic patients. Propericiazine (Pericyazine)is used for the control of residual prevailing hostility, impulsiveness and aggressiveness.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Pericyazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects, and an action on the extrapyramidal system.

5.2 ATC Code

N - Nervous system

N05 - Psycholeptics

N05A - Antipsychotics

N05AC - Phenothiazines with piperidine structure

N05AC01 - Periciazine

5.3 Mechanism of Action

Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade of the alpha adrenergic receptors as well as antagonism of the D(1) dopamine receptor.

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