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2D Structure
Also known as: 130-61-0, Thioridazine hcl, Sonapax hydrochloride, Thioridazine chloride, Mellaril hydrochloride, Aldazine
Molecular Formula
C21H27ClN2S2
Molecular Weight
407.0  g/mol
InChI Key
NZFNXWQNBYZDAQ-UHFFFAOYSA-N
FDA UNII
4WCI67NK8M

A phenothiazine antipsychotic used in the management of PHYCOSES, including SCHIZOPHRENIA.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine;hydrochloride
2.1.2 InChI
InChI=1S/C21H26N2S2.ClH/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23;/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3;1H
2.1.3 InChI Key
NZFNXWQNBYZDAQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)SC.Cl
2.2 Other Identifiers
2.2.1 UNII
4WCI67NK8M
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aldazine

2. Apo Thioridazine

3. Apo-thioridazine

4. Apothioridazine

5. Meleril

6. Mellaril

7. Melleretten

8. Melleril

9. Melleryl

10. Melzine

11. Rideril

12. Sonapax

13. Thioridazine

14. Thioridazine Hcl

15. Thioridazine Neurazpharm

16. Thioridazine-neurazpharm

17. Thioridazineneurazpharm

18. Thiozine

2.3.2 Depositor-Supplied Synonyms

1. 130-61-0

2. Thioridazine Hcl

3. Sonapax Hydrochloride

4. Thioridazine Chloride

5. Mellaril Hydrochloride

6. Aldazine

7. Thioridazine (hydrochloride)

8. Usaf Sz-b

9. Usaf Sz-3

10. 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10h-phenothiazine Hydrochloride

11. Nsc-186060

12. 4wci67nk8m

13. Mls000028408

14. Chebi:48566

15. Orsanil

16. 10-(2-(1-methyl-2-piperidyl)ethyl)-2-(methylthio)phenothiazine Monohydrochloride

17. 2-methylmercapto-10-(2-(n-methyl-2-piperidyl)ethyl)phenothiazine Hydrochloride

18. 10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylthio)-10h-phenothiazine Hydrochloride

19. 10h-phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylthio)-, Monohydrochloride

20. Smr000058380

21. Thioridazine.hcl

22. 10-(2-(1-methyl-2-piperidyl)ethyl)-2-methylthiophenothiazine Hydrochloride

23. 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine;hydrochloride

24. Melleril (tablet)

25. Melzine

26. 10h-phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-, Monohydrochloride

27. 2-methylmercapto-10-[2-(n-methyl-2-piperidyl)ethyl]phenothiazine Hydrochloride

28. Nsc186060

29. Thioridazine Hydrochloride [jan]

30. Einecs 204-992-8

31. Unii-4wci67nk8m

32. Nsc 186060

33. Tioridazin

34. Metlaril

35. 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)-10h-phenothiazine Hydrochloride

36. Sr-01000000063

37. 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylthiophenothiazine Hydrochloride

38. 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylthio)-10h-phenothiazine Hydrochloride

39. Thioridazine Hydrochloride Intensol

40. Mellaril (tn)

41. Prestwick_437

42. Mfcd00012655

43. Thioridazine Hydrochloride [usp:jan]

44. Thoridazine Hydrochloride

45. Opera_id_1713

46. Cas-130-61-0

47. Dsstox_cid_29360

48. Dsstox_rid_83476

49. Dsstox_gsid_49401

50. Schembl41430

51. Mls001148599

52. Mls002222212

53. Spectrum1500575

54. Chembl1200916

55. Dtxsid9049401

56. Hms1568o17

57. Hms1921e11

58. Pharmakon1600-01500575

59. Bcp19941

60. Hy-b0965

61. Thioridazine Hydrochloride, >=99%

62. Tox21_202801

63. Tox21_501252

64. Ccg-39270

65. Nsc757349

66. S5563

67. Akos015994763

68. Cs-4450

69. Ks-5108

70. Lp01252

71. Nc00594

72. Nsc-757349

73. Thioridazine Hydrochloride (jp17/usp)

74. Thioridazine Hydrochloride [mi]

75. Phenothiazine, 10-(2-(1-methyl-2-piperidyl)ethyl)-2-(methylthio)-, Monohydrochloride

76. Ncgc00094492-01

77. Ncgc00094492-02

78. Ncgc00094492-03

79. Ncgc00094492-04

80. Ncgc00094492-05

81. Ncgc00260347-01

82. Ncgc00261937-01

83. Thioridazine Hydrochloride [mart.]

84. Thioridazine Hydrochloride [vandf]

85. Thioridazine Hydrochloride [usp-rs]

86. Thioridazine Hydrochloride [who-dd]

87. Db-041975

88. Eu-0101252

89. Ft-0631759

90. Ft-0675189

91. Sw196660-3

92. T3102

93. D00798

94. D82085

95. T 9025

96. Thioridazine Hydrochloride [orange Book]

97. Thioridazine Hydrochloride [ep Monograph]

98. A806110

99. Thioridazine Hydrochloride [usp Monograph]

100. Sr-01000000063-2

101. Sr-01000000063-7

102. W-108347

103. Q27104616

104. Wln: T C666 Bn Isj Es1 B2-bt6ntj A1 & Gh

105. Z2784093622

106. Thioridazine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

107. Dopamine Receptor Antagonist Ii, Thioridazine, Hcl - Cas 130-61-0

108. Thioridazine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

109. 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-10h-phenothiazine Hydrochloride

110. Thioridazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 407.0 g/mol
Molecular Formula C21H27ClN2S2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass406.1304189 g/mol
Monoisotopic Mass406.1304189 g/mol
Topological Polar Surface Area57.1 Ų
Heavy Atom Count26
Formal Charge0
Complexity432
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameThioridazine hydrochloride
Drug LabelThioridazine hydrochloride is 2-methylmercapto-10-[2-(N-methyl-2-piperidyl) ethyl] phenothiazine. Its structural formula, molecular weight and molecular formula are:C21H26N2S2 HCl M.Wt.: 407.05Thioridazine hydrochlorid...
Active IngredientThioridazine hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 100mg; 50mg; 10mg
Market StatusPrescription
CompanyMutual Pharm; Mylan

2 of 2  
Drug NameThioridazine hydrochloride
Drug LabelThioridazine hydrochloride is 2-methylmercapto-10-[2-(N-methyl-2-piperidyl) ethyl] phenothiazine. Its structural formula, molecular weight and molecular formula are:C21H26N2S2 HCl M.Wt.: 407.05Thioridazine hydrochlorid...
Active IngredientThioridazine hydrochloride
Dosage FormTablet
RouteOral
Strength25mg; 100mg; 50mg; 10mg
Market StatusPrescription
CompanyMutual Pharm; Mylan

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Dopamine Antagonists

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)


Antipsychotic Agents

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Phenothiazines [CS]; Phenothiazine [EPC]