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Chemistry

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Also known as: 53-60-1, Promazine hcl, Sparine, Starazin, Talofen, Promazine (hydrochloride)

Molecular Formula

C₁₇H₂₁ClN₂S

Molecular Weight

320.9 g/mol

InChI Key

JIVSXRLRGOICGA-UHFFFAOYSA-N

FDA UNII

U16EOR79U4

A phenothiazine with actions similar to CHLORPROMAZINE but with less antipsychotic activity. It is primarily used in short-term treatment of disturbed behavior and as an antiemetic.

1 2D Structure

Promazine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N,N-dimethyl-3-phenothiazin-10-ylpropan-1-amine;hydrochloride

2.1.2 InChI

InChI=1S/C17H20N2S.ClH/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19;/h3-6,8-11H,7,12-13H2,1-2H3;1H

2.1.3 InChI Key

JIVSXRLRGOICGA-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCCN1C2=CC=CC=C2SC3=CC=CC=C31.Cl

2.2 Other Identifiers

2.2.1 UNII

U16EOR79U4

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hydrochloride, Promazine

2. Promazine

3. Protactyl

4. Sinophenin

5. Sparine

2.3.2 Depositor-Supplied Synonyms

1. 53-60-1

2. Promazine Hcl

3. Sparine

4. Starazin

5. Talofen

6. Promazine (hydrochloride)

7. Promazine Monohydrochloride

8. Rp 4560

9. N,n-dimethyl-3-(10h-phenothiazin-10-yl)propan-1-amine Hydrochloride

10. Nsc-17468

11. Promazinehydrochloride

12. Promazine Hydrochloride [usp]

13. Mls000069671

14. U16eor79u4

15. 10-(3-(dimethylamino)propyl)phenothiazine Monohydrochloride

16. 10h-phenothiazine-10-propanamine, N,n-dimethyl-, Monohydrochloride

17. N-(3-(dimethylamino)propyl)phenothiazine Hydrochloride

18. 10-(3-(dimethylamino)propyl)phenothiazine Hydrochloride

19. Smr000058499

20. Dsstox_cid_26949

21. Dsstox_rid_82026

22. Dsstox_gsid_46949

23. 10-(gamma-dimethylamino-n-propyl)phenothiazine Hydrochloride

24. Promazine Hydrochloride (usp)

25. Chebi:8460

26. N,n-dimethyl-3-phenothiazin-10-ylpropan-1-amine;hydrochloride

27. Chlorowodorek Promazyny

28. Chlorowodorek Promazyny [polish]

29. Cas-53-60-1

30. Sr-01000000228

31. Ncgc00015829-02

32. Einecs 200-179-7

33. Nsc 17468

34. N-[3-(dimethylamino)propyl]phenothiazine Hydrochloride

35. 10-(3-[dimethylamino]propyl)phenothiazine Hydrochloride

36. 10-[3-(dimethylamino)propyl]phenothiazine Hydrochloride

37. Unii-u16eor79u4

38. Esparinal

39. Verofen

40. Ai3-28022

41. Sr-01000000228-4

42. Promazine Chloride

43. Promazine-d6 Hcl

44. Prestwick_974

45. Sparine (tn)

46. Romtiazin Hydrochloride

47. Opera_id_41

48. Sinophenin Hydrochloride

49. Phenothiazine, 10-(3-(dimethylamino)propyl)-, Hydrochloride

50. Propazin (pharmaceutical)

51. Regid_for_cid_5887

52. Mls001148436

53. Mls002222285

54. Schembl123418

55. Spectrum1500509

56. 10-(3-dimethylaminopropyl)phenothiazine Hydrochloride

57. Chembl1200469

58. Dtxsid4046949

59. Hms1570k07

60. Hms1920l14

61. Pharmakon1600-01500509

62. Hy-b1225

63. Nsc17468

64. Phenothiazine, 10-(3-(dimethylamino)propyl)-, Monohydrochloride

65. Promazine Hydrochloride [mi]

66. Tox21_110235

67. Tox21_500961

68. 10-h-phenothiazine-10-propanamine, N,n-dimethyl-, Monohydrochloride

69. Ccg-40284

70. Nsc757300

71. S5428

72. Akos015964305

73. Tox21_110235_1

74. Cs-4873

75. Ks-1384

76. Lp00961

77. Nsc-757300

78. Promazine Hydrochloride [mart.]

79. Promazine Hydrochloride [vandf]

80. Promazine Hydrochloride [usp-rs]

81. Promazine Hydrochloride [who-dd]

82. Ncgc00015829-12

83. Ncgc00094262-01

84. Ncgc00094262-02

85. Ncgc00094262-03

86. Ncgc00094262-04

87. Ncgc00094262-05

88. Ncgc00261646-01

89. Ac-18101

90. Promazine Hydrochloride [green Book]

91. Eu-0100961

92. Ft-0674047

93. Promazine Hydrochloride [orange Book]

94. Promazine Hydrochloride [ep Monograph]

95. Wln: T C666 Bn Isj B3n1&1 &gh

96. D00797

97. D78322

98. P 6656

99. Promazine Hydrochloride [usp Monograph]

100. Sr-01000000228-2

101. Sr-01000000228-8

102. W-105721

103. Q27108085

104. Z2784093694

105. Promazine Hydrochloride, Vetranal(tm), Analytical Standard

106. 10-(.gamma.-dimethylamino-n-propyl)phenothiazine Hydrochloride

107. Dimethyl[3-(10h-phenothiazin-10-yl)propyl]amine Hydrochloride

108. Promazine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

109. 10h-phenothiazine-10-propanamine, N,n-dimethyl-, Hydrochloride (1:1)

110. N,n-dimethyl-3-(10h-phenothiazin-10-yl)-1-propanamine Hydrochloride

111. Promazine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

112. Promazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₁ClN₂S
Molecular Weight	320.9 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	320.1113975 g/mol
Monoisotopic Mass	320.1113975 g/mol
Topological Polar Surface Area	31.8 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	285
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

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.)

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API Reference Price

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