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Chemistry

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Also known as: 69-09-0, Chlorpromazine hcl, Sonazine, Chloractil, Klorproman, Klorpromex
Molecular Formula
C17H20Cl2N2S
Molecular Weight
355.3  g/mol
InChI Key
FBSMERQALIEGJT-UHFFFAOYSA-N
FDA UNII
9WP59609J6

Ampliactil
CHLORPROMAZINE HYDROCHLORIDE is a small molecule drug with a maximum clinical trial phase of IV that was first approved in 1957. This drug has a black box warning from the FDA.
1 2D Structure

Ampliactil

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine;hydrochloride
2.1.2 InChI
InChI=1S/C17H19ClN2S.ClH/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H
2.1.3 InChI Key
FBSMERQALIEGJT-UHFFFAOYSA-N
2.2 Other Identifiers
2.2.1 UNII
9WP59609J6
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 69-09-0

2. Chlorpromazine Hcl

3. Sonazine

4. Chloractil

5. Klorproman

6. Klorpromex

7. Marazine

8. Norcozine

9. Promacid

10. Plegomazin

11. Promapar

12. Hebanil

13. Hibernal

14. Hybernal

15. Neurazine

16. Taroctyl

17. Tranzine

18. Chlorpromazinium Chloride

19. Nci-c05210

20. Aminazin Monohydrochloride

21. Chloropromazine Monohydrochloride

22. Ampliactil Monohydrochloride

23. Chlorpromazine Monohydrochloride

24. Largactil Monohydrochloride

25. Dtxsid7024827

26. 10-(3-dimethylaminopropyl)-2-chlorophenothiazine Monohydrochloride

27. Chlorpromazine Hydrochloride Intensol

28. 9wp59609j6

29. Chlorpromazini Hydrochloridum

30. 10h-phenothiazine-10-propanamine, 2-chloro-n,n-dimethyl-, Monohydrochloride

31. Chebi:3649

32. Dtxcid404827

33. 2-chloro-10-(3-(dimethylamino)propyl)phenothiazine Monohydrochloride

34. Nsc17479

35. Ampliactil

36. Phenothiazine, 2-chloro-10-(3-(dimethylamino)propyl)-, Monohydrochloride

37. 3-(2-chlorophenothiazin-10-yl)-n,n-dimethyl-propan-1-amine;hydrochloride

38. Rimazine

39. Largactil Fte

40. 2-chloro-10-[3-(dimethylamino)propyl]phenothiazine Monohydrochloride

41. 2-chloro-n,n-dimethyl-10h-phenothiazine-10-propanamine Monohydrochloride

42. Refchem:54810

43. Chlorpromazine Hci

44. 3-(2-chloro-10h-phenothiazin-10-yl)-n,n-dimethylpropylamine Monohydrochloride

45. 200-701-3

46. Psychozine

47. Lomazine

48. Promachel

49. Promexin

50. Unitensen

51. [3-(2-chloro-10h-phenothiazin-10-yl)propyl]-dimethylamine Hydrochloride

52. Fenactil Monohydrochloride

53. Chlorpromazine (hydrochloride)

54. Chloropromazine Hydrochloride

55. Mfcd00012654

56. Propaphen

57. Thorazine Hydrochloride

58. Chlorpromazin-d6 Hydrochloride

59. Mls000069401

60. Chlorpromazine.hcl

61. 3-(2-chlorophenothiazin-10-yl)-n,n-dimethylpropan-1-amine;hydrochloride

62. Nsc-17479

63. 69-09-0 (hcl)

64. Aminazinum

65. Megatil

66. Smr000058254

67. 2-chloro-10-(3-dimethylaminopropyl)phenothiazine Hydrochloride

68. 3-(2-chloro-10h-phenothiazin-10-yl)-n,n-dimethylpropan-1-amine Hydrochloride

69. 4560 Rp Hydrochloride

70. Chlorpromazine, Hydrochloride

71. Contomin Hydrochloride

72. Megaphen Hydrochloride

73. C17h20cl2n2s

74. Phenothiazine Hydrochloride

75. Cpz (van)

76. Ccris 6221

77. [3-(2-chloro-10h-phenothiazin-10-yl)propyl]dimethylamine Hydrochloride

78. Cas-69-09-0

79. Sr-01000000012

80. Cpz

81. Einecs 200-701-3

82. Nsc 17479

83. Largaktyl

84. [3-(2-chlorophenothiazin-10-yl)propyl]dimethylamine, Chloride

85. Ai3-28023

86. Unii-9wp59609j6

87. Prestwick_58

88. Sonazine (tn)

89. Chlorpromazine Hcl?

90. Chlorpromazine Chloride

91. Ac1lcwf1

92. Chlorpromazine Hydrochloride [usp:ban:jan]

93. Opera_id_1294

94. Chembl1713

95. Schembl41771

96. Mls001148603

97. Mls002222157

98. Orb342042

99. Chlorpromazine Hydrochloride Rs

100. Msk7128a

101. Chlorpromazine Hydrochloride Crs

102. Schembl29351728

103. Schembl29714121

104. Hy-b0407a

105. Chlorpromazine Hydrochloride, 98%

106. Glxc-07730

107. Hms1568m09

108. Hms5081a07

109. Msk7128a-100m

110. Bb_sc-05400

111. Dzb18246

112. Sai_0007

113. Msk7128a-1000m

114. Tox21_300517

115. Tox21_500249

116. Nsc226514

117. S2456

118. Sbb057793

119. Akos005111082

120. Ccg-220064

121. Ccg-221553

122. Lp00249

123. Nc00552

124. Chlorpromazine Hydrochloride (jp18/usp)

125. Chlorpromazine Hydrochloride [mi]

126. Ncgc00024409-09

127. Ncgc00093711-01

128. Ncgc00093711-02

129. Ncgc00180973-01

130. Ncgc00254272-01

131. Ncgc00260934-01

132. Ac-10573

133. Chlorpromazine Hydrochloride [jan]

134. Ls-14587

135. Chlorpromazine Hydrochloride [mart.]

136. Chlorpromazine Hydrochloride [vandf]

137. C2481

138. Chlorpromazine Hydrochloride [usp-rs]

139. Chlorpromazine Hydrochloride [who-dd]

140. Chlorpromazine Hydrochloride [who-ip]

141. Chlorpromazine Hydrochloride, >=98% (tlc)

142. Eu-0100249

143. Ns00078900

144. St50331291

145. Sw196373-5

146. En300-20245

147. C 8138

148. C07952

149. Chlorpromazine, Hydrochloride - Cas 69-09-0

150. D00789

151. D89519

152. Mls-0090820.0001

153. Chlorpromazine Hydrochloride [green Book]

154. Wln: T C666 Bn Isj B3n1&1 Eg &gh

155. 012c654

156. Chlorpromazine Hydrochloride [ep Impurity]

157. Chlorpromazine Hydrochloride [ep Monograph]

158. Chlorpromazine Hydrochloride [orange Book]

159. Chlorpromazine Hydrochloride [usp Monograph]

160. Chlorpromazini Hydrochloridum [who-ip Latin]

161. Sr-01000000012-2

162. Sr-01000000012-9

163. Q27106159

164. Chlorpromazine.hcl, 1mg/ml In Methanol (as Free Base)

165. Z104477466

166. Chlorpromazine Hydrochloride Solution In Methanol, 100ug/ml

167. 2-chloro-10-(3-dimethylaminopropyl) Phenothiazine Hydrochloride

168. Chlorpromazine Hydrochloride Solution In Methanol, 1000ug/ml

169. Chlorpromazine Hydrochloride, Meets Usp Testing Specifications

170. Chlorpromazine Hydrochloride, Vetranal(tm), Analytical Standard

171. 2-chloro-10-(3-dimethylaminopropyl)phenothiazine Monohydrochloride

172. 2-chloro-10-[3-(dimethylamino)-1-propyl]phenothiazine Hydrochloride

173. Chlorpromazine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

174. 10h-phenothiazine-10-propanamine Hydrochloride, 2-chloro-n,n-dimethyl-

175. Chlorpromazine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

176. 10h-phenothiazine-10-propanamine, 2-chloro-n,n-dimethyl-, Hydrochloride (1:1)

177. Chlorpromazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 355.3 g/mol
Molecular Formula C17H20Cl2N2S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area31.8
Heavy Atom Count22
Formal Charge0
Complexity339
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING.


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.


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.


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Phenothiazines [CS]; Phenothiazine [EPC]
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