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    Chlorpromazine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    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
    The prototypical phenothiazine antipsychotic drug. Like the other drugs in this class chlorpromazine's antipsychotic actions are thought to be due to long-term adaptation by the brain to blocking DOPAMINE RECEPTORS. Chlorpromazine has several other actions and therapeutic uses, including as an antiemetic and in the treatment of intractable hiccup.
    1 2D Structure

    2D Structure

    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
    2.1.4 Canonical SMILES
    CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    9WP59609J6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aminazine

    2. Chlorazine

    3. Chlordelazine

    4. Chlorpromazine

    5. Contomin

    6. Fenactil

    7. Hydrochloride, Chlorpromazine

    8. Largactil

    9. Propaphenin

    10. Thorazine

    2.3.2 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. Hebanil

    11. Promapar

    12. Hybernal

    13. Lomazine

    14. Neurazine

    15. Plegomazin

    16. Promachel

    17. Promexin

    18. Taroctyl

    19. Tranzine

    20. Hibernal

    21. Unitensen

    22. Nci-c05210

    23. Chlorpromazine (hydrochloride)

    24. Aminazin Monohydrochloride

    25. Fenactil Monohydrochloride

    26. Chloropromazine Monohydrochloride

    27. Ampliactil Monohydrochloride

    28. Hibanil

    29. Chlorpromazinium Chloride

    30. Chlorpromazine Monohydrochloride

    31. [3-(2-chloro-10h-phenothiazin-10-yl)propyl]-dimethylamine Hydrochloride

    32. Chloropromazine Hydrochloride

    33. Propaphen

    34. 10-(3-dimethylaminopropyl)-2-chlorophenothiazine Monohydrochloride

    35. Thorazine Hydrochloride

    36. 3-(2-chlorophenothiazin-10-yl)-n,n-dimethylpropan-1-amine;hydrochloride

    37. 3-(2-chloro-10h-phenothiazin-10-yl)-n,n-dimethylpropan-1-amine Hydrochloride

    38. Mls000069401

    39. Chebi:3649

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

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

    42. Nsc-17479

    43. 9wp59609j6

    44. 69-09-0 (hcl)

    45. Aminazinum

    46. Megatil

    47. Smr000058254

    48. 2-chloro-10-(3-dimethylaminopropyl)phenothiazine Hydrochloride

    49. 4560 Rp Hydrochloride

    50. Chlorpromazine, Hydrochloride

    51. Contomin Hydrochloride

    52. Megaphen Hydrochloride

    53. Phenothiazine Hydrochloride

    54. Largactil Monohydrochloride

    55. Cpz (van)

    56. Nsc17479

    57. Ccris 6221

    58. [3-(2-chloro-10h-phenothiazin-10-yl)propyl]dimethylamine Hydrochloride

    59. Cas-69-09-0

    60. Sr-01000000012

    61. Einecs 200-701-3

    62. Nsc 17479

    63. Chloropromazin Hydrochloride

    64. Largaktyl

    65. Ai3-28023

    66. Unii-9wp59609j6

    67. Prestwick_58

    68. Sonazine (tn)

    69. Chlorpromazine Hydrochloride Intensol

    70. Mfcd00012654

    71. Chlorpromazine Chloride

    72. Ac1lcwf1

    73. Chlorpromazine Hydrochloride [usp:ban:jan]

    74. Opera_id_1294

    75. Dsstox_cid_4827

    76. Chlorpromazini Hydrochloridum

    77. Chembl1713

    78. Dsstox_rid_77545

    79. Dsstox_gsid_24827

    80. Schembl41771

    81. Mls001148603

    82. Mls002222157

    83. Chlorpromazin-d6 Hydrochloride

    84. Dtxsid7024827

    85. Hy-b0407a

    86. Chlorpromazine Hydrochloride, 98%

    87. Hms1568m09

    88. Bcp30284

    89. Tox21_300517

    90. Tox21_500249

    91. Nsc226514

    92. S2456

    93. Akos005111082

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

    95. Ccg-220064

    96. Ccg-221553

    97. Chlorpromazine-[13c,d3] Hydrochloride

    98. Lp00249

    99. Nc00552

    100. 7-[diethylamino]coumarin-3-carbonylazide

    101. Chlorpromazine Hydrochloride (jp17/usp)

    102. Chlorpromazine Hydrochloride [mi]

    103. Ncgc00024409-09

    104. Ncgc00093711-01

    105. Ncgc00093711-02

    106. Ncgc00180973-01

    107. Ncgc00254272-01

    108. Ncgc00260934-01

    109. Ac-10573

    110. Chlorpromazine Hydrochloride [jan]

    111. Ls-14587

    112. Chlorpromazine Hydrochloride [mart.]

    113. Chlorpromazine Hydrochloride [vandf]

    114. C-165

    115. Chlorpromazine Hydrochloride [usp-rs]

    116. Chlorpromazine Hydrochloride [who-dd]

    117. Chlorpromazine Hydrochloride [who-ip]

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

    119. Eu-0100249

    120. Ft-0623715

    121. Ft-0665009

    122. Sw196373-5

    123. C 8138

    124. C07952

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

    126. D00789

    127. D89519

    128. Mls-0090820.0001

    129. Chlorpromazine Hydrochloride [green Book]

    130. Wln: T C666 Bn Isj B3n1&1 Eg &gh

    131. 012c654

    132. Chlorpromazine Hydrochloride [ep Impurity]

    133. Chlorpromazine Hydrochloride [ep Monograph]

    134. Chlorpromazine Hydrochloride [orange Book]

    135. Chlorpromazine Hydrochloride [usp Monograph]

    136. Chlorpromazini Hydrochloridum [who-ip Latin]

    137. Q-200842

    138. Sr-01000000012-2

    139. Sr-01000000012-9

    140. Chlorpromazine Hydrochloride 100 Microg/ml In Methanol

    141. Q27106159

    142. Z1259155914

    143. 2-chloro-10-(3-dimethylaminopropyl) Phenothiazine Hydrochloride

    144. Chlorpromazine Hydrochloride, Meets Usp Testing Specifications

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

    146. 2-chloro-10-(3-dimethylaminopropyl)phenothiazine Monohydrochloride

    147. 2-chloro-10-[3-(dimethylamino)-1-propyl]phenothiazine Hydrochloride

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

    149. 10h-phenothiazine-10-propanamine Hydrochloride, 2-chloro-n,n-dimethyl-

    150. 3-(2-chlorophenothiazin-10-yl)-n,n-dimethylpropan-1-amine;hydrochloride.

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

    152. 10h-phenothiazine-10-propanamine, 2-chloro-n,n-dimethyl-, Hydrochloride (1:1)

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

    154. Chlorpromazine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.3.3 Other Synonyms

    1. 2-chlorophenothiazine

    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 Mass354.0724252 g/mol
    Monoisotopic Mass354.0724252 g/mol
    Topological Polar Surface Area31.8 Ų
    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 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameChlorpromazine hydrochloride
    Drug LabelDESCRIPTION Chlorpromazine hydrochloride, a dimethylamine derivative of phenothiazine, has a chemical formula of 2-chloro-10-[3(-dimethylamino) propyl] phenothiazine monohydochloride. It is available in tablets for oral administration. It has the fol...
    Active IngredientChlorpromazine hydrochloride
    Dosage FormInjectable; Tablet
    RouteInjection; Oral
    Strength25mg/ml; 200mg; 100mg; 25mg; 50mg; 10mg
    Market StatusPrescription
    CompanyHikma Maple; Usl Pharma; Sandoz

    2 of 2  
    Drug NameChlorpromazine hydrochloride
    Drug LabelDESCRIPTION Chlorpromazine hydrochloride, a dimethylamine derivative of phenothiazine, has a chemical formula of 2-chloro-10-[3(-dimethylamino) propyl] phenothiazine monohydochloride. It is available in tablets for oral administration. It has the fol...
    Active IngredientChlorpromazine hydrochloride
    Dosage FormInjectable; Tablet
    RouteInjection; Oral
    Strength25mg/ml; 200mg; 100mg; 25mg; 50mg; 10mg
    Market StatusPrescription
    CompanyHikma Maple; Usl Pharma; Sandoz

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    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.)

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