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    Chemistry

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    Also known as: Prochlorperazine dimaleate, 84-02-6, Prochlorperazine dimaleate salt, Buccastem, Vertigon, I1t8o1jtl6
    Molecular Formula
    C28H32ClN3O8S
    Molecular Weight
    606.1  g/mol
    InChI Key
    DSKIOWHQLUWFLG-SPIKMXEPSA-N
    FDA UNII
    I1T8O1JTL6
    Prochlorperazine Maleate
    A phenothiazine antipsychotic used principally in the treatment of NAUSEA; VOMITING; and VERTIGO. It is more likely than CHLORPROMAZINE to cause EXTRAPYRAMIDAL DISORDERS. (From Martindale, The Extra Pharmacopoeia, 30th ed, p612)
    1 2D Structure

    Prochlorperazine Maleate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
    2.1.2 InChI
    InChI=1S/C20H24ClN3S.2C4H4O4/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24;2*5-3(6)1-2-4(7)8/h2-3,5-8,15H,4,9-14H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
    2.1.3 InChI Key
    DSKIOWHQLUWFLG-SPIKMXEPSA-N
    2.1.4 Canonical SMILES
    CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl.C(=CC(=O)O)C(=O)O.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CN1CCN(CC1)CCCN2C3=C(SC4=CC=CC=C24)C=CC(=C3)Cl.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    I1T8O1JTL6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Compazine

    2. Edisylate Salt, Prochlorperazine

    3. Edisylate, Prochlorperazine

    4. Maleate, Prochlorperazine

    5. Prochlorperazine

    6. Prochlorperazine Edisylate

    7. Prochlorperazine Edisylate Salt

    8. Salt, Prochlorperazine Edisylate

    2.3.2 Depositor-Supplied Synonyms

    1. Prochlorperazine Dimaleate

    2. 84-02-6

    3. Prochlorperazine Dimaleate Salt

    4. Buccastem

    5. Vertigon

    6. I1t8o1jtl6

    7. Proclorperazine Maleate

    8. Prochlorperazinu Dimaleat

    9. Prochlorperazine Bimaleate

    10. Prochlorperazine Hydrogen Maleate

    11. Prochloroproazine Hydrogen Maleate

    12. 10h-phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, (z)-2-butenedioate (1:2)

    13. Dsstox_cid_28941

    14. Dsstox_rid_83206

    15. Dsstox_gsid_49015

    16. Emetiral

    17. Pasotomin

    18. Nibromin A

    19. Meterazin Maleate

    20. 2-chloro-10-[3[(4-methyl-1-piperazinyl)propyl]-10h-phenothiazine Dimaleate

    21. Chebi:8436

    22. Stemetil Dimaleate

    23. 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine Dimaleate

    24. 2-chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine, Dimaleate

    25. 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine Maleate (1:2)

    26. Cas-84-02-6

    27. Sr-01000000260

    28. Ncgc00015856-08

    29. Mfcd00069330

    30. Unii-i1t8o1jtl6

    31. Prochlorperazine Maleate [jan]

    32. Prochlorperazinu Dimaleat [czech]

    33. Compazine (tn)

    34. C20h24cln3s.2c4h4o4

    35. Prestwick_410

    36. Einecs 201-511-3

    37. Prochlorperazine Maleate [usp:jan]

    38. Prochlorperazin-dimaleat

    39. Prochlorperazinedimaleate

    40. 2-chloro-10-(3-(4-methylpiperazin-1-yl)propyl)-10h-phenothiazine Dimaleate

    41. Prochlorperazine, Dimaleate

    42. Schembl40755

    43. Chembl1314751

    44. Dtxsid1049015

    45. Hms1569o19

    46. Hms2096o19

    47. Hms3263o09

    48. Hms3713o19

    49. Hms3885j12

    50. Tox21_113522

    51. Tox21_501034

    52. S4631

    53. Prochlorperazine Maleate (jp17/usp)

    54. Akos024457528

    55. Tox21_113522_1

    56. Ccg-220399

    57. Ccg-222338

    58. Lp01034

    59. Nsc 748866

    60. Prochlorperazine Dimaleate [mi]

    61. Prochlorperazine Maleate [mart.]

    62. Prochlorperazine Maleate [vandf]

    63. Ncgc00015856-10

    64. Ncgc00094323-01

    65. Ncgc00261719-01

    66. Prochlorperazine Maleate [usp-rs]

    67. Prochlorperazine Maleate [who-dd]

    68. As-13744

    69. Bp165885

    70. Eu-0101034

    71. P2368

    72. Prochlorperazine Maleate [green Book]

    73. Prochlorperazine Maleate [orange Book]

    74. D00479

    75. P 9178

    76. Prochlorperazine Dimaleate [green Book]

    77. Prochlorperazine Maleate [ep Monograph]

    78. Prochlorperazine Maleate [usp Impurity]

    79. Prochlorperazine Maleate [usp Monograph]

    80. Sr-01000000260-2

    81. Sr-01000000260-9

    82. Q27108082

    83. 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine Dimaleate

    84. Prochlorperazine Maleate, British Pharmacopoeia (bp) Reference Standard

    85. Prochlorperazine Maleate, European Pharmacopoeia (ep) Reference Standard

    86. 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine Maleate (1:2).

    87. 2-chloro-10-[3[(4-methyl-1-piperazi Nyl)propyl]-10h-phenothiazine Dimaleate

    88. Phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, Maleate (1:2)

    89. Prochlorperazine Maleate, United States Pharmacopeia (usp) Reference Standard

    90. 10h-phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, (2z)-2-butenedioate (1:2)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 606.1 g/mol
    Molecular Formula C28H32ClN3O8S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count8
    Exact Mass605.1598639 g/mol
    Monoisotopic Mass605.1598639 g/mol
    Topological Polar Surface Area184 Ų
    Heavy Atom Count41
    Formal Charge0
    Complexity548
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameProchlorperazine maleate
    Active IngredientProchlorperazine maleate
    Dosage FormTablet
    RouteOral
    Strengtheq 5mg base; eq 10mg base
    Market StatusPrescription
    CompanySandoz; Teva Pharms; Mylan

    5 Pharmacology and Biochemistry
    5.1 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.)

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

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    24-Feb-2021
    04-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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