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    Chemistry

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    Also known as: 1257-78-9, Prochlorperazine edisylate, usp, Prochlorperazine ethanedisulfonate, Pg20w5vqzs, Nsc-757299, Prochlorperazine edisylate salt
    Molecular Formula
    C22H30ClN3O6S3
    Molecular Weight
    564.1  g/mol
    InChI Key
    SWOUGRBFXFILIB-UHFFFAOYSA-N
    FDA UNII
    PG20W5VQZS
    Prochlorperazine Edisylate
    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 Edisylate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;ethane-1,2-disulfonic acid
    2.1.2 InChI
    InChI=1S/C20H24ClN3S.C2H6O6S2/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;3-9(4,5)1-2-10(6,7)8/h2-3,5-8,15H,4,9-14H2,1H3;1-2H2,(H,3,4,5)(H,6,7,8)
    2.1.3 InChI Key
    SWOUGRBFXFILIB-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl.C(CS(=O)(=O)O)S(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    PG20W5VQZS
    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 Salt

    7. Prochlorperazine Maleate

    8. Salt, Prochlorperazine Edisylate

    2.3.2 Depositor-Supplied Synonyms

    1. 1257-78-9

    2. Prochlorperazine Edisylate, Usp

    3. Prochlorperazine Ethanedisulfonate

    4. Pg20w5vqzs

    5. Nsc-757299

    6. Prochlorperazine Edisylate Salt

    7. Prochlorperazine Edisylate [usp]

    8. 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine 1,2-ethanedisulfonate (1:1)

    9. Compazine Syrup

    10. 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;ethane-1,2-disulfonic Acid

    11. Phenothiazine, 2-chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-, Ethanedisulfonate

    12. Compazine Injection

    13. 10h-phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, 1,2-ethanedisulfonate (1:1)

    14. Prochlorperazine Edisylate (usp)

    15. Mls001148133

    16. Prochlorperazine Ethane Disulfonate

    17. Smr000653454

    18. Einecs 215-019-1

    19. Unii-pg20w5vqzs

    20. 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine 1,2-ethanedisulfonate (1:1)

    21. Compazine Syrup (tn)

    22. Prochlorperazine Edisilate

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

    24. Prochlorperazineedisylate,usp

    25. Schembl40855

    26. Spectrum1500505

    27. Chembl1201154

    28. Dtxsid4074483

    29. Hms501e15

    30. Hms1920l08

    31. Hms2092c09

    32. Hms2234e05

    33. Hms3372m12

    34. Pharmakon1600-01500505

    35. Bcp15822

    36. Ccg-39235

    37. Mfcd00801002

    38. Nsc665801

    39. Nsc757299

    40. Akos030228220

    41. Nsc 757299

    42. Nsc-665801

    43. Ncgc00094768-01

    44. Ncgc00094768-02

    45. Ncgc00094768-03

    46. Prochlorperazine Ethanedisulphonate

    47. 1,2-ethanedisulfonic Acid, Compd. With 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-10h-phenothiazine (1:1)

    48. As-60444

    49. Ethane-1,2-disulphonic Acid, Compound With 2-chloro-10-(3-(4-methylpiperazin-1-yl)propyl)-10h-phenothiazine (1:1)

    50. Prochlorperazine Edisilate [mart.]

    51. Prochlorperazine Edisylate [vandf]

    52. Prochlorperazine Edisylate [who-dd]

    53. D02609

    54. Prochlorperazine Edisylate [green Book]

    55. Prochlorperazine Edisylate [orange Book]

    56. Prochlorperazine Edisylate [usp Monograph]

    57. Sr-05000001704

    58. Sr-05000001704-1

    59. Q27286529

    60. Phenothiazine, 2-chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-, Ethanedisulphonate

    61. 10h-phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, 1,2-ethanedisulphonate (1:1)

    62. 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine 1,2-ethanedisulphonate (1:1)

    63. 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10h-phenothiazine; Ethane-1,2-disulfonic Acid

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 564.1 g/mol
    Molecular Formula C22H30ClN3O6S3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count7
    Exact Mass563.0985269 g/mol
    Monoisotopic Mass563.0985269 g/mol
    Topological Polar Surface Area161 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity668
    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 NameProchlorperazine edisylate
    Drug LabelProchlorperazine edisylate, 2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine 1,2-ethanedisulfonate (1:1), has the following structural formula:C20H24ClN3SC2H6O6S2 MW 564.14Prochlorperazine Edis...
    Active IngredientProchlorperazine edisylate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 5mg base/ml
    Market StatusPrescription
    CompanyBedford; Emcure Pharms; Hikma Maple

    2 of 2  
    Drug NameProchlorperazine edisylate
    Drug LabelProchlorperazine edisylate, 2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine 1,2-ethanedisulfonate (1:1), has the following structural formula:C20H24ClN3SC2H6O6S2 MW 564.14Prochlorperazine Edis...
    Active IngredientProchlorperazine edisylate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 5mg base/ml
    Market StatusPrescription
    CompanyBedford; Emcure Pharms; Hikma Maple

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiemetics

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

    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.)

    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]

    API Reference Price

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    07-Aug-2021
    28-Aug-2024
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    (USD/KGS)    		 Number of Transactions

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