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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]

API Reference Price

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B5 (pt) & B6 (pt) SIPCOT INDUSTRIAL PARK, IRUNGATTUKOTTAI","city":"SRIPERUMBUDUR","supplier":"TRIFARMA","supplierCountry":"ITALY","foreign_port":"MILAN","customer":"ORBION PHARMACEUTICALS PRIVATE LIMITED","customerCountry":"INDIA","quantity":"100.00","actualQuantity":"100","unit":"KGS","unitRateFc":"1075","totalValueFC":"119419","currency":"EUR","unitRateINR":"99168.8","date":"03-Aug-2024","totalValueINR":"9916875","totalValueInUsd":"119419","indian_port":"Madras Air","hs_no":"29349990","bill_no":"4850945","productDescription":"API","marketType":"REGULATED MARKET","country":"ITALY","selfForZScoreResived":"Pharma Grade","supplierPort":"MILAN","supplierAddress":"VIA DELLE INDUSTRIE,620816-CERIANO LAGHETTO (MB)-ITALIASDNF IT","customerAddress":"PLOT NOS. B5 (pt) & B6 (pt) SIPCOT INDUSTRIAL PARK, IRUNGATTUKOTTAI"}]
12-Feb-2021
23-Aug-2024
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