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2D Structure
Also known as: 3598-37-6, Anatran, Sedalin, Soprontin, Acetopromazine maleate salt, Acepromazine monomaleate
Molecular Formula
C23H26N2O5S
Molecular Weight
442.5  g/mol
InChI Key
FQRHOOHLUYHMGG-BTJKTKAUSA-N
FDA UNII
37862HP2OM

A phenothiazine that is used in the treatment of PSYCHOSES.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-but-2-enedioic acid;1-[10-[3-(dimethylamino)propyl]phenothiazin-2-yl]ethanone
2.1.2 InChI
InChI=1S/C19H22N2OS.C4H4O4/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19;5-3(6)1-2-4(7)8/h4-5,7-10,13H,6,11-12H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
2.1.3 InChI Key
FQRHOOHLUYHMGG-BTJKTKAUSA-N
2.1.4 Canonical SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN(C)C.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN(C)C.C(=C\C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
37862HP2OM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acepromazine

2. Acetazine

3. Acetopromazine

4. Acetylpromazine

5. Calmivet

6. Maleate, Acepromazine

7. Plegicil

8. Vetranquil

2.3.2 Depositor-Supplied Synonyms

1. 3598-37-6

2. Anatran

3. Sedalin

4. Soprontin

5. Acetopromazine Maleate Salt

6. Acepromazine Monomaleate

7. Acetopromazine Maleate

8. 37862hp2om

9. Acepromazine Hydrogen Maleate

10. Nsc-264522

11. Acetylpromazine Maleate (1:1)

12. 2-acetyl-10-(3-(dimethylamino)propyl)phenothiazine, Maleate

13. Acepromazine D6 Maleate

14. 10-(3-(dimethylamino)propyl)phenothiazin-2-yl Methyl Ketone Maleate (1:1)

15. Dsstox_cid_27763

16. Dsstox_rid_82540

17. Ethanone, 1-(10-(3-(dimethylamino)propyl)-10h-phenothiazin-2-yl)-, (z)-2-butenedioate (1:1)

18. Dsstox_gsid_47783

19. A 23051

20. Notensil Maleate

21. Maleate Acide De L'acetyl 3-dimethylamino 3-propyl-10-phenothiazine

22. Sr-05000001648

23. Ncgc00016634-01

24. Cas-3598-37-6

25. Nsc 264522

26. Acepromazine Maleate [usan]

27. Unii-37862hp2om

28. Acepromazine Maleate [usan:usp]

29. Prestwick_888

30. Einecs 222-748-9

31. Mfcd00082473

32. 1-(10-(3-(dimethylamino)propyl)-10h-phenothiazin-2-yl)ethanone Maleate

33. (z)-but-2-enedioic Acid;1-[10-[3-(dimethylamino)propyl]phenothiazin-2-yl]ethanone

34. Acepromazinemaleate

35. Acepromazine Hydrogenmaleate

36. Acepromazine Maleate (usp)

37. Schembl204733

38. Chembl1883146

39. Dtxsid6047783

40. Acepromazine Maleate [mi]

41. 2-acetyl-10-(3-dimethylaminopropyl)phenothiazine Maleate Salt

42. Hms1569d14

43. Hms2093n15

44. Hms2096d14

45. Hms3263n18

46. Hms3713d14

47. Pharmakon1600-01505498

48. Phenothiazine, 2-acetyl-10-(3-(dimethylamino)propyl)-, Maleate

49. Tox21_110536

50. Tox21_501268

51. Acepromazine Maleate [mart.]

52. Nsc760058

53. Acepromazine Maleate [usp-rs]

54. Acepromazine Maleate [who-dd]

55. Akos015855868

56. Maleate Acide De L'acetyl 3-dimethylamino 3-propyl-10-phenothiazine [french]

57. Tox21_110536_1

58. Acepromazine Maleate, >=98% (hplc)

59. Ccg-213470

60. Ds-9727

61. Nsc-760058

62. Acepromazine Maleate [green Book]

63. Ncgc00016634-04

64. Ncgc00261953-01

65. Acepromazine Maleate [usp Monograph]

66. Cs-0013292

67. Acepromazine Maleate 100 Microg/ml In Ethanol

68. D02604

69. 9-oxo-9h-thioxanthene-3-carboxylicacid&

70. A874474

71. A935720

72. Sr-05000001648-1

73. Sr-05000001648-2

74. Q27256656

75. Acepromazine Maleate, United States Pharmacopeia (usp) Reference Standard

76. Ketone, 10-(3-(dimethylamino)propyl)phenothiazin-2-yl Methyl, Maleate (1:1)

77. (2z)-but-2-enedioic Acid; 1-{10-[3-(dimethylamino)propyl]-10h-phenothiazin-2-yl}ethan-1-one

78. 115120-92-8

2.4 Create Date
2006-04-14
3 Chemical and Physical Properties
Molecular Weight 442.5 g/mol
Molecular Formula C23H26N2O5S
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass442.15624311 g/mol
Monoisotopic Mass442.15624311 g/mol
Topological Polar Surface Area123 Ų
Heavy Atom Count31
Formal Charge0
Complexity533
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 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.)


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.)