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Acepromazine

Acepromazine

Synopsis, Chemistry

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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

Acepromazine

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 Formula	C₂₃H₂₆N₂O₅S
Molecular Weight	442.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Exact Mass	442.15624311 g/mol
Monoisotopic Mass	442.15624311 g/mol
Topological Polar Surface Area	123 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	533
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)