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Chemistry

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Also known as: 5002-47-1, Modecate, Fluphenazine depot, Moditen depot, Dapotum d, Lyogen
Molecular Formula
C32H44F3N3O2S
Molecular Weight
591.8  g/mol
InChI Key
VIQCGTZFEYDQMR-UHFFFAOYSA-N
FDA UNII
FMU62K1L3C

Fluphenazine Decanoate
Fluphenazine Decanoate is the decanoate salt form of fluphenazine, a phenothiazine with antipsychotic activity. Fluphenazine decanoate exerts its actions by blocking postsynaptic dopamine D2 receptors in the limbic, cortical system and basal ganglia. This prevents the actions of dopamine, thereby reducing the hallucinations and delusions that are associated with schizophrenia.
1 2D Structure

Fluphenazine Decanoate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl decanoate
2.1.2 InChI
InChI=1S/C32H44F3N3O2S/c1-2-3-4-5-6-7-8-14-31(39)40-24-23-37-21-19-36(20-22-37)17-11-18-38-27-12-9-10-13-29(27)41-30-16-15-26(25-28(30)38)32(33,34)35/h9-10,12-13,15-16,25H,2-8,11,14,17-24H2,1H3
2.1.3 InChI Key
VIQCGTZFEYDQMR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCCCC(=O)OCCN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F
2.2 Other Identifiers
2.2.1 UNII
FMU62K1L3C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Fluphenazine Depot

2. Ftorphenazine Decanoate

3. Liogen

4. Mirenil

5. Modecate

6. Moditen Depot

7. Moditen-depot

2.3.2 Depositor-Supplied Synonyms

1. 5002-47-1

2. Modecate

3. Fluphenazine Depot

4. Moditen Depot

5. Dapotum D

6. Lyogen

7. Prolixin Decanoate

8. Flufenazine Decanoate

9. Fluorophenazine Decanoate

10. Fluphenazine O-decanoate

11. Fluphenaline Decanoate

12. Sq 10,733

13. 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl Decanoate

14. 2-(4-{3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl}piperazin-1-yl)ethyl Decanoate

15. Nsc-169510

16. Fmu62k1l3c

17. 2-(4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-1-piperazinyl)ethyl Decanoate

18. Decanoic Acid, 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)-1-piperazinyl)ethyl Ester

19. Decanoic Acid, 2-[4-[3-[2-(trifluoromethyl)-10h-phenothiazin-10-yl]propyl]-1-piperazinyl]ethyl Ester

20. Qd-10733

21. Sq-10733

22. 2-(4-(3-(2-(trifluoromethyl)-10h-phenothiazin-10-yl)propyl)piperazin-1-yl)ethyl Decanoate

23. Decanoic Acid, 2-(4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-1-piperazinyl)ethyl Ester

24. Decanoic Acid, 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazinyl]ethyl Ester

25. Moditen-depo

26. Fluphenazinedecanoate

27. Ccris 3954

28. Prolixin Decanoate (tn)

29. Einecs 225-672-4

30. Unii-fmu62k1l3c

31. Nsc 169510

32. Brn 0599852

33. Dapotum Depot

34. Fluphenazine Decanoate (jan/usp)

35. Anatensol Decanoate

36. Fluphenazini Decanoas

37. Depot

38. Fluphenazine-decanoate

39. Fluphenazine Decanoate [usp:ban:jan]

40. Schembl41288

41. Mls006010097

42. Chebi:5124

43. Chembl1200854

44. Dtxsid7023069

45. Fluphenazine Decanoate [mi]

46. Bcp18078

47. Hy-b1904

48. Fluphenazine Decanoate [jan]

49. Mfcd00798504

50. Nsc169510

51. Zinc22816725

52. Fluphenazine Decanoate [vandf]

53. Akos003589045

54. Fluphenazine Decanoate [mart.]

55. Fluphenazine Decanoate [who-dd]

56. Fluphenazine Decanoate [who-ip]

57. Ncgc00386699-01

58. As-11646

59. Smr004701239

60. Fluphenazine Decanoate [orange Book]

61. Cs-0013962

62. Fluphenazine Decanoate [ep Monograph]

63. Fluphenazine Decanoate [usp Impurity]

64. Fluphenazini Decanoas [who-ip Latin]

65. Fluphenazine Decanoate [usp Monograph]

66. C07956

67. D00793

68. 002f471

69. A827938

70. Fluphenazine Enanthate Impurity C [ep Impurity]

71. Q27278080

72. Wln: T C666 Bn Isj Exfff B3- At6n Dntj D2ov9

73. Decanoic Acid, 2-(4-(3-(2-(trifluoromethyl)-10h-decanoate Phenothiazin-10-yl)propyl)-1-piperazinyl)ethyl Ester

74. Decanoic Acid, 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazinyl]ethyl Ester (7ci,8ci)

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 591.8 g/mol
Molecular Formula C32H44F3N3O2S
XLogP39
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count9
Rotatable Bond Count16
Exact Mass591.31063331 g/mol
Monoisotopic Mass591.31063331 g/mol
Topological Polar Surface Area61.3 Ų
Heavy Atom Count41
Formal Charge0
Complexity765
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameFluphenazine decanoate
Drug LabelFluphenazine decanoate is the decanoate ester of a trifluoromethyl phenothiazine derivative. It is a highly potent behavior modifier with a markedly extended duration of effect and has the following structural formula:Fluphenazine Decanoate Injection...
Active IngredientFluphenazine decanoate
Dosage FormInjectable
RouteInjection
Strength25mg/ml
Market StatusPrescription
CompanyPar Sterile Products; Fresenius Kabi Usa; Eurohlth Intl

2 of 2  
Drug NameFluphenazine decanoate
Drug LabelFluphenazine decanoate is the decanoate ester of a trifluoromethyl phenothiazine derivative. It is a highly potent behavior modifier with a markedly extended duration of effect and has the following structural formula:Fluphenazine Decanoate Injection...
Active IngredientFluphenazine decanoate
Dosage FormInjectable
RouteInjection
Strength25mg/ml
Market StatusPrescription
CompanyPar Sterile Products; Fresenius Kabi Usa; Eurohlth Intl

5 Pharmacology and Biochemistry
5.1 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.)


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

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