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    Haloperidol Decanoate

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 74050-97-8, Halomonth, Haldol decanoate, Neoperidole, Kd 136, Kd 16
    Molecular Formula
    C31H41ClFNO3
    Molecular Weight
    530.1  g/mol
    InChI Key
    GUTXTARXLVFHDK-UHFFFAOYSA-N
    FDA UNII
    AC20PJ4101
    Haloperidol Decanoate is the decanoate ester of haloperidol, a phenylbutylpiperadine derivative with antipsychotic, neuroleptic and antiemetic effects. Haloperidol competitively blocks postsynaptic dopamine (D2) receptors in the mesolimbic system of the brain leading to anti-delusionary and anti-hallucinogenic effects. The antagonistic activity mediated through D2 dopamine receptors in the chemoreceptive trigger zone (CTZ) account for its antiemetic activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl] decanoate
    2.1.2 InChI
    InChI=1S/C31H41ClFNO3/c1-2-3-4-5-6-7-8-11-30(36)37-31(26-14-16-27(32)17-15-26)20-23-34(24-21-31)22-9-10-29(35)25-12-18-28(33)19-13-25/h12-19H,2-11,20-24H2,1H3
    2.1.3 InChI Key
    GUTXTARXLVFHDK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCCCCCCCC(=O)OC1(CCN(CC1)CCCC(=O)C2=CC=C(C=C2)F)C3=CC=C(C=C3)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    AC20PJ4101
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 74050-97-8

    2. Halomonth

    3. Haldol Decanoate

    4. Neoperidole

    5. Kd 136

    6. Kd 16

    7. Kd-136

    8. [4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl] Decanoate

    9. Ac20pj4101

    10. R-13672

    11. R-13,672

    12. 4-(4-chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)piperidin-4-yl Decanoate

    13. Decanoic Acid, Ester With 4-(4-(p-chlorophenyl)-4-hydroxypiperidino)-4'-fluorobutyrophenone

    14. Haldol Decanoas

    15. Decanoic Acid, 4-(4-chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidinyl Ester

    16. Depot Haloperidol

    17. Haloperidol Depot

    18. Halomonth; Haloperidol Decanoate; Kd 136; Kd 16; Neoperidole; R 13762

    19. Einecs 277-679-7

    20. Haloperidol Decanoate Hcl

    21. Unii-ac20pj4101

    22. Haldol Dec

    23. L-ornithineacetate

    24. Halomonth (tn)

    25. R 13672

    26. Haloperidol-decanoate

    27. R 13,672

    28. Haloperidol Decanoate [usan:usp:ban:jan]

    29. Schembl120575

    30. Chembl1200986

    31. Chebi:31664

    32. Dtxsid50224951

    33. Haloperidol Decanoate (jan/usp)

    34. Haloperidol Decanoate [mi]

    35. Hms3887c07

    36. Haloperidol Decanoate [jan]

    37. Zinc8214574

    38. Haloperidol Decanoate [usan]

    39. Bdbm50053408

    40. Haloperidol Decanoate [mart.]

    41. 4-(4-chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidyl Decanoate

    42. Akos025392169

    43. Haloperidol Decanoate [usp-rs]

    44. Haloperidol Decanoate [who-dd]

    45. Ks-1419

    46. Ncgc00508704-02

    47. Haloperidol Decanoate [ep Impurity]

    48. Haloperidol Decanoate [orange Book]

    49. Haloperidol Decanoate [ep Monograph]

    50. Haloperidol Decanoate [usp Impurity]

    51. Hy-107969

    52. Cs-0031068

    53. Ft-0669103

    54. Haloperidol Decanoate [usp Monograph]

    55. D01898

    56. Q27273855

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 530.1 g/mol
    Molecular Formula C31H41ClFNO3
    XLogP37.9
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count16
    Exact Mass529.2759000 g/mol
    Monoisotopic Mass529.2759000 g/mol
    Topological Polar Surface Area46.6 Ų
    Heavy Atom Count37
    Formal Charge0
    Complexity665
    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 NameHaloperidol decanoate
    PubMed HealthHaloperidol Decanoate (Injection)
    Drug ClassesAntipsychotic
    Drug LabelHaloperidol decanoate USP is the decanoate ester of the butyrophenone, haloperidol. It has a markedly extended duration of effect. It is available in sesame oil in sterile form for intramuscular (IM) injection. The structural formula of haloperidol d...
    Active IngredientHaloperidol decanoate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 50mg base/ml; eq 100mg base/ml
    Market StatusPrescription
    CompanyTeva Pharms Usa; Fresenius Kabi Usa; Eurohlth Intl; Agila Speclts

    2 of 2  
    Drug NameHaloperidol decanoate
    PubMed HealthHaloperidol Decanoate (Injection)
    Drug ClassesAntipsychotic
    Drug LabelHaloperidol decanoate USP is the decanoate ester of the butyrophenone, haloperidol. It has a markedly extended duration of effect. It is available in sesame oil in sterile form for intramuscular (IM) injection. The structural formula of haloperidol d...
    Active IngredientHaloperidol decanoate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 50mg base/ml; eq 100mg base/ml
    Market StatusPrescription
    CompanyTeva Pharms Usa; Fresenius Kabi Usa; Eurohlth Intl; Agila Speclts

    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
    Typical Antipsychotic [EPC]