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    Thiethylperazine

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    PharmaCompass
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    2D Structure
    Also known as: Thiethylperazine dimalate, 52239-63-1, Torecan, Thietylperazine malate, Hp46xk89xb, 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine malate (1:2)
    Molecular Formula
    C30H41N3O10S2
    Molecular Weight
    667.8  g/mol
    InChI Key
    GTHHLZDYRHLACN-UHFFFAOYSA-N
    FDA UNII
    HP46XK89XB
    A dopamine antagonist that is particularly useful in treating the nausea and vomiting associated with anesthesia, mildly emetic cancer chemotherapy agents, radiation therapy, and toxins. This piperazine phenothiazine does not prevent vertigo or motion sickness. (From AMA Drug Evaluations Annual, 1994, p457)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-ethylsulfanyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;2-hydroxybutanedioic acid
    2.1.2 InChI
    InChI=1S/C22H29N3S2.2C4H6O5/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24;2*5-2(4(8)9)1-3(6)7/h4-5,7-10,17H,3,6,11-16H2,1-2H3;2*2,5H,1H2,(H,6,7)(H,8,9)
    2.1.3 InChI Key
    GTHHLZDYRHLACN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCSC1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C.C(C(C(=O)O)O)C(=O)O.C(C(C(=O)O)O)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    HP46XK89XB
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Norzine

    2. Thiethylperazine

    3. Thiethylperazine Maleate (2:1)

    4. Torecan

    2.3.2 Depositor-Supplied Synonyms

    1. Thiethylperazine Dimalate

    2. 52239-63-1

    3. Torecan

    4. Thietylperazine Malate

    5. Hp46xk89xb

    6. 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine Malate (1:2)

    7. 2-ethylsulfanyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;2-hydroxybutanedioic Acid

    8. Thiethylperazine Malate (jan)

    9. Norzine Ampuls

    10. Thiethylperazine Malate [jan]

    11. 10h-phenothiazine, 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)-, 2-hydroxy-1,4-butanedioate (1:2)

    12. Malic Acid, Compound With 2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10h-phenothiazine (2:1)

    13. Ncgc00017115-01

    14. Cas-52239-63-1

    15. Unii-hp46xk89xb

    16. Thiethylperazine Malate [usp]

    17. Malic Acid, Compound With 2-(ethylthio)-10-(3-(4-methylpiperazin-1-yl)propyl)-10h-phenothiazine (2:1)

    18. Einecs 257-780-2

    19. Torecan (tn)

    20. Dsstox_cid_25586

    21. Dsstox_rid_80982

    22. Dsstox_gsid_45586

    23. Schembl466913

    24. Chembl2359670

    25. Dtxsid1045586

    26. Hms1571e18

    27. Hms2098e18

    28. Hms3715e18

    29. Tox21_110784

    30. Thiethylperazine Dimalate [mi]

    31. Ccg-221068

    32. Thiethylperazine Malate [mart.]

    33. Thiethylperazine Malate [orange Book]

    34. D02610

    35. Sr-01000841243

    36. Sr-01000841243-2

    37. Q27280042

    38. 2-(ethylthio)-10-[3-(4-methyl-1-piperazinyl)propyl]-10h-phenothiazine Hydroxybutanedioate (1:2)

    39. Butanedioic Acid, Hydroxy-, Compd. With 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)-10h-phenothiazine (2:1)

    40. Hydroxybutanedioic Acid Compd. With 2-(ethylthio)-10-[3-(4-methyl-1-piperazinyl)propyl]-10h-phenothiazine (2:1)

    2.4 Create Date
    2006-11-22
    3 Chemical and Physical Properties
    Molecular Weight 667.8 g/mol
    Molecular Formula C30H41N3O10S2
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count15
    Rotatable Bond Count12
    Exact Mass667.22333686 g/mol
    Monoisotopic Mass667.22333686 g/mol
    Topological Polar Surface Area250 Ų
    Heavy Atom Count45
    Formal Charge0
    Complexity584
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 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.)