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Technical details about Thiethylperazine, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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.)


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