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2D Structure
Also known as: Cpd000059133, Mls000069471, Fluoperazine, Calmazine, Smr000059133, Stalazine hydrochloride
Molecular Formula
C21H25ClF3N3S
Molecular Weight
444.0  g/mol
InChI Key
RIULCFSTKRDHBX-UHFFFAOYSA-N

A phenothiazine with actions similar to CHLORPROMAZINE. It is used as an antipsychotic and an antiemetic.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine;hydrochloride
2.1.2 InChI
InChI=1S/C21H24F3N3S.ClH/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24;/h2-3,5-8,15H,4,9-14H2,1H3;1H
2.1.3 InChI Key
RIULCFSTKRDHBX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F.Cl
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Apo Trifluoperazine

2. Apo-trifluoperazine

3. Apotrifluoperazine

4. Flupazine

5. Stelazine

6. Terfluzine

7. Trifluoperazine

8. Trifluoperazine Hcl

9. Trifluoperazine Hydrochloride

10. Trifluoroperazine

11. Trifluperazine

12. Triftazin

2.2.2 Depositor-Supplied Synonyms

1. Cpd000059133

2. Mls000069471

3. Fluoperazine

4. Calmazine

5. Smr000059133

6. Stalazine Hydrochloride

7. 10h-phenothiazine,10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-, Hydrochloride (1:2)

8. Stelazine Dihydrochloride

9. Trifluperazine Dihydrochloride

10. Mls001146870

11. Mls002702821

12. Trifluoroperazine Dihydrochloride

13. 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)phenothiazine;hydrochloride

14. 10-[3-(4-methylpiperazinyl)propyl]-2-(trifluoromethyl)phenothiazine, Chloride, Chloride

15. Nsc17474

16. Skf 5019

17. Eskazine Dihydrochloride

18. Triflurin Dihydrochloride

19. Opera_id_1296

20. Trifluoperazine Hydrochoride

21. Chembl1710

22. Schembl41194

23. Tripfluoperazine Hydrochloride

24. Mls000758242

25. Mls001423986

26. Mls002222216

27. Triflorperazine Dihydrochloride

28. Trifluoropyrazin Dihydrochloride

29. Pharmakon1600-01500591

30. Nsc757369

31. Akos016395836

32. Ccg-100803

33. Nc00053

34. Ncgc00180883-01

35. Ncgc00180883-02

36. Wln: T C666 Bn Isj Exfff B3- At6n Dntj D1 &gh 2

2.3 Create Date
2005-07-29
3 Chemical and Physical Properties
Molecular Weight 444.0 g/mol
Molecular Formula C21H25ClF3N3S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass443.1409812 g/mol
Monoisotopic Mass443.1409812 g/mol
Topological Polar Surface Area35 Ų
Heavy Atom Count29
Formal Charge0
Complexity510
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)


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.)