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Chemistry

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Also known as: Thiethylperazine maleate, Tresten, Torecan maleate, 1179-69-7, Torecan bimaleate, Thiethylperazine maleate (200 mg)

Molecular Formula

C₂₆H₃₃N₃O₄S₂

Molecular Weight

515.7 g/mol

InChI Key

FBZFLZSBKWFFRD-BTJKTKAUSA-N

Thiethylperazine Maleate is the maleate salt form of triethylperazine, a piperazine phenothiazine derivative and a dopamine antagonist used as antiemetic. Thiethylperazine blocks postsynaptic dopamine 2 (D2) receptors in the medullary chemoreceptor trigger zone (CTZ), thereby decreasing stimulation of the vomiting center in the brain. Peripherally, thiethylperazine blocks the vagus nerve in the gastrointestinal tract. In addition, this agent also shows antagonistic activities mediated through muscarinic receptors, H1-receptors, and alpha(1)-receptors.

1 2D Structure

Thiethylperazine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;2-ethylsulfanyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

2.1.2 InChI

InChI=1S/C22H29N3S2.C4H4O4/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;5-3(6)1-2-4(7)8/h4-5,7-10,17H,3,6,11-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

FBZFLZSBKWFFRD-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CCSC1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCSC1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C.C(=C\C(=O)O)\C(=O)O

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. Thiethylperazine Maleate

2. Tresten

3. Torecan Maleate

4. 1179-69-7

5. Torecan Bimaleate

6. Thiethylperazine Maleate (200 Mg)

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

8. Nsc130044

9. Thiethylperazinmaleat

10. Phenothiazine, Dimaleate

11. Phenothiazine, Maleate(1:2)

12. Gs95

13. Chembl1200856

14. Schembl10624613

15. Gs 95

16. 3-[(4-chlorophenyl)carbamoyl]benzeneboronicacid

17. 10h-phenothiazine, (z)-2-butenedioate (1:2)

18. 10h-phenothiazine, (z)-, 2-butenedioate (1:2)

19. Wln: T C666 Bn Isj Es2 B3- At6n Dntj D1 &ov1u1vo

20. 2-(ethylmercapto)-10-[3-(1-methyl-4-piperazinyl)propyl]phenothiazine Dimaleate

2.3 Create Date

2007-02-08

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₃N₃O₄S₂
Molecular Weight	515.7 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	8
Exact Mass	515.19124889 g/mol
Monoisotopic Mass	515.19124889 g/mol
Topological Polar Surface Area	135 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	574
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2