Thiothixen

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Structural formula
Structural formula
( Z ) -isomer (top) and ( E ) -isomer
General
Non-proprietary name Tiotixen
other names

N , N -dimethyl-9- [3- (4-methylpiperazino) -propylidene] -9 H -thioxanthen-2-sulfonamide

Molecular formula C 23 H 29 N 3 O 2 S 2
External identifiers / databases
CAS number
  • 5591-45-7 [( E , Z ) -Thiothixen]
  • 3313-26-6 [( Z ) -Thiothixen]
PubChem 941651
DrugBank DB01623
Wikidata Q2608288
Drug information
ATC code

N05 AF04

properties
Molar mass 443.62 g · mol -1
Melting point
  • 114–118 ° C [( E , Z ) -Tiotixen]
  • 147.5–149 ° C [( Z ) -Tiotixen]
  • 123-124.5 ° C [( E ) -Tiotixen]
solubility
  • almost insoluble in water
  • soluble in ethanol and ether
  • easily soluble in chloroform
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling
no classification available
Toxicological data

100 mg kg −1 ( LD 50 ,  mouse ,  ip )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Thiothixen or Tiotixen is a chemical compound from the group of thioxanthenes . The drug is used as a neuroleptic to treat psychoses such as schizophrenia . Thiothixen is a dopamine and serotonin receptor antagonist. The drug was patented for Pfizer in 1964 .

The ( Z ) form ( cis form) is more pharmacologically active than the ( E ) form ( trans form).

Thiothixen was sold under the trade name Navane in many countries .

See also

Individual evidence

  1. ↑ a b c d e f g h i Entry on Tiotixen. In: Römpp Online . Georg Thieme Verlag, accessed on April 29, 2015.
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ↑ Robert L. Dufresne, David J. Kass, Robert E. Becker: Bupropion and thiothixene versus placebo and thiothixene in the treatment of depression in schizophrenia . In: Drug Development Research . tape 12 , no. 3-4 , 1988, pp. 259 , doi : 10.1002 / gdr . 430120308 (English).