Bisulepin

Bisulepin is strong and relatively selective antihistamine (H1 antagonist) with hypnotic, antiadrenergic and very weak anticholinergic and antiserotonergic effects. Bisulepin is marketed in the Czech Republic and Slovakia under the trademark Dithiaden as tablets and injections.

Bisulepin
Clinical data
ATC code
Identifiers
IUPAC name
  • (3E)-N,N-dimethyl-3-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)propan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.024.867
Chemical and physical data
FormulaC17H19NS2
Molar mass301.47 g·mol−1
3D model (JSmol)
SMILES
  • CN(C)CC\C=C1\c2ccsc2SCc2ccccc12

The registered active form is the trans- (i.e. E-) isomer.[1][2]

See also

References
  1. Polívka Z, Rajšner M, Metyš J, Holubek J, Svátek E, Ryska M, Protiva M (1983). "Antiaminic agents derived from thieno[2,3-c]-2-benzothiepin: 4-(1-Methyl-4-piperidylidene)-4,9-dihydrothieno[2,3-c]-2-benzothiepin and some related compounds". Collection of Czechoslovak Chemical Communications. 48 (2): 623–641. doi:10.1135/cccc19830623.
  2. Pharmacopoea Bohemoslovenica 4 (1987), vol. 2, p. 132 states that Bisulepinium chloratum (bisulepinium chloride) is trans-[3-(4,9-dihydro-thieno[2,3-c][2]benzithiepin-4-yliden)propyl]dimethylamoniumchlorid (Czech). The cis- isomer is considered as an impurity, max. amount 2.0 %.
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