en Bisulepin

Bisulepin
Clinical data
ATC code	R06AX (WHO) ;
Identifiers
	IUPAC name (3E)-N,N-dimethyl-3-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)propan-1-amine;
CAS Number	42504-83-6;
PubChem CID	6537425;
ChemSpider	5020597;
UNII	595726R32U;
ChEBI	CHEBI:135277;
CompTox Dashboard (EPA)	DTXSID301336166 DTXSID40973608, DTXSID301336166 ;
ECHA InfoCard	100.024.867
Chemical and physical data
Formula	C17H19NS2
Molar mass	301.47 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CC\C=C1\c2ccsc2SCc2ccccc12;

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.

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

References

^ 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.
^ 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 %.