Pipethiaden

Pipethiaden
Clinical data
ATC code	None;
Identifiers
	IUPAC name 1-Methyl-4-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)piperidine;
CAS Number	15053-99-3;
PubChem CID	197209;
ChemSpider	170786;
UNII	4M164I6E36;
CompTox Dashboard (EPA)	DTXSID70164567 ;
Chemical and physical data
Formula	C18H19NS2
Molar mass	313.48 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCC(=C2c3ccccc3CSc4c2ccs4)CC1;
	InChI InChI=InChI=1S/C18H19NS2/c1-19-9-6-13(7-10-19)17-15-5-3-2-4-14(15)12-21-18-16(17)8-11-20-18/h2-5,8,11H,6-7,9-10,12H2,1H3; Key:VZWWTHTUQTYAGH-UHFFFAOYSA-N;

Pipethiaden is a benzothiepin-based drug candidate that was at one time studied as a potential preventive to reduce the frequency of recurrent migraine headaches. It also has some activity as an antihistamine and is also an antagonist at the 5-HT_2A and 5HT_2C receptors.^[2]

Synthesis:^[3] Review:^[4]

References

^ "1-Methyl-4-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)piperidine".
^ Frycová H, Metys J (July 1989). "[Anti-allergic properties of pipethiaden--a new preventive agent for migraine]". Ceskoslovenska Farmacie (in Czech). 38 (6): 264–8. PMID 2790993.
^ 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.
^ Protiva, M. (1983). "Pipethiadene Tartrate". Drugs of the Future. 8 (4): 334. doi:10.1358/dof.1983.008.04.65210.

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[1] "1-Methyl-4-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)piperidine".

[2] Frycová H, Metys J (July 1989). "[Anti-allergic properties of pipethiaden--a new preventive agent for migraine]". Ceskoslovenska Farmacie (in Czech). 38 (6): 264–8. PMID 2790993.

[3] 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.

[4] Protiva, M. (1983). "Pipethiadene Tartrate". Drugs of the Future. 8 (4): 334. doi:10.1358/dof.1983.008.04.65210.

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Clinical data

ATC code	None
Identifiers
IUPAC name 1-Methyl-4-(thieno[2,3-c][2]benzothiepin-4(9H)-ylidene)piperidine
CAS Number	15053-99-3
PubChem CID	197209
ChemSpider	170786
UNII	4M164I6E36
CompTox Dashboard (EPA)	DTXSID70164567
Chemical and physical data
Formula	C₁₈H₁₉NS₂
Molar mass	313.48 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CCC(=C2c3ccccc3CSc4c2ccs4)CC1
InChI InChI=InChI=1S/C18H19NS2/c1-19-9-6-13(7-10-19)17-15-5-3-2-4-14(15)12-21-18-16(17)8-11-20-18/h2-5,8,11H,6-7,9-10,12H2,1H3 Key:VZWWTHTUQTYAGH-UHFFFAOYSA-N^[1]