Methapyrilene

Methapyrilene
Clinical data
ATC code	R06AC05 (WHO) ;
Identifiers
	IUPAC name N,N-dimethyl-N'-pyridin-2-yl-N'-(2-thienylmethyl)ethane-1,2-diamine;
CAS Number	91-80-5 ;
PubChem CID	4098;
DrugBank	DB04819 ;
ChemSpider	3956 ;
UNII	A01LX40298;
KEGG	C11114 ;
ChEBI	CHEBI:6820 ;
CompTox Dashboard (EPA)	DTXSID2023278 ;
Chemical and physical data
Formula	C14H19N3S
Molar mass	261.39 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES n1ccccc1N(CCN(C)C)Cc2sccc2;
	InChI InChI=1S/C14H19N3S/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14/h3-8,11H,9-10,12H2,1-2H3 ; Key:HNJJXZKZRAWDPF-UHFFFAOYSA-N ;
	(verify)

Methapyrilene is an antihistamine and anticholinergic of the pyridine chemical class which was developed in the early 1950s. It was sold under the trade names Co-Pyronil and Histadyl EC in the UK.^[1] It has relatively strong sedative effects, to the extent that its primary use was as a medication for insomnia rather than for its antihistamine action. Together with scopolamine, it was the main ingredient in Sominex, Nytol, and Sleep-Eze. It also provided the sedative component of Excedrin PM.^[2] All of these products were reformulated in the late 1970s^[3] when methapyrilene was demonstrated to cause liver cancer in rats when given chronically.^[4]

ATC code

R06AC05 (WHO)

CAS Number

91-80-5^Y

PubChem CID

4098

DrugBank

DB04819^Y

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Methapyrilene

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