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Methapyrilene

From Wikipedia, the free encyclopedia
Chemical compound
"Thionylan" redirects here. Not to be confused with thionyl halides:thionyl fluoride,thionyl chloride andthionyl bromide.
Pharmaceutical compound
Methapyrilene
Clinical data
ATC code
Identifiers
  • N,N-dimethyl-N'-pyridin-2-yl-N'-(2-thienylmethyl)ethane-1,2-diamine
CAS Number
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Chemical and physical data
FormulaC14H19N3S
Molar mass261.39 g·mol−1
3D model (JSmol)
  • n1ccccc1N(CCN(C)C)Cc2sccc2
  • 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 checkY
  • Key:HNJJXZKZRAWDPF-UHFFFAOYSA-N checkY
  (verify)

Methapyrilene is anantihistamine andanticholinergic of thepyridinechemical 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 strongsedative effects, to the extent that its primary use was as a medication forinsomnia rather than for its antihistamine action. Together withscopolamine, it was the main ingredient inSominex, 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 causeliver cancer in rats when given chronically.[4]

See also

[edit]

References

[edit]
  1. ^"Archive".Birmingham Post. July 1979 – viaThe Free Library.
  2. ^"FDA Seeks Restrictions On Sleeping Aid Drugs".Daily Press. Vol. 83, no. 164. 1978-06-13. p. 1 – viaNewspapers.com.
  3. ^Cook C (1979-06-28)."Sleep aids back with new drug | Critics assail 'human testing'".The Minneapolis Star. pp. 1A,6A – viaNewspapers.com.
  4. ^Lijinsky W, Reuber MD, Blackwell BN (August 1980). "Liver tumors induced in rats by oral administration of the antihistaminic methapyrilene hydrochloride".Science.209 (4458):817–819.Bibcode:1980Sci...209..817L.doi:10.1126/science.7403848.PMID 7403848.
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