Chemistry:Methitural
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Short description: Chemical compound
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| Formula | C12H20N2O2S2 |
| Molar mass | 288.42 g·mol−1 |
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Methitural (INN; Neraval, Thiogenal), or methitural sodium, also known as methioturiate, is a barbiturate derivative which was marketed in the 1950s in Europe (in Germany and Italy) as an ultra-short-acting intravenous anesthetic.[1][2][3]
Synthesis
Methitural synthesis: Zima, Von Werder, U.S. Patent 2,802,827 (1957 to E. Merck).
A somewhat more complex side chain is incorporated by alkylation of the carbanion of the substituted cyanoacetate (1) with 2-chloroethylmethyl sulfide (2). Condensation of the resulting cyanoester (3) with thiourea followed by hydrolysis of the resulting imine affords methitural.
See also
References
- ↑ Dictionary of Pharmacological Agents. CRC Press. 1997. p. 1300. ISBN 978-0-412-46630-4. https://books.google.com/books?id=A0THacd46ZsC&pg=PA1300. Retrieved 19 May 2012.
- ↑ "Neraval (methitural sodium) (sch. 3132)". Canadian Anaesthetists' Society Journal 4 (1): 43–6. January 1957. doi:10.1007/bf03009193. PMID 13396640.
- ↑ "Methitural, a new intravenous anesthetic: comparison with thiopental in the cat, dog and monkey". The Journal of Pharmacology and Experimental Therapeutics 116 (3): 317–25. March 1956. PMID 13307393. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=13307393.
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