Methitural

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Methitural
Clinical data
ATC code
  • None
Identifiers
  • 5-[2-(methylsulfanyl)ethyl]-5-(2-pentanyl)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione
JSmol)
  • O=C1NC(=S)NC(=O)C1(C(C)CCC)CCSC
  • InChI=1S/C12H20N2O2S2/c1-4-5-8(2)12(6-7-18-3)9(15)13-11(17)14-10(12)16/h8H,4-7H2,1-3H3,(H2,13,14,15,16,17)
  • Key:KEMCRVSPPRNENL-UHFFFAOYSA-N

Methitural (

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

  1. ISBN 978-0-412-46630-4
    . Retrieved 19 May 2012.
  2. PMID 13396640
    .
  3. PMID 13307393
    .
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