IC-26

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IC-26
IC-26 structure.svg
Systematic (IUPAC) name
4-ethylsulfonyl-N,N-dimethyl-4,4-diphenylbutan-2-amine
Clinical data
Legal status ?
Identifiers
ATC code ?
PubChem CID 113832
Chemical data
Formula C20H27NO2S 
Mol. mass 345.499
 YesY (what is this?)  (verify)

IC-26[1] (WIN 1161-3, Methiodone)[2] is an analogue of the opioid analgesic methadone, where the carbonyl group has been replaced by the bioisosteric sulfone group.

Human and animal studies suggest that IC-26 is around the same potency as methadone,[3][4] although other studies have found its activity to be inconsistent between different patients, with consistent opioid activity only being seen at a dose several times that of methadone. IC-26 was assessed for its abuse potential, but despite being found to have similar potential to methadone for development of dependence[5] it was never placed under international control as an illegal drug.

See also[edit]

References[edit]

  1. ^ Tullar, B. F.; Wetterau, W.; Archer, S. (1948). "The Resolution of Ethyl 1,1-Diphenyl-3-dimethylaminobutyl Sulfone". Journal of the American Chemical Society 70 (11): 3959–3960. doi:10.1021/ja01191a532. 
  2. ^ US patent 2618640, Archer, S.; Suter, C. M.; Tullar, B. F., "Certain amino hydrocarbon sulfones and process of preparation", issued 1952-11-18, assigned to Sterling Drug 
  3. ^ Lednicer, D. (1982). Central Analgetics. p. 194. ISBN 0-471-08314-3. 
  4. ^ Janssen, P. A. J. (1960). "XVIII Sulphones". Diphenylpropylamines. Synthetic Analgesics 1. Pergamon Press. pp. 160–163. LCCN 59-13814 Check |lccn= value (help). 
  5. ^ Wolbach, A. B.; Fraser, H. F. (1963). "Addiction Liability of I-C-26". Bulletin on Narcotics (UNODC) 1963 (1): 25–28.