IC-26

IC-26

Systematic (IUPAC) name
4-ethylsulfonyl-N,N-dimethyl-4,4-diphenylbutan-2-amine
Identifiers
PubChem	CID 113832
Chemical data
Formula	C20H27NO2S
Molar mass	345.499
SMILES CCS(=O)(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2
(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IC-26^[1] (WIN 1161-3, Methiodone)^[2] is an analogue of the opioid analgesic methadone, where the carbonyl group has been replaced by the bioisosteric sulfone group.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

• MT-45

References

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.
5. Wolbach, A. B.; Fraser, H. F. (1963). "Addiction Liability of I-C-26". Bulletin on Narcotics (UNODC) 1963 (1): 25–28.