Isomethadone Explained

Isomethadone (INN, BAN; trade name Liden; also known as isoamidone) is a synthetic opioid analgesic and antitussive related to methadone that was used formerly as a pharmaceutical drug but is now no longer marketed.^{[1] [2] [3] [4]} Isomethadone was used as both an analgesic and antitussive. It binds to and activates both the μ- and δ-opioid receptors, with the (S)-isomer being the more potent of the two enantiomers.^[5] Isomethadone is a Schedule II controlled substance in the United States, with an ACSCN of 9226 and a 2014 aggregate manufacturing quota of 5 g. The salts in use are the hydrobromide (HBr, free base conversion ratio 0.793), hydrochloride (HCl, 0.894), and HCl monohydrate (0.850).^[6] Isomethadone is also regulated internationally as a Schedule I controlled substance under the United Nations Single Convention on Narcotic Drugs of 1961.^[7]

See also

• Methadone

Notes and References

1. Book: Macdonald F . Dictionary of Pharmacological Agents . 16 May 2012 . 1997 . CRC Press . 978-0-412-46630-4 . 1169.
2. Book: Morton IK, Hall JM . Concise Dictionary of Pharmacological Agents: Properties and Synonyms . 16 May 2012 . 1999 . Springer . 978-0-7514-0499-9 . 157.
3. Keats AS, Beecher HK . Analgesic potency and side action liability in man of heptazone, WIN 1161-2, 6-methyl dihydromorphine, Metopon, levo-isomethadone and pentobarbital sodium, as a further effort to refine methods of evaluation of analgesic drugs . The Journal of Pharmacology and Experimental Therapeutics . 105 . 2 . 109–29 . June 1952 . 14928215 .
4. Winter CA, Flataker L . Antitussive action of d-isomethadone and d-methadone in dogs . Proceedings of the Society for Experimental Biology and Medicine . Society for Experimental Biology and Medicine . New York, N.Y. . 81 . 2 . 463–5 . November 1952 . 13027341 . 10.3181/00379727-81-19912. 36487588 .
5. Portoghese PS, Poupaert JH, Larson DL, etal . Synthesis, X-ray crystallographic determination, and opioid activity of erythro-5-methylmethadone enantiomers. Evidence which suggests that mu and delta opioid receptors possess different stereochemical requirements . Journal of Medicinal Chemistry . 25 . 6 . 684–8 . June 1982 . 6284938 . 10.1021/jm00348a015.
6. Web site: Final Adjusted Aggregate Production Quotas for Schedule I and II Controlled Substances and Assessment of Annual Needs for the List I Chemicals Ephedrine, Pseudoephedrine, and Phenylpropanolamine for 2014 . Code of Federal Regulations . 2016-02-28 . 2016-03-04 . https://web.archive.org/web/20160304053357/http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm . dead .
7. Book: Nordegren T . The A-Z Encyclopedia of Alcohol and Drug Abuse . 16 May 2012 . 1 March 2002 . Universal-Publishers . 978-1-58112-404-0 . 366.