Chemistry:Isomethadone
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| Other names | WIN-1783, BW 47-442 |
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| Formula | C21H27NO |
| Molar mass | 309.453 g·mol−1 |
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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
References
- ↑ Dictionary of Pharmacological Agents. CRC Press. 1997. p. 1169. ISBN 978-0-412-46630-4. https://books.google.com/books?id=A0THacd46ZsC&pg=PA1169. Retrieved 16 May 2012.
- ↑ Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer. 1999. p. 157. ISBN 978-0-7514-0499-9. https://books.google.com/books?id=mqaOMOtk61IC&pg=PA157. Retrieved 16 May 2012.
- ↑ "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. PMID 14928215. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=14928215.
- ↑ "Antitussive action of d-isomethadone and d-methadone in dogs". Proceedings of the Society for Experimental Biology and Medicine (New York, N.Y.: Society for Experimental Biology and Medicine) 81 (2): 463–5. November 1952. doi:10.3181/00379727-81-19912. PMID 13027341.
- ↑ "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. doi:10.1021/jm00348a015. PMID 6284938.
- ↑ "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. http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm.
- ↑ The A-Z Encyclopedia of Alcohol and Drug Abuse. Universal-Publishers. 1 March 2002. p. 366. ISBN 978-1-58112-404-0. https://books.google.com/books?id=4yaGePenGKgC&pg=PA366. Retrieved 16 May 2012.
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