Methyldesorphine

Methyldesorphine

Systematic (IUPAC) name
(5α)-6,17-Dimethyl-6,7-didehydro-4,5-epoxymorphinan-3-ol
Clinical data
Legal status
Legal status	AU: S9 (Prohibited) CA: Schedule I DE: Anlage I (Controlled) US: Schedule I
Identifiers
CAS Number	16008-36-9
ATC code	none
PubChem	CID 5362518
ChemSpider	4515065
UNII	Y460N7W76B
Synonyms	3-Hydroxy-6,N-dimethyl- 4,5-epoxymorphin-6-en
Chemical data
Formula	C18H21NO2
Molar mass	283.36 g/mol
SMILES CC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C
InChI InChI=1S/C18H21NO2/c1-10-3-5-12-13-9-11-4-6-14(20)16-15(11)18(12,17(10)21-16)7-8-19(13)2/h3-4,6,12-13,17,20H,5,7-9H2,1-2H3/t12-,13+,17-,18-/m0/s1 Key:CUFWYVOFDYVCPM-GGNLRSJOSA-N
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Methyldesorphine is an opioid analgesic. First synthesized in Germany in 1940 and patented in the USA in 1952,^[1] it has a high potential for abuse as with any potent opioid agonist, and is sometimes found along with desomorphine as a component of the home-made opioid mixture known as "Krokodil" used in Russia and the neighboring former Soviet republics.^[2] It is approximately 15 times more potent than morphine as an analgesic^[3][4] but if the 6-7 bond is saturated, the β isomer is some 50 times more potent than morphine.

Methyldesorphine is listed as a Schedule I Narcotic controlled substance under the Controlled Substances Act 1970 in the United States with a DEA ACSCN of 9302 and zero annual aggregate manufacturing quota. The free base conversion ratio of the hydrochloride is 0.89.^[5]

See also

• 6-Methylenedihydrodesoxymorphine

References

1. US patent 2694068, Payne, G. B. et al., "Δ6-DESOXYMORPHINE COMPOUNDS AND PROCESS OF PRODUCING THE SAME", published 1952-08-05, issued 1954-09-11 
2. Savchuk, S. A.; Barsegyan, S. S.; Barsegyan, I. B.; Kolesov, G. M. (2008). "Chromatographic Study of Expert and Biological Samples Containing Desomorphine". Journal of Analytical Chemistry 63 (4): 361–370. doi:10.1007/s10809-008-4009-5.
3. Casy, A. F.; Parfitt, R. Y. (1986). Opioid Analgesics, Chemistry and Receptors. New York: Plenum Press. pp. 37–38. ISBN 0-306-42130-5.
4. Lenz, G. R.; Evans, S. M.; Walters, D. E.; Hopfinger, A. J. (1986). Opiates. Academic Press. p. 63. ISBN 978-0-12-443830-9.
5. http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html