Methyldesorphine

Methyldesorphine
Clinical data
Other names	3-Hydroxy-6,N-dimethyl- 4,5-epoxymorphin-6-en
ATC code	none;
Legal status
Legal status	US: Schedule I;
Identifiers
	IUPAC name (5α)-6,17-dimethyl- 6,7-didehydro- 4,5-epoxymorphinan- 3-ol;
CAS Number	16008-36-9 ;
PubChem CID	5362518;
UNII	Y460N7W76B;
CompTox Dashboard (EPA)	DTXSID60166797 ;
ECHA InfoCard	100.036.474
Chemical and physical data
Formula	C18H21NO2
Molar mass	283.36 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C;
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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.

References

^ 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
^ Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi: 10.1007/s10809-008-4009-5 , please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi= 10.1007/s10809-008-4009-5 instead.
^ Casy, A. F.; Parfitt, R. Y. (1986). Opioid Analgesics, Chemistry and Receptors. New York: Plenum Press. pp. 37–38. ISBN 0-306-42130-5.{{cite book}}: CS1 maint: multiple names: authors list (link)
^ Lenz, G. R.; Evans, S. M.; Walters, D. E.; Hopfinger, A. J. (1986). Opiates. Academic Press. p. 63. ISBN 978-0-12-443830-9.{{cite book}}: CS1 maint: multiple names: authors list (link)

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[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] Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi: 10.1007/s10809-008-4009-5 , please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi= 10.1007/s10809-008-4009-5 instead.

[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.{{cite book}}: CS1 maint: multiple names: authors list (link)

[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.{{cite book}}: CS1 maint: multiple names: authors list (link)

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See also

References