Structure via PubChem · Public domain (PubChem)
methyldesorphine
Sign in to saveMethyldesorphine is an opioid analgesic. First synthesized in Germany in 1940 and patented in the US in 1952, 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. It is approximately 15 times more potent than morphine as an analgesic, but if the 6-7 bond is saturated, the β isomer is some 50 times more potent than morphine.
Chemical data
- Formula
- C18H21NO2
- Molecular weight
- 283.4 g/mol
- IUPAC name
- (4R,4aR,7aS,12bS)-3,7-dimethyl-2,4,4a,5,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol
- SMILES
- CC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C
- InChIKey
- CUFWYVOFDYVCPM-GGNLRSJOSA-N
- XLogP
- 2.5
- Polar surface area
- 32.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 283.157
Show 4 more facts
- chemical formula
- C₁₈H₂₁NO₂
- canonical SMILES
- CC1=CCC2C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3C
- isomeric SMILES
- CC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C
- Commons category
- Methyldesorphine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Methyldesorphine is an opioid analgesic. First synthesized in Germany in 1940 and patented in the US in 1952, 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. It is approximately 15 times more potent than morphine as an analgesic, 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.
Excerpted from Wikipedia’s “methyldesorphine” article, available under the CC BY-SA 4.0 licence.