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DL-methorphan
Sign in to saveAlso known as methorphan
Methorphan is an opioid drug that occurs in two isomeric forms, each with differing pharmacology and effects:
Chemical data
- Formula
- C18H25NO
- Molecular weight
- 271.4 g/mol
- IUPAC name
- 4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
- SMILES
- CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
- InChIKey
- MKXZASYAUGDDCJ-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 271.19361442
Show 2 more facts
- canonical SMILES
- CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
- chemical formula
- C₁₈H₂₅NO
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Methorphan is an opioid drug that occurs in two isomeric forms, each with differing pharmacology and effects: Dextromethorphan An over-the-counter cough suppressant, as well as dissociative hallucinogen. Levomethorphan A potent opioid analgesic that was never clinically developed; a prodrug of the powerful opioid agonist analgesic levorphanol (Levo-Dromoran).
Racemethorphan is the racemic mixture of both of these stereoisomers. It is listed under the Single Convention on Narcotic Drugs 1961 and is therefore listed in the United States as a Controlled Substance, specifically as a Narcotic in Schedule II with an ACSCN of 9732 and an annual aggregate manufacturing quota of 3 grams in 2014. The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644).
Excerpted from Wikipedia’s “DL-methorphan” article, available under the CC BY-SA 4.0 licence.