Structure via PubChem · Public domain (PubChem)
Menabitan
Sign in to saveAlso known as SP-204
Menabitan (INN: SP-204) is a synthetic drug which acts as a potent cannabinoid receptor agonist. It is closely related to natural cannabinoids of the tetrahydrocannabinol (THC) group, differing mainly by its longer and branched side chain, and the replacement of the 9-position carbon with a nitrogen. It is a structural analog of nabitan and dimethylheptylpyran. It was studied as an analgesic in the 1970s and was found to possess analgesic effects in both humans and animals but was never marketed.
Chemical data
- Formula
- C37H56N2O3
- Molecular weight
- 576.9 g/mol
- IUPAC name
- [5,5-dimethyl-8-(3-methyloctan-2-yl)-2-prop-2-ynyl-3,4-dihydro-1H-chromeno[4,3-c]pyridin-10-yl] 2-methyl-4-(2-methylpiperidin-1-yl)butanoate
- SMILES
- CCCCCC(C)C(C)C1=CC2=C(C3=C(CCN(C3)CC#C)C(O2)(C)C)C(=C1)OC(=O)C(C)CCN4CCCCC4C
- InChIKey
- ZWLPJYVIMWAEDC-UHFFFAOYSA-N
- XLogP
- 7.9
- Polar surface area
- 42 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 576.429093652
Show 2 more facts
- chemical formula
- C₃₇H₅₆N₂O₃
- canonical SMILES
- CCCCCC(C)C(C)C1=CC2=C(C3=C(CCN(C3)CC#C)C(O2)(C)C)C(=C1)OC(=O)C(C)CCN4CCCCC4C
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- See also
- References
Menabitan (INN: SP-204) is a synthetic drug which acts as a potent cannabinoid receptor agonist. It is closely related to natural cannabinoids of the tetrahydrocannabinol (THC) group, differing mainly by its longer and branched side chain, and the replacement of the 9-position carbon with a nitrogen. It is a structural analog of nabitan and dimethylheptylpyran. It was studied as an analgesic in the 1970s and was found to possess analgesic effects in both humans and animals but was never marketed.
Due to its structural similarity to the Schedule I/III drug THC, it can be treated as a Schedule I drug within the United States legal system under the Federal Analogue Act.
Excerpted from Wikipedia’s “Menabitan” article, available under the CC BY-SA 4.0 licence.