Nabitan

Nabitan
Systematic (IUPAC) name
(-)-8-(1,2-Dimethylheptyl)-1,3,4,5-tetrahydro-5,5-dimethyl-2-(2-propynyl) -2H-(1)benzopyrano(4,3-c)pyridin-10-yl 1-piperidinebutyrate
Identifiers
CAS Number 66556-74-9 YesY
ATC code None
PubChem CID 39503
ChemSpider 36117 YesY
Chemical data
Formula C35H52N2O3
Molar mass 548.799 g/mol
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Nabitan (Nabutam, Benzopyranoperidine, SP-106, Abbott 40656) is a synthetic cannabinoid analog of dronabinol (Marinol).[1] It exhibits antiemetic and analgesic effects, most likely by binding to and activating the CB1 and CB2 cannabinoid receptors, and reduced intraocular pressure in animal tests, making it potentially useful in the treatment of glaucoma.[2]

Nabitan has the advantage of being water-soluble, unlike most cannabinoid derivatives, and was researched for potential use as an analgesic or sedative,[3] although it was never developed for clinical use and is not currently used in medicine, as dronabinol or nabilone were felt to be more useful. However it is sometimes used in research into the potential therapeutic applications of cannabinoids.

References

  1. Razdan RK. The Total Synthesis of Cannabinoids. Wiley-Interscience 1980
  2. Razdan RK, Howes JF. "Drugs related to tetrahydrocannabinol." Medicinal Research Reviews 1983; 3(2):119-146. PMID 6134882
  3. Archer RA. "The cannabinoids: therapeutic potentials." Annual Reports in Medicinal Chemistry 1974; 9: 253-259. PMID 12307093


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