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Nabitan

From Wikipedia, the free encyclopedia
Synthetic cannabinoid
Pharmaceutical compound
Nabitan
Clinical data
Other namesNabutam, benzopyranoperidine, SP-106, Abbott 40656
Drug classCannabinoid
ATC code
  • none
Identifiers
  • 5,5-Dimethyl-8-(3-methyloctan-2-yl)-2-(prop-2-yn-1-yl)-1,3,4,5-tetrahydro-2H-[1]benzopyrano[4,3-c]pyridin-10-yl 4-(piperidin-1-yl)butanoate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC35H52N2O3
Molar mass548.812 g·mol−1
3D model (JSmol)
  • O=C(Oc2cc(cc1OC(C\3=C(/c12)CN(CC/3)CC#C)(C)C)C(C)C(C)CCCCC)CCCN4CCCCC4
  • InChI=1S/C35H52N2O3/c1-7-9-11-15-26(3)27(4)28-23-31(39-33(38)16-14-21-36-19-12-10-13-20-36)34-29-25-37(18-8-2)22-17-30(29)35(5,6)40-32(34)24-28/h2,23-24,26-27H,7,9-22,25H2,1,3-6H3 checkY
  • Key:MCVPMHDADNVRKF-UHFFFAOYSA-N checkY
  (verify)

Nabitan (nabutam,benzopyranoperidine,SP-106,Abbott 40656) is asyntheticcannabinoidanalog ofdronabinol9-tetrahydrocannabinol) anddimethylheptylpyran.[1] It exhibitsantiemetic andanalgesic effects, most likely by binding to and activating theCB1 andCB2cannabinoid receptors, and reducedintraocular pressure in animal tests, making it potentially useful in the treatment ofglaucoma.[2]

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

See also

[edit]

References

[edit]
  1. ^Razdan RK. The Total Synthesis of Cannabinoids. Wiley-Interscience 1980
  2. ^Razdan RK, Howes JF (1983). "Drugs related to tetrahydrocannabinol".Medicinal Research Reviews.3 (2):119–46.doi:10.1002/med.2610030203.PMID 6134882.S2CID 31313909.
  3. ^Archer RA (1974). "The cannabinoids: therapeutic potentials".Annual Reports in Medicinal Chemistry.9:253–9.doi:10.1016/s0065-7743(08)61448-7.PMID 12307093.
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