Nabitan

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Structural formula
Structural formula of Nabitan
Mixture of four stereoisomers (structural formula without stereochemistry)
General
Non-proprietary name Nabitan
other names
  • (±) -8- (1,2-Dimethylheptyl) -1,3,4,5-tetrahydro-5,5-dimethyl-2- (2-propynyl) -2 H - (1) benzopyrano [4,3- c ] pyridin-10-yl-1-piperidine butyrate
  • Benzopyranoperidine
Molecular formula C 35 H 52 N 2 O 3
External identifiers / databases
CAS number 66556-74-9
PubChem 39503
ChemSpider 36117
Wikidata Q1962034
Drug information
Drug class

Antemetic, analgesic

Mechanism of action

Activation of the cannabinoid receptors CB1 and CB2

properties
Molar mass 548.80 g · mol -1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nabitan is a synthetic analogue of tetrahydrocannabinol (dronabinol) and is therefore one of the cannabinoids .

Effects

Nabitan has antiemetic and analgesic effects by activating the cannabinoid receptors CB1 and CB2. In animal experiments, it reduces the intraocular pressure and thus provides a drug for glaucoma is. Developed was the connection as a painkiller and as a sedative , but not for clinical applications. The very high solubility in water for a cannabinoid is advantageous.

To date, nabitan has no significance as a medicinal substance , since dronabinol or nabilone are more effective. It is only of importance as one of many test substances in the search for active substances for cannabinoids.

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ^ Raj K. Razdan: The Total Synthesis of Cannabinoids. In: The Total Synthesis of Natural Products. vol. 4, ed. John ApSimon, Wiley, Apr. 1981, pp. 239-243.
  3. Raj K. Razdan, JF Howes: Drugs related to tetrahydrocannabinol. In: Medicinal Research Reviews . 1983; 3 (2), pp. 119-146, PMID 6134882 .
  4. ^ Robert A. Archer: The cannabinoids: therapeutic potentials. In: Annual Reports in Medicinal Chemistry . 1974; 9, pp. 253-259, PMID 12307093 .