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Nonabine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Nonabine
Clinical data
ATC code
  • none
Legal status
Legal status
  • Not approved for any medical use
Identifiers
  • 7-(1,2-Dimethylheptyl)-2,2-dimethyl-4-(4-pyridinyl)-2H-1-benzopyran-5-ol
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H33NO2
Molar mass379.544 g·mol−1
3D model (JSmol)
  • CCCCCC(C)C(C)c1cc(c2c(c1)OC(C=C2c3ccncc3)(C)C)O
  • InChI=1S/C25H33NO2/c1-6-7-8-9-17(2)18(3)20-14-22(27)24-21(19-10-12-26-13-11-19)16-25(4,5)28-23(24)15-20/h10-18,27H,6-9H2,1-5H3 ☒N
  • Key:YHUDSHIRWOVVCV-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Nonabine (BRL-4664) is an experimental drug which is a syntheticTHCanalog.[1] It was studied in the 1980s for the prevention ofnausea andvomiting associated withcancerchemotherapy but was never marketed.[1] It has strongantiemetic effects equivalent to those ofchlorpromazine, and also produces some mildsedative effects, along withdry mouth andEEG changes typical ofcannabinoid agonists, but with minimal changes in mood or perception, suggesting the abuse potential is likely to be low.[2][3]

References

[edit]
  1. ^abStaquet M, Bron D, Rozencweig M, Kenis Y (1981). "Clinical studies with a THC analog (BRL-4664) in the prevention of cisplatin-induced vomiting".Journal of Clinical Pharmacology.21 (S1):60S –63S.doi:10.1002/j.1552-4604.1981.tb02575.x.PMID 7197692.S2CID 30609591.
  2. ^Archer CB, Amlot PL, Trounce JR (January 1983)."Antiemetic effect of nonabine in cancer chemotherapy: a double blind study comparing nonabine and chlorpromazine".British Medical Journal.286 (6362):350–1.doi:10.1136/bmj.286.6362.350-a.PMC 1546960.PMID 6402096.
  3. ^McClelland GR, Sutton JA (1985). "Pilot investigation of the quantitative EEG and clinical effects of ketazolam and the novel antiemetic nonabine in normal subjects".Psychopharmacology.85 (3):306–8.doi:10.1007/BF00428192.PMID 2860687.S2CID 19560039.
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