Nonabine

Nonabine

Clinical data
ATC code	none
Identifiers
IUPAC name 7-(1,2-dimethylheptyl)-2,2-dimethyl-4-(4-pyridinyl)-2H-1-benzopyran-5-ol
CAS Number	16985-03-8 Y
PubChem (CID)	71885
ChemSpider	64899 N
UNII	77DUK856J7 Y
Chemical and physical data
Formula	C25H33NO2
Molar mass	379.534 g/mol
3D model (Jmol)	Interactive image
SMILES CCCCCC(C)C(C)c1cc(c2c(c1)OC(C=C2c3ccncc3)(C)C)O
InChI 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
NY (what is this?)  (verify)

Nonabine (BRL-4664) is a drug which is a cannabinoid derivative, which was developed for the prevention of nausea and vomiting associated with cancer chemotherapy.^[1] It has strong antiemetic effects equivalent to those of chlorpromazine, and also produces some mild sedative effects, along with dry mouth and EEG changes typical of cannabinoid agonists, but with minimal changes in mood or perception, suggesting the abuse potential is likely to be low.^[2][3]

References

1. ↑ Staquet M, Bron D, Rozencweig M, Kenis Y. Clinical studies with a THC analog (BRL-4664) in the prevention of cisplatin-induced vomiting. Journal of Clinical Pharmacology. 1981 Aug-Sep;21(8-9 Suppl):60S-63S. PMID 7197692
2. ↑ Archer CB, Amlot PL, Trounce JR. Antiemetic effect of nonabine in cancer chemotherapy: a double blind study comparing nonabine and chlorpromazine. British Medical Journal (Clinical Research Edition). 1983 Jan 29;286(6362):350-1. PMID 6402096
3. ↑ McClelland GR, Sutton JA. Pilot investigation of the quantitative EEG and clinical effects of ketazolam and the novel antiemetic nonabine in normal subjects. Psychopharmacology (Berlin). 1985;85(3):306-8. PMID 2860687