2915. Deramciclane
Nomenclature
CAS number: 120444-71-5
N,N-Dimethyl-2-[[(1R,2S,4R)-1,7,7-trimethyl-2-phenylbicyclo[2.2.1]hept-2-yl]oxy]ethanamine; (-)-[1R,2S,4R]-2-(2-dimethylaminoethoxy)-2-phenyl-1,7,7-trimethylbicyclo[2.2.1]heptane. C20H31NO; mol wt 301.47.
C 79.68%, H 10.36%, N 4.65%, O 5.31%.
Description and references
Serotonin (5-HT2)-receptor antagonist. Prepn: BE 886579; Z. Budai et al., US 4342762 (1981, 1982 both to Egyt); L. Ladanyi et al., Chirality 11, 689 (1999). LC/MS/MS determn in plasma: A. Tolokán et al., J. Chromatogr. A 896, 279 (2000). Receptor binding profile and pharmacology: I. Gacsalyi et al., Drug Dev. Res. 40, 333 (1997). Clinical pharmacokinetics and tolerability: H. Kanerva et al., Int. J. Clin. Pharmacol. Ther. 37, 589 (1999). Clinical evaluation in generalized anxiety disorder: H. Naukkarinen et al., Eur. Neuropsychopharmacol. 15, 617 (2005). Review: S. Koks, E. Vasar, Curr. Opin. Investig. Drugs 3, 289-294 (2002).
Properties
Colorless oil. Log P (octanol/water): 5.9. Soly in water (25°): 0.0088 g/100 ml.Derivative
Fumarate.Nomenclature
CAS number: 120444-72-6
EGIS-3886. C20H31NO.C4H4O4; mol wt 417.54.
C 69.04%, H 8.45%, N 3.35%, O 19.16%.
Properties
Crystals from DMF, mp 210-213°. [α]43620 -88.0° ± 1 (c = 0.4 in DMSO). Log P (octanol/water): 1.41. pKa 9.61.Therapeutic Category
Anxiolytic.
Keywords
Anxiolytic; Serotonin Receptor Antagonist