Bm. Khadilkar et al., SYNTHESES AND BIOLOGICAL-ACTIVITY OF PROPOXY-1,7,7-TRIMETHYL-2-OXOBICYCLO[2.2.1]HEPTANE AND ITS DERIVATIVES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(6), 1994, pp. 600-602
Potassium salts of the camphor oxime (1) and camphor quinone-2-oxime (
7) on reaction with epichlorhydrin followed by treatment with HCl give
2-[N-(3-chloro-2-hydroxypropoxy)imino]-1, 7, 7-trimethylbicyclo[2.2.1
]heptane (3) and its 3-oxo derivative (9) respectively. The halo-hydri
ns of 3 and 9 on condensation with 1-arylpiperazines in acetonitrile y
ield -(4-aryl-1-piperazinyl)-2-hydroxypropoxy]imino}-1, 7, 7-trimethyl
bicyclo[2.2.1]-heptanes (4) and their 3-oxo derivatives (10), respecti
vely. The compounds 4 and 10 show positive ionotropic effect but do no
t show the expected beta-adrenergic blocking activity.