Hypnotic activities of N3-benzyl and xylyl substituted arabinofuranosyluracil.
N3-Substituted derivatives of arabinofuranosyluracil (1), methyl (2), ethyl (3), propyl (4), butyl (5), allyl (6), benzyl (7), o-, m-, p-xylyls (8, 9, 10) and alpha-phenethyl (11) derivatives, were synthesized and their CNS depressant effects were evaluated by intracerebroventricular (i.c.v.) injection in mice by using hypnotic activity and pentobarbital-induced sleep prolongation as indices. At a dose of 2.0 mumol/mouse, the values of mean sleeping time induced by 7, 8, 9, and 10 were 144, 154, 117, and 33 min, respectively. Although the alkyl (2-6) derivatives did not cause any hypnotic activity, some derivatives tested (5, 7-10) significantly prolonged the pentobarbital-induced sleeping time.
Kimura
T
T
Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan.
Chun
Y S
YS
Ikeda
M
M
Kobana
K
K
Watanabe
K
K
Kondo
S
S
Ho
I K
IK
Yamamoto
I
I
D000818:Animals; D001086:Arabinofuranosyluracil / Q000008:administration & dosage / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D002552:Cerebral Ventricles / Q000187:drug effects / Q000502:physiology*; D006993:Hypnotics and Sedatives / Q000008:administration & dosage / Q000138:chemical synthesis / Q000494:pharmacology*; D007276:Injections, Intraventricular; D051379:Mice; D015394:Molecular Structure; D010424:Pentobarbital / Q000494:pharmacology; D012890:Sleep / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013997:Time Factors
D006993:Hypnotics and Sedatives; D001086:Arabinofuranosyluracil; D010424:Pentobarbital