32202-94-1Relevant academic research and scientific papers
Peptidoaminobenzophenones, a novel class of ring-opened derivatives of 1,4-benzodiazepines
Hirai,Ishiba,Sugimoto,Sasakura,Fujishita,Toyoda,Tsukinoki,Joyama,Hatakeyama,Hirose
, p. 764 - 773 (2007/10/02)
A series of novel peptidoaminobenzophenones has been prepared via several routes and was evaluated for CNS activity. The structure-activity relationships in the series are discussed. In general, dipeptido-N-methylaminobenzophenones showed higher activities than the corresponding NH derivatives. Some compounds had very high activities in antipentylenetetrazole and antifighting tests in mice when orally administered. Very weak toxicity was also found in these compounds. Water solubility of the peptidoaminobenzophenones and their salts were tested. Possible in vivo conversion of peptidoaminobenzophenone by enzymatic cleavage of the terminal amino acid, followed by chemical cyclization to 1,4-benzodiazepine, is also discussed. Such novel open-ring derivatives of 1,4-benzodiazepine may serve as useful CNS agents.
The synthesis and pharmacology of a novel benzodiazepine derivative, 1 methyl 5 (o fluorophenyl) 7 chloro 1,3 dihydro 2H 1,4 benzodiazepin 2 one (ID 540)
Asami,Otsuka,Hirohashi,Inaba,Yamamoto
, p. 1563 - 1568 (2007/10/05)
7 Chloro 5 (o fluorophenyl) 1,3 dihydro 1 methyl 2H 1,4 benzodiazepin 2 one (ID 540), which was synthesized from 5 chloro 3 (o fluorophenyl) 1 methylindole 2 carbonitrile via 3 steps by a novel process, was evaluated in pharmacologic tests on the central nervous system and in acute toxicity tests. Regarding anticonvulsant activities, ID 540 was more potent than diazepam and medazepam in entetrazole, bemegride, strychnine and maximum electroshock tests in mice. The taming effect of ID 540 was more potent than those of diazepam and medazepam in electroshock and isolation induced fighting mice and in septal rats, but was nearly equipotent to that of diazepam in O.B. rats. ID 540 was more potent or approximately equipotent to diazepam in muscle relaxant activity. However, ID 540 was less potent than diazepam in depression of spontaneous locomotor activity in mice. ID 540 depressed righting reflex, and potentiated hexobarbital and chlorprothixene anesthesias in mice. In the EEG test, ID 540 increased fast activity and depressed hippocampal theta waves and amygdala after discharge in cats. The LD50 of ID 540 in mice was 910 mg/kg p.o., 360 mg/kg i.p., and 1150 mg/kg s.c. Some pharmacologic characteristics of ID 540 are discussed. (26 references.)
