Design of a novel cognitive enhancer (8S, 10aS)-8-carbamoyl-1,2,3,6,7,8,9,10a-octahydro-5H,10H-pyrrolo[1,2-a][1,4]diazocin-5,10-dione

Bioorganic & Medicinal Chemistry Letters
1996.0

Abstract

A new cognitive enhancer (8S, 10aS)-8-carhamoyl- 1,2,3,6,7,8,9,10a-octahydro-5H, 10H-pyrrolo[ 1,2 a][1,4]diazocin-5,10-dione (3) has been designed based on the approach consisting of two steps: 1) "obligatory" replacement of histidine with glutamine in TRH; 2) the application of conformational constraints for putative bioactive conformation of [GIn2]-IRH. 3 reversed on 100% electroconvulsive shock-induced amnesia at doses of 0.1 and 1.0 mg/kg and on 83% scopolamine-induced amnesia at a dose of 1 mg/kg, using passive avoidance test.

Knowledge Graph

Similar Paper

Design of a novel cognitive enhancer (8S, 10aS)-8-carbamoyl-1,2,3,6,7,8,9,10a-octahydro-5H,10H-pyrrolo[1,2-a][1,4]diazocin-5,10-dione
Bioorganic & Medicinal Chemistry Letters 1996.0
Nootropic Activity of a Novel (-)-Cytisine Derivative (3aR,4S,8S,12R, 12aS,12bR)-10-Methyl-2-Phenyloctahydro-1H-4,12a-Etheno-8,12-Methanopyrrolo[3’,4’:3,4]Pyrido[1,2-a] [1,5]Diazocine-1,3,5(4H)-Trione
Bulletin of Experimental Biology and Medicine 2018.0
Amnesia-reversal activity of a series of N-[(disubstituted-amino)alkyl]-2-oxo-1-pyrrolidineacetamides, including pramiracetam
Journal of Medicinal Chemistry 1984.0
Centrally Acting and Metabolically Stable Thyrotropin-Releasing Hormone Analogues by Replacement of Histidine with Substituted Pyridinium
Journal of Medicinal Chemistry 2004.0
Synthesis of novel cognition enhancers with pyrazolo[5,1- c ][1,2,4]benzotriazine core acting at γ-aminobutyric acid type A (GABA A ) receptor
Bioorganic & Medicinal Chemistry 2013.0
Design, Synthesis, and Pharmacological Characterization ofN- andO-Substituted 5,6,7,8-Tetrahydro-4H-isoxazolo[4,5-d]azepin-3-ol Analogues: Novel 5-HT<sub>2A</sub>/5-HT<sub>2C</sub>Receptor Agonists with Pro-Cognitive Properties
Journal of Medicinal Chemistry 2013.0
Synthesis and Biological Evaluation of 3,7-Diazabicyclo[4.3.0]nonan-8-ones as Potential Nootropic and Analgesic Drugs
Journal of Medicinal Chemistry 2011.0
Peptide Mimetics of Thyrotropin-Releasing Hormone Based on a Cyclohexane Framework: Design, Synthesis, and Cognition-Enhancing Properties
Journal of Medicinal Chemistry 1995.0
Synthesis of substituted 5-amino-8-phenyl-3H,6H-1,4,5a,8a-tetraazaacenaphthalen-3-ones, a new class of agents for the improvement of cognition.
Bioorganic &amp; Medicinal Chemistry Letters 1991.0
Synthesis and central nervous system actions of thyrotropin-releasing hormone analog containing a dihydroorotic acid moiety
Journal of Medicinal Chemistry 1990.0