Synthesis, Structure, and Affinity for Central Benzodiazepine and TSPO Receptors of the Central Nervous System 3-arylamino-1,2-dihydro-3H-1,4-benzodiazepin-2-ones
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2018-11-07 20:09
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KRAVTSOV, Victor, BURENKOVA, Natalya, KONOVALOVA, Marina, PAVLOVSKY, Victor, ANDRONATI, Sergei. Synthesis, Structure, and Affinity for Central Benzodiazepine and TSPO Receptors of the Central Nervous System 3-arylamino-1,2-dihydro-3H-1,4-benzodiazepin-2-ones. In: Multidisciplinarity in Modern Science for the Benefit of Society, 21-22 septembrie 2017, Chișinău. Chișinău, Republica Moldova: Inst. de Fizică Aplicată, 2017, p. 64. ISBN 978-9975-9787-1-2.
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Multidisciplinarity in Modern Science for the Benefit of Society 2017
Masa rotundă "Multidisciplinarity in Modern Science for the Benefit of Society"
Chișinău, Moldova, 21-22 septembrie 2017

Synthesis, Structure, and Affinity for Central Benzodiazepine and TSPO Receptors of the Central Nervous System 3-arylamino-1,2-dihydro-3H-1,4-benzodiazepin-2-ones


Pag. 64-64

Kravtsov Victor1, Burenkova Natalya2, Konovalova Marina2, Pavlovsky Victor2, Andronati Sergei2
 
1 Institute of Applied Physics, Academy of Sciences of Moldova,
2 A.V. Bogatsky Physical-Chemical Institute of NASU
 
 
Disponibil în IBN: 18 martie 2018



Teza

For the purpose of searching ligands of central benzodiazepine and TSPO receptors 7-bromo-5-(2'chloro)phenyl-3-((2'-fluorophenyl)amino)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one (I) has been synthesized and by its alkylation with methyl bromoacetate the methyl 2-(7-bromo-5-(2'-chloro)phenyl-3((2'-fluorophenyl)amino)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl) acetate (II) has been obtained: The study of affinity for central benzodiazepine and TSPO receptors of the CNS showed that Compound I is highly affinity for both types of receptors, whereas Compound II becomes a selective TSPO receptor ligand. Single-crystal X-ray diffraction shows that compound I crystallizes in the orthorhombic Pbca space group: a = 12.4794(6), b = 14.0611(6), c = 21.7682(11) Å, and compound II in the monoclinic P21/n space group: a = 10.5578(6), b = 13.8401(6), c = 16.0532(6) Å , β = 82.419(5)°. Crystal structure of I reveals the formation of centrosymmetric dimers due to couple of N1-H...O2= 2.858(5) Å hydrogen bonds, while structure of II does not reveal any classical H-bonds.