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Molecular-crystal structure of 5-methyl-1,2-dihydro-3H-1,4-benzodiazepin-2-one

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5-Methyl-1,2-dihydro-3H-1,4-benzodiazepin-2-one, which is an antagonist of 5-aryl-1,2-dihydro-3H-1,4-benzodiazepin-2-ones, was subjected to a complete x-ray diffraction study. The crystals have monoclinic syngony witha = 11.456(5), b = 8.195(3), c = 9.257(4) Å, γ = 93.10(3) °, and space group P21/b. The nonplanar molecules (with a boat conformation) form cyclic dimers by means of NH...O hydrogen bonds (2.937 Å) in the vicinity of the center of symmetry (0, 0, 1/2). Replacement of the phenyl ring in the 5 position by a less bulky methyl group does not lead to appreciable changes in the geometry and conformation of the heteroring. It is assumed that the substituent in the 5 position plays a role in determining the character of the pharmacological action of 1,4-benzodiazepines.

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Authors and Affiliations

  1. Physicochemical Institute, Academy of Sciences of the Ukrainian SSR, 270080, Odessa

    S. A. Andronati, A. A. Dvorkin, T. I. Korotenko, T. A. Voronina, Yu. A. Simonov & T. A. Shibanova

  2. Institute of Applied Physics, Academy of Sciences of the Moldavian SSR, 277028, Kishinev

    S. A. Andronati, A. A. Dvorkin, T. I. Korotenko, T. A. Voronina, Yu. A. Simonov & T. A. Shibanova

Authors
  1. S. A. Andronati
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  2. A. A. Dvorkin
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  3. T. I. Korotenko
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  4. T. A. Voronina
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  5. Yu. A. Simonov
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  6. T. A. Shibanova
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 985–988, July, 1982.

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Andronati, S.A., Dvorkin, A.A., Korotenko, T.I. et al. Molecular-crystal structure of 5-methyl-1,2-dihydro-3H-1,4-benzodiazepin-2-one. Chem Heterocycl Compd 18, 755–758 (1982). https://doi.org/10.1007/BF00568959

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  • DOI: https://doi.org/10.1007/BF00568959

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