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Synthesis, antineoplastic and antimonoamineoxidase activity of new spiro-derivatives of benzo[h]quinazolines

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Pharmaceutical Chemistry Journal Aims and scope

The condensation of 4-amino-3-cyano-1,2-dihydrospiro(naphthalene-2,1'-cyclopentane) with y-chlorobutyryl chloride and aromatic acid chlorides yielded amides that were cyclized into 2-substituted 4-oxo3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1'-cyclopentanes). Replacement of the chlorides by nucleophilic reagents (alkoxides, secondary amines, thiolates) was studied. It was established that 2-(y-chloropropyl)-4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1'-cyclopropane) underwent intramolecular cyclization to form 6-oxo-2,3,4,5,7,8-hexahydrospiro(benzo[h]pyrrolo[2,1-b]quinazoline-7,1'-cyclopentane) whereas 2-chloromethyl-4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1'-cyclopentane) formed substitution products. The antimonoamineoxidase and antineoplastic properties of the synthesized compounds were studied.

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Authors and Affiliations

  1. Scientific and Technological Center of Organic and Pharmacological Chemistry, Mndzhoyan Institute of Fine Organic Chemistry, National Academy of Sciences of Armenia, Yerevan, Armenia

    A. I. Markosyan, S. A. Gabrielyan, F. G. Arsenyan, R. S. Sukasyan & I. S. Sarkisyan

Authors
  1. A. I. Markosyan
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  2. S. A. Gabrielyan
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  3. F. G. Arsenyan
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  4. R. S. Sukasyan
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  5. I. S. Sarkisyan
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 44, No. 8, pp. 7 – 10, August, 2010.

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Markosyan, A.I., Gabrielyan, S.A., Arsenyan, F.G. et al. Synthesis, antineoplastic and antimonoamineoxidase activity of new spiro-derivatives of benzo[h]quinazolines. Pharm Chem J 44, 409–412 (2010). https://doi.org/10.1007/s11094-010-0478-6

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  • DOI: https://doi.org/10.1007/s11094-010-0478-6

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