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Synthesis and Antitumor and Antibacterial Activity of Novel Dihydronaphthaline and Dihydrobenzo[H]Quinazoline Derivatives

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Pharmaceutical Chemistry Journal Aims and scope

A method for the synthesis of 1-amino-3,3-dimethyl-3,4-dihydronaphthaline-2-carbonitrile (β-aminonitrile) was developed and used to synthesize Schiff bases, thioureide and chloracetamide derivatives. This latter was cyclized to 5,5-dimethyl-2-chloromethyl-5,6-dihydrobenzo[h]quinazoline-4(3H)-one, which was used to synthesize a series of 2-sulfanylmethyl and 2-aminomethyl derivatives. 2-Chloromethylbenzo[h]quinazoline in the presence of a base was found to form condensed heterocyclic compounds with seven rings: 1,1,11,11-tetramethyl-1,2,11,12-tetrahydropyrazino[2,1-b:5,4-b′]di(benzo[h]quinazoline)-10,16(8H,18H)-di one. The antitumor properties of the compounds synthesized here were studied in an ascites carcinoma model and the antibacterial properties were studied using the agar diffusion method.

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Authors and Affiliations

  1. A. L. Mndzhoyan Institute of Fine Organic Chemistry, Scientific-Technological Center for Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, 26 Azatutyan Prospekt, 0014, Erevan, Armenia

    A. I. Markosyan, K. K. Airapetyan, S. A. Gabrielyan, S. S. Mamyan, F. G. Arsenyan, Dzh. A. Avakimyan & G. M. Stepanyan

  2. N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 47 Lenin Prospekt, 119991, Moscow, Russia

    V. Z. Shirinyan & A. V. Zakharov

Authors
  1. A. I. Markosyan
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  2. K. K. Airapetyan
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  3. S. A. Gabrielyan
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  4. S. S. Mamyan
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  5. V. Z. Shirinyan
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  6. A. V. Zakharov
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  7. F. G. Arsenyan
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  8. Dzh. A. Avakimyan
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  9. G. M. Stepanyan
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Corresponding author

Correspondence to A. I. Markosyan.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 53, No. 1, pp. 17 – 23, January, 2019.

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Markosyan, A.I., Airapetyan, K.K., Gabrielyan, S.A. et al. Synthesis and Antitumor and Antibacterial Activity of Novel Dihydronaphthaline and Dihydrobenzo[H]Quinazoline Derivatives. Pharm Chem J 53, 15–22 (2019). https://doi.org/10.1007/s11094-019-01948-7

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  • DOI: https://doi.org/10.1007/s11094-019-01948-7

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