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Synthesis and Biological Activity of 3-Substituted 1H-Spiro[Benzo[h ]-Quinazoline-5,1'-Cycloheptane]-2,4(3H,6H)-Diones
Pharmaceutical Chemistry Journal ( IF 0.9 ) Pub Date : 2020-08-01 , DOI: 10.1007/s11094-020-02221-y
A. I. Markosyan , A. S. Ayvazyan , S. H. Gabrielyan , S. S. Mamyan , F. H. Arsenyan , R. E. Muradyan , J. A. Avakimyan

A method for the synthesis of ethyl 4'-(phenoxycarbonylamino)-1'H-spiro[cycloheptane-1,2'-naphthalene]-3'-carboxylate from ethyl 4'-amino-1'H-spiro[cycloheptane-1,2'-naphthalene]-3'-carboxylate (aminoester) was developed. Reaction of the former with primary amines produced 3-substituted 1H-spiro[benzo-[h ]quinazoline-5,1'-cycloheptane]-2,4(3H,6H)-diones. Condensation of the aminoester with m-chlorophenylisocyanate synthesized ethyl 4'-{[(3-chlorophenyl)carbamoyl]imino}-3',4'-dihydro-1'H-spiro(cycloheptane-1,2'-naphthalene)-3'-carboxylate, which cyclized into 3-(3-chlorophenyl)-1H-spiro[benzo[h ]quinazoline-5,1'-cycloheptane]-2,4(3H,6H)-dione. The synthesized compounds were shown to possess antitumor and anti-monoamine oxidase activities.

中文翻译:

3-取代的1H-螺[苯并[h]-喹唑啉-5,1'-环庚烷]-2,4(3H,6H)-二酮的合成及生物活性

一种由4'-氨基-1'H-螺[环庚烷-1]乙酯合成4'-(苯氧基羰基氨基)-1'H-螺[环庚烷-1,2'-萘]-3'-羧酸乙酯的方法,2'-萘]-3'-羧酸酯(氨基酯)被开发出来。前者与伯胺反应生成 3-取代的 1H-螺[苯并-[h]喹唑啉-5,1'-环庚烷]-2,4(3H,6H)-二酮。氨基酯与间氯苯基异氰酸酯缩合合成4'-{[(3-氯苯基)氨基甲酰基]亚氨基}-3',4'-二氢-1'H-螺(环庚烷-1,2'-萘)-3 '-羧酸酯,环化成 3-(3-氯苯基)-1H-螺[苯并[h]喹唑啉-5,1'-环庚烷]-2,4(3H,6H)-二酮。合成的化合物被证明具有抗肿瘤和抗单胺氧化酶活性。
更新日期:2020-08-01
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