Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: IV.11-(Bicyclo[2.2.1]hept-5-en-2-yl)-3-(fluoro, chlorophenyl)ureas

被引：2

作者：

Pitushkin, D. A. ^{[1
,2
]}

Burmistrov, V. V. ^{[1
,2
]}

Butov, G. M. ^{[1
,2
]}

机构：

[1] Volgograd State Tech Univ VSTU, Volgograd 400005, Russia

[2] Volzhsky Polytech Inst, VSTU Branch, Volzhsky 404121, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 08期

基金：

俄罗斯科学基金会;

关键词：

natural compounds; bicyclo[2; 2; 1]hept-5-ene; isocyanate; urea; halogen-containing anilines; soluble epoxide hydrolase; coronavirus; SARS-CoV; SOLUBLE EPOXIDE HYDROLASE; ISOCYANATES; INHIBITORS; DISCOVERY;

D O I：

10.1134/S1070428020080023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of bicyclo[2.2.1]hept-5-en-2-yl isocyanate with fluoro- and chloro-substituted anilines was used to synthesize in a yield of 25-68% a series of 1,3-disubstituted ureas containing a lipophilic group in their structure. The synthesized ureas are promising as inhibitors of RNA virus replication and human soluble epoxide hydrolase.

引用

页码：1336 / 1346

页数：11

共 42 条

[1] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: IV.1 1-(Bicyclo[2.2.1]hept-5-en-2-yl)-3-(fluoro, chlorophenyl)ureas
D. A. Pitushkin
V. V. Burmistrov
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2020, 56 : 1336 - 1346
[2] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: I. Synthesis of 1-(Adamantan-1-yl)-3-(fluoro, chlorophenyl)ureas
Burmistrov, V. V.
Danilov, D., V
D'yachenko, V. S.
Rasskazova, E., V
Butov, G. M.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (05) : 735 - 740
[3] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: I. Synthesis of 1-(Adamantan-1-yl)-3-(fluoro, chlorophenyl)ureas
V. V. Burmistrov
D. V. Danilov
V. S. D’yachenko
E. V. Rasskazova
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2020, 56 : 735 - 740
[4] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VII. Synthesis and Properties 1-[(Adamantan-1-yl)methyl]-3-(fluoro, chlorophenyl) Ureas
D. V. Danilov
V. S. D’yachenko
Y. P. Kuznetsov
V. V. Burmistrov
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2021, 57 : 143 - 150
[5] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VII. Synthesis and Properties 1-[(Adamantan-1-yl)methyl]-3-(fluoro, chlorophenyl) Ureas
Danilov, D. V.
D'yachenko, V. S.
Kuznetsov, Y. P.
Burmistrov, V. V.
Butov, G. M.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (02) : 143 - 150
[6] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: V. 1-(Bicyclo[2.2.1]heptan-2-yl)-3-R- and 1-(1,7,7-Tricyclo[2.2.1]heptan-2-yl)-3-R-ureas
D. A. Pitushkin
V. V. Burmistrov
M. H. Abbas Saeef
A. A. Vernigora
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2020, 56 : 1893 - 1904
[7] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: V. 1-(Bicyclo[2.2.1]heptan-2-yl)-3-R- and 1-(1,7,7-Tricyclo[2.2.1]heptan-2-yl)-3-R-ureas
Pitushkin, D. A.
Burmistrov, V. V.
Saeef, M. H. Abbas
Vernigora, A. A.
Butov, G. M.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (11) : 1893 - 1904
[8] Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VIII. Synthesis and Properties of N-[(3-Chloroadamantan-1-yl)methyl]-N′-(Fluoro, chlorophenyl)ureas and Symmetrical Bis-ureas
D. V. Danilov
V. V. Burmistrov
Ya. P. Kuznetsov
V. S. D’yachenko
E. V. Rasskazova
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2021, 57 : 327 - 337
[9] Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VIII. Synthesis and Properties of N-[(3-Chloroadamantan-1-yl)methyl]-N′-(Fluoro, chlorophenyl)ureas and Symmetrical Bis-ureas
Danilov, D., V
Burmistrov, V. V.
Kuznetsov, Ya P.
D'yachenko, V. S.
Rasskazova, E., V
Butov, G. M.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (03) : 327 - 337
[10] Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: X. 1-[1-(4-Isobutylphenyl)ethyl]-3-R-ureas
B. P. Gladkikh
V. S. D’yachenko
V. V. Burmistrov
G. M. Butov
[J]. Russian Journal of Organic Chemistry, 2021, 57 : 784 - 792

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