Design, Synthesis, and Cardiotropic Properties of N1-Benzyl-N2-{2-[(2,3,4-Trimethoxybenzyl)Amino]-Ethyl}Ethane-1,2-Diamines

被引：0

作者：

Mokrov, G. V. ^{[1
]}

Vorobieva, T. Yu. ^{[1
]}

Birukova, V. E. ^{[1
]}

Pantileev, A. S. ^{[1
]}

Barchukova, E. I. ^{[1
]}

Tsorin, I. B. ^{[1
]}

Vititnova, M. B. ^{[1
]}

Rebeko, A. G. ^{[1
]}

Kryzhanovskiy, S. A. ^{[1
]}

Gudasheva, T. A. ^{[1
]}

Dorofeev, V. L. ^{[1
]}

机构：

[1] Fed Res Ctr Innovator & Emerging Biomed & Pharmace, 8 Baltiiskaya St, Moscow 125315, Russia

来源：

PHARMACEUTICAL CHEMISTRY JOURNAL | 2024年 / 58卷 / 05期

关键词：

anti-ischemic activity; antiarrhythmic activity; biaromatic compounds; multitarget cardioprotective agents; ALM-802;

D O I：

10.1007/s11094-024-03198-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new group of unsymmetrical ALM-802 analogs, N-1-benzyl-N-2-{2-[(2,3,4-trimethoxybenzyl)amino]-ethyl}ethane-1,2-diamines of general formula 1, in which one of the aromatic groups was changed, was studied. The anti-ischemic and antiarrhythmic activities of the new compounds were studied. Their ADME characteristics were analyzed. The 2,3,4-trimethoxyphenyl group used as one of the aromatic pharmacophores was shown to play a key role in the activity of compounds of this type. The presence of a second aromatic group was also important since its removal led to the disappearance of cardiotropic activity. However, its structure had significantly less impact on the activity of the corresponding compounds because a rather wide variation of substituents in this group did not change the activity in most arrhythmia and ischemia models.

引用

页码：715 / 725

页数：11

共 50 条

[41] Synthesis, antimicrobial and docking studies of some novel (N1E, N2E)-N1, N2-bis(2-amino-3,5-dibromobenzylidene)-aryl-1,2-diamines
Usha, V
Thirunarayanan, G.
Manikandan, S.
INDIAN JOURNAL OF CHEMISTRY, 2022, 61 (05): : 521 - 527
[42] {N,N′-Bis[3-(2-nitrophenyl)allylidene]ethane-1,2-diamine-κ2N,N′}dichlorocobalt(II)
Dehghanpour, Saeed
Mahmoudi, Ali
Haghighatseresht, Masomeh
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : M1342 - M1343
[43] N,N′-bis(2,6-dimethylphenyl)-2-methyl-1-(trimethylsilyl)ethane-1,2-diimine
Lorono-Gonzalez, D. J.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O2741 - O2742
[44] STEREOCHEMISTRY OF MAGNESIUM COMPOUND REACTION WITH 2 ETHYLENIC BROMINATED AMINES-N-BENZYL-N-ETHYL-3-AMINO-2-METHYL-1-1-BROMO-1-PROPENE AND N-BENZYL-N-ETHYL-3-AMINO-1-BROMO-1-PROPENE
MADELMONT, JC
CAUBERE, P
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 116 (01) : 15 - 20
[45] ORGANOAMIDOMETALLICS .1. SYNTHESES OF [N,N'-BIS(POLYFLUOROPHENYL)ETHANE-1,2-DIAMINATO(2-)]PLATINUM(II) COMPLEXES BY DECARBOXYLATION
BUXTON, DP
DEACON, GB
GATEHOUSE, BM
GRAYSON, IL
THOMSON, RJ
BLACK, DS
AUSTRALIAN JOURNAL OF CHEMISTRY, 1986, 39 (12) : 2013 - 2036
[46] [mu-N,N'-Bis(2-aminoethyl) ethane-1,2-diamine-kappa N-4(1),N-1':N-2,N-2']bis{[N,N'-bis(2-aminoethyl)ethane-1,2-diamine-kappa N-4,N',N",N"']cadmium} tetrakis(perchlorate)
Goudarziafshar, Hamid
Abbasityula, Yunes
Eigner, Vaclav
Dusek, Michal
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : M1153 - +
[47] Synthesis and characterization of copper complexes containing the tripodal N7 ligand tris{2-[(pyridin-2-ylmethyl)amino]ethyl}amine (= N′-(pyridin-2-ylmethyl)-N,N-bis{2-[(pyridin-2-ylmethyl)amino]ethyl}ethane-1,2-diamine):: Equilibrium, spectroscopic data, and crystal structures of mono- and trinuclear copper(II) complexes
Gérard, C
Mohamadou, A
Marrot, J
Brandes, S
Tabard, A
HELVETICA CHIMICA ACTA, 2005, 88 (09) : 2397 - 2412
[48] Syntheses and structures of N-polyfluorophenyl- and N,N′ bis(polyfluorophenyl)ethane-1,2-diaminato(1-or 2-)platinum(II) complexes
Battle, Andrew R.
Bond, Alan M.
Chow, Alex
Daniels, Daisy P.
Deacon, Glen B.
Hambley, Trevor W.
Junk, Peter C.
Mason, Dayna N.
Wang, Jun
JOURNAL OF FLUORINE CHEMISTRY, 2010, 131 (11) : 1229 - 1236
[49] N,N′-Bis[(E)-(3-methyl-2-thienyl)methylidene]ethane-1,2-diamine
Prasath, R.
Bhavana, P.
Ng, Seik Weng
Tiekink, Edward R. T.
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2884 - U796
[50] Synthesis of imidazoles and imidazolines from 1,2-diamines and ethyl (E)- and (Z)-3-aryl-3-chloro-2-cyanopropenoates
Lönnqvist, JE
Holmström, T
Jalander, LF
JOURNAL OF CHEMICAL RESEARCH-S, 2002, (01): : 7 - 7

← 1 2 3 4 5 →