Synthesis and Positive Inotropic Evaluation of 2-(4-Substituted benzyl-1,4-diazepan-1-yl)-N-(5-bromoquinoxalin-6-yl)acetamides

被引：1
|
作者：
Wu, Yan [1 ]
Ma, Longxu [1 ]
Niu, Tianwei [1 ]
Meng, Fanling [1 ]
Cui, Xun [2 ]
Piao, Huri [1 ]
机构：
[1] Yanbian Univ, Coll Pharm, Affiliated Minist Educ, Key Lab Nat Resources & Funct Mol Changbai Mt, Yanji 133002, Peoples R China
[2] Yanbian Univ, Coll Med, Yanji 133002, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 32卷 / 09期
基金：
中国国家自然科学基金;
关键词：
quinoxaline; 1,4-diazepane; positive inotropic activity; stroke volume; MORTALITY; DIGOXIN;
D O I：
10.6023/cjoc1203131
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of 2-(4-substituted benzyl-1,4-diazepan-1-yl)-N-(5-bromoquinoxalin-6-yl)acetamides were synthesized and evaluated for their positive inotropic activity by measuring left atrium stroke volume on isolated rabbit-heart preparations. Some of these derivatives exhibited better activity in vitro compared with the existing drug, milrinone, among which N-(5-bromoquinoxalin-6-yl)-2[4-(4-chlorobenzyl)-1,4-diazepan-1-yl]acetamide (3f) proved to be the most potent, increasing stroke volume by with (6.18 +/- 0.06)% [milrinone, (2.46 +/- 0.07)%] at a concentration of 3x10(-5) mol.L-1. The compounds synthesized were characterized by IR, H-1 NMR, MS techniques and elemental analysis.
引用
收藏
页码：1719 / 1724
页数：6
相关论文
共 13 条
  • [1] Becker Daniel E, 2007, Anesth Prog, V54, P178, DOI 10.2344/0003-3006(2007)54[178:CDIFDP]2.0.CO
  • [2] 2
  • [3] CHO KW, 1995, AM J PHYSIOL-REG I, V268, pR1129
  • [4] NOVEL POSITIVE INOTROPIC AGENTS - SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF 6-(3-AMINO-2-HYDROXYPROPOXY)-2(1H)-QUINOLINONE DERIVATIVES
    FUJIOKA, T
    TERAMOTO, S
    MORI, T
    HOSOKAWA, T
    SUMIDA, T
    TOMINAGA, M
    YABUUCHI, Y
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (20) : 3607 - 3612
  • [5] Digoxin and mortality in atrial fibrillation:: a prospective cohort study
    Hallberg, Par
    Lindback, Johan
    Lindahl, Bertil
    Stenestrand, Ulf
    Melhus, Hakan
    [J]. EUROPEAN JOURNAL OF CLINICAL PHARMACOLOGY, 2007, 63 (10) : 959 - 971
  • [6] C-type natriuretic peptide inhibits ANP secretion and atrial dynamics in perfused atria: NPR-B-cGMP signaling
    Lee, SJ
    Kim, SZ
    Cui, X
    Kim, SH
    Lee, KS
    Chung, YJ
    Cho, KW
    [J]. AMERICAN JOURNAL OF PHYSIOLOGY-HEART AND CIRCULATORY PHYSIOLOGY, 2000, 278 (01): : H208 - H221
  • [7] Luo Z.-W., 2007, THESIS MED U CHONGQI
  • [8] EFFECT OF ORAL MILRINONE ON MORTALITY IN SEVERE CHRONIC HEART-FAILURE
    PACKER, M
    CARVER, JR
    RODEHEFFER, RJ
    IVANHOE, RJ
    DIBIANCO, R
    ZELDIS, SM
    HENDRIX, GH
    BOMMER, WJ
    ELKAYAM, U
    KUKIN, ML
    MALLIS, GI
    SOLLANO, JA
    SHANNON, J
    TANDON, PK
    DEMETS, DL
    [J]. NEW ENGLAND JOURNAL OF MEDICINE, 1991, 325 (21): : 1468 - 1475
  • [9] Piao H. R., 2000, CHIN J MODERN APPL P, V3, P206
  • [10] THE CURRENT ROLE OF DIGOXIN IN THE TREATMENT OF HEART-FAILURE
    SMITH, JR
    GHEORGHIADE, M
    GOLDSTEIN, S
    [J]. CORONARY ARTERY DISEASE, 1993, 4 (01) : 16 - 26
12