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[3-(1H-imidazol-4-yl)propyl]guanidines containing furoxan moieties: a new class of H3-antagonists endowed with NO-donor properties.
Bioorganic & Medicinal Chemistry ( IF 3.3 ) Pub Date : 2003-03-12 , DOI: 10.1016/s0968-0896(02)00651-x
Massimo Bertinaria 1 , Antonella Di Stilo , Paolo Tosco , Giovanni Sorba , Enzo Poli , Cristina Pozzoli , Gabriella Coruzzi , Roberta Fruttero , Alberto Gasco
Affiliation  

Synthesis and pharmacological characterisation of a series of products obtained by coupling the H(3)-antagonist SKF 91486 through appropriate spacers with the NO-donor 3-phenylfuroxan-4-yloxy and 3-benzenesulfonylfuroxan-4-yloxy moieties, as well as with the corresponding furazan substructures, devoid of NO-donating properties, are reported. All the products were tested for their H(3)-antagonistic and H(2)-agonistic properties on electrically-stimulated guinea-pig ileum segments and guinea-pig papillary muscle, respectively. The whole series of compounds displayed good H(3)-antagonist behaviour and feeble partial H(2)-agonist activity. Among furoxan derivatives, the benzenesulfonyl hybrid 28, a good NO-donor, triggered a dual NO-dependent muscle relaxation and H(3)-antagonistic effect on guinea-pig intestine.

中文翻译:

含有呋喃喃部分的[3-(1H-咪唑-4-基)丙基]胍:具有NO-给体性质的新型H3-拮抗剂。

H(3)-拮抗剂SKF 91486通过合适的间隔基与NO供体3-苯基呋喃喃-4-基氧基和3-苯磺酰基呋喃喃-4-基氧基部分以及与据报道,相应的呋喃山亚结构没有提供NO的特性。测试了所有产品在电刺激的豚鼠回肠段和豚鼠乳头肌上的H(3)-拮抗和H(2)-激动特性。整个系列的化合物显示良好的H(3)-拮抗剂行为和微弱的部分H(2)-激动剂活性。在呋喃喃衍生物中,苯磺酰基杂化物28,一个好的NO供体,引发了对豚鼠肠道的双重NO依赖性肌肉松弛和H(3)-拮抗作用。
更新日期:2019-11-01
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