A simple method for the synthesis of 1,3-diaminopropan-2-ols derivatives and their ex vivo relaxant activity on isolated rat tracheal rings

作者：Lopez Fabiola I; de la Cruz Fabiola N; Lopez Julio; Merced Martinez J; Alcaraz Yolanda; Delgado Francisco; Sanchez Recillas Amanda; Estrada Soto Samuel^*; Vazquez Miguel A^*

来源：Medicinal Chemistry Research, 2017, 26(6): 1325-1335.

DOI：10.1007/s00044-017-1853-6

• 1,3-Diaminopropan-2-ols
• Mixed metal oxides
• Rat tracheal relaxation
• Anti-asthmatic effect

A mild and eco-friendly method has been developed for the synthesis of a series of 1,3-diaminopropan-2-ols 8a-n. The epoxide of epichlorohydrin undergoes ring-opening with amines using MgSO4 or mixed metal oxides catalysts under mild and neutral conditions to afford the corresponding beta-amino alcohols in excellent yields. Preliminary evaluation of relaxant activity of 8b-n was carried out on rat tracheal rings contracted by carbachol 1 mu M. Most of the tested compounds exhibited significantly relaxant effects in a concentration-dependent manner. Compound 8n was found to be the most active, being twofolds more potent than theophylline (positive control). This compound has the potential for development as an anti-asthma drug.

• 出版日期2017-6