Several analogs of (Z)-2-(1, 2-benzisoxazol-3-yl)-3-[2-(2-piperidinoethoxy) phenyl]-acrylonitrile (1a), such as (Z)-2-(1, 2-benzisothiazol-3-yl)-, (Z)-2-(1H-indol-3-yl)-, (E)-2-(2-thienyl)-and (E)-2-benzoyl-3-(ω-dialkylaminoalkoxyphenyl) acrylonitriles (2-5), were synthesized by means of the Knoevenagel condensation. The descyano analog (6) was prepared by means of the Wittig reaction. Triethylammonium formate reduction of 1 afforded the dihydro analog (7). The spasmolytic activities of these analogs were examined. Among these compounds, (Z)-2-(1, 2-benzisothiazol-3-yl)-3-[2-(2-piperidinoethoxy) phenyl]-acrylonitrile (2a) and (Z)-2-(1, 2-benzisothiazol-3-yl)-3-[2-(2-morpholinoethoxy) phenyl]-acrylonitrile (2b) showed potent antispasmodic activities in vitro and in vivo (in mice).