Patent Number: 6,166,068

Title: Immunomodulator, cell adhesion inhibitor, and agent for treating, and preventing autoimmune diseases

Abstract: Autoimmune diseases, cell adhesion inhibition and immunomodulation are treated or effected by a method, comprising, treating a patient with a therapeutically effective amount of a 4H-1-benzopyran-4-one compound represented by the following formula or a salt thereof: ##STR1## wherein R.sup.1 is an unsubstituted or halogen-substituted alkyl, alkenyl or aryl group; R.sup.2 is a hydrogen atom or an alkyl or acyl group; R.sup.3 is a hydrogen or halogen atom or a cyano, azido, carboxyl, hydroxyl, formyl or alkoxycarbonyl group or a substituted or unsubstituted alkyl, alkoxy, phenoxy, cycloalkyl, carbamoyl, amino or phenyl group; R.sup.4 is a hydrogen or halogen atom, a nitro, cyano, carboxyl, acyl, hydroxyl or alkoxycarbonyl group, or a substituted or unsubstituted alkyl, alkoxy, alkylthio, phenylthio, alkynyl, alkenyl, sulfamoyl, alkanesulfonyl, alkanesulfonyl, amidino, phenyl or heterocyclic group or a group of the formula ##STR2## where R.sup.6 is a hydrogen atom, a hydroxyl, cyano or alkoxycarbonyl group or a substituted or unsubstituted alkyl, cycloalkyl, phenyl, amino, acyl, carbamoyl, alkanesulfonyl, iminomethyl or amidino group and R.sup.7 is a hydrogen atom or a substituted or unsubstituted alkyl, alkoxy, phenyl, cycloalkyl or heterocyclic group, or R.sup.6 and R.sup.7, when taken together with the nitrogen atom to which the two are bonded, form a 3- to 7-membered, substituted or unsubstituted heterocyclic group; R.sup.5 is a substituted or unsubstituted phenyl, thienyl, furyl or pyridyl group; Z is an oxygen or sulfur atom or an imino group; and the broken line means a single or double bond.

Inventors: Tanaka; Keiichi (Toyama, JP), Makino; Shinji (Kurobe, JP), Oshio; Ichiro (Toyama, JP), Shimotori; Tomoya (Toyama, JP), Aikawa; Yukihiko (Toyama, JP), Inaba; Takihiro (Namerikawa, JP), Yoshida; Chosaku (Takaoka, JP), Takano; Shuntaro (Mitaka, JP), Taniguchi; Yoichi (Takaoka, JP)

Assignee: Toyama Chemical Co., Ltd.

International Classification: C07D 311/00 (20060101); C07D 311/22 (20060101); C07D 311/24 (20060101); C07D 311/26 (20060101); A61K 031/35 (); A61K 031/38 (); A61K 031/40 ()

Expiration Date: 12/26/2017