EP0628551A1 — Semicyclic urea derivatives as antihistaminic agents

USPTO Abstract

A compound represented by the following Formula I : wherein Z¹ is C or N; m¹ is 0 when Z¹ is N and m¹ is 1 when Z¹ is C; R³ can form a bond with R² when Z¹ is C; A¹ is O, SO₂, or CH₂; n¹ is 0 or 1 when A¹ is O or SO₂ and n¹ is an integer of 0 to 3 when A¹ is CH₂; R¹ is a group selected from the group consisting of a condensed aromatic ring, a substituted condensed aromatic ring, carboxyl, alkoxycarbonyl, and wherein R¹¹ is H or OH, or R¹¹ can form a bond with R² when Z¹ is C and n¹ is O; R¹² and R¹³ are independently phenyl, substituted phenyl, a heterocyclic ring, or a substituted heterocyclic ring, or R¹² and R¹³ can form a condensed ring; R² is H when forming no bond with R³ or R¹¹; R³ is H when forming no bond with R²; k¹ is an integer of 2 to 5; Y¹ is a group selected from the group consisting of O, S, SO, SO₂, CH₂, and wherein Z² is N or C; m² is 0 when Z² is N and m² is 1 when Z² is C; A² is O, SO₂, or CH₂; n² is 0 or 1 when A² is O or SO₂; n² is an integer of 0 to 3 when A² is CH₂; R⁴ is a group selected from the group consisting of alkyl, phenyl, substituted phenyl, a heterocyclic ring, a substituted heterocyclic ring, -CO-R⁴¹, and wherein R⁴¹ is a group selected from the group consisting of OH, alkoxy, amino, arylalkyloxy, substituted amino, arylalkenyl, and substituted arylalkenyl; R⁴² is H or OH, or R⁴² can form a bond with R⁵ when Z² is C and n² is 0; R⁴³ and R⁴⁴ are independently phenyl, substituted phenyl, a heterocyclic ring, or a substituted heterocyclic ring; R⁵ is H when forming no bond with R⁴²; Y² is CH₂ or CO; Y³ is (CH₂)₂ or phenylene; and k² is 0 or 1, or pharmaceutically acceptable salts thereof.