T-Butyl-phenoxy-alkylene esters of benzoic and nicotinic acids, compositions containing same and their antihistaminic method of use

US4451474A · kind A · utility

Assignee

• Frank M. Berger · US

Inventors

• Frank Berger · Leutenbach, DE
• Joseph I. DeGraw · Sunnyvale, US
• Howard L. Johnson · Joliet, US

Key dates

• Filing date: Dec 3, 1981
• Grant date: May 29, 1984
• Expiry date: Dec 3, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C51/367
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane; PA1 R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen; PA1 R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.5 COO derived from unsubstituted and hydroxy-substituted dicarboxylic acids, the acids being selected from the group consisting of aliphatic acids, including carbamic acid, having from one to about twelve carbon atoms; cycloaliphatic acids having from three to about twelve carbon atoms; carbocyclic aromatic acids having from six to about twenty carbon atoms; and nitrogen heterocyclic aromatic acids having from five to about twelve carbon atoms, R.sub.4 being monovalent aliphatic, cycloaliphatic, aromatic, or nitrogen heterocyclic aromatic, and R.sub.5 being…