3,3-substituted indoline derivatives

US6417214B1 · kind B1 · utility

Assignees

• Wyeth, LLC · US
• Ligand Pharmaceuticals Incorporated · US

Inventors

• John W. Ullrich · Schwenksville, US
• Andrew Fensome · Wayne, US
• Jay E. Wrobel · Lawrenceville, US
• Lin Zhi · San Diego, US
• Todd K. Jones · Solana Beach, US
• James P. Edwards · San Diego, US
• Christopher M. Tegley · Thousand Oaks, US

Key dates

• Filing date: Apr 19, 2000
• Grant date: Jul 9, 2002
• Expiry date: Apr 19, 2020

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P43/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

This invention provides compounds of the formula 1: wherein:R1 and R2 are chosen independently from each other from H, OH; OAc; alkylaryl; alkylheteroaryl; 1-propynyl; 3-propynyl; and optionally substituted alkyl, O(alkyl); aryl; or heteroaryl groups; or R1 and R2 are joined to form a ring comprising —CH2(CH2)nCH2— where n=0-5; —CH2CH2CMe2CH2CH2—; —O(CH2)mCH2— where m=1-4; O(CH2)pO— where p=1-4; —CH2CH2OCH2CH2—; —CH2CH2N(H or alkyl)CH2CH2—;or R1 and R2 together comprise a double bond to CMe2; C(cycloalkyl), O, or C(cycloether);R3 is H, OH, NH2, CORA, or optionally substituted alkenyl or alkynyl groups;RA=H or optionally substituted alkyl, alkoxy, or aminoalkyl groups;R4=H, halo, CN, NH2, or optionally substituted alkyl, alkoxy, or aminoalkyl;R5 is selected from optionally substituted benzene ring; a five or six membered heterocyclic ring; a 4 or 7-substituted indole or a substituted benzothiophene; or pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions and methods of using the compounds as progesterone receptor antagonists.