IP Library Granted Patent US 7,229,990
Granted Patent B2
US 7,229,990 · App. 10/381,248 · Granted Jun 12, 2007

Bicyclic heteroaromatic compounds

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Quick Facts
Patent No.
US 7,229,990
App. No.
10/381,248
Granted
Jun 12, 2007
Kind
B2
Abstract

A bicyclic heteroaromatic compound according to general formula I, or a pharmaceutically acceptable salt thereof, wherein R 1 is (3–8C)cycloalkyl, (2–7C)heterocycloalkyl, (6–14C)aryl or (4–13C)heteroaryl; all optionally substituted with one or more substituents; R 2 is (1–4C)alkyl, (2–4C)alkenyl, (2–4C)alkynyl, (6–14C)aryl or (4–13C)heteroaryl; R 3 is (1–8C)alkyl, (3–8C)cycloalkyl, (2–7C)heterocycloalkyl, (6–14C)aryl or (4–13C)heteroaryl; Y is CH or N; Z is NH 2 or OH; A is S, N(H), N(R), O or a bond and B is N(H), O or a bond; X1—X2 is C═C, C(O)—NH, NH—C(O), C(O)—O, O—C(O), C═N, N═C or S or O. The compounds of the invention can be used in fertility regulation therapies.

Claims (4)

1. A compound selected from the group consisting of tert-butyl-5-amino-2-methylthio-4-(3-((N,N-diethylamino)-carbonyloxy)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide, tert-butyl 5-amino-2-methylthio-4-(3-(methoxycarbonylamino)-phenyl)thieno[2,3-d]pyrimidine-6-carboxamide, tert-butyl 5-amino-2-methylthio-4-(3-(allyloxycarbonylamino)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide, tert-butyl 5-amino-2-methylthio-4-(3-(ethoxycarbonylamino)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide, tert-butyl 5-amino-2-methylthio-4-(3-((morpholin-4-yl)-carbonylamino)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide, tert-butyl 5-amino-2-methylthio-4-(3-(1,2,3,6-tetrahydropyridinocarbonylamino)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide and tert-butyl 5-amino-2-phenyl-4-(3-((N,N-dimethylamino)-carbonylamino)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide, or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition comprising:

a compound according to claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable auxiliary.

3. A method of treating infertility in a patient in need thereof, comprising: administering an effective amount of the compound according claim 1 .

Assignments (5)
MERGER Recorded Mar 8, 2013
From: ORGANON BIOSCIENCES NEDERLAND B.V.
To: MERCK SHARP & DOHME B.V.
Reel/Frame 029940/0296 →
MERGER Recorded Mar 7, 2013
From: MSD OSS B.V.
To: ORGANON BIOSCIENCES NEDERLAND B.V.
Reel/Frame 029939/0001 →
MERGER Recorded Dec 1, 2011
From: N.V. ORGANON
To: MSD OSS B.V.
Reel/Frame 027307/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2007
From: AKZO NOBEL N.V.
To: N.V. ORGANON
Reel/Frame 018816/0737 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 21, 2003
From: TIMMERS, CORNELIS MARIUS; KARSTENS, WILLEM, FREDERIK JOHAN
To: AKZO NOBEL N.V.
Reel/Frame 014381/0887 →