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US 2006/0223813 A1Published application
Piperazine Derivatives and Methods of Use
AssigneeMerck Serono SA
InventorsSharad Magar, Andreas Goutopoulos, Matthias Schwarz, Russell Thomas
Life of this patent
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Abstract
The invention provides 2-carboxamide piperazine compounds of formula I, R3. I N\′ N˜′ R2I(0)z- o R4 I wherein R′, R2, R3 and R4 are as defined in the claims and methods of treatment and pharmaceutical compositions that utilize or comprise one or more such compounds. Compounds of the invention are useful for the treatment of mammalian infertility.
Claims35
A method for treating infertility in a mammal, comprising administering to a mammal suspected of infertility a therapeutically effective amount of a compound of Formula I:
- wherein R1 and R2 are independently selected from the group comprising or consisting of hydrogen, C1-C12-alkyl, C2-C12-alkenyl, C2-C12-alkynyl, wherein said alkyl, alkenyl, alkynyl chains may be interrupted by a heteroatom selected from N, O or S, aryl, heteroaryl, saturated or unsaturated 3-8-membered cycloalkyl, heterocycloalkyl, wherein said cycloalkyl, heterocycloalkyl, aryl or heteroaryl groups may be fused with 1-2 further cycloalkyl, heterocycloalkyl, aryl or heteroaryl group, an acyl moiety, C1-C12-alkyl aryl, C1-C12-alkyl heteroaryl, C2-C12-alkenyl aryl, C2-C12-alkenyl heteroaryl, C2-C12-alkynyl aryl, C2-C12-alkynyl heteroaryl, C1-C12-alkyl cycloalkyl, C1-C12-alkyl heterocycloalkyl, C2-C12-alkenyl cycloalkyl, C2-C12-alkenyl heterocycloalkyl, C2-C12-alkynyl cycloalkyl, C2-C12-alkynyl heterocycloalkyl, alkoxycarbonyl, aminocarbonyl, C1-C12-alkyl carboxy, C1-C12-alkyl acyl, aryl acyl, heteroaryl acyl, C3-C8-(hetero)cycloalkyl acyl, C1-C12-alkyl acyloxy, C1-C12-alkyl alkoxy, C1-C12-alkyl alkoxycarbonyl, C1-C12-alkyl aminocarbonyl, C1-C12-alkyl acylamino, acylamino, C1-C12-alkyl ureido, C1-C12-alkyl carbamate, C1-C12-alkyl amino, C1-C12-alkyl ammonium, C1-C12-alkyl sulfonyloxy, C1-C12-alkyl sulfonyl, C1-C12-alkyl sulfinyl, C1-C12-alkyl sulfanyl, C1-C12-alkyl sulfonylamino, or C1-C12-alkyl aminosulfonyl;
- R3 is C1-C16-alkyl, C2-C16-alkenyl, C2-C16-alkynyl, wherein said alkyl, alkenyl, alkynyl chains may be interrupted by a heteroatom selected from N, O or S, aryl, heteroaryl, saturated or unsaturated 3-8-membered cycloalkyl, heterocycloalkyl, wherein said cycloalkyl, heterocycloalkyl, aryl or heteroaryl groups may be fused with 1-2 further cycloalkyl, heterocycloalkyl, aryl or heteroaryl group, an acyl moiety, C1-C16-alkyl aryl, C1-C16-alkyl heteroaryl, C2-C16-alkenyl aryl, C2-C16-alkenyl heteroaryl, C2-C16-alkynyl aryl, C2-C16-alkynyl heteroaryl, C1-C16-alkyl cycloalkyl, C1-C16-alkyl heterocycloalkyl, C2-C16-alkenyl cycloalkyl, C2-C16-alkenyl heterocycloalkyl, C2-C16-alkynyl cycloalkyl, C2-C16-alkynyl heterocycloalkyl, alkoxycarbonyl, aminocarbonyl, C1-C16-alkyl carboxy, C1-C16-alkyl acyl, aryl acyl, heteroaryl acyl, C3-C8-(hetero)cycloalkyl acyl, C1-C16-alkyl acyloxy, C1-C16-alkyl alkoxy, C1-C16-alkyl alkoxycarbonyl, C1-C16-alkyl aminocarbonyl, C1-C16-alkyl acylamino, acylamino, C1-C16-alkyl ureido, C1-C16-alkyl carbamate, C1-C16-alkyl amino, C1-C16-alkyl ammonium, C1-C16-alkyl sulfonyloxy, C1-C16-alkyl sulfonyl, C1-C16-alkyl sulfinyl, C1-C16-alkyl sulfanyl, C1-C16-alkyl sulfonylamino, or C1-C16-alkyl aminosulfonyl;
- R4 is C1-C12-alkyl, C2-C12-alkenyl, C2-C12-alkynyl, wherein said alkyl, alkenyl, alkynyl chains may be interrupted by a heteroatom selected from N, O or S, aryl, heteroaryl, saturated or unsaturated 3-8-membered cycloalkyl, heterocycloalkyl, wherein said cycloalkyl, heterocycloalkyl, aryl or heteroaryl groups may be fused with 1-2 further cycloalkyl, heterocycloalkyl, aryl or heteroaryl group;
- and pharmaceutically acceptable salts thereof.
1 more element
A compound according to Formula I:
- wherein R1 is H;
- R2 is selected from aryl, heteriaryl, 3-8-membered cycloalkyl and heterocycloalkyl;
- R3 is selected from C1-C16-alkyl, C2-C16-alkenyl, C2-C16-alkynyl, monocyclic aryl, monocyclic heteroaryl, 3-8-membered monocyclic cycloalkyl, monocyclic heterocycloalkyl, acyl, C1-C16-alkyl aryl, C1-C16-alkyl heteroaryl, C2-C16-alkenyl aryl, C2-C16-alkenyl heteroaryl, C2-C16-alkynyl aryl, C2-C16-alkynyl heteroaryl, C1-C16-alkyl cycloalkyl, C1-C16-alkyl heterocycloalkyl, C2-C16-alkenyl cycloalkyl, C2-C16-alkenyl heterocycloalkyl, C2-C16-alkynyl cycloalkyl, C2-C16-alkynyl heterocycloalkyl, alkoxycarbonyl, aminocarbonyl, C1-C16-alkyl carboxy, C1-C16-alkyl acyl, aryl acyl, heteroaryl acyl, C3-C8-(hetero)cycloalkyl acyl, C1-C16-alkyl acyloxy, C1-C16-alkyl alkoxy, C1-C16-alkyl alkoxycarbonyl, C1-C16-alkyl aminocarbonyl, C1-C16-alkyl acylamino, acylamino, C1-C16-alkyl sulfinyl, C1-C16-alkyl sulfanyl, C1-C16-alkyl ureido, C1-C16-alkyl carbamate, C1-C16-alkyl amino, C1-C16-alkyl ammonium;
- R4 is selected from C1-C12-alkyl, C2-C12-alkenyl, C2-C12-alkynyl, aryl, heteroaryl, 3-8-membered cycloalkyl, heterocycloalkyl, and amino acid;
- and pharmaceutically acceptable salts thereof.
2 more elements
(canceled)
Dependencies are inferred from the claim text.