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US 8,940,771 B2Granted
Organic compounds
AssigneeNovartis AG
InventorsGiorgio Caravatti, Robin Alec Fairhurst, Pascal Furet, Vito Guagnano, Patricia Imbach
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of formula I and its salts, wherein the substituents are as defined in the description, to compositions and use of the compounds in the treatment of diseases ameloriated by inhibition of phosphatidylinositol 3-kinase.
Claims8
A compound of formula:
- wherein R1 is pyridin-4-yl substituted with one substituent said substituent is attached to the 2-position of the pyridinyl ring;
- n represents 1 and m represents 1, 2, 3 or 4;
- R2 represents halo, cyano, nitro, hydroxy, lower alkyl, lower alkoxy, lower alkylamino, lower dialkylamino, lower dialkylamino lower alkyl, cycloalkyl, or cycloalkoxy wherein each alkyl or cycloalkyl may be mono or poly-substituted by halo, cyano, nitro, hydroxy, or phenyl and wherein each phenyl may be mono or poly-substituted by halo, cyano, nitro, hydroxy, or lower alkyl;
- or
- two substituents R2 together form an alkandiyl or alkenediyl, each optionally substituted by hydroxy or halo, to form a cyclic moiety;
- or
- two R2 substituents together form a double bond;
- and
- R3 represents hydrogen, lower alkyl, mono-, poly- or per-deutero lower alkyl, halo, halo lower alkyl, hydroxy lower alkyl, or lower dialkylamino lower alkyl;
- or a pharmaceutically acceptable salt thereof.
7 more elements
A compound selected from the group consisting of
- (2S,4R)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,4S)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,3S)-3-hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide]triflouroacetate,
- (S)-2-methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,3S)-3-methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,4R)-4-fluoro-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(pyridin-3-ylamino)-[4,5′]bithiazolyl-2′-yl]-amide},
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2,4″-dimethyl[4,2′;4′,5″]terthiazol-2″-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(2-methyl-1H-imidazol-4-yl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-cyclopropyl amino-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-dimethylamino-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[2-(3-aza-bicyclo[3.2.2]non-3-yl)-4′-methyl-[4,5′]bithiazolyl-2′-yl]-amide},
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-ethyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(4′-methyl-2-pyridin-3-yl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-methyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (2S,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-methyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (2S,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-methyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (2S,4R)-4-Dimethylamino-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,4R)-4-Dimethylamino-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-methyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (2S,4S)-4-Dimethylamino-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (2S,4S)-4-Dimethylamino-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-methyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-cyclobutyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4′-methyl-2-(1-trifluoromethyl-cyclopropyl)-[4,5′]bithiazolyl-2′-yl]-amide},
- (1S,5R)-2-Aza-bicyclo[3.1.0]hexane-1,2-dicarboxylic acid 1-amide 2-[(2-tert-butyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (1S,5R)-2-Aza-bicyclo[3.1.0]hexane-1,2-dicarboxylic acid 1-amide 2-[(2-cyclobutyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide],
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[2-(1-ethyl-propyl)-4′-methyl-[4,5′]bithiazolyl-2′-yl]-amide},
- (1S,5R)-2-Aza-bicyclo[3.1.0]hexane-1,2-dicarboxylic acid 1-amide 2-{[2-(1-ethyl-propyl)-4′-methyl-[4,5′]bithiazolyl-2′-yl]-amide},
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-dimethylaminomethyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide], and
- (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-[(2-cyclopropylmethyl-4′-methyl-[4,5′]bithiazolyl-2′-yl)-amide].
26 more elements
Dependencies are inferred from the claim text.