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US 8,476,286 B2Granted
Quinazoline derivatives which promote the release of parathyroid hormone
AssigneeNovartis AG
InventorsRené Beerli, Ruben A Tommasi, Sven Weiler, Leo Widler
Life of this patent
Estimating the term…
Abstract
Use of compound of formula (I), wherein, is, or, and wherein the symbols are as defined, or a pharmaceutically-acceptable and -cleavable ester, or acid addition salt thereof, for the preparation of a medicament for promoting the release of parathyroid hormone, e.g. for preventing or treating bone conditions which are associated with increased calcium depletion or resorption or in which stimulation of bone formation and calcium fixation in the bone is desirable.
Claims3
A compound of formula IV
- wherein R1′ represents 1 to 2 substituents independently selected from optionally substituted C2-C7 alkenyl, optionally substituted C2-C7 alkenyloxy, optionally substituted C2-C7 alkynyl, or optionally substituted C2-C7 alkynyloxy, wherein the optional substituents are 1 or 2 substituents independently selected from halo, C1-C7 alkyl, C2-C7 alkenyl, C2-C7 alkynyl, cycloalkyl, or cyano;
- R2″ is aryl-methyl, substituted with 1, 2, or 3 substituents independently selected from C1-C7alkyl, C1-C7alkoxy, hydroxyl, halogen, cyano, trifluoromethyl, methylenedioxy, ethylenedioxy, oxyethylene, and oxypropylene;
- R3″ is C1-C7 alkyl;
- or an acid addition salt thereof.
1 more element
A compound selected from:
- 3-[4-(4-isopropyl-phenyl)-2-oxo-6-prop-2-ynyloxy-2H-quinazolin-1-ylmethyl]-benzoic acid 2-(2-dimethylamino-ethoxy)-ethyl ester (trifluoroacetic acid salt);
- (2-benzylamino-5-propargyloxy-phenyl)-(4-isopropyl-phenyl)-methanone;
- 1-benzyl-4-(4-isopropyl-phenyl)-6-propargyloxy-1-H-quinazolin-2-one;
- 6-allyloxy-1-benzyl-4-(4-isopropyl-phenyl)-1-H-quinazolin-2-one;
- acetic acid 4-[6-allyloxy-4-(4-isopropyl-phenyl)-2-oxo-2-H-quinazolin-1-ylmethyl]-phenyl ester;
- acetic acid 4-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2-H-quinazolin-1-ylmethyl]-phenyl ester;
- 1-benzo[1,2,5]thiadiazol-5-ylmethyl-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one;
- 1-(2-hydroxy-benzyl)-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-(3-Hydroxy-benzyl)-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-(4-hydroxy-benzyl)-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-[2-(6-chloro-hexyloxy)-benzyl]-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-[2-(6-dimethylamino-hexyloxy)-benzyl]-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-[2-(6-imidazol-1-yl-hexyloxy)-benzyl]-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-[3-(7-piperidin-1-yl-heptyloxy)-benzyl]-6-prop-2-ynyloxy-1H-quinazolin-2-one (trifluoroacetic acid salt);
- (3-dimethylamino-propyl)-methyl-carbamic acid 4-[4-(4-isopropyl-phenyl)-2-oxo-6-prop-2-ynyloxy-2H-quinazolin-1-ylmethyl]-phenyl ester (trifluoroacetic acid salt);
- 4-(4-isopropyl-phenyl)-1-{3-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl}-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-[3-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzyl]-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-[4-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzyl]-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-[3-(2-methoxy-ethoxy)-benzyl]-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-(3-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-{2-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl}-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 1-[3-(2-hydroxy-ethoxy)-benzyl]-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1-{3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzyl}-1H-quinazolin-2-one;
- 4-(4-isopropyl-phenyl)-1-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- methanesulfonic acid 2-[4-(4-isopropyl-phenyl)-2-oxo-6-prop-2-ynyloxy-2H-quinazolin-1-ylmethyl]-phenyl ester;
- 2-[(3-dimethylamino-propyl)-methyl-amino]-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethy]-phenyl}-acetamide;
- 4-(4-isopropyl-phenyl)-1-(3-nitro-benzyl)-6-propargyloxy-1H-quinazolin-2-one;
- 1-(3-amino-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one;
- 4-bromo-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-qunazolin-1-ylmethyl]-phenyl}-butyramide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-4-[4-(2-methoxy-ethyl)-piperazin-1-yl]-butyramide;
- 4-(4-isopropyl-phenyl)-1-[3-(2-oxo-pyrrolidin-1-yl)-benzyl]-6-propargyloxy-1H-quinazolin-2-one;
- 2-[(3-dimethylmino-propyl)-methyl-amino]-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide;
- 2-chloro-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide;
- 2-[(3-dimethylmino-propyl)-methyl-amino]-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide;
- 2-(4-allyl-piperazin-1-yl)-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-2-(4-methyl-piperazin-1-yl)-acetamide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-2-[4-(2-methoxy-ethyl)-piperazin-1-yl]-acetamide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-2-[4-(2-methoxy-ethyl)-piperazin-1-yl]-N-methyl-acetamide;
- N-[4-(3-dimethylamino-propyl)-piperazin-1-yl]-N -{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-acetamide;
- N-{3-[4-(4-cyclopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-2-(4-methyl-piperazin-1-yl)-acetamide;
- 4-[4-(3-dimethylamino-propyl)-piperazin-1-yl]-N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethy]-phenyl}-butyramide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-4-[(2-methoy-ethyl)-methyl-amino]-butyramide;
- N-{3-[4-(4-isopropyl-phenyl)-2-oxo-6-propargyloxy-2H-quinazolin-1-ylmethyl]-phenyl}-4-morpholin-4-yl-butyramide;
- N-{3-[6-allyloxy-4-(4-isopropyl-phenyl)-2-oxo-2H-quinazolin-1-ylmethyl]-phenyl}-4-(4-methyl-piperazin-1-yl)-butyramide;
- 4-(4-isopropyl-phenyl)-1-(4-nitro-benzyl)-6-propargyloxy-1H-quinazolin-2-one;
- 1-(4-amino-benzyl)-4-(4-isopropyl-phenyl)-6-prapargyloxy-1H-quinazolin-2-one;
- 1-(2-nitro-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one;
- 1-(2-amino-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one;
- 1-benzyl-4-(3-chloro-4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- (2-benzylamino-5-prop-2-ynyloxy-phenyl)-(3-chloro-4-isopropylphenyl)-methanone (hydrochloric acid salt);
- and
- 1-benzyl-4-(3-chloro-4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one;
- or an acid addition salt thereof.
50 more elements
Dependencies are inferred from the claim text.