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filingDate 2017-10-11^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7ff3ee7fc963fe4211f09b2b5e5ed015
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publicationDate 2019-02-06^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-109931-A1
titleOfInvention INHIBITING COMPOSITE OF THE PROSTAGLANDINA D SINTASA HEMATOPOYÉTICA (H-PGDS), PHARMACEUTICAL COMPOSITION THAT INCLUDES IT AND USE OF THE COMPOUND TO MANUFACTURE A MEDICINAL PRODUCT
abstract A hematopoietic prostaglandin D synthase (H-PGDS) inhibitor compound that is represented by the formula (1), wherein: X is selected from: carbon and nitrogen; And it is selected from: hydrogen and CH₃; Y¹ is absent or CH₃; Z is NH or O; a is 0 or 1; R is selected from: O, NH, CH₂ and halogen substituted C₁ alkyl; R¹ is selected from: aryl, aryl substituted 1 to 4 times with Rᵃ, heteroaryl, heteroaryl substituted 1 to 4 times with Rᵃ, bicycloheteroaryl, and bicycloheteroaryl substituted 1 to 4 times with Rᵃ; R² is selected from: O and S; R³ is selected from: aryl, aryl substituted 1 to 4 times with Rᵇ, cycloalkyl, cycloalkyl substituted 1 to 4 times with Rᵇ, heterocycle, heterocycle substituted 1 to 4 times with Rᵇ, heteroaryl, heteroaryl substituted 1 to 4 times with Rᵇ, bicycloheteroaryl, and bicycloheteroaryl substituted 1 to 4 times with Rᵇ; each Rᵃ is independently selected from: fluoro, chloro, bromo, iodo, -OH, C₁₋₆ alkyl, C₁₋₆ alkyl substituted with 1 to 5 substituents independently selected from: fluoro, chloro, bromo, iodo, C₁₋₄ alkyloxy, -OH, C₁₋₄ alkyl, oxo, -COOH, -NO₂, -NH₂ and -CN, cyano, -O-C₁₋₆ alkyl, -O-C₁₋₆ alkyl substituted with 1 to 5 substituents independently selected from: fluoro , chlorine, bromine, iodine, C₁₋₄ alkyloxy, -OH, C₁₋₄ alkyl, oxo, -COOH, -NO₂, -NH₂ and -CN, -C (O) O-C₁₋₆ alkyl, and -C ( O) O-C₁₋₆ alkyl substituted 1 to 5 times with fluoro; each Rᵇ is independently selected from: cyano, fluoro, chloro, bromo, iodo, C₁₋₆ alkyl, Rᵉ, -O-C₁₋₆ alkyl, -ORᵉ, oxo, hydroxyl, cycloalkyl, cycloalkyl substituted 1 to 4 times with Rᶠ , amino, -NHRˣ, where Rˣ is selected from aryl, heteroaryl, cycloalkyl, heterocycloalkyl, -O-C₁₋₆ alkyl, -O-C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, and -OH, C₁₋₆ alkyl, and C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -OC₁₋₆alkyl, -COOH, -NH₂, -NH-cycloalkyl, and -CN , heteroaryl, heteroaryl substituted 1 to 4 times with Rᶠ, heterocycle, heterocycle substituted 1 to 4 times with Rᶠ, -SO₂H, and -SO₂-C₁₋₆ alkyl; each Rᶠ is independently selected from: fluoro, chloro, bromo, iodo, C₁₋₆ alkyl, Rᵉ, oxo, -OH, amino, -NHRˣ¹, where Rˣ¹ is selected from aryl, heteroaryl, cycloalkyl, heterocycloalkyl, C₁₋₆ alkyl, and C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -O-C₁₋₆ alkyl, -COOH, -NH₂, and -CN, -NRˣ²Rˣ³, where Rˣ² and Rˣ³ is selected one independently of: aryl, heteroaryl, cycloalkyl, heterocycloalkyl, C₁₋₆ alkyl, and C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -COOH, -NH₂, and -CN, nitro , and cyano, and each Rᵉ is independently selected from: C₁₋₆ alkyl substituted with 1 to 9 substituents independently selected from: fluoro, chloro, bromo, iodo, C₁₋₆ alkyl, -O-C₁₋₆ alkyl, -O- C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -COOH, -NH₂, -CN, and phenyl, oxo, = N, hydroxyl, amino, -NHRˣˣ, or = NRˣˣ, where Rˣˣ is selected from aryl, heteroaryl, cycloalkyl, heterocycloalkyl, cyano, C alquilo alkyl ₋₆, and C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -COOH, -O-C₁₋₅ alkyl, -O-C₁₋₅ alkyl substituted 1 to 6 times with fluoro, -NRˣˣ¹Rˣˣ², where Rˣˣ¹ and Rˣˣ² are each independently selected from: aryl, heteroaryl, cycloalkyl, heterocycloalkyl, C₁₋₆ alkyl, and C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH , -COOH, -NH₂, and -CN, aryl, aryl substituted 1 to 4 times with Rˣˣ³, where Rˣˣ³ is selected from: fluoro, chloro, bromo, iodo, C₁₋₆ alkyl, C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -COOH, -NH₂, and -CN, -O-C₁₋₅ alkyl, and -O-C₁ alkyl ₆ substituted with 1 to 6 independently substituents selected from: fluoro, oxo, -OH, -COOH, -NH₂, and -CN, cycloalkyl, cycloalkyl substituted 1 to 4 times with Rˣˣ⁴, where Rˣˣ⁴ is selected from: fluoro, chloro, bromine, iodine, C₁₋₆ alkyl, C₁₋₆ alkyl substituted with 1 to 6 substituents independently selected from: fluoro, oxo, -OH, -COOH, -NH₂, and -CN, -O-C₁₋₅ alkyl, and - O-C₁₋₆ alkyl substituted with 1 to 6 independently substituents selected from: fluoro, oxo, -OH, -COOH, -NH₂, and -CN, nitro, and cyano; or one of its pharmaceutically acceptable salts. The compounds described may be useful in the treatment of Duchenne muscular dystrophy. Pharmaceutical compositions comprising the compounds described and use of the compounds to make a medicament.
priorityDate 2016-10-13^^<http://www.w3.org/2001/XMLSchema#date>
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