http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-090191-A1

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filingDate 2013-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_aa5c0ae3f10ded39c334d48b38ea732f
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f3eea839177ec7d617b801723dc68c0a
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publicationDate 2014-10-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-090191-A1
titleOfInvention DERIVATIVES OF THE ALCANOIC PHENIL ACID AS GPR AGONISTS
abstract Claim 1: A compound of the formula (1) wherein, R¹ is hydrogen or C₁₋₆ alkyl; R² and R³ together form a 3- or 9-membered saturated or partially unsaturated heterocyclyl ring containing one or two heteroatoms selected from O, N or S; or R² and R³ together form a saturated or partially unsaturated C₄₋₈ cycloalkyl ring; R⁴ in each event is independently selected from hydrogen, C₁₋₆ alkyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, C₆₋₁₀ aryl, amino, cyano, nitro, -C (O) R⁹ or -S (O) ₚR⁶; Rˣ and Rʸ are independently selected from A-CH (R⁷) -X and R⁵; provided that at least one of Rˣ and Rʸ is A-CH (R⁷) -X; R⁵ is selected from hydrogen, C₁₋₆ alkyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, C₆₋₁₀ aryl, amino, cyano, nitro, -C (O) R⁹ or -S (O ) ₚR⁶; R⁶ is selected from hydrogen, C₁₋₆ alkyl or amino; R⁷ is hydrogen or C₁₋₆ alkyl; X is selected from O, NR⁸ or S; R⁸ is selected from hydrogen, C₁₋₆ alkyl, C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, cyano, -C (O) C₁₋₆ alkyl, -C (O) O-C₁₋₆ alkyl, - C (O) NH₂ or -S (O) ₚR⁶; where R⁶ is as defined above; R⁹ is selected from C₁₋₆ alkyl, -O-C₁₋₆ alkyl, hydroxy or amino; A is selected from C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, or a moiety of the group of formulas (2); R¹⁰, R¹¹, R¹² and R¹³ are independently selected from hydrogen or C₁₋₆ alkyl; or R¹⁰ and R¹¹ together may form a cycloalkyl ring C₃₋₈ and R¹² and R¹³ are hydrogen; or R¹² and R¹³ together may form a cycloalkyl ring C₃₋₈ and R¹⁰ and R¹¹ are hydrogen; R¹⁴ in each event is independently selected from hydrogen, C₁₋₆ alkyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, -O-C₃₋₈ cycloalkyl, -O-C₁₋₆-heterocyclyl alkyl, -O-heterocyclyl, C₁₋₆ haloalkoxy, -O-C₁₋₆-S (O) ₚR⁶ alkyl, C₆₋₁₀ aryl, amino, cyano, nitro, -C (O) R⁹, -S (O) ₚR⁶, - (CH₂) ₛNR¹⁵R¹⁶ or -X (CH₂) ₛNR¹⁵R¹⁶; R¹⁵ and R¹⁶ are independently selected from hydrogen, C₁₋₆ alkyl or - (CH₂) ₜOH; n is an integer from 1 to 3; m is an integer from 0 to 4; p is an integer from 0 to 2; q is an integer from 1 to 4; r is an integer from 1 to 5; s is an integer from 1 to 4; t is an integer from 1 to 4; * indicates the fixing point at -CH of CH (R⁷) -X; wherein, C₁₋₆ alkyl is unsubstituted or substituted by one or more groups independently selected from C₁₋₆ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, halogen, C₁₋₆ -haloalkyl, hydroxy, -O-C₁ alkyl ₋₆, C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, amino, cyano, nitro, -C (O) R⁹ and -O-C₁₋₆-S alkyl (O) ₚR⁶; -O-C₁₋₆ alkyl is unsubstituted or substituted by one or more groups independently selected from C₁₋₆ alkyl, C₃₋₈ cycloalkyl, heterocyclyl, hydroxy, halogen, amino, cyano, -C₁₋₆-S alkyl (O) ₚR⁶, -S (O) ₚR⁶, -NR¹⁵R¹⁶ and - (CH₂) ₛNR¹⁵R¹⁶; C₆₋₁₀ aryl is unsubstituted or substituted by one or more groups independently selected from C₁₋₆ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, haloalkoxy C₁₋₆, C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, amino, cyano, nitro, -C (O) R⁹ and -O-C₁₋₆-S alkyl (O) ₚR⁶; heterocyclyl is a 3- to 9-membered ring, which is unsubstituted or substituted by one or more groups independently selected from C₁₋₆ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, C₁₋₆ haloalkoxy, C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, amino, cyano, nitro, -C₁₋₆-OH alkyl, C₁₋₆-O alkyl C₁₋ alkyl ₆, -C (O) R⁹ and -O-C₁₋₆-S (O) alkyl ₚR⁶; heteroaryl is a 3- to 10-membered ring, which is unsubstituted or substituted by one or more groups independently selected from C₁₋₆ alkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, halogen, C₁₋₆ haloalkyl, hydroxy, -O-C₁₋₆ alkyl, C₁₋₆ haloalkoxy, C₃₋₈ cycloalkyl, C₆₋₁₀ aryl, heterocyclyl, heteroaryl, amino, cyano, nitro, -C (O) R⁹ and -O-C₁₋₆-S alkyl ( O) ₚR⁶; Halogen is selected from chlorine, bromine, iodine or fluorine; or an isotopic form or a stereoisomer or a pharmaceutically acceptable tautomer or salt, a pharmaceutically acceptable solvate, a prodrug, a polymorph, N oxide, S oxide or a carboxylic acid isoester thereof.
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