http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-113959-A1
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| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_42e94091a4fc81b8d0237117707cc7ee |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-496 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D471-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D495-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-437 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D471-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P37-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P19-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P25-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D519-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P29-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D491-107 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-437 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D471-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D519-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P37-00 |
| filingDate | 2018-12-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f21781c5553c8f91253679590f1c1785 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_288e3974d51cc1495dfe70d3d0cb18af http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_879e0c34fb2b9f7552343d79b3ea0286 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1ba0cc557c07a7e015d76f7c2a48d74c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cf3ce568deeae3d5dbef23ce958400b1 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c0a3abbe8e26021339b2a1d528f8bd69 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_031ac53ca9ea3373eb57cb845e27b64b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d7fc74e43398d88bcb30f5a7fccf1587 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3bdaf4694c1995faecbbef9c2ea119e4 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e2f27cfb74bc741f81b75d29e2810e6b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_fcef5aa710b627e551c1626a3d8cde4c http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d4d2f12cea93a4daffce0deffe42f17c |
| publicationDate | 2020-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-113959-A1 |
| titleOfInvention | 4-AZAINDOL COMPOUNDS |
| abstract | Compounds of formula (1), N-oxides, or their salts, where G, A, R¹, R⁵, and n are defined herein. Also methods of using such compounds as signaling inhibitors through the 7, or 8, or 9 Toll-like receptor, and pharmaceutical compositions comprising such compounds. These compounds are useful for treating inflammatory and autoimmune diseases. Claim 1: A compound characterized by formula (1), N-oxide, or one of its salts, where: G is: (i) a compound of formula (2); (ii) a compound from the group of formulas (3); (iii) a compound from the group of formulas (4); (iv) a 9-membered heterocyclic ring selected from the compounds of the group of formulas (5); or (v) 10-membered heterocyclic ring selected from the compounds of the group of formulas (6); A is: (i) -O-L¹-R⁶; (ii) -NR⁷R⁸; (iii) -L²-C (O) NR⁹R¹⁰; (iv) - (CRˣRˣ) ₁₋₃R¹¹, C₁₋₃ aminoalkyl, - (CRˣRˣ) ₁₋₃NRˣC (O) R¹¹, - (CRˣRˣ) ₁₋₂NRˣC (O) (CH₂) ₁₋₂ (piperidinyl), - ( CRˣRˣ) ₁₋₂NRˣC (O) O (CH₂) ₁₋₂ (piperidinyl), or - (CRˣRˣ) ₁₋₂NRˣC (O) (CH₂) ₁₋₂NRˣRˣ; (v) -CRˣR¹²R¹³, where R¹² and R¹³ together with the carbon atom to which they are attached form a cyclic group selected from azabicyclo [4,1,1] octanyl, azepanyl, azetidinyl, C₃₋₇ cycloalkyl, diazepanyl, azaspiro [3 , 3] heptanyl, diazaspiro [4,5] decanonyl, morpholinyl, octahydrocyclopenta [c] pyrrolyl, piperazinyl, piperidinyl, pyrrolidinyl, and quinuclidinyl, each substituted with zero to 4 R¹²ᵃ; (vi) -CRˣ = CRˣ (piperidinyl); or (vii) an aromatic group selected from [1,2,4] triazolo [1,5-a] pyridinyl, imidazo [1,2-a] pyridinyl, imidazolyl, indazolyl, isoquinolinyl, oxadiazolyl, oxazolyl, phenyl, pyrazinyl, pyrazolo [3,4-b] pyridinyl, pyrazolyl, pyridazinyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinonyl, quinolinyl, quinoxalinyl, tetrahydro- [1,2,4] triazolo [1,5-a] pyrazinyl, tetrahydroimidazol [1,2 -a] pyrazinyl, tetrahydroisoquinolinyl, tetrahydrothiazolo [5,4-c] pyridinyl, tetrahydrothieno [2,3-c] pyridinyl, thiadiazolyl, thiazolyl, thiooxadiazolyl, and triazolyl, each substituted with zero to 2 R¹⁴ᵃ, and zero to 3 R¹⁴ᵇ ; L¹ is a bond, - (CRˣRˣ) ₁₋₂-, - (CRˣRˣ) ₁₋₂CRˣ (OH) -, - (CRˣRˣ) ₁₋₂O-, -CRˣRˣC (O) -, -CRˣRˣC (O) NRˣ (CRˣRˣ ) ₀₋₄-, -CRˣRˣNRˣC (O) (CRˣRˣ) ₀₋₄-, or -CRˣRˣNRˣC (O) (CRˣRˣ) ₀₋₄-; L² is a bond or - (CRˣRˣ) ₁₋₃-; R¹ is H, Cl, -CN, C₁₋₄ alkyl, C₁₋₃ fluoroalkyl, C₁₋₃ hydroxyalkyl, C₁₋₃ hydroxy-fluoroalkyl, -CRᵛ = CH₂, C₃₋₆ cycloalkyl, -CH₂ (C₃₋₆ cycloalkyl), -C (O) O (C₁₋₃ alkyl), or tetrahydropyranyl; each R² is independently halo, -CN, -OH, -NO₂, C₁₋₄ alkyl, C₁₋₂ fluoroalkyl, C₁₋₂ cyanoalkyl, C₁₋₃ hydroxyalkyl, C₁₋₃ aminoalkyl, -O (CH₂) ₁₋₂OH , - (CH₂) ₀₋₄O (C₁₋₄ alkyl), C₁₋₃ fluoroalkoxy, - (CH₂) ₁₋₄O (C₁₋₃ alkyl), -O (CH₂) ₁₋₂OC (O) (C₁₋₃ alkyl ), -O (CH₂) ₁₋₂NRˣRˣ, -C (O) O (C₁₋₃ alkyl), - (CH₂) ₀₋₂C₍O₎NRʸRʸ, -C (O) NRˣ (C₁₋₅ hydroxyalkyl), - C (O) NRˣ (C₂₋₆ alkoxyalkyl), -C (O) NRˣ (C₃₋₆ cycloalkyl), -NRʸRʸ, -NRʸ (C₁₋₃ fluoroalkyl), -NRʸ (C₁₋₄ hydroxyalkyl), -NRˣCH₂ (phenyl ), -NRˣS (O) ₂ (C₃₋₆ cycloalkyl), -NRˣC (O) (C₁₋₃ alkyl), -NRˣCH₂ (C₃₋₆ cycloalkyl), - (CH₂) ₀₋₂S (O) ₂ (C₁ alkyl ₋₃), - (CH₂) ₀₋₂ (C₃₋₆ cycloalkyl), - (CH₂) ₀₋₂ (phenyl), morpholinyl, dioxothiomorpholinyl, dimethyl pyrazolyl, methylpiperidinyl, methylpiperazinyl, amino-oxadiazolyl, imidazolyl, triazolyl, or - C (O) (thiazolyl); R²ᵃ is C₁₋₆ alkyl, C₁₋₃ fluoroalkyl, C₁₋₆ hydroxyalkyl, C₁₋₃ aminoalkyl, - (CH₂) ₀₋₄O (C₁₋₃ alkyl), C₃₋₆ cycloalkyl, - (CH₂) ₁₋₃C₍O ₎NRˣRˣ, -CH₂ (C₃₋₆ cycloalkyl), -CH₂ (phenyl), tetrahydrofuranyl, tetrahydropyranyl, or phenyl; each R²ᵇ is independently H, halo, -CN, -NRˣRˣ, C₁₋₆ alkyl, C₁₋₃ fluoroalkyl, C₁₋₃ hydroxyalkyl, C₁₋₃ fluoroalkoxy, - (CH₂) ₀₋₂O (C₁₋₃ alkyl), - (CH₂) ₀₋₃C₍O₎NRˣRˣ, - (CH₂) ₁₋₃ (C₃₋₆ cycloalkyl), -C (O) O (C₁₋₃ alkyl), -C (O) NRˣ (C₁₋₃ alkyl ), -CRˣ = CRˣRˣ, or -CRˣ = CH (C₃₋₆ cycloalkyl); R²ᶜ is R²ᵃ or R²ᵇ; R²ᵈ is R²ᵃ or R²ᵇ; provided that one of R²ᶜ and R²ᵈ is R²ᵃ, and the other of R²ᶜ and R²ᵈ is R²ᵇ; each R⁵ is independently F, Cl, -CN, C₁₋₃ alkyl, C₁₋₂ fluoroalkyl, or -OCH₃; R⁶ is: (i) C₁₋₃ alkyl, -CRˣRˣC (O) NRˣ (CRˣRˣ) ₁₋₃OH, -CRˣRˣC (O) NRˣ (CRˣRˣ) ₁₋₂NRˣRˣ, or -CRˣRˣC (O) NRˣ (CRˣRˣ) ₁₋₂CHFCRˣRˣOH ; or (ii) azabicyclo [3.2.1] octanyl, azaspiro [5.5] undecanyl, azetidinyl, C₃₋₆cycloalkyl, diazabicyclo [2.2.1] heptanyl, diazaspiro [3.5] nonanyl, morpholinyl, tetrahydrofuranyl , tetrahydropyranyl, octahydrocyclopenta [c] pyrrolyl, piperazinyl, piperidinyl, pyrrolidinyl, or quinuclidinyl, each substituted with zero to 3 R⁶ᵃ; each R⁶ᵃ is independently F, Cl, -OH, -CN, C₁₋₆ alkyl, C₁₋₄ fluoroalkyl, C₁₋₆ hydroxyalkyl, - (CH₂) ₁₋₂O (C₁₋₃ alkyl), -NRʸRʸ, - ( CH₂) ₁₋₂NRˣRˣ, - (CRˣRˣ) ₁₋₂S (O) ₂ (C₁₋₃ alkyl), - (CRˣRˣ) ₁₋₂C₍O₎NRˣRˣ, -C (O) (CRˣRˣ) ₁₋₂NRˣRˣ, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, azetidinyl, pyrrolidinyl, piperidinyl, isobutylpiperidinyl, piperazinyl, or -O (piperidinyl); R⁷ is: (i) R⁷ᵃ, -CH₂R⁷ᵃ, - (CH₂) ₁₋₃NRʸRʸ, - (CH₂) ₁₋₃NRˣC (O) (CH₂) ₁₋₂NRʸRʸ, -C (O) R⁷ᵃ, -C (O) CH ( NH₂) R⁷ᵃ, -C (O) (CH₂) ₁₋₃NH₂, -C (O) CH (NH₂) (C₁₋₄ alkyl), -C (O) CH (NH₂) (CH₂) ₁₋₂C₍O₎ OH, ₋C₍O₎CH₍NH₂) (CH₂) ₂₋₄NH₂, or -C (O) CH (NH₂) (CH₂) ₁₋₃C₍O₎NH₂; or (ii) C₃₋₆ cycloalkyl substituted with a substituent selected from -NRˣ (CH₂) ₂₋₃NRʸRʸ, -NRˣ (methylpiperidinyl), -NRˣ (CH₂) ₂₋₃ (morpholinyl), dimethylamino piperidinyl, and piperazinyl substituted with a substituent selected from C₁₋₄ alkyl, -C (O) CH₃, - (CH₂) ₁₋₂OCH₃, -CH₂ (methylphenyl), - (CH₂) ₂₋₃ (pyrrolidinyl), C₃₋₆ cycloalkyl, pyridinyl, and methylpiperidinyl; R⁷ᵃ is azaspiro [3.5] nonanyl, C₃₋₆ cycloalkyl, diazaspiro [3.5] nonanyl, diazaspiro [5.5] undecanyl, diazepanonyl, diazepanyl, morpholinyl, phenyl, piperazinyl, piperidinyl, pyrrolidinonyl, pyrrolidinyl, or pyrrolyl, each substituted with zero to 1 substituent selected from C₁₋₃ alkyl, -NH₂, methylpiperidinyl, methylpyrrolidinyl, -OCH₂CH₂ (pyrrolidinyl), and -OCH₂CH₂NHCH₂CH₃; and zero to 4 substituents selected from -CH₃; R⁷ᵇ is: (i) -OH, C₁₋₆ alkyl, C₁₋₄ fluoroalkyl, C₁₋₄ hydroxyalkyl, C₁₋₃ aminoalkyl, - (CH₂) ₂₋₃CºCH, - (CRˣRˣ) ₁₋₂O (C₁₋₂ alkyl) , - (CH₂) ₁₋₃S (O) ₂ (C₁₋₂ alkyl), - (CH₂) ₀₋₃NRˣRʸ, - (CH₂) ₁₋₂C₍O₎NRˣRˣ, -NRʸRʸ, -NRˣ (C₁₋₄ hydroxyalkyl) , -NRʸ (C₁₋₂ cyanoalkyl), -N (C₁₋₂ cyanoalkyl) ₂, -NRˣ (C₁₋₄ fluoroalkyl), -NRˣ (C₂₋₄ hydroxyfluoroalkyl), - (CRˣRˣ) ₁₋₂C₍O₎NRˣRˣ, -NRˣ (CH₂) ₁₋₂C₍O₎NRˣRˣ, -N ((CH₂) ₁₋₂C₍O₎NRˣRˣ) ₂, -NRˣ (CH₂) ₁₋₂S (O) ₂ (C₁₋₂ alkyl), -NRˣ (CH₂) ₁₋₃NRˣRˣ, -NRˣCH₂CH₂NRˣRˣ, -NRˣC (O) (CH₂) ₁₋₂NRˣRˣ, -NRˣ (CH₂CH₂S (O) ₂CH₃), (CH₂) ₁₋₂NRˣC (O) (CH₂) ₁₋₂NRˣRˣ, -O (CH₂) ₁₋₃NRˣRˣ, -C (O) (CRˣRˣ) ₁₋₂NRʸRʸ, -C (O) (CRˣRˣ) ₁₋₂NRʸ (C₁₋₄ hydroxyalkyl), -C (O) (CRˣRˣ) ₁₋₂NRˣ (CH₂CH₂OCH₃ ), -S (O) ₂CH₂CH₂N (CH₃) ₂, - (CH₂) ₁₋₂R⁷ᵈ, -NRˣR⁷ᵈ, -NRˣ (CH₂) ₁₋₂R⁷ᵈ, -NR⁷ᵈR⁷ᵈ, -N ((CH₂) ₁₋₂R⁷ᵈ) ₂, -OR⁷ᵈ , -C (O) R⁷ᵈ, -C (O) (CRˣRˣ) ₁₋₂R⁷ᵈ, or -C (O) (CRˣRˣ) ₁₋₂NRˣR⁷ᵈ; or (ii) azepanyl, azetidinyl, C₃₋₆-cycloalkyl, diazepanyl, dioxotetrahydrothiopyranyl, dioxothiomorpholinyl, morpholinyl, oxaazaspiro [3.3] heptanyl, oxaazaspiro [4.3] octanyl, oxethanyl, pyrazinonyl, piperazinyl, pyridinyl, pyridinyl, pyridinyl, pyridinyl, pyridinyl, , pyrrolidinyl, tetrahydrofuranyl, tetrahydroisoquinolinyl, tetrahydropyranyl, or thiadiazolyl, each substituted with zero to 1 R⁸ᵃ and zero to 3 R⁸ᵇ; each R⁷ᶜ is independently F, Cl, -CN, C₁₋₂ alkyl, -CF₃, or -CH₂CN; R⁷ᵈ is azaspiro [3.5] nonanyl, azetidinyl, bicyclo [1,1,1] pentanyl, C₃₋₆-cycloalkyl, dioxothiaazaspiro [3.3] heptanyl, morpholinyl, oxaazaspiro [3.3] heptanyl, oxaazaspiro [4.3] ] octanyl, oxaazaspiro [4.4] nonyl, oxetanyl, phenyl, piperidinyl, pyrazolyl, pyrrolidinyl, tetrahydrofuranyl, tetrahydropyranyl, thiadiazolyl, or triazolyl, each substituted with zero to 2 substituents independently selected from F, -OH, C₁ alkyl ₋₃, C₁₋₂ hydroxyalkyl, C₁₋₂ alkoxy, -NRˣRˣ, -C (O) CH₃, -S (O) ₂CH₃, methylpiperidinyl, methylpyrrolidinyl, tetramethylpiperidinyl, -OCH₂CH₂ (pyrrolidinyl), and -OCH₂CH₂NHCH₂CH₃; and zero to 4 substituents selected from -CH₃; R⁸ is H or C₁₋₃ alkyl; or R⁷ and R⁸ together with the nitrogen atom to which they are attached form a heterocyclic ring selected from azetidinyl, diazabicyclo [2,2,1] heptanyl, diazabicyclo [2,2,2] octanyl, diazabicyclo [3,1,1] heptanyl, diazabicyclo [3.2.1] octanyl, azaspiro [3.3] heptanyl, diazaspiro [2.5] octanyl, diazaspiro [3.3] heptanyl, diazepanonyl, diazepanil, diazaspiro [3.5] nonanil, diazaspiro [ 5.5] undecanyl, imidazolyl, imidazolidinonyl, octahydro-1H-pyrrole [3,4-b] pyridinyl, oxadiazabicyclo [3,3,1] nonanyl, piperazinyl, piperazinonyl, piperidinyl, pyrrolidinonyl, pyrrolidinyl, and pyrrolyl, where said ring heterocyclic is substituted with zero to 1 R⁷ᵇ, and zero to 2 R⁷ᶜ; R⁸ᵃ is -OH, C₁₋₆ alkyl, C₁₋₄ fluoroalkyl, C₁₋₄ hydroxyalkyl, - (CH₂) ₁₋₂O (C₁₋₃ alkyl), C₁₋₂ alkoxy, -C (O) (C₁₋₃ alkyl) , -C (O) O (C₁₋₂ alkyl), - (CH₂) ₁₋₂ (C₃₋₆ cycloalkyl), - (CH₂) ₁₋₃ (methylphenyl), - (CH₂) ₁₋₃ (pyrrolidinyl), - (CH₂) ₁₋₃ (methylpyrazolyl), - (CH₂) ₁₋₃ (thiophenyl), -NRˣRˣ, C₃₋₆ cycloalkyl, methylpiperidinyl, pyridinyl, or pyrimidinyl; each R⁸ᵇ is independently F, Cl, -CN, C₁₋₃ alkyl, or -CF₃; R⁹ is C₁₋₆ alkyl, C₁₋₄ fluoroalkyl, C₁₋₆ hydroxyalkyl, C₁₋₆ hydroxy fluoroalkyl, C₁₋₃ aminoalkyl, - (CH₂) ₁₋₂O (C₁₋₃ alkyl), - (CH₂) ₁₋₃NRˣRˣ, - (CH₂) ₁₋₂C₍O₎NRˣRˣ, - (CH₂) ₁₋₃S (O) ₂OH, - (CRˣRˣ) ₁₋₃NRˣS (O) ₂ (C₁₋₂ alkyl), or - (CH₂) ₀₋₃R⁹ᵃ ; R⁹ᵃ is C₃₋₇ cycloalkyl, furanyl, phenyl, piperazinyl, piperidinyl, pyrazolyl, pyridinyl, pyrrolidinyl, quinuclidinyl, thiazolyl, or octahydrocyclopenta [c] pyrrolyl, each substituted with zero to 3 substituents independently selected from F, Cl, - OH, C₁₋₄ alkyl, C₁₋₃ hydroxyalkyl, C₁₋₃ hydroxy fluoroalkyl, C₁₋₃ aminoalkyl, -NRʸRʸ, oxetanyl, phenyl, piperazinyl, piperidinyl, and pyrrolidinyl; R¹⁰ is H, C₁₋₄ alkyl, - (CH₂) ₁₋₃O (C₁₋₄ alkyl), or C₃₋₆ cycloalkyl; or R⁹ and R¹⁰ together with the nitrogen atom to which they are attached form a heterocyclic ring selected from azabicyclo [3,1,1] heptanyl, azaspiro [5.5] undecanyl, diazabicyclo [2,2,1] heptanyl, diazabicyclo [ 3.1.1] heptanyl, diazabicyclo [3.2.0] heptanyl, diazaspiro [3.5] nonanyl, diazaspiro [4.4] nonanyl, diazaspiro [4.5] decanyl, diazepanyl, indolinyl, morpholinyl, octahydropyrrole [ 3,4-c] pyrrolyl, piperazinonyl, piperazinyl, piperidinyl, and pyrrolidinyl, each substituted with zero at 3 R¹⁰ᵃ; each R¹⁰ᵃ is independently C₁₋₄ alkyl, C₁₋₄ hydroxyalkyl, - (CH₂) ₁₋₃O (C₁₋₃ alkyl), - (CH₂) ₁₋₃NRˣRˣ, - (CH₂) ₁₋₂C₍O₎NRˣRˣ, - (CH₂) ₁₋₂ (methyltriazolyl), -CH₂CH₂ (phenyl), -CH₂CH₂ (morpholinyl), -C (O) (C₁₋₂ alkyl), -C (O) NRʸRʸ, -C (O) CH₂NRʸRʸ, - NRʸRʸ, -NHC (O) (C₁₋₃ alkyl), -C (O) (furanyl), -O (piperidinyl), -C (O) CH₂ (diethylcarbamoylpiperidinyl), methylpiperazinyl, piperidinyl, methylpiperidinyl, diethylcarbamoylpiperidinyl, pyridinyl, isopropylcarbamoylpiperidinyl , trifluoromethylpyridinyl, pyrimidinyl, or dihydrobenzo [d] imidazolonyl; R¹¹ is azetidinyl, azaspiro [3,5] nonanyl, dioxydothiomorpholinyl, hexahydropyrrole [3,4-c] pyrrolyl, morpholinyl, piperazinyl, piperidinyl, pyridinyl, or pyrrolidinyl, each substituted with zero to 3 substituents independently selected from halo, -CN, C₁₋₄ alkyl, C₁₋₃ aminoalkyl, - (CH₂) ₁₋₂ (methyloxetanyl), - (CH₂) ₁₋₂ (triazolyl), - (CH₂) ₁₋₂ (phenyl), -C (O ) CH₂NRˣRˣ, C₁₋₅ hydroxyalkyl, - (CH₂) ₁₋₂C₍O₎NRˣRˣ, - (CH₂) ₁₋₂S (O) ₂ (C₁₋₃ alkyl), - (CH₂) ₁₋₂S (O) (alkyl C₁₋₃), oxetanyl, tetrahydrofuranyl, and tetrahydropyranyl; each R¹²ᵃ is independently F, Cl, -OH, C₁₋₆ alkyl, C₁₋₄ fluoroalkyl, C₁₋₄ cyanoalkyl, C₁₋₆ hydroxyalkyl, - (CH₂) ₁₋₂O (C₁₋₄ alkyl), - (CH₂ ) ₁₋₂C₍O₎NRˣRˣ, - (CH₂) ₁₋₂S (O) ₂ (C₁₋₂ alkyl), - (CH₂) ₁₋₂NRˣHS (O) ₂ (C₁₋₂ alkyl), - (CH₂) ₁ ₋₂NRˣRˣ, C₁₋₃ alkoxy, -NRʸRʸ, -NRˣ (C₁₋₄ fluoroalkyl), -NRˣ (C₁₋₂ cyanoalkyl), -NRˣCH₂NRˣRˣ, -NRˣ (C₁₋₄ hydroxyalkyl), -NRˣ (CRˣRˣCRˣRˣ) O (C₁ alkyl ₋₃), -NRˣ (CH₂C (O) NRˣRˣ), -NRˣ (C₁₋₃ alkoxy), -NRˣCH₂CH₂S (O) ₂ (C₁₋₂ alkyl), -NRˣC (O) CH₃, -NRˣC (O) (fluoroalkyl C₁₋₂), -NRˣC (O) CRˣRˣNRˣRˣ, -NRˣC (O) CH₂NRʸRʸ, -NRˣC (O) CH₂NRˣ (hydroxyalkyl C₁₋₄), -NRˣ (CH₂) ₁₋₂C₍O₎NRˣRˣ, -NRˣS (O) ₂ (C₁₋₂ alkyl), -C (O) (C₁₋₅ alkyl), -C (O) (CH₂) ₁₋₃O (C₁₋₂ alkyl), -C (O) (CRˣRˣ) ₁₋₂NRʸRʸ, R¹²ᵇ, -CRˣRˣR¹²ᵇ, -C (O) R¹²ᵇ, -C (O) CRˣRˣNRˣR¹²ᵇ, -C (O) NRˣR¹²ᵇ, -NRˣC (O) CRˣRˣR¹²ᵇ, -NRˣR¹²ᵇ, -NRˣCRˣR¹R¹C, -N R¹CR¹Rˣ²C₂, -N RCˣR²Cˣ₂ ) CRˣRˣNRˣR¹²ᵇ, -NRˣC (O) CRˣRˣNRˣCH₂R¹²ᵇ, -NRˣCRˣRˣC (O) NRˣR¹²ᵇ, or -OR¹²ᵇ; or two R¹²ᵃ and the carbon atom to which they are attached form C = O; R¹²ᵇ is azetidinyl, bicyclo [1,1,1] pentanyl, C₃₋₆ cycloalkyl, diazabicyclo [2,2,1] heptanyl, dioxolanyl, dioxothiaazaspiro [3,3] heptanyl, dioxydotetrahydrothiopyranyl, dioxydothiomorpholinyl, imidazolyl, morpholinyl, octahydride [ ] pyrrolyl, octahydropyrrole [3,4-c] pyrrolyl, oxaazaspiro [3,3] heptanyl, oxaazaspiro [4.3] octanyl, oxaazaspiro [4.4] nonanyl, oxetanyl, phenyl, piperazinyl, piperazinonyl, piperidinyl, pyridinyl, pyrrolidinyl , quinuclidinyl, tetrahydrofuranyl, tetrahydropyranyl, or triazolyl, each substituted with zero to 4 substituents independently selected from F, Cl, -OH, C₁₋₄ alkyl, C₁₋₃ fluoroalkyl, C₁₋₃ hydroxyalkyl, C₁₋₃ aminoalkyl, C₁₋₄ alkoxy, - (CH₂) ₁₋₂O (C₁₋₃ alkyl), -NRˣRˣ, -C (O) NRˣRˣ, and -CRˣRˣS (O) ₂ (C₁₋₃ alkyl); each R¹⁴ᵃ is independently is: (i) H, halo, -OH, C₁₋₆ alkyl, C₁₋₂₃ fluoroalkyl, C₁₋₄ hydroxyalkyl, - (CH₂) ₁₋₂O (C₁₋₃ alkyl), -CRˣRˣNRʸRʸ, -CRˣRˣNRˣ (C₁₋₃ cyanoalkyl), -CRˣRˣNRˣ ((CH₂) ₁₋₂O (C₁₋₂ alkyl)), -CRˣRˣN ((CH₂) ₁₋₂OCH₃) ₂, -CRˣRˣNRˣ (CH₂CºCRˣ), -CRˣRˣNRˣ (CH₂) ₁ ₋₃NRˣRˣ, - (CRˣRˣ) ₁₋₃CRˣRˣNRˣRˣ, -CRˣ (NH₂) (CH₂) ₁₋₄NRˣRˣ, -CRˣRˣNRˣ (CH₂) ₁₋₂O (C₁₋₃ alkyl), -CRˣRˣNRˣ (CH₂) ₁₋₂O (CH₂) ₁ ₋₂OH, -CRˣRˣNRˣ (CH₂) ₁₋₃S (O) ₂OH, -CRˣRˣC (O) NRˣRˣ, -NRˣRʸ, -NRˣ (CH₂) ₁₋₃NRˣRˣ, -NRˣC (O) (C₁₋₃ alkyl), -NRˣC ( O) (C₁₋₃ fluoroalkyl), -NRˣC (O) O (C₁₋₃ alkyl), -NRˣC (O) (CH₂) ₁₋₃NRˣRˣ, -NRˣCH₂C (O) CH₂NRˣRˣ, -C (O) (C₁₋ alkyl ₃), -C (O) (CRˣRˣ) ₁₋₃OH, -C (O) CRˣRˣNRˣRˣ, -C (O) NRˣRˣ, -C (O) NRˣ (C₁₋₂ cyanoalkyl), -C (O) NRˣ (CRˣRˣ ) ₁₋₃NRˣRˣ, -C (O) N (CH₂CH₃) (CRˣRˣ) ₁₋₃NRˣRˣ, -C (O) NRˣ (CRˣRˣ) ₁₋₂C₍O₎NRˣRˣ, -C (O) NRˣ (CRˣRˣ) ₁₋₃NRˣC (O) (C₁₋₂ alkyl), -O (CRˣRˣ) ₁₋₃NRˣRˣ, -S (O) ₂NRˣRˣ, or -C (O) (CRˣRˣ) ₁₋₂S (O) ₂ (C₁₋₂ alkyl); (ii) 8-azabicyclo [3,2,1] octanyl, azaspiro [3,5] nonanyl, azetidinyl, benzo [c] [1,2,5] oxadiazolyl, cyclopentyl, cyclohexyl, diazepanyl, morpholinyl, phenyl, piperazinyl, piperidinyl, pyrazolyl, pyridinyl, pyrrolidinonyl, quinolinyl, quinuclidinyl, tetrahydroisoquinolinyl, tetrahydropyridinyl, or thiazolidinyl, each substituted with zero to 2 substituents independently selected from C₁₋₄ alkyl, C₁₋₂ fluoroalkyl, CRˣ hydroxyalkyl, -NRˣ - (CH₂) ₁₋₂NRˣRˣ, -C (O) (C₁₋₂ alkyl), -C (O) CH₂NRˣRˣ, -C (O) O (C₁₋₃ alkyl), -CH₂C (O) NRˣRˣ, C₃₋ cycloalkyl ₆, -CH₂ (phenyl), -CH₂ (pyrrolyl), -CH₂ (morpholinyl), -CH₂ (methylpiperazinyl), -CH₂ (thiophenyl), methylpiperidinyl, isobutylpiperidinyl, and pyridinyl; or (iii) -L³-R¹⁴ᶜ; each R¹⁴ᵇ is F, Cl, -OH, -CH₃, or -OCH₃; R¹⁴ᶜ is adamantanyl, azepanyl, azetidinyl, C₃₋₇ cycloalkyl, diazepanyl, imidazolyl, indolyl, morpholinyl, octahydropyrrol [3,4-c] pyrrolyl, phenyl, piperazinonyl, piperazinyl, piperidinyl, pyridinyl, pyrrolidinonyl, pyrrolidinyl, pyrrolidinyl, pyrrolidinyl, pyrrolidinyl, pyrrolidinyl, tetrazolyl, each substituted with zero to 1 substituent selected from F, -OH, C₁₋₄ alkyl, C₁₋₃ hydroxyalkyl, -NRˣRʸ, -NRˣC (O) CH₃, -C (O) (C₁₋₂ alkyl), - C (O) NRˣRˣ, -C (O) N (CH₂CH₃) ₂, -C (O) (tetrahydrofuranyl), -C (O) O (C₁₋₄ alkyl), -CH₂C (O) NRˣRˣ, morpholinyl, methylpiperidinyl, pyrazinyl, pyridinyl, and pyrrolidinyl; L3 is - (CRˣRˣ) ₁₋₃-, -CH (NH₂) -, -CRˣRˣNRˣ, -C (O) -, -C (O) NRˣ (CH₂) ₀₋₄-, -NRˣ-, -NRˣC (O ) -, -NRˣCH₂-, -NRˣCH₂C (O) -, or -O (CH₂) ₀₋₂-; Rᵛ is H, C₁₋₂ alkyl, or C₁₋₂ fluoroalkyl; each Rˣ is independently H or -CH₃; each Rʸ is independently H or C₁₋₆ alkyl; n is zero, 1, or 2; and p is zero, 1, 2, 3, or 4. |
| priorityDate | 2017-12-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 56.