ME02696B - MODULATORI ORFAN RECEPTORA GAMA KOJI U VEZI SA RETINOIDIMA (ROR-GAMA) ZA UPOTREBU U LEĆENJU AUTOIMUNIH l INFLAMATORNIH BOLESTI - Google Patents
MODULATORI ORFAN RECEPTORA GAMA KOJI U VEZI SA RETINOIDIMA (ROR-GAMA) ZA UPOTREBU U LEĆENJU AUTOIMUNIH l INFLAMATORNIH BOLESTIInfo
- Publication number
- ME02696B ME02696B MEP-2017-117A MEP2017117A ME02696B ME 02696 B ME02696 B ME 02696B ME P2017117 A MEP2017117 A ME P2017117A ME 02696 B ME02696 B ME 02696B
- Authority
- ME
- Montenegro
- Prior art keywords
- methyl
- compound
- phenyl
- chloro
- methylnicotinamide
- Prior art date
Links
- 208000023275 Autoimmune disease Diseases 0.000 title 1
- 230000001363 autoimmune Effects 0.000 title 1
- 208000027866 inflammatory disease Diseases 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 19
- 150000003839 salts Chemical class 0.000 claims 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 125000001475 halogen functional group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- IQXNFWSDMOQEKD-SFHVURJKSA-N n-[5-chloro-3-[[(3s)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl]-2-methylphenyl]-6-methylpyridine-3-carboxamide Chemical compound C([C@@H](N(CC1)C(=O)C2CCCC2)C)N1CC(C=1C)=CC(Cl)=CC=1NC(=O)C1=CC=C(C)N=C1 IQXNFWSDMOQEKD-SFHVURJKSA-N 0.000 claims 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 2
- AJCOAFFYLRVSDI-DJPFJPOOSA-N C[C@H]1C[C@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3ccc(C)nc3)c2C)C[C@@H]1C Chemical compound C[C@H]1C[C@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3ccc(C)nc3)c2C)C[C@@H]1C AJCOAFFYLRVSDI-DJPFJPOOSA-N 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- DMYWSDLHUTVLIF-JGCRXCKMSA-N n-[5-fluoro-2-methyl-3-[[(3s)-3-methyl-4-(3-methylcyclobutanecarbonyl)piperazin-1-yl]methyl]phenyl]-6-methylpyridine-3-carboxamide Chemical compound C1C(C)CC1C(=O)N1[C@@H](C)CN(CC=2C(=C(NC(=O)C=3C=NC(C)=CC=3)C=C(F)C=2)C)CC1 DMYWSDLHUTVLIF-JGCRXCKMSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- VYEPBICDVLUWKG-INIZCTEOSA-N 3-cyano-n-[3-[[(3s)-4-(3,3-difluorocyclobutanecarbonyl)-3-methylpiperazin-1-yl]methyl]-5-fluoro-2-methylphenyl]benzamide Chemical compound C([C@@H](N(CC1)C(=O)C2CC(F)(F)C2)C)N1CC(C=1C)=CC(F)=CC=1NC(=O)C1=CC=CC(C#N)=C1 VYEPBICDVLUWKG-INIZCTEOSA-N 0.000 claims 1
- AQGBWBMWWNRWNU-SFHVURJKSA-N 3-cyano-n-[3-[[(3s)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl]-5-fluoro-2-methylphenyl]benzamide Chemical compound C([C@@H](N(CC1)C(=O)C2CCCC2)C)N1CC(C=1C)=CC(F)=CC=1NC(=O)C1=CC=CC(C#N)=C1 AQGBWBMWWNRWNU-SFHVURJKSA-N 0.000 claims 1
- AJCOAFFYLRVSDI-MDKPJZGXSA-N C[C@H]1C[C@@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3ccc(C)nc3)c2C)C[C@@H]1C Chemical compound C[C@H]1C[C@@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3ccc(C)nc3)c2C)C[C@@H]1C AJCOAFFYLRVSDI-MDKPJZGXSA-N 0.000 claims 1
- KJBFHFGUGFHFHH-BXWFABGCSA-N C[C@H]1C[C@@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3cnc(C)nc3)c2C)C[C@@H]1C Chemical compound C[C@H]1C[C@@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3cnc(C)nc3)c2C)C[C@@H]1C KJBFHFGUGFHFHH-BXWFABGCSA-N 0.000 claims 1
- KJBFHFGUGFHFHH-TXPKVOOTSA-N C[C@H]1C[C@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3cnc(C)nc3)c2C)C[C@@H]1C Chemical compound C[C@H]1C[C@H](C1)C(=O)N1CCN(Cc2cc(Cl)cc(NC(=O)c3cnc(C)nc3)c2C)C[C@@H]1C KJBFHFGUGFHFHH-TXPKVOOTSA-N 0.000 claims 1
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims 1
- 108010081348 HRT1 protein Hairy Proteins 0.000 claims 1
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 claims 1
- ZGUUFGJXZFLEFM-INIZCTEOSA-N n-[3-[[(3s)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl]-5-fluoro-2-methylphenyl]-2-methylpyrimidine-5-carboxamide Chemical compound C([C@@H](N(CC1)C(=O)C2CCCC2)C)N1CC(C=1C)=CC(F)=CC=1NC(=O)C1=CN=C(C)N=C1 ZGUUFGJXZFLEFM-INIZCTEOSA-N 0.000 claims 1
- IPMMIRCXAWHKPW-KRWDZBQOSA-N n-[5-chloro-3-[[(3s)-4-(2-cyclopropylacetyl)-3-methylpiperazin-1-yl]methyl]-2-methylphenyl]-6-methylpyridine-3-carboxamide Chemical compound C([C@@H](N(CC1)C(=O)CC2CC2)C)N1CC(C=1C)=CC(Cl)=CC=1NC(=O)C1=CC=C(C)N=C1 IPMMIRCXAWHKPW-KRWDZBQOSA-N 0.000 claims 1
- HAXBJJXPLDXDIL-INIZCTEOSA-N n-[5-chloro-3-[[(3s)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl]methyl]-2-methylphenyl]-2-methylpyrimidine-5-carboxamide Chemical compound C([C@@H](N(CC1)C(=O)C2CCCC2)C)N1CC(C=1C)=CC(Cl)=CC=1NC(=O)C1=CN=C(C)N=C1 HAXBJJXPLDXDIL-INIZCTEOSA-N 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/16—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
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- A61P17/00—Drugs for dermatological disorders
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- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Epidemiology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pyridine Compounds (AREA)
Claims (21)
1.Jedinjenje formule I ili njegova farmaceutski prihvatljiva so gde: R1 je: - C1-C6 alkil; - metil supstituisan sa i) C3-C5 cikloalkilom; ii) fenoksi; ili iii) fenilom i drugi supstituent izabran iz grupe koju čine: metil, halo i metoksi; - etil supstituisan sa i) fenilom, pomenuti fenil je opciono supstituisan sa halo ili metoksi, ili ii) heteroarilom; - benzil, gde je fenil grupa pomenutog benzila opciono supstituisana sa halo, metoksi ili SO2CH2CH3; - C2 alkenil opciono susptituisan sa jednim F i jednim fenilom; - C3-C7 cikloalkil, pomenuti cikloalkil je opciono supstituisan sa jednim ili dva supstituenta izabrana iz grupe koju čine fenil, metil i F; ili pomenuti cikloalkil je opciono spojen sa fenil prstenom; - heterocikloalkil opciono supstituisan sa jednim ili dva C1-C3 alkila; - heteroaril opciono supstituisan sa jednim ili dva supstituenta izabrana iz grupe koju čine: C1- C3 alkil, C1-C3 alkoksi i CF3; i - fenil supstituisan sa jednim do tri susptituenta izabrana iz grupe koju čine: i) halo; ii) CN; iii) C1-C3 alkil opciono supstituisan sa jedan do tri F; iv) C1-C3 alkoksi; v) (CH2)nNRaRb; vi) C(O)CH3; i vii) CH2OCH3; R2 je halo ili C1-C3 alkil; R3 je halo ili metil; R4 je H ili metil; R5 je C1-C3 alkil; R6 je C1-C3 alkil; R7 je izabran iz grupe koju čine: - C1-C7 alkil opciono supstituisan sa jednim ili više supstituenata izabranih iz grupe koju čine halo, C3-C5 cikloalkil i CF3; - C3-C7 cikloalkil opciono supstituisan sa jednim ili više supstituenata izabranih iz grupe koju čine F, CH2F, CHF2, metil i metoksi, svaki k je 0 ili 1; svaki p je 0 ili 1; svaki n je 0, 1 ili 2; svaki Ra je H ili C1-C3 alkil; svaki Rb je H ili C1-C3 alkil;
2.Jedinjenje ili so prema zahtevu 1, gde je R1 heteroaril supstituisan sa C1-C3 alkil.
3.Jedinjenje ili so prema zahtevu 1 ili zahtevu 2, gde je R1 piridinil supstituisan sa metilom.
4.Jedinjenje ili so prema bilo kom od zahteva 1 do 3, gde je R2 metil.
5.Jedinjenje ili so prema bilo kom od zahteva 1 do 4, gde je k 1 i R3 je Cl ili F.
6.Jedinjenje ili so prema bilo kom od zahteva 1 do 5, gde je R4 H.
7.Jedinjenje ili so prema bilo kom od zahteva 1 do 6, gde je R5 metil.
8.Jedinjenje ili so prema bilo kom od zahteva 1 do 7, gde je p 0.
9.Jedinjenje ili so prema bilo kom od zahteva 1 do 8, gde je R7 C3-C6 cikloalkil opciono supstituisan sa jedinim ili dva F ili metilom.
10.Jedinjenje ili so prema bilo kom od zahteva 1 do 9, gde je R7 ciklobutil supstituisan sa metil ili dva F.
11.Jedinjenje ili so prema bilo kom od zahteva 1 to 9, gde je R7 ciklopentil.
12.Jedinjenje ili so prema zahtevu 1 gde je jedinjenje izabrano između: (S)-N-(3-((4-(ciklopentankarbonil)-3-metilpiperazin-1-il)metil)-5-fluoro-2-metilfenil)-2-metilpirimidin-5-karboksamida; (S)-N-(5-hloro-3-((4-(ciklopentankarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamida; (S)-3-cijano-N-(3-((4-(3,3-difluorociklobutankarbonil)-3-metilpiperazin-1-il)metil)-5-fluoro-2-metilfenil)benzamida; (S)-N-(5-hloro-3-((4-(2-ciklopropilacetil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamida; N-(5-fluoro-2-metil-3-(((S)-3-metil-4-((cis)-3-metilciklobutankarbonil)piperazin-1-il)metil)fenil)-6-metilnikotinamida; N-(5-fluoro-2-metil-3-(((S)-3-metil-4-((trans)-3-metilciklobutanekarbonil)piperazin-1-il)metil)fenil)-6-metilnikotinamida; N-(5-hloro-2-metil-3-(((S)-3-metil-4-((trans)-3-metilciklobutankarbonil)piperazin-1-il)metil)fenil)-6-metilnikotinamida; N-(5-hloro-2-metil-3-(((S)-3-metil-4-((cis)-3-metilciklobutankarbonil)piperazin-1-il)metil)fenil)-6-metilnikotinamida; N-(5-hloro-2-metil-3-(((S)-3-metil-4-((cis)-3-metilciklobutanekarbonil)piperazin-1-il)metil)fenil)-2-metilpirimidin-5-karboksamida; N-(5-hloro-2-metil-3-(((S)-3-metil-4-((trans)-3-metilciklobutankarbonil)piperazin-1-il)metil)fenil)-2-metilpirimidin-5-karboksamida; i (S)-N-(5-hloro-3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-2-metilpirimidin-5-karboksamida.
13.Jedinjenje prema zahtevu 1 koje je (S)-3-cijano-N-(3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-5-fluoro-2-metilfenil)benzamid; ili njegova farmaceutski prihvatljiva so.
14.Jedinjenje prema zahtevu 1 koje je (S)-N-(5-hloro-3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamid; ili njegova farmaceutski prihvatljiva so.
15.(S)-N-(5-Hloro-3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamid Formule:
16.Jedinjenje prema zahtevu 1 koje je N-(5-hloro-2-metil-3-(((S)-3-metil-4-((cis)-3-metilciklobutankarbonil)piperazin-1-il)metil)fenil)-6-metilnikotinamid; ili njegova farmaceutski prihvatljiva so.
17.Jedinjenje prema bilo kom od zahteva 1 do 16 ili njegova farmaceutski prihvatljiva so za upotrebu u terapiji.
18.Jedinjenje prema bilo kom od zahteva 1 do 16 ili njegova farmaceutsko prihvatljiva so za upotrebu u lečenju psorijaze.
19.(S)-N-(5-Hloro-3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamid za upotrebu u lečenju psorijaze.
20.Farmaceutska kompozicija koja sadrži jedinjenje formule I prema bilo kom od zahteva 1 do 16 ili njegova farmaceutski prihvatljiva so i farmaceutski prihvatljiv nosač ili ekscipijent.
21.Farmaceutska kompozicija koja sadrži (S)-N-(5-hloro-3-((4-(ciklopentanekarbonil)-3-metilpiperazin-1-il)metil)-2-metilfenil)-6-metilnikotinamid i farmaceutski prihvatljiv nosač ili ekscipijent.
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| EP13799318.4A EP2928885B1 (en) | 2012-12-06 | 2013-12-05 | Modulators of the retinoid-related orphan receptor gamma (ror-gamma) for use in the treatment of autoimmune and inflammatory diseases |
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| ES2716966T3 (es) * | 2014-05-28 | 2019-06-18 | Glaxosmithkline Ip Dev Ltd | Derivados de piperazina como moduladores de ROR-gamma |
| KR20170012388A (ko) | 2014-05-28 | 2017-02-02 | 글락소스미스클라인 인털렉츄얼 프로퍼티 디벨로프먼트 리미티드 | 신규 화합물 |
| JP6759110B2 (ja) * | 2014-05-28 | 2020-09-23 | グラクソスミスクライン、インテレクチュアル、プロパティー、ディベロップメント、リミテッドGlaxosmithkline Intellectual Property Development Limited | 新規な化合物 |
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| MA40759A (fr) | 2014-09-26 | 2017-08-01 | Pfizer | Modulateurs de rorc2 de type pyrrolopyridine substitué par un méthyle et trifluorométhyle et leurs procédés d'utilisation |
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| US9481674B1 (en) | 2016-06-10 | 2016-11-01 | Vitae Pharmaceuticals, Inc. | Dihydropyrrolopyridine inhibitors of ROR-gamma |
| BR112019000486A2 (pt) * | 2016-07-13 | 2019-04-24 | Leo Pharma A/S | composto, composição farmacêutica, e, método para prevenir, tratar ou melhorar psoríase |
| CN109134476B (zh) * | 2017-06-15 | 2021-03-19 | 复旦大学 | 桥环哌嗪类衍生物或其盐及其制备方法和用途 |
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| CN109438423A (zh) * | 2018-09-12 | 2019-03-08 | 通化师范学院 | 一种肺癌靶向化合物azd-3759的合成工艺的新方法 |
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