ME03807B - Jedinjenja indol karboksamida korisna kao inhibitori kinaze - Google Patents
Jedinjenja indol karboksamida korisna kao inhibitori kinazeInfo
- Publication number
- ME03807B ME03807B MEP-2020-158A MEP2020158A ME03807B ME 03807 B ME03807 B ME 03807B ME P2020158 A MEP2020158 A ME P2020158A ME 03807 B ME03807 B ME 03807B
- Authority
- ME
- Montenegro
- Prior art keywords
- carboxamide
- fluoro
- acryloyl
- indole
- dimethyl
- Prior art date
Links
- VFHUJFBEFDVZPJ-UHFFFAOYSA-N 1h-indole-2-carboxamide Chemical class C1=CC=C2NC(C(=O)N)=CC2=C1 VFHUJFBEFDVZPJ-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- RHQBHPKJMUGJNH-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(1-prop-2-enoyl-3,4-dihydro-2H-quinolin-6-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1CCCC2=CC(=CC=C12)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C RHQBHPKJMUGJNH-UHFFFAOYSA-N 0.000 claims 2
- HKVPTAQTMRTQAW-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(1-prop-2-enoyl-3,4-dihydro-2H-quinolin-7-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1CCCC2=CC=C(C=C12)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C HKVPTAQTMRTQAW-UHFFFAOYSA-N 0.000 claims 2
- MQJOGCVDWRIYDU-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(2-prop-2-enoyl-3,4-dihydro-1H-isoquinolin-6-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1CC2=CC=C(C=C2CC1)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C MQJOGCVDWRIYDU-UHFFFAOYSA-N 0.000 claims 2
- CJZHTPKHYCSRIP-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(2-prop-2-enoyl-3,4-dihydro-1H-isoquinolin-7-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1CC2=CC(=CC=C2CC1)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C CJZHTPKHYCSRIP-UHFFFAOYSA-N 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 208000037976 chronic inflammation Diseases 0.000 claims 2
- 208000037893 chronic inflammatory disorder Diseases 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 201000006417 multiple sclerosis Diseases 0.000 claims 2
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 2
- 238000002560 therapeutic procedure Methods 0.000 claims 2
- JAVLNNZFNZNYEY-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(2-prop-2-enoyl-3,4-dihydro-1H-isoquinolin-5-yl)-1H-indole-7-carboxamide Chemical compound CC1=C(C)C2=C(C(F)=CC(C(N)=O)=C2N1)C1=CC=CC2=C1CCN(C2)C(=O)C=C JAVLNNZFNZNYEY-UHFFFAOYSA-N 0.000 claims 1
- LDXSUJXJIMEIJA-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(4-prop-2-enoyl-2,3-dihydro-1,4-benzothiazin-8-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1C2=C(SCC1)C(=CC=C2)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C LDXSUJXJIMEIJA-UHFFFAOYSA-N 0.000 claims 1
- SHSQYAPPUZVNHC-UHFFFAOYSA-N 5-fluoro-2,3-dimethyl-4-(5-prop-2-enoyl-3,4-dihydro-2H-1,5-benzoxazepin-9-yl)-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1C2=C(OCCC1)C(=CC=C2)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C SHSQYAPPUZVNHC-UHFFFAOYSA-N 0.000 claims 1
- RNBIDDJYGXOXFW-UHFFFAOYSA-N 5-fluoro-4-(4-fluoro-2-prop-2-enoyl-3,4-dihydro-1H-isoquinolin-5-yl)-2,3-dimethyl-1H-indole-7-carboxamide Chemical compound C(C=C)(=O)N1CC2=CC=CC(=C2C(C1)F)C1=C2C(=C(NC2=C(C=C1F)C(=O)N)C)C RNBIDDJYGXOXFW-UHFFFAOYSA-N 0.000 claims 1
- WJVIEOVNALDNQM-UHFFFAOYSA-N 5-fluoro-4-(7-fluoro-2-prop-2-enoyl-3,4-dihydro-1H-isoquinolin-5-yl)-2,3-dimethyl-1H-indole-7-carboxamide Chemical compound CC1=C(C)C2=C(C(F)=CC(C(N)=O)=C2N1)C1=CC(F)=CC2=C1CCN(C2)C(=O)C=C WJVIEOVNALDNQM-UHFFFAOYSA-N 0.000 claims 1
- 125000006519 CCH3 Chemical group 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
Classifications
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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
- C07D401/10—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 carbon chain containing aromatic rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
- A61K31/4045—Indole-alkylamines; Amides thereof, e.g. serotonin, melatonin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
- 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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- 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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- 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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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
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- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
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- 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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- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
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- C07D403/10—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 linked by a carbon chain containing aromatic rings
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- C07D403/12—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 linked by a chain containing hetero atoms as chain links
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- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
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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
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
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- C07D487/10—Spiro-condensed systems
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (8)
1. Jedinjenje sa Formulom (1): ili so istog, gde:X je CR4;A je: ili Q2 je -C(O)CH=CH2, -C(O)CH=CHCH2N(CH3)2, -C(O)C=CR7, -C(O)C=C(C1-3hidroksialkil), -C(O)C=C(fenil), -C(O)C=CSi(CH3)3, ili -S(O)2CH=CH2;R1 je H, -CH3, -CF3, ili fenil supstituisan sa nula ili 1 R12;R2 je H, -CH3, ciklopropil, ili fenil supstituisan sa nula ili 1 R12, pod uslovom da najmanje jedan od R1 i R2 je -CH3;R3 je F ili Cl; R4 je H ili F;R6 je H, F, Cl, -CF3, ili C1-3 alkoksi;R7, pri svakom pojavljivanju, je nezavisno H, C1-4 alkil, ili ciklopropil; iR12 je F, Cl, -CN, -CF3, ili C1-3 alkoksi.
2. Jedinjenje prema patentnom zahtevu 1 ili so istog, gde: R6je H ili F;iQ2 je -C(O)CH=CH2, -S(O)2CH=CH2, -C(O)CH=CHCH2N(CH3)2, -C(O)C=CH, - C(O)C=CCH3, -C(O)C=CCH2CH3, -C(O)C=CCH2CH2CH3, -C(O)C=C(CH3)2OH, - C(O)C=CSi(CH3)3, -C(O)C=C(ciklopropil), ili -C(O)C=C(fenil).
3. Jedinjenje prema patentnom zahtevu 1 koje ima strukturu:
4. Jedinjenje prema patentnom zahtevu 1 ili so istog, gde navedeno jedinjenje je odabrano od: (RS)-4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-2,3-dimetil-1H-indol-7- karboksamida (95); 4-(1-akriloil-1,2,3,4-tetrahidrohinolin-6-il)-5-fluoro-2,3-dimetil-1H-indol-7- karboksamida (97); 4-(1-akriloil-1,2,3,4-tetrahidrohinolin-7-il)-5-fluoro-2,3-dimetil-1H-indol-7- karboksamida (99); (RS)-4-(4-akriloil-3,4-dihidro-2H-benzo[b][1,4]oksazin-8-il)-5-fluoro-2,3- dimetil-1H-indol-7-karboksamida (102); 4-(2-(but-2-inoil)-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida (129); 4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-7- il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida (131); 4-(2-(but-2-inoil)-1,2,3,4- tetrahidroizohinolin-7-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida (134); 4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida, pojedinačnih enantiomera (153 i 154); 4-(4-akriloil-3,4-dihidro-2H-benzo[b][1,4]oksazin-8-il)-5-fluoro-2,3-dimetil-1H-indo1-7-karboksamida, pojedinacnih enantiomera (155 i 156); 4-(2-akriloil-4-fluoro-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida, pojedinačnih diastereomera (169 do 172); (RS)-4-(5-akriloil-2,3,4,5-tetrahidrobenzo[b][1,4]oksazepin-9-il)-5- fluoro-2,3-dimetil-1H-indol-7-karboksamida (186); 4-(5-akriloil-2,3,4,5- tetrahidrobenzo[b][1,4]oksazepin-9-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida, pojedinačnih enantiomera (187 i 188); (RS)-4-(2-akriloil-7-fluoro-1,2,3,4-tetrahidroizohinolin-5- il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida (189); 4-(2-akriloil-7-fluoro-1,2,3,4- tetrahidroizohinolin-5-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida, pojedinačnih enantiomera (190 i 191); 4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-6-il)-5-fluoro-2,3-dimetil-1H indol-7-karboksamida (192); (RS)-4-( 4-akriloil-3,4-dihidro-2H-benzo[b][1,4]tiazin-8-il)-5- fluoro-2,3-dimetil-1H-indol-7-karboksamida (194); 4-(4-akriloil-3,4-dihidro-2H benzo[b][1,4]tiazin-8-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida, pojedinačnih enantiomera (195 i 196); (RS)-4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-3-metil-2- (trifluorometil)-1H-indol-7-karboksamida (197); 4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-3-metil-2-(trifluorometil)-1H-indol-7-karboksamida, pojedinacnih enantiomera (198 i 199); 4-(2-(but-2-inoil)-1,2,3,4-tetrahidroizohinolin-6-il)-5-fluoro-2,3-dimetil-1H-indol-7- karboksamida (203); (RS)-4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-8-il)-5-fluoro-2,3-dimetil-1H-indol-7-karboksamida (204); 4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-8-il)-5-fluoro-2,3- dimetil-1H-indo1-7-karboksamida, pojedinacnih enantiomera (205 i 206); (RS)-4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-3-ciklopropil-5-fluoro-2-metil-1H-indol-7-karboksamida (209);4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-3-ciklopropil-5-fluoro-2-metil-1H-indol-7-karboksamida, pojedinacnih enantiomera (210 211); (RS)-4-(2-akriloil-1,2,3,4- tetrahidroizohino1in-5-il)-5-fluoro-3-(4-fluorofenil)-2-metil-1H-indo1-7-karboksamida (212); 4- (2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-fluoro-3-(4-fluorofenil)-2-metil-1H-indo1-7- karboksamida, pojedinacnih enantiomera (213 214); (RS)-4-(2-akriloil-1,2,3,4- tetrahidroizohinolin-5-il)-5-fluoro-2-(4-fluorofenil)-3-metil-1H-indol-7-karboksamida (215); 4-2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-hloro-2,3-dimetil-1 H-indol-7-karboksamida (239);4-(2-akriloil-1,2,3,4-tetrahidroizohinolin-5-il)-5-hloro-2,3-dimetil-1H-indol-7-karboksamida, pojedinacnih atropizomera (240 i 264); i 4-(2-(but-2-inoil)-1,2,3,4-tetrahidroizohinolin-5-il)-5- hloro-2,3-dimetil-1H-indol-7-karboksamida (265).
5. Farmaceutska kompozicija koja sadrži jedinjenje prema bilo kom od patentnih zahteva 1-4 ili farmaceutski-prihvatljivu so istog; i farmaceutski prihvatljiv nosač.
6. Jedinjenje prema bilo kom od patentnih zahteva 1-4 ili farmaceutski-prihvatljiva so istog, za primenu u terapiji u lečenju autoimune bolesti ili hronične inflamatorne bolesti.
7. Jedinjenje ili farmaceutski prihvatljiva so istog za primenu prema patentnom zahtevu 6 gde navedena autoimuna bolest ili hronična inflamatorna bolest je odabrana od sistemskog eritemskog lupusa (SLE), reumatoidnog artritisa, multiple skleroze (MS), i Sjogren-ovog sindroma.
8. Jedinjenje prema bilo kom od patentnih zahteva 1-4, ili so istog, za primenu u terapiji.
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| AR091273A1 (es) * | 2012-06-08 | 2015-01-21 | Biogen Idec Inc | Inhibidores de pirimidinil tirosina quinasa |
| ES2660210T3 (es) * | 2012-09-07 | 2018-03-21 | Novartis Ag | Derivados de indolcarboxamida y usos de los mismos |
| CN105473573B (zh) | 2013-06-25 | 2018-03-16 | 百时美施贵宝公司 | 用作激酶抑制剂的咔唑甲酰胺化合物 |
| TWI648272B (zh) | 2013-06-25 | 2019-01-21 | 美商必治妥美雅史谷比公司 | 經取代之四氫咔唑及咔唑甲醯胺化合物 |
| WO2014210255A1 (en) * | 2013-06-26 | 2014-12-31 | Abbvie Inc. | Primary carboxamides as btk inhibitors |
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