HRP20150096T1 - 2-aminobenzimidazol-5-karboksamidi kao protuupalni agensi - Google Patents
2-aminobenzimidazol-5-karboksamidi kao protuupalni agensi Download PDFInfo
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- HRP20150096T1 HRP20150096T1 HRP20150096AT HRP20150096T HRP20150096T1 HR P20150096 T1 HRP20150096 T1 HR P20150096T1 HR P20150096A T HRP20150096A T HR P20150096AT HR P20150096 T HRP20150096 T HR P20150096T HR P20150096 T1 HRP20150096 T1 HR P20150096T1
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- alkyl
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- fluoro
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- MVZXAQTVSPDLMF-UHFFFAOYSA-N 2-amino-3h-benzimidazole-5-carboxamide Chemical class NC(=O)C1=CC=C2N=C(N)NC2=C1 MVZXAQTVSPDLMF-UHFFFAOYSA-N 0.000 title 1
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 69
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 43
- 125000001153 fluoro group Chemical group F* 0.000 claims 42
- 150000003839 salts Chemical class 0.000 claims 30
- 125000001424 substituent group Chemical group 0.000 claims 30
- 125000004093 cyano group Chemical group *C#N 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 18
- 239000001257 hydrogen Substances 0.000 claims 18
- 150000007522 mineralic acids Chemical class 0.000 claims 15
- 150000007524 organic acids Chemical class 0.000 claims 15
- 125000005843 halogen group Chemical group 0.000 claims 14
- 125000000304 alkynyl group Chemical group 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 11
- 239000012634 fragment Substances 0.000 claims 11
- 125000001072 heteroaryl group Chemical group 0.000 claims 11
- 150000002431 hydrogen Chemical class 0.000 claims 11
- -1 -OH Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 4
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 125000001246 bromo group Chemical group Br* 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 2
- 125000005038 alkynylalkyl group Chemical group 0.000 claims 2
- 125000006448 cycloalkyl cycloalkyl group Chemical group 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical group F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims 1
- 108010081348 HRT1 protein Hairy Chemical group 0.000 claims 1
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical group F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 claims 1
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000003566 oxetanyl group Chemical group 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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]
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- 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
- C07D403/12—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur 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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (19)
1. Spojevi opće formule I
[image]
jedan od X i Y predstavlja -N(R6)-; i
drugi predstavlja -N= ;
jedan od Z1, Z2 i Z3 neovisno predstavlja -C(R7)= ili -N=; i druga dva od Z1, Z2 i Z3 predstavljaju -C(R7)=;
Q2, Q3 i Q4 predstavljaju odgovarajući -C(R2)=, -C(R3)= i -C(R4)=; ili bilo koji ili bilo koja dva od Q2, Q3 ili Q4 mogu naizmjence i neovisno predstavljati -N=;
R1 predstavlja halo, OH, -CN; C1-3 alkil, C2-6 alkinil, OC1-3 alkil, gdje su zadnje tri skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, OH, -OCH3, -OCF3;
R2, R3 i R4 neovisno predstavljaju vodik, halo, -CN; C1-3 alkil, OC1-3 alkil, gdje su zadnje dvije skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, OH, -OCH3, -OCF3;
Ra, Rb neovisno predstavljaju vodik, C1-3 alkil, ili oba zajedno s ugljikovim atomom na koji su vezani, čine C3-7 cikloalkilenski prsten, ili 4-6-člani heterocikloalkilenski prsten;
Rc predstavlja vodik ili C1-3 alkil;
W predstavlja -C(O)-, -S(O)-, -S(O)2-, -C(O)O-, ili -C(O)NRd-, gdje su skupine vezane za dušik iz -NRc- dijela preko atoma ugljika ili sumpora;
Rd predstavlja vodik ili C1-3 alkil;
M predstavlja C1-7 alkil, C3-7 cikloalkil, gdje su obje skupine opcionalno supstituirane s jednom ili više skupina odabranih od fluoro, -OH, -CN, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2, -OC1-3 alkil, -SC1-3 alkil, aril, heteroaril [gdje dvije zadnje skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, OC1-3 alkil (gdje su zadnje dvije alkilne skupine opcionalno supstituirane s jednim ili više atoma fluora)], C1-7 alkil, C2-7, alkinil, C3-7 cikloalkil-C0-2alkil, 4-7-člani heterocikloalkil-C0-2 alkil (gdje su zadnje alkil, alkinil, heterocikloalkil ili cikloalkil skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), -N(C1-3 alkil)2, -OH, -OC1-3 alkil); ili
aril, heteroaril, 4-7-člani heterocikloalkil, od kojih su sve skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od halo, -OH, -CN, -NH2, -NH(C1-3 alkil), -N(C1-3 alkil)2, -OC1-3 alkil, -SC1-3 alkil, aril, heteroaril [gdje zadnje dvije skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, -OC1-3 alkil (gdje su dvije zadnje alkilne skupine opcionalno supstituirane s jednim ili više atoma fluora)], C1-7 alkil, C2-7 alkinil, C3-7 cikloalkil, 4-7-člani heterocikloalkil (gdje su zadnje alkil, alkinil, heterocikloalkil ili cikloalkil skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2, -OH, -OC1-3alkil)];
R5 predstavlja vodik; ili C1-3 alkil;
R6 predstavlja vodik; C1-5 alkil, C3-6 alkinil, 4-7-člani heterocikloalkil-C0-2 alkil ili C3-7cikloalkil-C0-2 alkil (gdje su zadnje četiri skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, C1-3 alkil, -OH, -OC1-3 alkil, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2);
svaki R7 neovisno predstavlja vodik, halo, -CN, C1-7 alkil, C2-7 alkinil, C3-7 cikloalkil, C1-5 alkil-O-, C3-7cikloalkil-C0-2 alkil-O-, 4-7-člani heterocikloalkil-C0-2 alkil-O-, (gdje je zadnjih šest skupina alkil, alkinil, cikloalkil ili heterocikloalkil fragmenata opcionalno supstituirano s jednim ili više supstituenata odabranih od fluoro, -CN, =O, OH, -OC1-3 alkil, -NH2, -NH-C1-3 alkil, N(C1-3 alkil)2 ili s jednim ili više C1-3 alkil skupina, koje mogu biti opcionalno supstituirane s jednim ili više atoma fluora); ili
aril ili heteroaril, gdje zadnje dvije skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, -OC1-3 alkil (gdje su zadnje dvije skupine alkilnih fragmenata opcionalno su supstituirane s jednim ili više atoma fluora);
L predstavlja -C(O)N(R8)-, -N(R8)C(O)-, -S(O)2N(R8)-, - N(R8)S(O)2-, - N(R8)C(O)N(R8)-, -OC(O)N(R8)- ili -N(R8)C(O)O-;
A predstavlja vodik, C1-8 alkil, C3-8 alkinil, aril, heteroaril, aril-C1-3alkil-, C3-8cikloalkil-C0-3alkil-, 4-7-člani
heterocikloalkil-C0-3alkil-, heteroaril-C1-3alkil-, gdje su skupine alkil-, alkinil-, cikloalkil- i heterocikloalkil-fragmenata opcionalno supstituirane s jednim ili više supstituenata odabranih od R9a i
su aril i heteroaril fragmenti opcionalno supstituirani s jednim ili više supstituenata odabranih od R9b;
ili
A-1- zajedno predstavljaju jednu od slijedećih skupina
[image]
u kojima
V predstavlja vezu, -CH2CH2-, -CH2CH2CH2-, gdje u svakoj od zadnjih skupina alkilena jedna metilenska
[-(CH2)-] jedinica može opcionalno biti zamijenjena s atomom kisika, , -NH- ili-N(C1-3 alkil)- skupinom i svaka metilenska jedinica može opcionalno i neovisno biti supstituirana s jednom ili dvije od slijedećih skupina: fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2, -OH, -OC1-3alkil);
svaki R8 neovisno predstavlja vodik, ili C1-3 alkil;
svaki R9a neovisno predstavlja fluoro, -OH, -CN, =O, -NH2, -NH(C1-3 alkil), -N(C1-3 alkil)2, -OC1-6alkil,
C1-6alkil, (gdje su zadnje četiri skupine fragmenata alkila opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2, -OH, -OC1-3 alkil) ili aril, heteroaril [gdje zadnje dvije skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, OC1-3
alkil (gdje su dvije zadnje alkilne skupine opcionalno supstituirane s jednim ili više atoma fluora)];
svaki R9b predstavlja neovisno halo, -OH, -CN, -NH2, -NH(C1-3 alkil), -N(C1-3 alkil)2, -OC1-3 alkil , -SC1-3 alkil, aril, heteroaril [gdje dvije zadnje skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, OC1-3 alkil (gdje su dvije alkilne skupine opcionalno supstituirane s jednim ili više atoma fluora)], C1-7 alkil, C2-7 alkinil, C3-7 cikloalkil, 4-7-člani heterocikloalkil (gdje su zadnje alkil, alkinil, heterocikloalkil ili cikloalkil skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), N(C1-3 alkil)2, -OH, OC1-3alkil);
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama ili baza.
2. Spojevi prema zahtjevu 1, naznačeno time da su spojevi formule la
[image]
u kojima A, L, M, Q2, Q3, Q4, R1, R6, Ra, Rb, Rc, W, Z1, Z2, Z3 imaju isto značenje kako je definirano u zahtjevu 1,
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
3. Spojevi prema zahtjevu1, naznačeno time da su spojevi formule Ib
[image]
u kojima A, L, M, Q2, Q3, Q4, R1, R6, R7, Ra, Rb, Rc, W imaju isto značenje kako je definirano u zahtjevu 1,
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
4. Spojevi prema zahtjevu1, naznačeno time da su spojevi formule Ic
[image]
u kojima A, L, M, R1, R2, R3, R4, R6, Ra, Rb, Rc, W, Z1, Z2, Z3 imaju isto značenje kako je definirano u zahtjevu 1,
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
5. Spojevi prema zahtjevu1, naznačeno time da su spojevi formule Id
[image]
u kojima A, L, M, R1, R2, R3, R4, R6, R7, Ra, Rb, Rc, W imaju isto značenje kako je definirano u zahtjevu 1,
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
6. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da W predstavlja -C(O)-, -S(O)2-, gdje su skupine vezane za dušik iz -NRc- dijela pomoću atoma ugljika ili sumpora;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
7. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da M predstavlja C1-7 alkil, C3-7 cikloalkil, od kojih su obje skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od: fluoro, -OH, -CN, -NH2, -OC1-3 alkil, -SC1-3 alkil, aril [gdje dvije zadnje aril skupine mogu biti supstituirane s jednim ili više supstituenata odabranih od halo, OH, -CN, C1-3 alkil, OC1-3 alkil (gdje su dvije zadnje alkilne skupine opcionalno supstituirane s jednim ili više atoma fluora)], C1-7 alkil, C3-7 cikloalkil-C0-2-alkil (gdje su zadnje alkil i cikloalkil skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, =O, -NH2, -NH(C1-3 alkil), -N(C1-3 alkil)2, -OH, -OC1-3 alkil); ili
aril, heteroaril, 4-7-člani heterocikloalkil, gdje su sve skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od halo, -CN, -OC1-3 alkil, C1-7 alkil, C3-7 cikloalkil, (gdje su zadnje alkil i cikloalkil skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -CN, -OC1-3alkil);
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
8. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da
R6 predstavlja vodik; C1-5 alkil, C3-5cikloalkil-C0-1 alkil, gdje su dvije zadnje skupine opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -OCH3, -NH(C1-3 alkil), N(C1-3 alkil)2;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
9. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da
R2, R3 i R4 neovisno predstavljaju vodik, fluoro, kloro- ili -CH3 opcionalno supstituiran s jednim ili više atoma fluora;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
10. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da
L predstavlja -C(O)NH- ili -S(O)2NH-, gdje skupine su vezane za 9-članu fuziranu heteroaromatsku građu preko odgovarajućeg atoma ugljika ili sumpora;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
11. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da svaki R7 predstavlja vodik, halo, C1-5 alkil-O-, C3-5cikloalkil-C0-2 alkil-O-, 4-5-člani heterocikloalkil-C0-2 alkil-O- (gdje su zadnje tri skupine alkil, cikloalkil ili heterocikloalkil fragmenata opcionalno supstituirane s jednim ili više supstituenata odabranih od fluoro, -OC1-3 alkil ili s jednim ili više C1-3 alkilnih skupina, koje mogu biti opcionalno supstituirane s jednim ili više atoma fluora);
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
12. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da
A predstavlja vodik, C1-6 alkil, C3-6 alkinil, fenil, 5-6-člani heteroaril, C3-6cikloalkil-C0-2alkil-, 4-6-člani heterocikloalkil-C0-2alkil, fenil-C1-3alkil-, 5-6-člani heteroaril-C1-3alkil gdje su skupine alkil-, alkinil-, cikloalkil- i heterocikloalkil-fragmenata opcionalno supstituirane s jednim ili više supstituenata odabranih od R9a i fenil, tienil i piridil fragmenti su opcionalno supstituirani s jednim ili dva supstituenta odabrana od R9b;
svaki R9a neovisno predstavlja fluoro, fenil, C1-2alkil,-OC1-4alkil gdje su zadnje dvije skupine opcionalno supstituirane s jadnim do tri atoma fluora;
svaki R9b predstavlja neovisno fluoro, chloro, bromo, C1-2 alkil, -OC1-2 alkil gdje su zadnje dvije skupine opcionalno supstituirane s jednim ili više fluoro;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
13. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da
M predstavlja C1-6 alkil, C3-6 cikloalkil, 4-6-člani heterocikloalkil, od kojih su sve skupine opcionalno supstituirane s jednim ili više skupina odabranih od fluoro, -OH, -CN, -NH2, fenil, -CF3, C1-2 alkil, C3-5 cikloalkil-C0-1 alkil;
ili fenil, 5-6-člani heteroaril od kojih su obje opcionalno supstituirane s jednim ili više substituenata neovisno odabranih od fluoro, kloro, metil, -CF3, -OCH3;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
14. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da su spojevi formule Ie
[image]
gdje
A predstavlja vodik, C1-6 alkil, fenilpropargil, fenil, C3-6cikloalkil-C0-2alkil-, tetrahidrofuranil-C0-2alkil, pirolidinil-C0-2alkil, piperidin-C0-2alkil, piridil-C1-2alkil-, gdje su skupine alkil-, alkinil-, cikloalkil- i heterocikloalkil fragmenata opcionalno supstituirane s jednim ili više supstituenata odabranih od R9a i fenil i piridil fragmenti su opcionalno supstituirani s jednim ili više supstituenata odabranih od R9b;
svaki R9a neovisno predstavlja fluoro, C1-2alkil, -OC1-4alkil gdje su zadnje dvije skupine alkilnih fragmenata opcionalno supstituirane s jednim ili više atoma fluora;
svaki R9b predstavlja neovisno fluoro, kloro, bromo,
L predstavlja -C(O)NH- ili -S(O)2NH-, gdje su skupine vezane za 9-članu fuziranu heteroaromatsku građu preko odgovarajućeg atoma ugljika ili sumpora;
W predstavlja -C(O)-, -S(O)2-;
M predstavlja alkil, C3-6 cikloalkil gdje su zadnje dvije skupine opcionalno supstituirane s jednim ili više skupina odabranih od fluoro, -OH, -CN, -NH2, fenil, CF3, C1-2 alkil, ciklopropil-metil; ili
predstavlja oksetanil ili tetrahidrofuranil, gdje su obje skupine opcionalno supstituirane s CH3-skupinom;
ili fenil, tienil od kojih su obje opcionalno supstituirane s jednom ili dva supstituenta neovisno odabrana od fluoro ili kloro,
R1 predstavlja fluoro, kloro, bromo, CH3, CH2F, CHF2, CF3, -OCH3;
R4 predstavlja vodik ili fluoro;
R6 predstavlja vodik, C1-3 alkil, C3-5cikloalkil-C0-1 alkil, gdje su zadnje dvije skupine opcionalno supstituirane
s jednim ili više supstituenata odabranih od fluoro, -OCH3, -NH(C1-3 alkil), N(C1-3 alkil)2;
R7-22 predstavlja vodik, halo, -OC1-5alkil, gdje je zadnja skupina alkila opcionalno supstituirana s jednim ili više atoma fluora;
R7-Z1 i R7-Z3 neovisno predstavljaju vodik ili fluoro;
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
15. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da su
Primjer Struktura
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[image]
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[image]
[image]
[image]
njihove soli, posebice njihove fiziološki prihvatljive soli s organskim ili anorganskim kiselinama i bazama.
16. Spojevi prema bilo kojem od prethodnih zahtjeva, naznačeni time da su za upotrebu kao farmaceutski proizvodi.
17. Farmaceutski sastav koji sadrži barem jedan spoj prema bilo kojem zahtjevu od 1 do 15 u mješavini s farmaceutski prihvatljivim pomoćnim sredstvom, razrjeđivačem ili nosačem.
18. Spojevi prema bilo kojem od zahtjeva 1 do 15, naznačeni time da su za upotrebu u prevenciji i/ili liječenju upalnih bolesti i povezanih stanja.
19. Upotreba prema zahtjevu 18, naznačena time da je stanje koje treba liječiti i/ili prevenirati bol.
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