HRP20100418T1 - Novi spojevi aminobenzofenona - Google Patents
Novi spojevi aminobenzofenona Download PDFInfo
- Publication number
- HRP20100418T1 HRP20100418T1 HR20100418T HRP20100418T HRP20100418T1 HR P20100418 T1 HRP20100418 T1 HR P20100418T1 HR 20100418 T HR20100418 T HR 20100418T HR P20100418 T HRP20100418 T HR P20100418T HR P20100418 T1 HRP20100418 T1 HR P20100418T1
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- chloro
- phenylamino
- methyl
- difluoro
- Prior art date
Links
- MAOBFOXLCJIFLV-UHFFFAOYSA-N (2-aminophenyl)-phenylmethanone Chemical class NC1=CC=CC=C1C(=O)C1=CC=CC=C1 MAOBFOXLCJIFLV-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 210
- -1 hydroxy, mercapto Chemical class 0.000 claims abstract 46
- 125000001424 substituent group Chemical group 0.000 claims abstract 19
- 229910052736 halogen Inorganic materials 0.000 claims abstract 18
- 150000002367 halogens Chemical class 0.000 claims abstract 18
- 239000001257 hydrogen Substances 0.000 claims abstract 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 15
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 13
- 150000002431 hydrogen Chemical class 0.000 claims abstract 11
- 235000019000 fluorine Nutrition 0.000 claims abstract 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 9
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 8
- 239000011737 fluorine Substances 0.000 claims abstract 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract 7
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims abstract 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 6
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims abstract 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 5
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims abstract 5
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims abstract 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 4
- 125000003118 aryl group Chemical group 0.000 claims abstract 4
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 2
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 2
- 150000001450 anions Chemical class 0.000 claims abstract 2
- KWEDUNSJJZVRKR-UHFFFAOYSA-N carbononitridic azide Chemical compound [N-]=[N+]=NC#N KWEDUNSJJZVRKR-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004494 ethyl ester group Chemical group 0.000 claims 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 6
- 238000006243 chemical reaction Methods 0.000 claims 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 5
- 239000000460 chlorine Chemical group 0.000 claims 5
- 229910052801 chlorine Chemical group 0.000 claims 5
- 125000000524 functional group Chemical group 0.000 claims 5
- 150000004702 methyl esters Chemical class 0.000 claims 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 125000002524 organometallic group Chemical group 0.000 claims 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 4
- 125000006706 (C3-C6) carbocyclyl group Chemical group 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 3
- 230000008878 coupling Effects 0.000 claims 3
- 238000010168 coupling process Methods 0.000 claims 3
- 238000005859 coupling reaction Methods 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 238000003780 insertion Methods 0.000 claims 3
- 230000037431 insertion Effects 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 238000011282 treatment Methods 0.000 claims 3
- LJRDOKAZOAKLDU-UDXJMMFXSA-N (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric ac Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO LJRDOKAZOAKLDU-UDXJMMFXSA-N 0.000 claims 2
- DWLFAEQBCXGDLX-UHFFFAOYSA-N (5-amino-2-methylphenyl)-[2-chloro-4-(2,4-difluoroanilino)phenyl]methanone Chemical compound CC1=CC=C(N)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F DWLFAEQBCXGDLX-UHFFFAOYSA-N 0.000 claims 2
- RFHRPZFQSNERGL-UHFFFAOYSA-N 2-[[2-[[3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methylbenzoyl]amino]acetyl]amino]acetic acid Chemical compound CC1=CC=C(C(=O)NCC(=O)NCC(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F RFHRPZFQSNERGL-UHFFFAOYSA-N 0.000 claims 2
- IWEHXWCTWNXKKL-UHFFFAOYSA-N 2-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoyl]amino]benzoic acid Chemical compound CC1=CC=C(C(=O)NC=2C(=CC=CC=2)C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F IWEHXWCTWNXKKL-UHFFFAOYSA-N 0.000 claims 2
- SQVNITZYWXMWOG-UHFFFAOYSA-N 2-cyclohexyl-1-(2-methylquinolin-4-yl)-3-(1,3-thiazol-2-yl)guanidine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(=NC1CCCCC1)NC1=NC=CS1 SQVNITZYWXMWOG-UHFFFAOYSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- XHHUBMVSTKBHEV-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-4-methoxy-n,n-bis(2-methoxyethyl)benzamide Chemical compound COCCN(CCOC)C(=O)C1=CC=C(OC)C(C(=O)C=2C(=CC(NC=3C(=CC=CC=3F)F)=CC=2)Cl)=C1 XHHUBMVSTKBHEV-UHFFFAOYSA-N 0.000 claims 2
- RTAPDZBZLSXHQQ-UHFFFAOYSA-N 8-methyl-3,7-dihydropurine-2,6-dione Chemical class N1C(=O)NC(=O)C2=C1N=C(C)N2 RTAPDZBZLSXHQQ-UHFFFAOYSA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 208000002874 Acne Vulgaris Diseases 0.000 claims 2
- NLFVQLRHUHFOTM-UHFFFAOYSA-N CCOBrOC Chemical group CCOBrOC NLFVQLRHUHFOTM-UHFFFAOYSA-N 0.000 claims 2
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims 2
- 229930003316 Vitamin D Natural products 0.000 claims 2
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 claims 2
- 206010000496 acne Diseases 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 2
- 239000000464 adrenergic agent Substances 0.000 claims 2
- 239000005557 antagonist Substances 0.000 claims 2
- 239000003529 anticholesteremic agent Substances 0.000 claims 2
- 229940127226 anticholesterol agent Drugs 0.000 claims 2
- 229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 claims 2
- 229940125715 antihistaminic agent Drugs 0.000 claims 2
- 239000000739 antihistaminic agent Substances 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000000812 cholinergic antagonist Substances 0.000 claims 2
- 229940111134 coxibs Drugs 0.000 claims 2
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 claims 2
- 229940067594 flufenamate Drugs 0.000 claims 2
- LPEPZBJOKDYZAD-UHFFFAOYSA-N flufenamic acid Chemical compound OC(=O)C1=CC=CC=C1NC1=CC=CC(C(F)(F)F)=C1 LPEPZBJOKDYZAD-UHFFFAOYSA-N 0.000 claims 2
- 239000012634 fragment Substances 0.000 claims 2
- 239000003862 glucocorticoid Substances 0.000 claims 2
- 150000002343 gold Chemical class 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 229960000905 indomethacin Drugs 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 230000002757 inflammatory effect Effects 0.000 claims 2
- 208000002780 macular degeneration Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims 2
- 229960002009 naproxen Drugs 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229960001639 penicillamine Drugs 0.000 claims 2
- 150000003873 salicylate salts Chemical class 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 210000002966 serum Anatomy 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- NCEXYHBECQHGNR-QZQOTICOSA-N sulfasalazine Chemical compound C1=C(O)C(C(=O)O)=CC(\N=N\C=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-QZQOTICOSA-N 0.000 claims 2
- 229960001940 sulfasalazine Drugs 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 229940037128 systemic glucocorticoids Drugs 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- 229950006828 timegadine Drugs 0.000 claims 2
- 125000003944 tolyl group Chemical group 0.000 claims 2
- 238000006478 transmetalation reaction Methods 0.000 claims 2
- 235000019166 vitamin D Nutrition 0.000 claims 2
- 239000011710 vitamin D Substances 0.000 claims 2
- 150000003710 vitamin D derivatives Chemical class 0.000 claims 2
- 229940046008 vitamin d Drugs 0.000 claims 2
- 150000003751 zinc Chemical class 0.000 claims 2
- OIIOPWHTJZYKIL-PMACEKPBSA-N (5S)-5-[[[5-[2-chloro-3-[2-chloro-3-[6-methoxy-5-[[[(2S)-5-oxopyrrolidin-2-yl]methylamino]methyl]pyrazin-2-yl]phenyl]phenyl]-3-methoxypyrazin-2-yl]methylamino]methyl]pyrrolidin-2-one Chemical compound C1(=C(N=C(C2=C(C(C3=CC=CC(=C3Cl)C3=NC(OC)=C(N=C3)CNC[C@H]3NC(=O)CC3)=CC=C2)Cl)C=N1)OC)CNC[C@H]1NC(=O)CC1 OIIOPWHTJZYKIL-PMACEKPBSA-N 0.000 claims 1
- NDODFKPCVYMIQS-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-(2-hydroxyethyl)urea Chemical compound CC1=CC=C(NC(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F NDODFKPCVYMIQS-UHFFFAOYSA-N 0.000 claims 1
- DMZCXYLXRFUSQJ-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-(2-phenylethyl)urea Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)NCCC1=CC=CC=C1 DMZCXYLXRFUSQJ-UHFFFAOYSA-N 0.000 claims 1
- COWRLFPBJGXGCY-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NC=2C=C(C(C)=CC=2)C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 COWRLFPBJGXGCY-UHFFFAOYSA-N 0.000 claims 1
- QYBAFRPZDKRKQM-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-(4-methoxyphenyl)urea Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 QYBAFRPZDKRKQM-UHFFFAOYSA-N 0.000 claims 1
- FEVOEOMFXPSGRF-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 FEVOEOMFXPSGRF-UHFFFAOYSA-N 0.000 claims 1
- DXGHYSHCFFXHIW-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-cyclohexylurea Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)NC1CCCCC1 DXGHYSHCFFXHIW-UHFFFAOYSA-N 0.000 claims 1
- NQPVSRMRAFCRFE-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 NQPVSRMRAFCRFE-UHFFFAOYSA-N 0.000 claims 1
- KUOVLNPBYWWCLW-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-phenylurea Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)NC1=CC=CC=C1 KUOVLNPBYWWCLW-UHFFFAOYSA-N 0.000 claims 1
- VRTUCINXMHDFLP-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-prop-2-enylurea Chemical compound CC1=CC=C(NC(=O)NCC=C)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F VRTUCINXMHDFLP-UHFFFAOYSA-N 0.000 claims 1
- AGVCFAYVWSTPDZ-UHFFFAOYSA-N 1-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-propan-2-ylurea Chemical compound CC(C)NC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 AGVCFAYVWSTPDZ-UHFFFAOYSA-N 0.000 claims 1
- YYLBQBXYMIRGSD-UHFFFAOYSA-N 1-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoyl]amino]-3-ethylthiourea Chemical compound CCNC(=S)NNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 YYLBQBXYMIRGSD-UHFFFAOYSA-N 0.000 claims 1
- OYMWQACNUFJIPM-UHFFFAOYSA-N 1-benzyl-3-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]urea Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)NCC1=CC=CC=C1 OYMWQACNUFJIPM-UHFFFAOYSA-N 0.000 claims 1
- BCPMNNFMKAZEGR-UHFFFAOYSA-N 1-butyl-3-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]urea Chemical compound CCCCNC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 BCPMNNFMKAZEGR-UHFFFAOYSA-N 0.000 claims 1
- ZABMHLDQFJHDSC-UHFFFAOYSA-N 2,3-dihydro-1,3-oxazole Chemical compound C1NC=CO1 ZABMHLDQFJHDSC-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- HVAUUPRFYPCOCA-AREMUKBSSA-N 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCOC[C@@H](OC(C)=O)COP([O-])(=O)OCC[N+](C)(C)C HVAUUPRFYPCOCA-AREMUKBSSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- QTMAZYGAVHCKKX-UHFFFAOYSA-N 2-[(4-amino-5-bromopyrrolo[2,3-d]pyrimidin-7-yl)methoxy]propane-1,3-diol Chemical compound NC1=NC=NC2=C1C(Br)=CN2COC(CO)CO QTMAZYGAVHCKKX-UHFFFAOYSA-N 0.000 claims 1
- MTRIWKHYNNUMKX-UHFFFAOYSA-N 2-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]carbamoylamino]benzoic acid Chemical compound ClC1=C(C(=O)C=2C=C(C=CC=2C)NC(NC2=C(C(=O)O)C=CC=C2)=O)C=CC(=C1)NC1=C(C=C(C=C1)F)F MTRIWKHYNNUMKX-UHFFFAOYSA-N 0.000 claims 1
- UVHYQRNDZHVMBW-UHFFFAOYSA-N 2-[[3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methylbenzoyl]amino]acetic acid Chemical compound ClC1=C(C(=O)C=2C=C(C(=O)NCC(=O)O)C=CC=2C)C=CC(=C1)NC1=C(C=C(C=C1)Cl)F UVHYQRNDZHVMBW-UHFFFAOYSA-N 0.000 claims 1
- AYAGBCQQSORSPD-UHFFFAOYSA-N 2-[[3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methylbenzoyl]amino]ethylcarbamic acid Chemical compound ClC1=C(C(=O)C=2C=C(C(=O)NCCNC(O)=O)C=CC2C)C=CC(=C1)NC1=C(C=C(C=C1)Cl)F AYAGBCQQSORSPD-UHFFFAOYSA-N 0.000 claims 1
- PAYROHWFGZADBR-UHFFFAOYSA-N 2-[[4-amino-5-(5-iodo-4-methoxy-2-propan-2-ylphenoxy)pyrimidin-2-yl]amino]propane-1,3-diol Chemical compound C1=C(I)C(OC)=CC(C(C)C)=C1OC1=CN=C(NC(CO)CO)N=C1N PAYROHWFGZADBR-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims 1
- SKMKJBYBPYBDMN-RYUDHWBXSA-N 3-(difluoromethoxy)-5-[2-(3,3-difluoropyrrolidin-1-yl)-6-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrimidin-4-yl]pyridin-2-amine Chemical compound C1=C(OC(F)F)C(N)=NC=C1C1=CC(N2[C@H]3C[C@H](OC3)C2)=NC(N2CC(F)(F)CC2)=N1 SKMKJBYBPYBDMN-RYUDHWBXSA-N 0.000 claims 1
- AAFSFJRHZPXQAN-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F AAFSFJRHZPXQAN-UHFFFAOYSA-N 0.000 claims 1
- AEBDDISJLZIEIH-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-(2,2,2-trifluoroethyl)benzamide Chemical compound CC1=CC=C(C(=O)NCC(F)(F)F)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F AEBDDISJLZIEIH-UHFFFAOYSA-N 0.000 claims 1
- MUCKCTSPFCZRDP-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-(2,2,3,3,3-pentafluoropropyl)benzamide Chemical compound CC1=CC=C(C(=O)NCC(F)(F)C(F)(F)F)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F MUCKCTSPFCZRDP-UHFFFAOYSA-N 0.000 claims 1
- UBVGMFUWTZXOKN-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-(2-morpholin-4-ylethyl)benzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NCCN2CCOCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F UBVGMFUWTZXOKN-UHFFFAOYSA-N 0.000 claims 1
- WEMHFAREYJQYSB-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-(2-sulfamoylethyl)benzamide Chemical compound CC1=CC=C(C(=O)NCCS(N)(=O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F WEMHFAREYJQYSB-UHFFFAOYSA-N 0.000 claims 1
- JNCFIFNFOLXPAV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-(3-phenylpropyl)benzamide Chemical compound CC1=CC=C(C(=O)NCCCC=2C=CC=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F JNCFIFNFOLXPAV-UHFFFAOYSA-N 0.000 claims 1
- QZZLAYVANGEAKE-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-[(2-methyl-1,3-thiazol-4-yl)methoxy]benzamide Chemical compound S1C(C)=NC(CONC(=O)C=2C=C(C(C)=CC=2)C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 QZZLAYVANGEAKE-UHFFFAOYSA-N 0.000 claims 1
- KOZKLRQNIYFTKV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-morpholin-4-ylbenzamide Chemical compound CC1=CC=C(C(=O)NN2CCOCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F KOZKLRQNIYFTKV-UHFFFAOYSA-N 0.000 claims 1
- GOAZYZWSKMTUFM-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-phenylmethoxybenzamide Chemical compound CC1=CC=C(C(=O)NOCC=2C=CC=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F GOAZYZWSKMTUFM-UHFFFAOYSA-N 0.000 claims 1
- DEKOTVGACVBSJQ-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-propan-2-ylbenzamide Chemical compound CC(C)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 DEKOTVGACVBSJQ-UHFFFAOYSA-N 0.000 claims 1
- UTZYRIMRZGYXKV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methyl-n-propylbenzenesulfonamide Chemical compound CCCNS(=O)(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 UTZYRIMRZGYXKV-UHFFFAOYSA-N 0.000 claims 1
- UBANLLYJSQCKRK-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzohydrazide Chemical compound CC1=CC=C(C(=O)NN)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F UBANLLYJSQCKRK-UHFFFAOYSA-N 0.000 claims 1
- NVCGUCYXULPVAO-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F NVCGUCYXULPVAO-UHFFFAOYSA-N 0.000 claims 1
- GISUGNKHXFAOFI-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n',n',4-trimethylbenzohydrazide Chemical compound CN(C)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 GISUGNKHXFAOFI-UHFFFAOYSA-N 0.000 claims 1
- AVGNIXREWPXTQQ-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(1-hydroxy-2-methylpropan-2-yl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC(C)(C)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F AVGNIXREWPXTQQ-UHFFFAOYSA-N 0.000 claims 1
- KOPSDWMYDJDINE-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(1-hydroxybutan-2-yl)-4-methylbenzamide Chemical compound CCC(CO)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 KOPSDWMYDJDINE-UHFFFAOYSA-N 0.000 claims 1
- XJKXXPPFYLOJPV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2,2-difluoroethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCC(F)F)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F XJKXXPPFYLOJPV-UHFFFAOYSA-N 0.000 claims 1
- CPGVKHMDMAMUJI-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2,2-difluoroethyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC(F)F)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F CPGVKHMDMAMUJI-UHFFFAOYSA-N 0.000 claims 1
- DTMPNPNDBYWFSL-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2,3-dihydroxypropyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCC(O)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F DTMPNPNDBYWFSL-UHFFFAOYSA-N 0.000 claims 1
- VDJDYDHUHCSRIY-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2,3-dihydroxypropyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC(O)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F VDJDYDHUHCSRIY-UHFFFAOYSA-N 0.000 claims 1
- RPTPISSBZXHFKP-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2,3-dihydroxypropyl)-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NCC(O)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F RPTPISSBZXHFKP-UHFFFAOYSA-N 0.000 claims 1
- ZFOFDSISXFUFSU-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-fluoroethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCCF)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F ZFOFDSISXFUFSU-UHFFFAOYSA-N 0.000 claims 1
- XAGXOVYPPZPYSV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F XAGXOVYPPZPYSV-UHFFFAOYSA-N 0.000 claims 1
- ZDHNMYYKAYQCMN-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F ZDHNMYYKAYQCMN-UHFFFAOYSA-N 0.000 claims 1
- PEOZZHUPIXWNDK-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F PEOZZHUPIXWNDK-UHFFFAOYSA-N 0.000 claims 1
- VXRCYWUDCZVSNU-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-hydroxypropyl)-4-methylbenzamide Chemical compound CC(O)CNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 VXRCYWUDCZVSNU-UHFFFAOYSA-N 0.000 claims 1
- RBSAWXRJIILCLN-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-methoxyethyl)-4-methylbenzenesulfonamide Chemical compound COCCNS(=O)(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 RBSAWXRJIILCLN-UHFFFAOYSA-N 0.000 claims 1
- OPMURCUOUWTRJV-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(3-hydroxypropyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F OPMURCUOUWTRJV-UHFFFAOYSA-N 0.000 claims 1
- AYJCBWMMWMMBJK-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(3-methoxyphenyl)-4-methylbenzamide Chemical compound COC1=CC=CC(NC(=O)C=2C=C(C(C)=CC=2)C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 AYJCBWMMWMMBJK-UHFFFAOYSA-N 0.000 claims 1
- OEEGZVCBHLXTAD-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(4-hydroxy-2-methylpentan-2-yl)-4-methylbenzamide Chemical compound CC(O)CC(C)(C)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 OEEGZVCBHLXTAD-UHFFFAOYSA-N 0.000 claims 1
- BLVKJKYLQMOUON-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(4-hydroxybutyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F BLVKJKYLQMOUON-UHFFFAOYSA-N 0.000 claims 1
- ZNPJSTFFJQHVJY-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(cyclohexylmethoxy)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NOCC2CCCCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F ZNPJSTFFJQHVJY-UHFFFAOYSA-N 0.000 claims 1
- CUBFNDVOJWGDMZ-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(cyclohexylmethyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC2CCCCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F CUBFNDVOJWGDMZ-UHFFFAOYSA-N 0.000 claims 1
- YXIZBPVCKZKQHG-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(furan-2-ylmethyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC=2OC=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F YXIZBPVCKZKQHG-UHFFFAOYSA-N 0.000 claims 1
- FDVXUBQUDFVTQT-HXUWFJFHSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-[(2r)-1-hydroxy-4-methylpentan-2-yl]-4-methylbenzamide Chemical compound CC(C)C[C@H](CO)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 FDVXUBQUDFVTQT-HXUWFJFHSA-N 0.000 claims 1
- GDKKIFBTOWTPEB-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-[(4-methoxyphenyl)methoxy]-4-methylbenzamide Chemical compound C1=CC(OC)=CC=C1CONC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 GDKKIFBTOWTPEB-UHFFFAOYSA-N 0.000 claims 1
- PLGNQPATBSOBEU-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-[2-(2-hydroxyethylcarbamoyl)phenyl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC=2C(=CC=CC=2)C(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F PLGNQPATBSOBEU-UHFFFAOYSA-N 0.000 claims 1
- XFCBCUGUTZBATG-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-cyclohexyl-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CCCCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F XFCBCUGUTZBATG-UHFFFAOYSA-N 0.000 claims 1
- DGQMCGBWYSNJJI-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-ethyl-4-methylbenzamide Chemical compound CCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 DGQMCGBWYSNJJI-UHFFFAOYSA-N 0.000 claims 1
- FMIDKIOCMMKKJS-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-hydroxy-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F FMIDKIOCMMKKJS-UHFFFAOYSA-N 0.000 claims 1
- LZHMPLYUWYKQIH-UHFFFAOYSA-N 3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-methoxy-4-methylbenzamide Chemical compound CONC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 LZHMPLYUWYKQIH-UHFFFAOYSA-N 0.000 claims 1
- LLUYAZOVDOFOFK-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-4-methoxy-n-(2-morpholin-4-ylethyl)benzamide Chemical compound COC1=CC=C(C(=O)NCCN2CCOCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F LLUYAZOVDOFOFK-UHFFFAOYSA-N 0.000 claims 1
- QJUQWCXGCLXZNI-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-4-methoxy-n-(2-phenylethyl)benzamide Chemical compound COC1=CC=C(C(=O)NCCC=2C=CC=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F QJUQWCXGCLXZNI-UHFFFAOYSA-N 0.000 claims 1
- SOIMJMIQCHIKIP-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F SOIMJMIQCHIKIP-UHFFFAOYSA-N 0.000 claims 1
- GYNQRTFJDOCXNR-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n,n-bis(2-hydroxyethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)N(CCO)CCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F GYNQRTFJDOCXNR-UHFFFAOYSA-N 0.000 claims 1
- KJXOSMASDGCSIK-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(1,3-dihydroxy-2-methylpropan-2-yl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NC(C)(CO)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F KJXOSMASDGCSIK-UHFFFAOYSA-N 0.000 claims 1
- OLTZQIHCMBOBQJ-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(1-hydroxy-2-methylpropan-2-yl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NC(C)(C)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F OLTZQIHCMBOBQJ-UHFFFAOYSA-N 0.000 claims 1
- ZEXZALDMWOYWQV-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(2,3-dihydroxypropyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCC(O)CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F ZEXZALDMWOYWQV-UHFFFAOYSA-N 0.000 claims 1
- WGWQDPUYHWVDJC-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(2-fluoroethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCCF)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F WGWQDPUYHWVDJC-UHFFFAOYSA-N 0.000 claims 1
- AHYJRBWUTHSYCQ-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methoxy-n-methylbenzamide Chemical compound COC1=CC=C(C(=O)N(C)CCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F AHYJRBWUTHSYCQ-UHFFFAOYSA-N 0.000 claims 1
- HTPPBPAWLFGFAA-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F HTPPBPAWLFGFAA-UHFFFAOYSA-N 0.000 claims 1
- CPAWJQZRACNQGR-UHFFFAOYSA-N 3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-n-(3-hydroxypropyl)-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=C(F)C=CC=C1F CPAWJQZRACNQGR-UHFFFAOYSA-N 0.000 claims 1
- FDEXQNUAEVLETR-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methyl-n-(2-methylpropyl)benzamide Chemical compound CC(C)CNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 FDEXQNUAEVLETR-UHFFFAOYSA-N 0.000 claims 1
- ZODRJAMYASRRJG-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methyl-n-[3-(2-oxopyrrolidin-1-yl)propyl]benzamide Chemical compound CC1=CC=C(C(=O)NCCCN2C(CCC2)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F ZODRJAMYASRRJG-UHFFFAOYSA-N 0.000 claims 1
- LXOSPZGRIOERRZ-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methyl-n-propan-2-ylbenzamide Chemical compound CC(C)NC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 LXOSPZGRIOERRZ-UHFFFAOYSA-N 0.000 claims 1
- ZJKXOMAQGZJLNS-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F ZJKXOMAQGZJLNS-UHFFFAOYSA-N 0.000 claims 1
- SBTIWZSOKRDDRA-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n,4-dimethylbenzamide Chemical compound CNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 SBTIWZSOKRDDRA-UHFFFAOYSA-N 0.000 claims 1
- LIGKQIHMCSCNRJ-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-(2,2-dimethylpropyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC(C)(C)C)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F LIGKQIHMCSCNRJ-UHFFFAOYSA-N 0.000 claims 1
- YDXKBKBLZDYNGS-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-(2-hydroxyethyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F YDXKBKBLZDYNGS-UHFFFAOYSA-N 0.000 claims 1
- BYYIDGKWOKCMFR-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-(2-methoxyethyl)-4-methylbenzamide Chemical compound COCCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 BYYIDGKWOKCMFR-UHFFFAOYSA-N 0.000 claims 1
- AYDPKVPZDYUGET-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-(3-methoxypropyl)-4-methylbenzamide Chemical compound COCCCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 AYDPKVPZDYUGET-UHFFFAOYSA-N 0.000 claims 1
- XXPLISZELPKUQF-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-(6-hydroxyhexyl)-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCCCCCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F XXPLISZELPKUQF-UHFFFAOYSA-N 0.000 claims 1
- FVEDXXPVSCVQFB-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-[2-(dimethylamino)ethyl]-4-methylbenzamide Chemical compound CN(C)CCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 FVEDXXPVSCVQFB-UHFFFAOYSA-N 0.000 claims 1
- QYJSDXDPGOKYHG-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-cyclohexyl-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NC2CCCCC2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F QYJSDXDPGOKYHG-UHFFFAOYSA-N 0.000 claims 1
- CFJWRNVHKYLWAX-UHFFFAOYSA-N 3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-n-ethyl-4-methylbenzamide Chemical compound CCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(Cl)=CC=3)F)=CC=2)Cl)=C1 CFJWRNVHKYLWAX-UHFFFAOYSA-N 0.000 claims 1
- ROXXPORRYVINPG-UHFFFAOYSA-N 3-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]benzonitrile Chemical compound CC1=CC=C(C=2C=C(C=CC=2)C#N)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F ROXXPORRYVINPG-UHFFFAOYSA-N 0.000 claims 1
- TZZDVPMABRWKIZ-MFTLXVFQSA-N 3-[6-[4-[[1-[4-[(1R,2S)-6-hydroxy-2-phenyl-1,2,3,4-tetrahydronaphthalen-1-yl]phenyl]piperidin-4-yl]methyl]piperazin-1-yl]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione Chemical compound OC=1C=C2CC[C@@H]([C@@H](C2=CC=1)C1=CC=C(C=C1)N1CCC(CC1)CN1CCN(CC1)C=1C=C2CN(C(C2=CC=1)=O)C1C(NC(CC1)=O)=O)C1=CC=CC=C1 TZZDVPMABRWKIZ-MFTLXVFQSA-N 0.000 claims 1
- KQCHHBHRKGCLHY-UHFFFAOYSA-N 3-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoyl]amino]thiophene-2-carboxylic acid Chemical compound CC1=CC=C(C(=O)NC2=C(SC=C2)C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F KQCHHBHRKGCLHY-UHFFFAOYSA-N 0.000 claims 1
- YJYCRPRDIGOBQJ-UHFFFAOYSA-N 4-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoyl]amino]thiophene-3-carboxylic acid Chemical compound CC1=CC=C(C(=O)NC=2C(=CSC=2)C(O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F YJYCRPRDIGOBQJ-UHFFFAOYSA-N 0.000 claims 1
- XWQVQSXLXAXOPJ-QNGMFEMESA-N 4-[[[6-[5-chloro-2-[[4-[[(2r)-1-methoxypropan-2-yl]amino]cyclohexyl]amino]pyridin-4-yl]pyridin-2-yl]amino]methyl]oxane-4-carbonitrile Chemical compound C1CC(N[C@H](C)COC)CCC1NC1=CC(C=2N=C(NCC3(CCOCC3)C#N)C=CC=2)=C(Cl)C=N1 XWQVQSXLXAXOPJ-QNGMFEMESA-N 0.000 claims 1
- GSDQYSSLIKJJOG-UHFFFAOYSA-N 4-chloro-2-(3-chloroanilino)benzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1NC1=CC=CC(Cl)=C1 GSDQYSSLIKJJOG-UHFFFAOYSA-N 0.000 claims 1
- QCBUCVKVOCQGHV-UHFFFAOYSA-N 4-chloro-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-n-(2-hydroxyethyl)benzamide Chemical compound OCCNC(=O)C1=CC=C(Cl)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 QCBUCVKVOCQGHV-UHFFFAOYSA-N 0.000 claims 1
- IPJJAPHIELPTML-UHFFFAOYSA-N 5-acetyl-2-chloro-n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]benzenesulfonamide Chemical compound CC(=O)C1=CC=C(Cl)C(S(=O)(=O)NC=2C=C(C(C)=CC=2)C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 IPJJAPHIELPTML-UHFFFAOYSA-N 0.000 claims 1
- IJRKLHTZAIFUTB-UHFFFAOYSA-N 5-nitro-2-(2-phenylethylamino)benzoic acid Chemical compound OC(=O)C1=CC([N+]([O-])=O)=CC=C1NCCC1=CC=CC=C1 IJRKLHTZAIFUTB-UHFFFAOYSA-N 0.000 claims 1
- IRBAWVGZNJIROV-SFHVURJKSA-N 9-(2-cyclopropylethynyl)-2-[[(2s)-1,4-dioxan-2-yl]methoxy]-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one Chemical compound C1=C2C3=CC=C(C#CC4CC4)C=C3CCN2C(=O)N=C1OC[C@@H]1COCCO1 IRBAWVGZNJIROV-SFHVURJKSA-N 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- IYHHRZBKXXKDDY-UHFFFAOYSA-N BI-605906 Chemical compound N=1C=2SC(C(N)=O)=C(N)C=2C(C(F)(F)CC)=CC=1N1CCC(S(C)(=O)=O)CC1 IYHHRZBKXXKDDY-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- BGGALFIXXQOTPY-NRFANRHFSA-N C1(=C(C2=C(C=C1)N(C(C#N)=C2)C[C@@H](N1CCN(CC1)S(=O)(=O)C)C)C)CN1CCC(CC1)NC1=NC(=NC2=C1C=C(S2)CC(F)(F)F)NC Chemical compound C1(=C(C2=C(C=C1)N(C(C#N)=C2)C[C@@H](N1CCN(CC1)S(=O)(=O)C)C)C)CN1CCC(CC1)NC1=NC(=NC2=C1C=C(S2)CC(F)(F)F)NC BGGALFIXXQOTPY-NRFANRHFSA-N 0.000 claims 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- NDUKNSYHAQPJCK-UHFFFAOYSA-N CC1=C(C=C(C=C1)C(=O)NCC(=O)CCC(=O)O)C(=O)C2=C(C=C(C=C2)NC3=C(C=C(C=C3)F)F)Cl Chemical compound CC1=C(C=C(C=C1)C(=O)NCC(=O)CCC(=O)O)C(=O)C2=C(C=C(C=C2)NC3=C(C=C(C=C3)F)F)Cl NDUKNSYHAQPJCK-UHFFFAOYSA-N 0.000 claims 1
- SCJNYBYSTCRPAO-LXBQGUBHSA-N CN(C)C\C=C\C(=O)NC1=CC=C(N=C1)C(=O)N[C@@]1(C)CCC[C@H](C1)NC1=NC(C2=CNC3=CC=CC=C23)=C(Cl)C=N1 Chemical compound CN(C)C\C=C\C(=O)NC1=CC=C(N=C1)C(=O)N[C@@]1(C)CCC[C@H](C1)NC1=NC(C2=CNC3=CC=CC=C23)=C(Cl)C=N1 SCJNYBYSTCRPAO-LXBQGUBHSA-N 0.000 claims 1
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims 1
- RAPBNVDSDCTNRC-UHFFFAOYSA-N Chlorobenzilate Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)OCC)C1=CC=C(Cl)C=C1 RAPBNVDSDCTNRC-UHFFFAOYSA-N 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 201000005569 Gout Diseases 0.000 claims 1
- 206010020751 Hypersensitivity Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- LIMFPAAAIVQRRD-BCGVJQADSA-N N-[2-[(3S,4R)-3-fluoro-4-methoxypiperidin-1-yl]pyrimidin-4-yl]-8-[(2R,3S)-2-methyl-3-(methylsulfonylmethyl)azetidin-1-yl]-5-propan-2-ylisoquinolin-3-amine Chemical compound F[C@H]1CN(CC[C@H]1OC)C1=NC=CC(=N1)NC=1N=CC2=C(C=CC(=C2C=1)C(C)C)N1[C@@H]([C@H](C1)CS(=O)(=O)C)C LIMFPAAAIVQRRD-BCGVJQADSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 108010003541 Platelet Activating Factor Proteins 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010040047 Sepsis Diseases 0.000 claims 1
- 206010040070 Septic Shock Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- GTMFXLPUVWKUQC-UHFFFAOYSA-N [2-amino-4-(2,4-difluoroanilino)phenyl]-[2-methyl-5-(2-morpholin-4-ylethoxy)phenyl]methanone Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)N)C(C)=CC=C1OCCN1CCOCC1 GTMFXLPUVWKUQC-UHFFFAOYSA-N 0.000 claims 1
- LWMZJQWMHPGUMA-UHFFFAOYSA-N [2-amino-4-(2,4-difluoroanilino)phenyl]-[5-(2,3-dihydroxypropoxy)-2-methylphenyl]methanone Chemical compound CC1=CC=C(OCC(O)CO)C=C1C(=O)C(C(=C1)N)=CC=C1NC1=CC=C(F)C=C1F LWMZJQWMHPGUMA-UHFFFAOYSA-N 0.000 claims 1
- AFMUCAYCMMJRES-UHFFFAOYSA-N [2-amino-4-(2,4-difluoroanilino)phenyl]-[5-(3-hydroxypropoxy)-2-methylphenyl]methanone Chemical compound CC1=CC=C(OCCCO)C=C1C(=O)C(C(=C1)N)=CC=C1NC1=CC=C(F)C=C1F AFMUCAYCMMJRES-UHFFFAOYSA-N 0.000 claims 1
- WPDMGQUWBRCKOL-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-(5-ethynyl-2-methylphenyl)methanone Chemical compound CC1=CC=C(C#C)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F WPDMGQUWBRCKOL-UHFFFAOYSA-N 0.000 claims 1
- QUWACZWNEKFXAC-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[2-fluoro-5-(3-hydroxypropoxy)phenyl]methanone Chemical compound OCCCOC1=CC=C(F)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 QUWACZWNEKFXAC-UHFFFAOYSA-N 0.000 claims 1
- WKJLUCSTJJOOFP-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[2-methyl-5-(2h-tetrazol-5-yl)phenyl]methanone Chemical compound CC1=CC=C(C=2NN=NN=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F WKJLUCSTJJOOFP-UHFFFAOYSA-N 0.000 claims 1
- ILKRKZAETULQPY-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[2-methyl-5-(3,4,5-trifluorophenyl)phenyl]methanone Chemical compound CC1=CC=C(C=2C=C(F)C(F)=C(F)C=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F ILKRKZAETULQPY-UHFFFAOYSA-N 0.000 claims 1
- HYXVWEFDSGKBAL-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[2-methyl-5-[3-(trifluoromethoxy)phenyl]phenyl]methanone Chemical compound CC1=CC=C(C=2C=C(OC(F)(F)F)C=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F HYXVWEFDSGKBAL-UHFFFAOYSA-N 0.000 claims 1
- OTXWXCGYQLTHPZ-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(2,3-dihydroxypropoxy)-2-fluorophenyl]methanone Chemical compound OCC(O)COC1=CC=C(F)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 OTXWXCGYQLTHPZ-UHFFFAOYSA-N 0.000 claims 1
- VTUOEEHLPSILTR-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(3,4-dimethoxyphenyl)-2-methylphenyl]methanone Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 VTUOEEHLPSILTR-UHFFFAOYSA-N 0.000 claims 1
- YATJQLMEBIHACT-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(3-hydroxybutylamino)-2-methylphenyl]methanone Chemical compound CC(O)CCNC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 YATJQLMEBIHACT-UHFFFAOYSA-N 0.000 claims 1
- CFCDICLFWSVQOZ-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(3-hydroxyphenyl)-2-methylphenyl]methanone Chemical compound CC1=CC=C(C=2C=C(O)C=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F CFCDICLFWSVQOZ-UHFFFAOYSA-N 0.000 claims 1
- UWFSJCZMUKJSKI-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(3-hydroxyprop-1-enyl)-2-methylphenyl]methanone Chemical compound CC1=CC=C(C=CCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F UWFSJCZMUKJSKI-UHFFFAOYSA-N 0.000 claims 1
- QYJRAJWZHRVBNZ-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(4,5-dihydro-1,3-oxazol-2-yl)-2-methylphenyl]methanone Chemical compound CC1=CC=C(C=2OCCN=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F QYJRAJWZHRVBNZ-UHFFFAOYSA-N 0.000 claims 1
- HDUGGJHNNJMXTP-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(4-methoxyphenyl)-2-methylphenyl]methanone Chemical compound C1=CC(OC)=CC=C1C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 HDUGGJHNNJMXTP-UHFFFAOYSA-N 0.000 claims 1
- LRBOBWNFIMNRPY-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(chloromethyl)-2-methylphenyl]methanone Chemical compound CC1=CC=C(CCl)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F LRBOBWNFIMNRPY-UHFFFAOYSA-N 0.000 claims 1
- GNUIGSLAGTYHEC-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(hydroxymethyl)-2-methoxyphenyl]methanone Chemical compound COC1=CC=C(CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F GNUIGSLAGTYHEC-UHFFFAOYSA-N 0.000 claims 1
- FBRVHEGYHPYJNR-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-(hydroxymethyl)-2-methylphenyl]methanone Chemical compound CC1=CC=C(CO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F FBRVHEGYHPYJNR-UHFFFAOYSA-N 0.000 claims 1
- YTXVWPZKRCYNAK-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-2-fluorophenyl]methanone Chemical compound O1C(C)(C)OCC1COC1=CC=C(F)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 YTXVWPZKRCYNAK-UHFFFAOYSA-N 0.000 claims 1
- OGFASUGUCYIQIX-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-[3-(hydroxymethyl)phenyl]-2-methylphenyl]methanone Chemical compound CC1=CC=C(C=2C=C(CO)C=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F OGFASUGUCYIQIX-UHFFFAOYSA-N 0.000 claims 1
- CEUQOMAQALDKGU-UHFFFAOYSA-N [2-chloro-4-(2,4-difluoroanilino)phenyl]-[5-[5-(ethylamino)-1,3,4-thiadiazol-2-yl]-2-methylphenyl]methanone Chemical compound S1C(NCC)=NN=C1C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 CEUQOMAQALDKGU-UHFFFAOYSA-N 0.000 claims 1
- VXINUOYYGIHNOG-UHFFFAOYSA-N [2-chloro-4-(2,6-difluoroanilino)phenyl]-[2-chloro-5-(2,3-dihydroxypropoxy)phenyl]methanone Chemical compound OCC(O)COC1=CC=C(Cl)C(C(=O)C=2C(=CC(NC=3C(=CC=CC=3F)F)=CC=2)Cl)=C1 VXINUOYYGIHNOG-UHFFFAOYSA-N 0.000 claims 1
- REWGCEGEDFEZBD-UHFFFAOYSA-N [2-chloro-4-(2,6-difluoroanilino)phenyl]-[2-chloro-5-(2-morpholin-4-ylethoxy)phenyl]methanone Chemical compound FC1=CC=CC(F)=C1NC(C=C1Cl)=CC=C1C(=O)C1=CC(OCCN2CCOCC2)=CC=C1Cl REWGCEGEDFEZBD-UHFFFAOYSA-N 0.000 claims 1
- SDNJLKGFKSMRKR-UHFFFAOYSA-N [4-(2,4-difluoroanilino)-2-nitrophenyl]-[2-methyl-5-(2-morpholin-4-ylethoxy)phenyl]methanone Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)[N+]([O-])=O)C(C)=CC=C1OCCN1CCOCC1 SDNJLKGFKSMRKR-UHFFFAOYSA-N 0.000 claims 1
- ZRORFQLYNVOHDB-UHFFFAOYSA-N [4-(2,4-difluoroanilino)-2-nitrophenyl]-[5-(2,3-dihydroxypropoxy)-2-methylphenyl]methanone Chemical compound CC1=CC=C(OCC(O)CO)C=C1C(=O)C(C(=C1)[N+]([O-])=O)=CC=C1NC1=CC=C(F)C=C1F ZRORFQLYNVOHDB-UHFFFAOYSA-N 0.000 claims 1
- OBUZKVBWPUEYJO-UHFFFAOYSA-N [4-(2,4-difluoroanilino)-2-nitrophenyl]-[5-(3-hydroxypropoxy)-2-methylphenyl]methanone Chemical compound CC1=CC=C(OCCCO)C=C1C(=O)C(C(=C1)[N+]([O-])=O)=CC=C1NC1=CC=C(F)C=C1F OBUZKVBWPUEYJO-UHFFFAOYSA-N 0.000 claims 1
- OOYWNJKTTJAKSF-UHFFFAOYSA-N [4-(2,4-difluoroanilino)-2-nitrophenyl]-[5-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-2-methylphenyl]methanone Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)[N+]([O-])=O)C(C)=CC=C1OCC1COC(C)(C)O1 OOYWNJKTTJAKSF-UHFFFAOYSA-N 0.000 claims 1
- UVYRMTJCYXDMGF-UHFFFAOYSA-N [4-(2,4-difluoroanilino)-2-nitrophenyl]-[5-[(4-methoxyphenyl)methoxy]-2-methylphenyl]methanone Chemical compound C1=CC(OC)=CC=C1COC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)[N+]([O-])=O)=C1 UVYRMTJCYXDMGF-UHFFFAOYSA-N 0.000 claims 1
- NMEOIZUQCRVGOE-UHFFFAOYSA-N [5-(3-bromopropoxy)-2-chlorophenyl]-[2-chloro-4-(2,6-difluoroanilino)phenyl]methanone Chemical compound FC1=CC=CC(F)=C1NC(C=C1Cl)=CC=C1C(=O)C1=CC(OCCCBr)=CC=C1Cl NMEOIZUQCRVGOE-UHFFFAOYSA-N 0.000 claims 1
- UPCZUMBNVDDSDO-UHFFFAOYSA-N [5-(aminomethyl)-2-methylphenyl]-[2-chloro-4-(2,4-difluoroanilino)phenyl]methanone Chemical compound CC1=CC=C(CN)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F UPCZUMBNVDDSDO-UHFFFAOYSA-N 0.000 claims 1
- NUPWXPNRUXHBKG-UHFFFAOYSA-N [5-(azidomethyl)-2-methylphenyl]-[2-chloro-4-(2,4-difluoroanilino)phenyl]methanone Chemical compound CC1=CC=C(CN=[N+]=[N-])C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F NUPWXPNRUXHBKG-UHFFFAOYSA-N 0.000 claims 1
- KFDLHDGFDLHFRW-UHFFFAOYSA-N [O-][N+](Br)=O Chemical group [O-][N+](Br)=O KFDLHDGFDLHFRW-UHFFFAOYSA-N 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 238000007792 addition Methods 0.000 claims 1
- 206010064930 age-related macular degeneration Diseases 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 230000007815 allergy Effects 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- 239000002260 anti-inflammatory agent Substances 0.000 claims 1
- 230000003110 anti-inflammatory effect Effects 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- OTKPPUXRIADSGD-PPRNARJGSA-N avoparcina Chemical compound O([C@@H]1C2=CC=C(C(=C2)Cl)OC=2C=C3C=C(C=2O[C@H]2C([C@@H](O)[C@H](O)[C@@H](CO)O2)O[C@@H]2O[C@@H](C)[C@H](O)[C@H](N)C2)OC2=CC=C(C=C2)[C@@H](O)[C@H](C(N[C@H](C(=O)N[C@H]3C(=O)N[C@H]2C(=O)N[C@@H]1C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)C=1C=CC(O)=CC=1)=O)NC(=O)[C@H](NC)C=1C=CC(O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)=CC=1)[C@H]1C[C@@H](N)[C@@H](O)[C@H](C)O1 OTKPPUXRIADSGD-PPRNARJGSA-N 0.000 claims 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 150000001879 copper Chemical class 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- DFBKLUNHFCTMDC-GKRDHZSOSA-N endrin Chemical compound C([C@@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@@H]2[C@H]2[C@@H]1O2 DFBKLUNHFCTMDC-GKRDHZSOSA-N 0.000 claims 1
- JPGQOUSTVILISH-UHFFFAOYSA-N enflurane Chemical compound FC(F)OC(F)(F)C(F)Cl JPGQOUSTVILISH-UHFFFAOYSA-N 0.000 claims 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- IICLYCCTMMRTJU-UHFFFAOYSA-N ethyl 2-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzoyl]amino]acetate Chemical compound CCOC(=O)CNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 IICLYCCTMMRTJU-UHFFFAOYSA-N 0.000 claims 1
- PSLNYJZVMXBKLW-UHFFFAOYSA-N ethyl 2-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]carbamoylamino]acetate Chemical compound CCOC(=O)CNC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 PSLNYJZVMXBKLW-UHFFFAOYSA-N 0.000 claims 1
- FPIGDPDLNDNNMI-UHFFFAOYSA-N ethyl 2-[[3-[2-chloro-4-(2,6-difluoroanilino)benzoyl]-4-methoxybenzoyl]amino]acetate Chemical compound CCOC(=O)CNC(=O)C1=CC=C(OC)C(C(=O)C=2C(=CC(NC=3C(=CC=CC=3F)F)=CC=2)Cl)=C1 FPIGDPDLNDNNMI-UHFFFAOYSA-N 0.000 claims 1
- RMVPJHMHLQMZBY-UHFFFAOYSA-N ethyl n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]carbamate Chemical compound CCOC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 RMVPJHMHLQMZBY-UHFFFAOYSA-N 0.000 claims 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 1
- 208000030533 eye disease Diseases 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000005395 methacrylic acid group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- YUQLNSOEEAHREP-UHFFFAOYSA-N n-(2-acetamidoethyl)-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CC(=O)NCCNC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 YUQLNSOEEAHREP-UHFFFAOYSA-N 0.000 claims 1
- DZHXGQRSQQZDEH-UHFFFAOYSA-N n-(2-amino-2-oxoethyl)-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methoxybenzamide Chemical compound COC1=CC=C(C(=O)NCC(N)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F DZHXGQRSQQZDEH-UHFFFAOYSA-N 0.000 claims 1
- PCMWFRZEEUCKDV-UHFFFAOYSA-N n-(2-amino-2-oxoethyl)-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC(N)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F PCMWFRZEEUCKDV-UHFFFAOYSA-N 0.000 claims 1
- YVCJGNITDDFETI-UHFFFAOYSA-N n-(2-aminoethyl)-3-[2-chloro-4-(4-chloro-2-fluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCCN)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(Cl)C=C1F YVCJGNITDDFETI-UHFFFAOYSA-N 0.000 claims 1
- LMNLGHKJGNIHAF-UHFFFAOYSA-N n-[2-[(3-amino-3-oxopropyl)amino]-2-oxoethyl]-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC(=O)NCCC(N)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F LMNLGHKJGNIHAF-UHFFFAOYSA-N 0.000 claims 1
- ZRKMENXQSPINTN-UHFFFAOYSA-N n-[2-[[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]sulfonylamino]ethyl]acetamide Chemical compound CC(=O)NCCNS(=O)(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 ZRKMENXQSPINTN-UHFFFAOYSA-N 0.000 claims 1
- HTISLVRHMBAGCF-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-1-phenylmethanesulfonamide Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NS(=O)(=O)CC1=CC=CC=C1 HTISLVRHMBAGCF-UHFFFAOYSA-N 0.000 claims 1
- XFXUOHHZQAECIC-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-2-(2,5-dioxoimidazolidin-4-yl)acetamide Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)CC1NC(=O)NC1=O XFXUOHHZQAECIC-UHFFFAOYSA-N 0.000 claims 1
- ACNDCFIEGZPDFX-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-2-(2-methoxyethoxy)acetamide Chemical compound COCCOCC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 ACNDCFIEGZPDFX-UHFFFAOYSA-N 0.000 claims 1
- SFYNBPCWLINGFA-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-2-hydroxybenzamide Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)C1=CC=CC=C1O SFYNBPCWLINGFA-UHFFFAOYSA-N 0.000 claims 1
- WSASMOBCBVPXEO-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-(furan-2-yl)propanamide Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)CCC1=CC=CO1 WSASMOBCBVPXEO-UHFFFAOYSA-N 0.000 claims 1
- JLASJMGKTZFRHL-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-hydroxypropanamide Chemical compound CC1=CC=C(NC(=O)CCO)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F JLASJMGKTZFRHL-UHFFFAOYSA-N 0.000 claims 1
- LCKGUDVGUMSXCZ-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-methoxypropanamide Chemical compound COCCC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 LCKGUDVGUMSXCZ-UHFFFAOYSA-N 0.000 claims 1
- NARDOQOBDJHIDY-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-methylsulfanylpropanamide Chemical compound CSCCC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 NARDOQOBDJHIDY-UHFFFAOYSA-N 0.000 claims 1
- NQYANFYQEWSEAR-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-methylsulfonylpropanamide Chemical compound CC1=CC=C(NC(=O)CCS(C)(=O)=O)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F NQYANFYQEWSEAR-UHFFFAOYSA-N 0.000 claims 1
- CEFMDEVZSMEXCF-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-3-morpholin-4-ylpropanamide Chemical compound C1=C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)C(C)=CC=C1NC(=O)CCN1CCOCC1 CEFMDEVZSMEXCF-UHFFFAOYSA-N 0.000 claims 1
- USBHATFLRNNRKG-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]-4-methoxybenzenesulfonamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 USBHATFLRNNRKG-UHFFFAOYSA-N 0.000 claims 1
- ARRCKKQUPUEHGA-UHFFFAOYSA-N n-[3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylphenyl]propanamide Chemical compound CCC(=O)NC1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 ARRCKKQUPUEHGA-UHFFFAOYSA-N 0.000 claims 1
- GHMCXZLCSZYOTP-UHFFFAOYSA-N n-benzyl-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CC1=CC=C(C(=O)NCC=2C=CC=CC=2)C=C1C(=O)C(C(=C1)Cl)=CC=C1NC1=CC=C(F)C=C1F GHMCXZLCSZYOTP-UHFFFAOYSA-N 0.000 claims 1
- LPOIGVZLNWEGJG-UHFFFAOYSA-N n-benzyl-5-(4-methylpiperazin-1-yl)-2-nitroaniline Chemical compound C1CN(C)CCN1C1=CC=C([N+]([O-])=O)C(NCC=2C=CC=CC=2)=C1 LPOIGVZLNWEGJG-UHFFFAOYSA-N 0.000 claims 1
- SNFWRELRSOAXBA-UHFFFAOYSA-N n-butoxy-3-[2-chloro-4-(2,4-difluoroanilino)benzoyl]-4-methylbenzamide Chemical compound CCCCONC(=O)C1=CC=C(C)C(C(=O)C=2C(=CC(NC=3C(=CC(F)=CC=3)F)=CC=2)Cl)=C1 SNFWRELRSOAXBA-UHFFFAOYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 230000000926 neurological effect Effects 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 230000010118 platelet activation Effects 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 230000002062 proliferating effect Effects 0.000 claims 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims 1
- 238000011321 prophylaxis Methods 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 230000036303 septic shock Effects 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 201000005671 spondyloarthropathy Diseases 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 150000003536 tetrazoles Chemical class 0.000 claims 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 150000003852 triazoles Chemical class 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/136—Amines having aromatic rings, e.g. ketamine, nortriptyline having the amino group directly attached to the aromatic ring, e.g. benzeneamine
-
- 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
-
- 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
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/43—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/16—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
- C07C235/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/64—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/30—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/36—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/38—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/40—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/22—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond containing chains of three or more nitrogen atoms with one or more nitrogen-to-nitrogen double bonds
- C07C245/24—Chains of only three nitrogen atoms, e.g. diazoamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
- C07C247/02—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton
- C07C247/04—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/10—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
- C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/32—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C271/38—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of rings other than six-membered aromatic rings with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/40—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/42—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/12—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
- C07C311/13—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/17—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/18—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/21—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/40—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/41—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
- C07C311/46—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C337/00—Derivatives of thiocarbonic acids containing functional groups covered by groups C07C333/00 or C07C335/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C337/06—Compounds containing any of the groups, e.g. thiosemicarbazides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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 to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/20—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D239/22—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D263/14—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D277/54—Nitrogen and either oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/14—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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 to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Dermatology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Ophthalmology & Optometry (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US48948803P | 2003-07-24 | 2003-07-24 | |
PCT/DK2004/000490 WO2005009940A1 (en) | 2003-07-24 | 2004-07-09 | Novel aminobenzophenone compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20100418T1 true HRP20100418T1 (hr) | 2010-09-30 |
Family
ID=34102888
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20100418T HRP20100418T1 (hr) | 2003-07-24 | 2010-07-28 | Novi spojevi aminobenzofenona |
Country Status (26)
Country | Link |
---|---|
US (1) | US7977387B2 (lt) |
JP (1) | JP4939216B2 (lt) |
KR (1) | KR101128275B1 (lt) |
CN (1) | CN1826310B (lt) |
AR (1) | AR045082A1 (lt) |
AT (1) | ATE469878T1 (lt) |
AU (1) | AU2004259264B2 (lt) |
BR (1) | BRPI0412893A (lt) |
CA (1) | CA2530302C (lt) |
DE (1) | DE602004027504D1 (lt) |
DK (1) | DK1658263T3 (lt) |
ES (1) | ES2346972T3 (lt) |
HK (1) | HK1090350A1 (lt) |
HR (1) | HRP20100418T1 (lt) |
IL (1) | IL172429A0 (lt) |
IS (1) | IS2761B (lt) |
MX (1) | MXPA06000708A (lt) |
MY (1) | MY142988A (lt) |
NO (1) | NO20060230L (lt) |
NZ (1) | NZ544178A (lt) |
PT (1) | PT1658263E (lt) |
RU (1) | RU2396250C2 (lt) |
TW (1) | TWI337075B (lt) |
UA (1) | UA85559C2 (lt) |
WO (1) | WO2005009940A1 (lt) |
ZA (1) | ZA200510137B (lt) |
Families Citing this family (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2573223C (en) | 2004-08-06 | 2013-05-21 | Otsuka Pharmaceutical Co., Ltd. | Aromatic compound |
PT1828148E (pt) * | 2004-12-13 | 2010-05-04 | Leo Pharma As | Compostos de amino benzofenona substituídos por triazol |
ME02051B (me) | 2005-04-13 | 2015-05-20 | Astex Therapeutics Ltd | Derivati hidroksibenzamida i njihova primena kao inhibitora hsp90 |
RU2008108221A (ru) * | 2005-09-07 | 2009-10-20 | Плекссикон, Инк. (Us) | Соединения, активные в отношении ppar (рецепторов активаторов пролиферации пероксисом) |
SI1957073T1 (sl) | 2005-12-05 | 2014-08-29 | Otsuka Pharmaceutical Co., Ltd. A Corporation Organized Under The Laws Of Japan | Medicinsko zdravilo |
ES2380683T3 (es) * | 2005-12-15 | 2012-05-17 | Astrazeneca Ab | Difenil-éteres, -amidas, -sulfuros y - metanos sustituidos para el tratamiento de la enfermedad respiratoria |
US7754725B2 (en) | 2006-03-01 | 2010-07-13 | Astex Therapeutics Ltd. | Dihydroxyphenyl isoindolymethanones |
KR100932093B1 (ko) | 2006-09-27 | 2009-12-16 | 주식회사종근당 | 미세소관 형성 저해제로서 유용한 벤조페논 유도체 |
UA95978C2 (ru) | 2006-10-02 | 2011-09-26 | Оцука Фармас'Ютікел Ко., Лтд. | Ингибитор активации stat3/5 |
EP2073807A1 (en) | 2006-10-12 | 2009-07-01 | Astex Therapeutics Limited | Pharmaceutical combinations |
GB0620259D0 (en) | 2006-10-12 | 2006-11-22 | Astex Therapeutics Ltd | Pharmaceutical compounds |
JP5528806B2 (ja) | 2006-10-12 | 2014-06-25 | アステックス、セラピューティックス、リミテッド | 複合薬剤 |
US8277807B2 (en) | 2006-10-12 | 2012-10-02 | Astex Therapeutics Limited | Pharmaceutical combinations |
US9730912B2 (en) | 2006-10-12 | 2017-08-15 | Astex Therapeutics Limited | Pharmaceutical compounds |
US8362267B2 (en) | 2008-03-26 | 2013-01-29 | Chong Kun Dang Pharmaceutical Corp. | Benzophenone thiazole derivatives useful for inhibiting formation of microtubule and method for producing the same |
GB0806527D0 (en) | 2008-04-11 | 2008-05-14 | Astex Therapeutics Ltd | Pharmaceutical compounds |
RU2514427C2 (ru) | 2008-06-16 | 2014-04-27 | Юниверсити Оф Теннесси Рисёч Фаундейшн | Соединения для лечения рака |
US9029408B2 (en) | 2008-06-16 | 2015-05-12 | Gtx, Inc. | Compounds for treatment of cancer |
US8822513B2 (en) | 2010-03-01 | 2014-09-02 | Gtx, Inc. | Compounds for treatment of cancer |
US9447049B2 (en) | 2010-03-01 | 2016-09-20 | University Of Tennessee Research Foundation | Compounds for treatment of cancer |
CA2735593C (en) | 2008-09-03 | 2017-08-15 | Repligen Corporation | Compositions including 6-aminohexanoic acid derivatives as hdac inhibitors |
MX2012007225A (es) | 2009-12-22 | 2012-07-30 | Leo Pharma As | Composicion farmaceutica que comprende mezcla de solventes y derivado o analogo de vitamina d. |
AU2010335655B2 (en) | 2009-12-22 | 2015-03-05 | Leo Pharma A/S | Calcipotriol monohydrate nanocrystals |
JP5873439B2 (ja) | 2009-12-22 | 2016-03-01 | レオ ファーマ アクティーゼルスカブ | ビタミンd類似体および溶媒と界面活性剤の混合物を含む皮膚組成物 |
US8912184B1 (en) | 2010-03-01 | 2014-12-16 | Alzheimer's Institute Of America, Inc. | Therapeutic and diagnostic methods |
AU2010347233B2 (en) | 2010-03-01 | 2015-06-18 | Oncternal Therapeutics, Inc. | Compounds for treatment of cancer |
EP3524324A1 (en) | 2011-02-28 | 2019-08-14 | BioMarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
US10059723B2 (en) | 2011-02-28 | 2018-08-28 | Biomarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
US8957066B2 (en) | 2011-02-28 | 2015-02-17 | Biomarin Pharmaceutical Inc. | Histone deacetylase inhibitors |
TW201329025A (zh) | 2011-11-01 | 2013-07-16 | Astex Therapeutics Ltd | 醫藥化合物 |
KR101229365B1 (ko) * | 2012-07-02 | 2013-02-18 | 대한민국 | 〔z〕n〔3〔2,4디플루오로페닐아미노〕1〔4나이트로페닐〕3옥소프로프1엔2일〕2메톡시벤즈아마이드를 유효성분으로 함유하는 신경퇴행성 질환 예방 및 치료용 약학적 조성물 |
KR20150132345A (ko) | 2013-03-15 | 2015-11-25 | 바이오마린 파머수티컬 인크. | Hdac 저해제 |
CN103926794B (zh) * | 2014-04-29 | 2017-11-14 | 常州强力电子新材料股份有限公司 | 一种含有二苯甲酮衍生物光引发剂的光固化组合物 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9701453D0 (en) * | 1997-01-24 | 1997-03-12 | Leo Pharm Prod Ltd | Aminobenzophenones |
CA2379293A1 (en) * | 1999-07-16 | 2001-01-25 | Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik Produktionsa Ktieselskab) | Aminobenzophenones as inhibitors of il-1.beta. and tnf-.alpha. |
RU2240995C2 (ru) | 1999-07-16 | 2004-11-27 | Лео Фармасьютикал Продактс Лтд.А/С (Левенс Кемиске Фабрик Продукционсактиесельскаб) | Аминобензофеноны в качестве ингибиторов интерлейкина il-1бета и фактора некроза опухолей tnf-альфа |
DE60005689T2 (de) | 1999-07-16 | 2004-08-05 | Leo Pharma A/S | Neue aminobenzophenone |
PT1210320E (pt) | 1999-07-16 | 2005-01-31 | Leo Pharma As | Aminobenzofenonas como inibidores de il-1beta e tnf-alfa |
US6555710B1 (en) | 1999-07-16 | 2003-04-29 | Leo Pharmaceutical Products Ltd A/S Lovens Kemiske Fabrik Produktionsaktieselskab | Aminobenzophenones as inhibitors of IL-1 β and TNF-α |
US6541670B2 (en) | 1999-12-06 | 2003-04-01 | Leo Pharmaceutical Products Ltd. A/S | Aminobenzophenones as inhibitors of IL 1β and TNF-α |
MXPA02012795A (es) * | 2000-06-28 | 2004-07-30 | Teva Pharma | Carvedilol. |
US20020165286A1 (en) | 2000-12-08 | 2002-11-07 | Hanne Hedeman | Dermal anti-inflammatory composition |
GB0107368D0 (en) * | 2001-03-23 | 2001-05-16 | Novartis Ag | Organic compounds |
EP1423356A2 (en) * | 2001-08-28 | 2004-06-02 | Leo Pharma A/S | Novel aminobenzoephenones |
-
2004
- 2004-07-09 ZA ZA200510137A patent/ZA200510137B/en unknown
- 2004-07-09 KR KR1020067001537A patent/KR101128275B1/ko not_active IP Right Cessation
- 2004-07-09 BR BRPI0412893-1A patent/BRPI0412893A/pt not_active IP Right Cessation
- 2004-07-09 RU RU2006105639/04A patent/RU2396250C2/ru not_active IP Right Cessation
- 2004-07-09 MX MXPA06000708A patent/MXPA06000708A/es active IP Right Grant
- 2004-07-09 JP JP2006520673A patent/JP4939216B2/ja not_active Expired - Fee Related
- 2004-07-09 NZ NZ544178A patent/NZ544178A/en not_active IP Right Cessation
- 2004-07-09 CA CA2530302A patent/CA2530302C/en not_active Expired - Fee Related
- 2004-07-09 PT PT04738987T patent/PT1658263E/pt unknown
- 2004-07-09 US US10/563,474 patent/US7977387B2/en not_active Expired - Fee Related
- 2004-07-09 AT AT04738987T patent/ATE469878T1/de active
- 2004-07-09 DK DK04738987.9T patent/DK1658263T3/da active
- 2004-07-09 AU AU2004259264A patent/AU2004259264B2/en not_active Ceased
- 2004-07-09 ES ES04738987T patent/ES2346972T3/es not_active Expired - Lifetime
- 2004-07-09 CN CN2004800213784A patent/CN1826310B/zh not_active Expired - Fee Related
- 2004-07-09 DE DE602004027504T patent/DE602004027504D1/de not_active Expired - Lifetime
- 2004-07-09 WO PCT/DK2004/000490 patent/WO2005009940A1/en active Search and Examination
- 2004-07-15 MY MYPI20042830A patent/MY142988A/en unknown
- 2004-07-22 AR ARP040102611A patent/AR045082A1/es unknown
- 2004-07-23 TW TW093122201A patent/TWI337075B/zh not_active IP Right Cessation
- 2004-09-07 UA UAA200601964A patent/UA85559C2/ru unknown
-
2005
- 2005-12-07 IL IL172429A patent/IL172429A0/en unknown
-
2006
- 2006-01-16 NO NO20060230A patent/NO20060230L/no not_active Application Discontinuation
- 2006-02-23 IS IS8323A patent/IS2761B/is unknown
- 2006-10-03 HK HK06110921.7A patent/HK1090350A1/xx not_active IP Right Cessation
-
2010
- 2010-07-28 HR HR20100418T patent/HRP20100418T1/hr unknown
Also Published As
Publication number | Publication date |
---|---|
BRPI0412893A (pt) | 2006-10-03 |
PT1658263E (pt) | 2010-09-06 |
DE602004027504D1 (de) | 2010-07-15 |
KR20060041270A (ko) | 2006-05-11 |
AU2004259264B2 (en) | 2011-01-06 |
CN1826310A (zh) | 2006-08-30 |
NZ544178A (en) | 2008-11-28 |
RU2396250C2 (ru) | 2010-08-10 |
KR101128275B1 (ko) | 2012-04-12 |
UA85559C2 (en) | 2009-02-10 |
WO2005009940A1 (en) | 2005-02-03 |
IL172429A0 (en) | 2006-04-10 |
US7977387B2 (en) | 2011-07-12 |
MY142988A (en) | 2011-02-14 |
IS2761B (is) | 2011-10-15 |
NO20060230L (no) | 2006-01-16 |
JP2006528597A (ja) | 2006-12-21 |
CA2530302A1 (en) | 2005-02-03 |
TWI337075B (en) | 2011-02-11 |
JP4939216B2 (ja) | 2012-05-23 |
IS8323A (is) | 2006-02-23 |
CA2530302C (en) | 2013-12-03 |
US20060166990A1 (en) | 2006-07-27 |
ES2346972T3 (es) | 2010-10-22 |
CN1826310B (zh) | 2010-07-21 |
ZA200510137B (en) | 2007-04-25 |
MXPA06000708A (es) | 2006-04-19 |
AR045082A1 (es) | 2005-10-12 |
TW200509892A (en) | 2005-03-16 |
ATE469878T1 (de) | 2010-06-15 |
AU2004259264A1 (en) | 2005-02-03 |
HK1090350A1 (en) | 2006-12-22 |
RU2006105639A (ru) | 2006-06-10 |
DK1658263T3 (da) | 2010-09-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20100418T1 (hr) | Novi spojevi aminobenzofenona | |
JP4036343B2 (ja) | 疾患の治療のためのスルフォンアミド誘導体 | |
US8461205B2 (en) | Anthranilic acid derivatives | |
KR20100108348A (ko) | 질병 치료용의 신규한 사이클릭 탄화수소 화합물 | |
JP2012502986A5 (lt) | ||
PT2057115E (pt) | Derivados de ácido fenoxifenilacético substituídos na posição | |
US6809119B2 (en) | Branched chain amino acid-dependent aminotransferase inhibitors and their use in the treatment of neurodegenerative diseases | |
EP1828148A1 (en) | Triazole substituted aminobenzophenone compounds | |
CA2499213A1 (en) | Aromatic liver x-receptor modulators | |
RU2002118113A (ru) | АМИНОБЕНЗОФЕНОНЫ КАК ИНГИБИТОРЫ ИЛ-1бета и ТНФ-альфа | |
JP2008515897A5 (lt) | ||
JP2003206273A5 (lt) | ||
ES2230118T3 (es) | Aminobenzofanonas como inhibidores de la il-1beta y tnf-alfa. | |
JP4244139B2 (ja) | 新規アミノシクロヘキサン誘導体 | |
EP1658263B9 (en) | Novel aminobenzophenone compounds | |
JP4339913B2 (ja) | ヒドロキシアルキルアミド類 |