ZA200504720B - Novel aminobenzophenone compounds - Google Patents
Novel aminobenzophenone compounds Download PDFInfo
- Publication number
- ZA200504720B ZA200504720B ZA200504720A ZA200504720A ZA200504720B ZA 200504720 B ZA200504720 B ZA 200504720B ZA 200504720 A ZA200504720 A ZA 200504720A ZA 200504720 A ZA200504720 A ZA 200504720A ZA 200504720 B ZA200504720 B ZA 200504720B
- Authority
- ZA
- South Africa
- Prior art keywords
- methyl
- phenyl
- chloro
- fluoro
- carbamoyloxy
- Prior art date
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- MAOBFOXLCJIFLV-UHFFFAOYSA-N (2-aminophenyl)-phenylmethanone Chemical class NC1=CC=CC=C1C(=O)C1=CC=CC=C1 MAOBFOXLCJIFLV-UHFFFAOYSA-N 0.000 title description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 213
- -1 hydroxy, mercapto Chemical group 0.000 claims description 60
- 150000001875 compounds Chemical class 0.000 claims description 58
- 125000000217 alkyl group Chemical group 0.000 claims description 52
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 31
- 125000001424 substituent group Chemical group 0.000 claims description 27
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 19
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 19
- 125000003282 alkyl amino group Chemical group 0.000 claims description 18
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 17
- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
- 125000000304 alkynyl group Chemical group 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 125000001153 fluoro group Chemical group F* 0.000 claims description 13
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- 150000002431 hydrogen Chemical group 0.000 claims description 12
- 150000002367 halogens Chemical group 0.000 claims description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 150000001450 anions Chemical class 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 239000012453 solvate Substances 0.000 claims description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
- 125000005208 trialkylammonium group Chemical group 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 claims description 5
- 150000004677 hydrates Chemical class 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 238000002560 therapeutic procedure Methods 0.000 claims description 3
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 9
- 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 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 4
- 108010003541 Platelet Activating Factor Proteins 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
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 3
- 125000001183 hydrocarbyl group Chemical group 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
- 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
- BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 claims 2
- UGUBQKZSNQWWEV-UHFFFAOYSA-N 4-oxo-4-phenylmethoxybutanoic acid Chemical compound OC(=O)CCC(=O)OCC1=CC=CC=C1 UGUBQKZSNQWWEV-UHFFFAOYSA-N 0.000 claims 2
- 208000002874 Acne Vulgaris Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 206010012438 Dermatitis atopic Diseases 0.000 claims 2
- 206010012442 Dermatitis contact Diseases 0.000 claims 2
- 201000005569 Gout Diseases 0.000 claims 2
- 206010020751 Hypersensitivity Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 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
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 206010040070 Septic Shock Diseases 0.000 claims 2
- 206010046851 Uveitis Diseases 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
- 239000000464 adrenergic agent Substances 0.000 claims 2
- 208000026935 allergic disease Diseases 0.000 claims 2
- 230000007815 allergy Effects 0.000 claims 2
- 239000005557 antagonist Substances 0.000 claims 2
- 230000001387 anti-histamine Effects 0.000 claims 2
- 229940125715 antihistaminic agent Drugs 0.000 claims 2
- 239000000739 antihistaminic agent Substances 0.000 claims 2
- 206010003246 arthritis Diseases 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 201000008937 atopic dermatitis Diseases 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- 208000010247 contact dermatitis Diseases 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
- 239000003862 glucocorticoid Substances 0.000 claims 2
- 150000002343 gold Chemical class 0.000 claims 2
- 229960000905 indomethacin Drugs 0.000 claims 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 2
- 229960002009 naproxen Drugs 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
- 229960001639 penicillamine Drugs 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 150000003873 salicylate salts Chemical class 0.000 claims 2
- 230000036303 septic shock Effects 0.000 claims 2
- 210000002966 serum Anatomy 0.000 claims 2
- 201000005671 spondyloarthropathy Diseases 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
- 229940037128 systemic glucocorticoids Drugs 0.000 claims 2
- 229950006828 timegadine Drugs 0.000 claims 2
- 125000003944 tolyl group Chemical group 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
- FHOAKXBXYSJBGX-YFKPBYRVSA-N (2s)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)N[C@@H](CO)C(O)=O FHOAKXBXYSJBGX-YFKPBYRVSA-N 0.000 claims 1
- UAFXQPZHSYFSEA-UHFFFAOYSA-N 1-[(4-bromo-2-methylphenyl)-[3-chloro-4-(2-methylbenzoyl)phenyl]carbamoyl]oxyethyl 2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]acetate Chemical compound C=1C=C(Br)C=C(C)C=1N(C(=O)OC(C)OC(=O)COCCOCCOCCOC)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C UAFXQPZHSYFSEA-UHFFFAOYSA-N 0.000 claims 1
- KMKOVDIUQJVPNA-GHZUAHJPSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl (2s)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(OC(=O)[C@H](CO)NC(=O)OC(C)(C)C)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C KMKOVDIUQJVPNA-GHZUAHJPSA-N 0.000 claims 1
- GKHAJIQWJCVOPJ-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl 2,2-dimethylpropanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)C(C)(C)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C GKHAJIQWJCVOPJ-UHFFFAOYSA-N 0.000 claims 1
- QETOLPPCQBWJME-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl 2-hydroxy-2-methylpropanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)C(C)(C)O)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C QETOLPPCQBWJME-UHFFFAOYSA-N 0.000 claims 1
- KEWGQCYPMPQZTC-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl 2-hydroxy-2-phenylacetate Chemical compound C=1C=C(C(=O)C=2C(=CC=CC=2)C)C(Cl)=CC=1N(C=1C(=CC(F)=CC=1)C)C(=O)OC(C)OC(=O)C(O)C1=CC=CC=C1 KEWGQCYPMPQZTC-UHFFFAOYSA-N 0.000 claims 1
- IMKZPLAIYNRLCG-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl 2-methylpropanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)C(C)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C IMKZPLAIYNRLCG-UHFFFAOYSA-N 0.000 claims 1
- CFGKGZAFERKDOI-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl 3-methoxypropanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)CCOC)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C CFGKGZAFERKDOI-UHFFFAOYSA-N 0.000 claims 1
- VXZWJFPXJURZFM-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl cyclobutanecarboxylate Chemical compound C=1C=C(C(=O)C=2C(=CC=CC=2)C)C(Cl)=CC=1N(C=1C(=CC(F)=CC=1)C)C(=O)OC(C)OC(=O)C1CCC1 VXZWJFPXJURZFM-UHFFFAOYSA-N 0.000 claims 1
- FMSFSLQDXOTPOG-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl decanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)CCCCCCCCC)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C FMSFSLQDXOTPOG-UHFFFAOYSA-N 0.000 claims 1
- UDUQTKGDVVZPSZ-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl pentanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)CCCC)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C UDUQTKGDVVZPSZ-UHFFFAOYSA-N 0.000 claims 1
- WXQWNGMERPOYRS-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl prop-2-enoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(OC(=O)C=C)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C WXQWNGMERPOYRS-UHFFFAOYSA-N 0.000 claims 1
- AHYDTSIFNGJZID-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl propanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)CC)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C AHYDTSIFNGJZID-UHFFFAOYSA-N 0.000 claims 1
- LVQYYGIPKMZCSJ-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl pyridine-2-carboxylate Chemical compound C=1C=CC=NC=1C(=O)OC(C)OC(=O)N(C=1C(=CC(F)=CC=1)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C LVQYYGIPKMZCSJ-UHFFFAOYSA-N 0.000 claims 1
- BMMOGHYATYWENA-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl pyridine-3-carboxylate Chemical compound C=1C=CN=CC=1C(=O)OC(C)OC(=O)N(C=1C(=CC(F)=CC=1)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C BMMOGHYATYWENA-UHFFFAOYSA-N 0.000 claims 1
- WQDUTJMSUQTWLS-UHFFFAOYSA-N 1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl pyridine-4-carboxylate Chemical compound C=1C=NC=CC=1C(=O)OC(C)OC(=O)N(C=1C(=CC(F)=CC=1)C)C(C=C1Cl)=CC=C1C(=O)C1=CC=CC=C1C WQDUTJMSUQTWLS-UHFFFAOYSA-N 0.000 claims 1
- LAMGMPZPVYQVHY-UHFFFAOYSA-N 1-[[3-chloro-4-(4-chloro-2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl butanoate Chemical compound C=1C=C(F)C=C(C)C=1N(C(=O)OC(C)OC(=O)CCC)C(C=C1Cl)=CC=C1C(=O)C1=CC=C(Cl)C=C1C LAMGMPZPVYQVHY-UHFFFAOYSA-N 0.000 claims 1
- MBYWXLCLTYNEPR-UHFFFAOYSA-N 1-o-benzyl 4-o-[1-[[3-chloro-4-(2-methylbenzoyl)phenyl]-(4-fluoro-2-methylphenyl)carbamoyl]oxyethyl] butanedioate Chemical compound C=1C=C(C(=O)C=2C(=CC=CC=2)C)C(Cl)=CC=1N(C=1C(=CC(F)=CC=1)C)C(=O)OC(C)OC(=O)CCC(=O)OCC1=CC=CC=C1 MBYWXLCLTYNEPR-UHFFFAOYSA-N 0.000 claims 1
- BCGLNCAVZDQPGE-UHFFFAOYSA-N 2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]acetic acid Chemical compound COCCOCCOCCOCC(O)=O BCGLNCAVZDQPGE-UHFFFAOYSA-N 0.000 claims 1
- WTLNOANVTIKPEE-UHFFFAOYSA-N 2-acetyloxypropanoic acid Chemical compound OC(=O)C(C)OC(C)=O WTLNOANVTIKPEE-UHFFFAOYSA-N 0.000 claims 1
- LODHFNUFVRVKTH-ZHACJKMWSA-N 2-hydroxy-n'-[(e)-3-phenylprop-2-enoyl]benzohydrazide Chemical compound OC1=CC=CC=C1C(=O)NNC(=O)\C=C\C1=CC=CC=C1 LODHFNUFVRVKTH-ZHACJKMWSA-N 0.000 claims 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 claims 1
- HTNUUDFQRYBJPH-UHFFFAOYSA-N 3-methoxypropanehydrazide Chemical compound COCCC(=O)NN HTNUUDFQRYBJPH-UHFFFAOYSA-N 0.000 claims 1
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- 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
-
- 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
- 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
- C07D213/60—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 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
-
- 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
- C07D213/60—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 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurosurgery (AREA)
- Vascular Medicine (AREA)
- Neurology (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Urology & Nephrology (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)
- Pyridine Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43479802P | 2002-12-20 | 2002-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200504720B true ZA200504720B (en) | 2006-08-30 |
Family
ID=32682109
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200504720A ZA200504720B (en) | 2002-12-20 | 2005-06-09 | Novel aminobenzophenone compounds |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US20060058380A1 (es) |
| EP (1) | EP1583735A2 (es) |
| JP (1) | JP2006510688A (es) |
| KR (1) | KR20050089056A (es) |
| CN (1) | CN1753861A (es) |
| AR (1) | AR042634A1 (es) |
| AU (1) | AU2003287917A1 (es) |
| BR (1) | BR0317445A (es) |
| CA (1) | CA2510711A1 (es) |
| IS (1) | IS7943A (es) |
| MX (1) | MXPA05006435A (es) |
| NO (1) | NO20053562L (es) |
| PL (1) | PL377377A1 (es) |
| RU (1) | RU2005122951A (es) |
| WO (1) | WO2004056762A2 (es) |
| ZA (1) | ZA200504720B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7449467B2 (en) * | 2004-06-28 | 2008-11-11 | Pfizer Inc. | 3-aminocyclopentanecarboxamides as modulators of chemokine receptors |
| UA83311C2 (en) * | 2004-06-28 | 2008-06-25 | Инсайт Корпорейшн | 3-aminocyclopentanecarboxamides as modulators of chemokine receptors |
| PT1828148E (pt) | 2004-12-13 | 2010-05-04 | Leo Pharma As | Compostos de amino benzofenona substituídos por triazol |
| WO2019037791A1 (zh) * | 2017-08-25 | 2019-02-28 | 广州市恒诺康医药科技有限公司 | 一种长效雷沙吉兰前药及其制备方法和用途 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1535401A (en) * | 1977-07-28 | 1978-12-13 | Holliday & Co Ltd L | Nitrodiphenylamine carboxylic acid disperse dyes |
| GB9701453D0 (en) * | 1997-01-24 | 1997-03-12 | Leo Pharm Prod Ltd | Aminobenzophenones |
| 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 |
| PT1210320E (pt) * | 1999-07-16 | 2005-01-31 | Leo Pharma As | Aminobenzofenonas como inibidores de il-1beta e tnf-alfa |
| US6897236B1 (en) * | 1999-07-16 | 2005-05-24 | Leo Pharmaceutical Products, Ltd. | Aminobenzophenones as inhibitors of IL-1β 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 |
| US20020165286A1 (en) * | 2000-12-08 | 2002-11-07 | Hanne Hedeman | Dermal anti-inflammatory composition |
| AU2002338286A1 (en) * | 2001-04-10 | 2002-10-28 | Leo Pharma A/S | Novel aminophenyl ketone derivatives |
| EP1423356A2 (en) * | 2001-08-28 | 2004-06-02 | Leo Pharma A/S | Novel aminobenzoephenones |
-
2003
- 2003-12-19 WO PCT/DK2003/000900 patent/WO2004056762A2/en not_active Application Discontinuation
- 2003-12-19 AU AU2003287917A patent/AU2003287917A1/en not_active Abandoned
- 2003-12-19 KR KR1020057011330A patent/KR20050089056A/ko not_active Application Discontinuation
- 2003-12-19 CA CA002510711A patent/CA2510711A1/en not_active Abandoned
- 2003-12-19 BR BR0317445-0A patent/BR0317445A/pt not_active Application Discontinuation
- 2003-12-19 EP EP03779757A patent/EP1583735A2/en not_active Withdrawn
- 2003-12-19 PL PL377377A patent/PL377377A1/pl not_active Application Discontinuation
- 2003-12-19 MX MXPA05006435A patent/MXPA05006435A/es unknown
- 2003-12-19 JP JP2004561082A patent/JP2006510688A/ja active Pending
- 2003-12-19 CN CNA2003801098596A patent/CN1753861A/zh active Pending
- 2003-12-19 AR ARP030104756A patent/AR042634A1/es unknown
- 2003-12-19 US US10/539,602 patent/US20060058380A1/en not_active Abandoned
- 2003-12-19 RU RU2005122951/04A patent/RU2005122951A/ru not_active Application Discontinuation
-
2005
- 2005-06-09 ZA ZA200504720A patent/ZA200504720B/en unknown
- 2005-07-18 IS IS7943A patent/IS7943A/is unknown
- 2005-07-20 NO NO20053562A patent/NO20053562L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| PL377377A1 (pl) | 2006-02-06 |
| KR20050089056A (ko) | 2005-09-07 |
| WO2004056762A3 (en) | 2004-08-12 |
| AR042634A1 (es) | 2005-06-29 |
| EP1583735A2 (en) | 2005-10-12 |
| JP2006510688A (ja) | 2006-03-30 |
| CN1753861A (zh) | 2006-03-29 |
| MXPA05006435A (es) | 2005-09-08 |
| RU2005122951A (ru) | 2006-01-27 |
| BR0317445A (pt) | 2005-11-16 |
| NO20053562L (no) | 2005-07-20 |
| WO2004056762A2 (en) | 2004-07-08 |
| IS7943A (is) | 2005-07-18 |
| US20060058380A1 (en) | 2006-03-16 |
| CA2510711A1 (en) | 2004-07-08 |
| AU2003287917A1 (en) | 2004-07-14 |
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