JP2015504056A5 - - Google Patents
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- JP2015504056A5 JP2015504056A5 JP2014550354A JP2014550354A JP2015504056A5 JP 2015504056 A5 JP2015504056 A5 JP 2015504056A5 JP 2014550354 A JP2014550354 A JP 2014550354A JP 2014550354 A JP2014550354 A JP 2014550354A JP 2015504056 A5 JP2015504056 A5 JP 2015504056A5
- Authority
- JP
- Japan
- Prior art keywords
- alkylene
- phenyl
- substituted
- hydroxyacrylamide
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 125000000217 alkyl group Chemical group 0.000 claims 35
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 32
- 125000003545 alkoxy group Chemical group 0.000 claims 25
- 125000001072 heteroaryl group Chemical group 0.000 claims 25
- 125000002947 alkylene group Chemical group 0.000 claims 23
- 125000003118 aryl group Chemical group 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 19
- -1 4-azaindolyl Chemical group 0.000 claims 18
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 15
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 125000006716 (C1-C6) heteroalkyl group Chemical group 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 8
- 229940002612 prodrug Drugs 0.000 claims 8
- 239000000651 prodrug Substances 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 7
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 7
- 150000001204 N-oxides Chemical class 0.000 claims 7
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- 239000003814 drug Substances 0.000 claims 6
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 6
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 125000006747 (C2-C10) heterocycloalkyl group Chemical group 0.000 claims 4
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 4
- 206010016207 Familial Mediterranean fever Diseases 0.000 claims 4
- 208000035690 Familial cold urticaria Diseases 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 4
- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 208000022993 cryopyrin-associated periodic syndrome Diseases 0.000 claims 4
- 206010064570 familial cold autoinflammatory syndrome Diseases 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 239000002207 metabolite Substances 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 208000011580 syndromic disease Diseases 0.000 claims 4
- 201000003076 Angiosarcoma Diseases 0.000 claims 3
- 208000022715 Autoinflammatory syndrome Diseases 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 125000004450 alkenylene group Chemical group 0.000 claims 3
- 125000004419 alkynylene group Chemical group 0.000 claims 3
- 206010003246 arthritis Diseases 0.000 claims 3
- 125000004474 heteroalkylene group Chemical group 0.000 claims 3
- 208000027866 inflammatory disease Diseases 0.000 claims 3
- 201000002215 juvenile rheumatoid arthritis Diseases 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- FQCQGOZEWWPOKI-UHFFFAOYSA-K trisalicylate-choline Chemical compound [Mg+2].C[N+](C)(C)CCO.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O FQCQGOZEWWPOKI-UHFFFAOYSA-K 0.000 claims 3
- LOGFVTREOLYCPF-KXNHARMFSA-N (2s,3r)-2-[[(2r)-1-[(2s)-2,6-diaminohexanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoic acid Chemical compound C[C@@H](O)[C@@H](C(O)=O)NC(=O)[C@H]1CCCN1C(=O)[C@@H](N)CCCCN LOGFVTREOLYCPF-KXNHARMFSA-N 0.000 claims 2
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 claims 2
- AOJJSUZBOXZQNB-VTZDEGQISA-N 4'-epidoxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims 2
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 claims 2
- 206010053776 Eosinophilic cellulitis Diseases 0.000 claims 2
- HTIJFSOGRVMCQR-UHFFFAOYSA-N Epirubicin Natural products COc1cccc2C(=O)c3c(O)c4CC(O)(CC(OC5CC(N)C(=O)C(C)O5)c4c(O)c3C(=O)c12)C(=O)CO HTIJFSOGRVMCQR-UHFFFAOYSA-N 0.000 claims 2
- 201000008808 Fibrosarcoma Diseases 0.000 claims 2
- 102100039620 Granulocyte-macrophage colony-stimulating factor Human genes 0.000 claims 2
- 102000003996 Interferon-beta Human genes 0.000 claims 2
- 108090000467 Interferon-beta Proteins 0.000 claims 2
- 102000003777 Interleukin-1 beta Human genes 0.000 claims 2
- 108090000193 Interleukin-1 beta Proteins 0.000 claims 2
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 2
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- SBDNJUWAMKYJOX-UHFFFAOYSA-N Meclofenamic Acid Chemical compound CC1=CC=C(Cl)C(NC=2C(=CC=CC=2)C(O)=O)=C1Cl SBDNJUWAMKYJOX-UHFFFAOYSA-N 0.000 claims 2
- 102100022691 NACHT, LRR and PYD domains-containing protein 3 Human genes 0.000 claims 2
- 101710126825 NACHT, LRR and PYD domains-containing protein 3 Proteins 0.000 claims 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 2
- 229930012538 Paclitaxel Natural products 0.000 claims 2
- 206010041591 Spinal osteoarthritis Diseases 0.000 claims 2
- NKANXQFJJICGDU-QPLCGJKRSA-N Tamoxifen Chemical compound C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 NKANXQFJJICGDU-QPLCGJKRSA-N 0.000 claims 2
- 208000008526 Wells syndrome Diseases 0.000 claims 2
- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Natural products CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 claims 2
- 108700025316 aldesleukin Proteins 0.000 claims 2
- 229960005310 aldesleukin Drugs 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229960000590 celecoxib Drugs 0.000 claims 2
- RZEKVGVHFLEQIL-UHFFFAOYSA-N celecoxib Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-UHFFFAOYSA-N 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 229960004397 cyclophosphamide Drugs 0.000 claims 2
- 229960000684 cytarabine Drugs 0.000 claims 2
- 229960004679 doxorubicin Drugs 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 229960001904 epirubicin Drugs 0.000 claims 2
- 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 2
- 229960001388 interferon-beta Drugs 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 201000009020 malignant peripheral nerve sheath tumor Diseases 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229960003803 meclofenamic acid Drugs 0.000 claims 2
- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 claims 2
- 229960001428 mercaptopurine Drugs 0.000 claims 2
- 229960000485 methotrexate Drugs 0.000 claims 2
- 229960004857 mitomycin Drugs 0.000 claims 2
- 208000029974 neurofibrosarcoma Diseases 0.000 claims 2
- 229960001592 paclitaxel Drugs 0.000 claims 2
- 208000002574 reactive arthritis Diseases 0.000 claims 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims 2
- 229960002530 sargramostim Drugs 0.000 claims 2
- 108010038379 sargramostim Proteins 0.000 claims 2
- 208000005801 spondylosis Diseases 0.000 claims 2
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 2
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 2
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 claims 2
- XRASPMIURGNCCH-UHFFFAOYSA-N zoledronic acid Chemical compound OP(=O)(O)C(P(O)(O)=O)(O)CN1C=CN=C1 XRASPMIURGNCCH-UHFFFAOYSA-N 0.000 claims 2
- 229960004276 zoledronic acid Drugs 0.000 claims 2
- RDJGLLICXDHJDY-NSHDSACASA-N (2s)-2-(3-phenoxyphenyl)propanoic acid Chemical compound OC(=O)[C@@H](C)C1=CC=CC(OC=2C=CC=CC=2)=C1 RDJGLLICXDHJDY-NSHDSACASA-N 0.000 claims 1
- MZOFCQQQCNRIBI-VMXHOPILSA-N (3s)-4-[[(2s)-1-[[(2s)-1-[[(1s)-1-carboxy-2-hydroxyethyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-[[2-[[(2s)-2,6-diaminohexanoyl]amino]acetyl]amino]-4-oxobutanoic acid Chemical compound OC[C@@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@@H](N)CCCCN MZOFCQQQCNRIBI-VMXHOPILSA-N 0.000 claims 1
- HMLGSIZOMSVISS-ONJSNURVSA-N (7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2,2-dimethylpropanoyloxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound N([C@@H]1C(N2C(=C(C=C)CSC21)C(O)=O)=O)C(=O)\C(=N/OCOC(=O)C(C)(C)C)C1=CSC(N)=N1 HMLGSIZOMSVISS-ONJSNURVSA-N 0.000 claims 1
- FPVKHBSQESCIEP-UHFFFAOYSA-N (8S)-3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol Natural products C1C(O)C(CO)OC1N1C(NC=NCC2O)=C2N=C1 FPVKHBSQESCIEP-UHFFFAOYSA-N 0.000 claims 1
- FDKXTQMXEQVLRF-ZHACJKMWSA-N (E)-dacarbazine Chemical compound CN(C)\N=N\c1[nH]cnc1C(N)=O FDKXTQMXEQVLRF-ZHACJKMWSA-N 0.000 claims 1
- DSXCPDLBPYNUAY-QHHAFSJGSA-N (e)-3-[2-(3,4-dichlorophenoxy)-4-(2-morpholin-4-ylethoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound C1=C(OC=2C=C(Cl)C(Cl)=CC=2)C(/C=C/C(=O)NO)=CC=C1OCCN1CCOCC1 DSXCPDLBPYNUAY-QHHAFSJGSA-N 0.000 claims 1
- OMVSPJZGSTWRTM-XBXARRHUSA-N (e)-3-[2-(3,4-dichlorophenoxy)-4-(pyridin-3-ylmethoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound C1=C(OC=2C=C(Cl)C(Cl)=CC=2)C(/C=C/C(=O)NO)=CC=C1OCC1=CC=CN=C1 OMVSPJZGSTWRTM-XBXARRHUSA-N 0.000 claims 1
- ALPHDELDVVUZCP-FPYGCLRLSA-N (e)-3-[2-(3,4-dichlorophenoxy)-5-(pyridin-3-ylmethylamino)phenyl]-n-hydroxyprop-2-enamide Chemical compound C=1C=C(OC=2C=C(Cl)C(Cl)=CC=2)C(/C=C/C(=O)NO)=CC=1NCC1=CC=CN=C1 ALPHDELDVVUZCP-FPYGCLRLSA-N 0.000 claims 1
- XYPHIQGDDSETJZ-VMPITWQZSA-N (e)-3-[2-(3,4-dichlorophenoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1OC1=CC=C(Cl)C(Cl)=C1 XYPHIQGDDSETJZ-VMPITWQZSA-N 0.000 claims 1
- FSTBOTRXBQEFCS-VQHVLOKHSA-N (e)-3-[2-(3-chlorophenoxy)-4-[2-(dimethylamino)ethoxy]phenyl]-n-hydroxyprop-2-enamide Chemical compound CN(C)CCOC1=CC=C(\C=C\C(=O)NO)C(OC=2C=C(Cl)C=CC=2)=C1 FSTBOTRXBQEFCS-VQHVLOKHSA-N 0.000 claims 1
- CLWFPGAETHMJJF-VMPITWQZSA-N (e)-3-[2-(3-chlorophenoxy)-5-(methanesulfonamido)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)/C=C/C1=CC(NS(=O)(=O)C)=CC=C1OC1=CC=CC(Cl)=C1 CLWFPGAETHMJJF-VMPITWQZSA-N 0.000 claims 1
- UKJIYIBVTVLYAQ-JXMROGBWSA-N (e)-3-[2-(3-chlorophenoxy)-5-(pyridin-2-ylmethylamino)phenyl]-n-hydroxyprop-2-enamide Chemical compound C=1C=C(OC=2C=C(Cl)C=CC=2)C(/C=C/C(=O)NO)=CC=1NCC1=CC=CC=N1 UKJIYIBVTVLYAQ-JXMROGBWSA-N 0.000 claims 1
- AOJQINUSCFRRJL-CMDGGOBGSA-N (e)-3-[2-(3-chlorophenoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1OC1=CC=CC(Cl)=C1 AOJQINUSCFRRJL-CMDGGOBGSA-N 0.000 claims 1
- QSSOAUVXZWRGHO-SOFGYWHQSA-N (e)-3-[2-(3-fluorophenoxy)-4-(2-methoxyethoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound COCCOC1=CC=C(\C=C\C(=O)NO)C(OC=2C=C(F)C=CC=2)=C1 QSSOAUVXZWRGHO-SOFGYWHQSA-N 0.000 claims 1
- JTQGIBCNDPGHGU-SOFGYWHQSA-N (e)-3-[2-(3-fluorophenoxy)-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl]-n-hydroxyprop-2-enamide Chemical compound C1CN(C)CCN1CCOC1=CC=C(\C=C\C(=O)NO)C(OC=2C=C(F)C=CC=2)=C1 JTQGIBCNDPGHGU-SOFGYWHQSA-N 0.000 claims 1
- AVTHBIVGTKIHMK-RMKNXTFCSA-N (e)-3-[2-(3-fluorophenoxy)-5-(pyridin-3-ylmethylamino)phenyl]-n-hydroxyprop-2-enamide Chemical compound C=1C=C(OC=2C=C(F)C=CC=2)C(/C=C/C(=O)NO)=CC=1NCC1=CC=CN=C1 AVTHBIVGTKIHMK-RMKNXTFCSA-N 0.000 claims 1
- SCBCPPOKKGYKDP-CMDGGOBGSA-N (e)-3-[2-(3-fluorophenoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1OC1=CC=CC(F)=C1 SCBCPPOKKGYKDP-CMDGGOBGSA-N 0.000 claims 1
- XHHVUIHTBWTZHG-BJMVGYQFSA-N (e)-3-[2-(4-chlorophenoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1OC1=CC=C(Cl)C=C1 XHHVUIHTBWTZHG-BJMVGYQFSA-N 0.000 claims 1
- ZLFLPDAQTACWLH-YCRREMRBSA-N (e)-3-[2-(4-fluorophenoxy)-4-(2-methoxyethoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound COCCOC1=CC=C(\C=C\C(=O)NO)C(OC=2C=CC(F)=CC=2)=C1 ZLFLPDAQTACWLH-YCRREMRBSA-N 0.000 claims 1
- ZBJHKGSCVYLCNC-ONNFQVAWSA-N (e)-3-[2-(4-fluorophenoxy)-4-(pyridin-3-ylmethoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound C1=C(OC=2C=CC(F)=CC=2)C(/C=C/C(=O)NO)=CC=C1OCC1=CC=CN=C1 ZBJHKGSCVYLCNC-ONNFQVAWSA-N 0.000 claims 1
- KBNIOIDOXAORRG-YCRREMRBSA-N (e)-3-[2-(4-fluorophenoxy)-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl]-n-hydroxyprop-2-enamide Chemical compound C1CN(C)CCN1CCOC1=CC=C(\C=C\C(=O)NO)C(OC=2C=CC(F)=CC=2)=C1 KBNIOIDOXAORRG-YCRREMRBSA-N 0.000 claims 1
- GSNMYMBYJKOKIQ-XNWCZRBMSA-N (e)-3-[2-(4-fluorophenoxy)-5-(methanesulfonamido)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)/C=C/C1=CC(NS(=O)(=O)C)=CC=C1OC1=CC=C(F)C=C1 GSNMYMBYJKOKIQ-XNWCZRBMSA-N 0.000 claims 1
- WFRNYEYSFXJVNM-NYYWCZLTSA-N (e)-3-[2-(4-fluorophenoxy)-5-(pyridin-2-ylmethylamino)phenyl]-n-hydroxyprop-2-enamide Chemical compound C=1C=C(OC=2C=CC(F)=CC=2)C(/C=C/C(=O)NO)=CC=1NCC1=CC=CC=N1 WFRNYEYSFXJVNM-NYYWCZLTSA-N 0.000 claims 1
- BODKSEFVPHKXRG-XCVCLJGOSA-N (e)-3-[2-(4-fluorophenoxy)-5-(pyridin-3-ylmethylamino)phenyl]-n-hydroxyprop-2-enamide Chemical compound C=1C=C(OC=2C=CC(F)=CC=2)C(/C=C/C(=O)NO)=CC=1NCC1=CC=CN=C1 BODKSEFVPHKXRG-XCVCLJGOSA-N 0.000 claims 1
- NMTDBKDNGYDIDJ-BJMVGYQFSA-N (e)-3-[2-(4-fluorophenoxy)phenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1OC1=CC=C(F)C=C1 NMTDBKDNGYDIDJ-BJMVGYQFSA-N 0.000 claims 1
- HDTUYKBQZSXJDF-BOLDSZDNSA-N (e)-3-[2-[(3r)-1-(furan-2-carbonyl)piperidin-3-yl]oxyphenyl]-n-hydroxyprop-2-enamide Chemical compound ONC(=O)\C=C\C1=CC=CC=C1O[C@H]1CN(C(=O)C=2OC=CC=2)CCC1 HDTUYKBQZSXJDF-BOLDSZDNSA-N 0.000 claims 1
- XJEHJACONRPJAQ-MYSGNRETSA-N (e)-3-[2-[(3r)-1-acetylpiperidin-3-yl]oxyphenyl]-n-hydroxyprop-2-enamide Chemical compound C1N(C(=O)C)CCC[C@H]1OC1=CC=CC=C1\C=C\C(=O)NO XJEHJACONRPJAQ-MYSGNRETSA-N 0.000 claims 1
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| WO2015026935A2 (en) | 2013-08-20 | 2015-02-26 | City Of Hope | Hdac8 inhibitors for treating cancer |
| US9745253B2 (en) * | 2015-03-13 | 2017-08-29 | Forma Therapeutics, Inc. | Alpha-cinnamide compounds and compositions as HDAC8 inhibitors |
| CN104788391B (zh) * | 2015-04-21 | 2017-03-08 | 中国医学科学院医药生物技术研究所 | 肉桂酰中性红酰胺(ca‑pz)及其制备与应用 |
| WO2018165520A1 (en) | 2017-03-10 | 2018-09-13 | Vps-3, Inc. | Metalloenzyme inhibitor compounds |
| US11491146B2 (en) * | 2017-06-23 | 2022-11-08 | Yuk Yin Sham | Therapeutic methods and combinations |
| JP2022500393A (ja) * | 2018-09-18 | 2022-01-04 | メタクリン，インク． | ファルネソイドｘ受容体アゴニストおよびその使用 |
| AU2020321955A1 (en) | 2019-07-30 | 2022-03-17 | Eikonizo Therapapeutics, Inc. | HDAC6 inhibitors and uses thereof |
| EP4054574A4 (en) * | 2019-11-06 | 2023-12-06 | Dana-Farber Cancer Institute, Inc. | SELECTIVE HISTONE DEACETYLASE 6/8 (HDAC6/8) DEGRADING AGENTS AND METHODS OF USE THEREOF |
| CN111068055A (zh) * | 2019-12-11 | 2020-04-28 | 上海交通大学医学院附属瑞金医院 | 一种联合抑制剂及其应用 |
| EP4178560A4 (en) * | 2020-07-08 | 2024-07-17 | Klotho Therapeutics, Inc. | WATER-SOLUBLE PRODRUGS OF PTBA FOR USE IN HDAC INHIBITION AND TO ENHANCE RENAL RECOVERY FROM ACUTE KIDNEY INJURY |
| TWI911262B (zh) * | 2020-08-14 | 2026-01-11 | 美商戴納立製藥公司 | 化合物、組合物及方法 |
| US12377086B2 (en) | 2021-05-27 | 2025-08-05 | Yuk Yin Sham | Therapeutic methods, combinations and kits |
| KR20240016352A (ko) * | 2021-05-28 | 2024-02-06 | 노벨와이즈 파마슈티칼 코포레이션 | 약물-내성 암을 치료하기 위한 조성물 및 방법 |
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| CN118638077B (zh) * | 2024-06-04 | 2025-06-27 | 杭州师范大学 | 酰胺/磺酰胺类cxcr4/hdac双重抑制剂及其制备方法和应用 |
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| AU4717889A (en) * | 1988-12-29 | 1990-07-05 | Ciba-Geigy Ag | Amino-substituted hydroxamic acids |
| KR100236806B1 (ko) * | 1991-12-10 | 2000-01-15 | 시오노 요시히코 | 방향족 설폰아미드계 하이드록삼산 유도체 |
| JPH07278086A (ja) * | 1993-11-08 | 1995-10-24 | Terumo Corp | ヒドロキサム酸誘導体およびそれを含有する医薬製剤 |
| JPH10182583A (ja) * | 1996-12-25 | 1998-07-07 | Mitsui Chem Inc | 新規ヒドロキサム酸誘導体 |
| PE20020354A1 (es) * | 2000-09-01 | 2002-06-12 | Novartis Ag | Compuestos de hidroxamato como inhibidores de histona-desacetilasa (hda) |
| CA2423744C (en) * | 2000-09-29 | 2012-04-03 | Prolifix Limited | Hydroxamic acid compounds comprising a sulfonamide linkage as hdac inhibitors |
| CA2479906C (en) * | 2002-04-03 | 2011-02-08 | Topotarget Uk Limited | Carbamic acid compounds comprising a piperazine linkage as hdac inhibitors |
| TW200418806A (en) * | 2003-01-13 | 2004-10-01 | Fujisawa Pharmaceutical Co | HDAC inhibitor |
| AU2003900587A0 (en) * | 2003-02-11 | 2003-02-27 | Fujisawa Pharmaceutical Co., Ltd. | Hdac inhibitor |
| JP2004277311A (ja) * | 2003-03-14 | 2004-10-07 | Wakunaga Pharmaceut Co Ltd | 新規ｍｍｐ−３阻害剤 |
| CA2518318A1 (en) * | 2003-03-17 | 2004-09-30 | Takeda San Diego, Inc. | Histone deacetylase inhibitors |
| US20070167499A1 (en) * | 2003-10-27 | 2007-07-19 | A*Bio Pte Ltd. | Biaryl linked hydroxamates: preparation and pharmaceutical applications |
| ITMI20040876A1 (it) * | 2004-04-30 | 2004-07-30 | Univ Degli Studi Milano | Inibitori delle istone deacetilasi-hdac-quali agenti ipolipidemizzati per la terapia e la prevenzione dell'arteriosclerosi e malattie cardiovascolari |
| JP2008506776A (ja) * | 2004-07-19 | 2008-03-06 | メルク エンド カムパニー インコーポレーテッド | ヒストン脱アセチル化酵素阻害剤 |
| ITMI20041869A1 (it) * | 2004-10-01 | 2005-01-01 | Dac Srl | Nuovi inibitori delle istone deacetilasi |
| CN101189003B (zh) * | 2005-05-13 | 2012-02-08 | 托波塔吉特英国有限公司 | Hdac抑制剂的药物制剂 |
| JP5080462B2 (ja) * | 2005-06-28 | 2012-11-21 | シグマ−タウ・インドゥストリエ・ファルマチェウチケ・リウニテ・ソシエタ・ペル・アチオニ | ビフェニルおよびナフチル−フェニルヒドロキサム酸誘導体 |
| BRPI0617167B8 (pt) * | 2005-09-21 | 2021-05-25 | Nycomed Gmbh | sulfonilpirróis como inibidores de hdac's, seu uso, composição farmacêutica e combinação |
| CN101573333B (zh) * | 2006-10-28 | 2013-06-12 | 梅特希尔基因公司 | 组蛋白脱乙酰酶抑制剂 |
| EP1973872A4 (en) * | 2006-12-19 | 2012-05-09 | Methylgene Inc | HISTONDEACETYLASE HEMMER AND PROPHARMAKA THEREOF |
| EP2209765A4 (en) * | 2007-10-22 | 2010-12-01 | Orchid Res Lab Ltd | HISTONE DEACETYLASE INHIBITORS |
| CN101417967A (zh) * | 2007-10-26 | 2009-04-29 | 浙江海正药业股份有限公司 | 组蛋白去乙酰酶抑制剂、其组合物及其应用 |
| NZ588069A (en) * | 2008-03-26 | 2012-06-29 | Novartis Ag | Hydroxamate-based inhibitors of deacetylases b |
| GB0903480D0 (en) * | 2009-02-27 | 2009-04-08 | Chroma Therapeutics Ltd | Enzyme Inhibitors |
| US7994357B2 (en) * | 2009-04-03 | 2011-08-09 | Naturewise Biotech & Medicals Corporation | Cinamic compounds and derivatives therefrom for the inhibition of histone deacetylase |
| EP2451790A4 (en) * | 2009-07-07 | 2012-12-26 | Anthem Biosciences Private Ltd | INHIBITORS OF HISTONE DEACETYLASE |
| EP2277387B1 (en) * | 2009-07-22 | 2016-10-19 | NatureWise Biotech & Medicals Corporation | New use of histone deacetylase inhibitors in changing mrjp3 protein in royal jelly |
| WO2011019393A2 (en) * | 2009-08-11 | 2011-02-17 | President And Fellows Of Harvard College | Class- and isoform-specific hdac inhibitors and uses thereof |
| US20110060009A1 (en) * | 2009-08-28 | 2011-03-10 | Novartis Ag | Hydroxamate-Based Inhibitors of Deacetylases |
| EP2638009A4 (en) * | 2010-01-08 | 2014-06-11 | Harvard College | FLUORINATED HDAC HEMMER AND USES THEREOF |
| US9260382B2 (en) * | 2010-02-16 | 2016-02-16 | Uwm Research Foundation | Methods of reducing virulence in bacteria |
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- 2012-12-19 US US14/368,475 patent/US20150045367A1/en not_active Abandoned
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