MX2007008781A - Compuestos farmaceuticos. - Google Patents
Compuestos farmaceuticos.Info
- Publication number
- MX2007008781A MX2007008781A MX2007008781A MX2007008781A MX2007008781A MX 2007008781 A MX2007008781 A MX 2007008781A MX 2007008781 A MX2007008781 A MX 2007008781A MX 2007008781 A MX2007008781 A MX 2007008781A MX 2007008781 A MX2007008781 A MX 2007008781A
- Authority
- MX
- Mexico
- Prior art keywords
- agent
- hormone
- group
- hydrogen
- groups
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 265
- -1 fluorine) Chemical class 0.000 claims abstract description 239
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 175
- 150000003839 salts Chemical class 0.000 claims abstract description 175
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 151
- 125000001424 substituent group Chemical group 0.000 claims abstract description 137
- 125000002837 carbocyclic group Chemical group 0.000 claims abstract description 135
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 135
- 239000001257 hydrogen Substances 0.000 claims abstract description 135
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 113
- 229940088597 hormone Drugs 0.000 claims abstract description 110
- 239000005556 hormone Substances 0.000 claims abstract description 110
- 239000011737 fluorine Substances 0.000 claims abstract description 108
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 108
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 104
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 96
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 91
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 89
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 85
- 150000002367 halogens Chemical class 0.000 claims abstract description 79
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 74
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 69
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 64
- 150000001204 N-oxides Chemical class 0.000 claims abstract description 50
- 239000012453 solvate Substances 0.000 claims abstract description 47
- 229940043378 cyclin-dependent kinase inhibitor Drugs 0.000 claims abstract description 39
- 239000000556 agonist Substances 0.000 claims abstract description 35
- 239000002246 antineoplastic agent Substances 0.000 claims abstract description 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229940100198 alkylating agent Drugs 0.000 claims abstract description 34
- 239000002168 alkylating agent Substances 0.000 claims abstract description 34
- 239000003667 hormone antagonist Substances 0.000 claims abstract description 33
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 33
- 125000004429 atom Chemical group 0.000 claims abstract description 31
- 239000002875 cyclin dependent kinase inhibitor Substances 0.000 claims abstract description 29
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 25
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims abstract description 8
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 106
- 238000000034 method Methods 0.000 claims description 99
- 239000012752 auxiliary agent Substances 0.000 claims description 80
- 125000003118 aryl group Chemical group 0.000 claims description 77
- 125000001072 heteroaryl group Chemical group 0.000 claims description 76
- 125000005842 heteroatom Chemical group 0.000 claims description 76
- 206010028980 Neoplasm Diseases 0.000 claims description 72
- 102000003903 Cyclin-dependent kinases Human genes 0.000 claims description 60
- 108090000266 Cyclin-dependent kinases Proteins 0.000 claims description 60
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 60
- 125000000217 alkyl group Chemical group 0.000 claims description 56
- 229910052757 nitrogen Inorganic materials 0.000 claims description 55
- 239000002253 acid Substances 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 49
- 238000011282 treatment Methods 0.000 claims description 48
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 46
- 230000000694 effects Effects 0.000 claims description 45
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 43
- 201000011510 cancer Diseases 0.000 claims description 42
- 125000002950 monocyclic group Chemical group 0.000 claims description 42
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 40
- 239000000460 chlorine Substances 0.000 claims description 40
- 229910052801 chlorine Inorganic materials 0.000 claims description 40
- 201000010099 disease Diseases 0.000 claims description 40
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 40
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 39
- 238000007792 addition Methods 0.000 claims description 36
- 125000001153 fluoro group Chemical group F* 0.000 claims description 34
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 30
- 241000124008 Mammalia Species 0.000 claims description 25
- 239000003814 drug Substances 0.000 claims description 25
- 229920006395 saturated elastomer Polymers 0.000 claims description 24
- 108091007914 CDKs Proteins 0.000 claims description 23
- 229910052799 carbon Inorganic materials 0.000 claims description 23
- 125000002619 bicyclic group Chemical group 0.000 claims description 22
- 230000002159 abnormal effect Effects 0.000 claims description 21
- 210000004027 cell Anatomy 0.000 claims description 21
- 230000004044 response Effects 0.000 claims description 20
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 19
- 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 description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 16
- 239000003112 inhibitor Substances 0.000 claims description 16
- 238000002648 combination therapy Methods 0.000 claims description 15
- 230000005764 inhibitory process Effects 0.000 claims description 15
- 238000011321 prophylaxis Methods 0.000 claims description 15
- 230000001225 therapeutic effect Effects 0.000 claims description 15
- OVPNQJVDAFNBDN-UHFFFAOYSA-N 4-(2,6-dichlorobenzamido)-N-(piperidin-4-yl)-pyrazole-3-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1C(=O)NC1=CNN=C1C(=O)NC1CCNCC1 OVPNQJVDAFNBDN-UHFFFAOYSA-N 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 230000010261 cell growth Effects 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 125000004043 oxo group Chemical group O=* 0.000 claims description 13
- 239000008194 pharmaceutical composition Substances 0.000 claims description 13
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 12
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 11
- 238000002560 therapeutic procedure Methods 0.000 claims description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 10
- 230000004614 tumor growth Effects 0.000 claims description 10
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 230000001965 increasing effect Effects 0.000 claims description 9
- BRZQYVXJAZMSBB-UHFFFAOYSA-N 4-[(2,6-dichlorobenzoyl)amino]-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C1=NNC=C1NC(=O)C1=C(Cl)C=CC=C1Cl BRZQYVXJAZMSBB-UHFFFAOYSA-N 0.000 claims description 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 229960001603 tamoxifen Drugs 0.000 claims description 8
- 101100243950 Arabidopsis thaliana PIE1 gene Chemical group 0.000 claims description 7
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 claims description 7
- 239000000051 antiandrogen Substances 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 6
- 241001465754 Metazoa Species 0.000 claims description 6
- 230000002280 anti-androgenic effect Effects 0.000 claims description 6
- 239000002552 dosage form Substances 0.000 claims description 6
- 239000000328 estrogen antagonist Substances 0.000 claims description 6
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 6
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 229910052701 rubidium Inorganic materials 0.000 claims description 6
- 239000003981 vehicle Substances 0.000 claims description 6
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 5
- 239000000427 antigen Substances 0.000 claims description 5
- 108091007433 antigens Proteins 0.000 claims description 5
- 102000036639 antigens Human genes 0.000 claims description 5
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 5
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 5
- BIIVYFLTOXDAOV-YVEFUNNKSA-N alvocidib Chemical compound O[C@@H]1CN(C)CC[C@@H]1C1=C(O)C=C(O)C2=C1OC(C=1C(=CC=CC=1)Cl)=CC2=O BIIVYFLTOXDAOV-YVEFUNNKSA-N 0.000 claims description 4
- 229950010817 alvocidib Drugs 0.000 claims description 4
- 229940046836 anti-estrogen Drugs 0.000 claims description 4
- 230000001833 anti-estrogenic effect Effects 0.000 claims description 4
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 4
- 230000002708 enhancing effect Effects 0.000 claims description 4
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 4
- 210000004881 tumor cell Anatomy 0.000 claims description 4
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 3
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 3
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 3
- 101100509371 Arabidopsis thaliana CHR11 gene Chemical group 0.000 claims description 3
- VWUXBMIQPBEWFH-WCCTWKNTSA-N Fulvestrant Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3[C@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)CC2=C1 VWUXBMIQPBEWFH-WCCTWKNTSA-N 0.000 claims description 3
- 230000029936 alkylation Effects 0.000 claims description 3
- 238000005804 alkylation reaction Methods 0.000 claims description 3
- 238000011319 anticancer therapy Methods 0.000 claims description 3
- 238000003745 diagnosis Methods 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 229960002258 fulvestrant Drugs 0.000 claims description 3
- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 claims description 3
- 229960005026 toremifene Drugs 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- 230000004565 tumor cell growth Effects 0.000 claims description 3
- 101100240520 Caenorhabditis elegans nhr-14 gene Chemical group 0.000 claims description 2
- 238000005054 agglomeration Methods 0.000 claims description 2
- 230000002776 aggregation Effects 0.000 claims description 2
- 239000005557 antagonist Substances 0.000 claims description 2
- 230000001093 anti-cancer Effects 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
- JCKYGMPEJWAADB-UHFFFAOYSA-N chlorambucil Chemical compound OC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 JCKYGMPEJWAADB-UHFFFAOYSA-N 0.000 claims description 2
- 229960004630 chlorambucil Drugs 0.000 claims description 2
- 229940111134 coxibs Drugs 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 claims description 2
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 125000005059 halophenyl group Chemical group 0.000 claims description 2
- 239000003276 histone deacetylase inhibitor Substances 0.000 claims description 2
- HAWPXGHAZFHHAD-UHFFFAOYSA-N mechlorethamine Chemical class ClCCN(C)CCCl HAWPXGHAZFHHAD-UHFFFAOYSA-N 0.000 claims description 2
- 229960004961 mechlorethamine Drugs 0.000 claims description 2
- 239000011859 microparticle Substances 0.000 claims description 2
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- OSTGTTZJOCZWJG-UHFFFAOYSA-N nitrosourea Chemical compound NC(=O)N=NO OSTGTTZJOCZWJG-UHFFFAOYSA-N 0.000 claims description 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- GZUITABIAKMVPG-UHFFFAOYSA-N raloxifene Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCCC3)=CC=2)C2=CC=C(O)C=C2S1 GZUITABIAKMVPG-UHFFFAOYSA-N 0.000 claims description 2
- 229960004622 raloxifene Drugs 0.000 claims description 2
- BTIHMVBBUGXLCJ-OAHLLOKOSA-N seliciclib Chemical compound C=12N=CN(C(C)C)C2=NC(N[C@@H](CO)CC)=NC=1NCC1=CC=CC=C1 BTIHMVBBUGXLCJ-OAHLLOKOSA-N 0.000 claims description 2
- KDKUVYLMPJIGKA-UHFFFAOYSA-N 4-[[5-amino-1-[(2,6-difluorophenyl)-oxomethyl]-1,2,4-triazol-3-yl]amino]benzenesulfonamide Chemical compound N=1N(C(=O)C=2C(=CC=CC=2F)F)C(N)=NC=1NC1=CC=C(S(N)(=O)=O)C=C1 KDKUVYLMPJIGKA-UHFFFAOYSA-N 0.000 claims 3
- WJRRGYBTGDJBFX-UHFFFAOYSA-N 4-(2-methyl-3-propan-2-yl-4-imidazolyl)-N-(4-methylsulfonylphenyl)-2-pyrimidinamine Chemical compound CC(C)N1C(C)=NC=C1C1=CC=NC(NC=2C=CC(=CC=2)S(C)(=O)=O)=N1 WJRRGYBTGDJBFX-UHFFFAOYSA-N 0.000 claims 2
- BFYIZQONLCFLEV-DAELLWKTSA-N Aromasine Chemical compound O=C1C=C[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC(=C)C2=C1 BFYIZQONLCFLEV-DAELLWKTSA-N 0.000 claims 2
- OUSFTKFNBAZUKL-UHFFFAOYSA-N N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)piperidine-4-carboxamide Chemical compound O1C(C(C)(C)C)=CN=C1CSC(S1)=CN=C1NC(=O)C1CCNCC1 OUSFTKFNBAZUKL-UHFFFAOYSA-N 0.000 claims 2
- 229960003437 aminoglutethimide Drugs 0.000 claims 2
- ROBVIMPUHSLWNV-UHFFFAOYSA-N aminoglutethimide Chemical compound C=1C=C(N)C=CC=1C1(CC)CCC(=O)NC1=O ROBVIMPUHSLWNV-UHFFFAOYSA-N 0.000 claims 2
- 229960002932 anastrozole Drugs 0.000 claims 2
- YBBLVLTVTVSKRW-UHFFFAOYSA-N anastrozole Chemical compound N#CC(C)(C)C1=CC(C(C)(C#N)C)=CC(CN2N=CN=C2)=C1 YBBLVLTVTVSKRW-UHFFFAOYSA-N 0.000 claims 2
- 229960002092 busulfan Drugs 0.000 claims 2
- 229960000255 exemestane Drugs 0.000 claims 2
- 229960003881 letrozole Drugs 0.000 claims 2
- HPJKCIUCZWXJDR-UHFFFAOYSA-N letrozole Chemical compound C1=CC(C#N)=CC=C1C(N1N=CN=C1)C1=CC=C(C#N)C=C1 HPJKCIUCZWXJDR-UHFFFAOYSA-N 0.000 claims 2
- LKJPYSCBVHEWIU-KRWDZBQOSA-N (R)-bicalutamide Chemical compound C([C@@](O)(C)C(=O)NC=1C=C(C(C#N)=CC=1)C(F)(F)F)S(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-KRWDZBQOSA-N 0.000 claims 1
- BWDQBBCUWLSASG-MDZDMXLPSA-N (e)-n-hydroxy-3-[4-[[2-hydroxyethyl-[2-(1h-indol-3-yl)ethyl]amino]methyl]phenyl]prop-2-enamide Chemical compound C=1NC2=CC=CC=C2C=1CCN(CCO)CC1=CC=C(\C=C\C(=O)NO)C=C1 BWDQBBCUWLSASG-MDZDMXLPSA-N 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- UWANMJIXIZUGCE-UHFFFAOYSA-N 4-[(2,6-difluorobenzoyl)amino]-n-(1-methylpiperidin-4-yl)-1h-pyrazole-5-carboxamide Chemical compound C1CN(C)CCC1NC(=O)C1=NNC=C1NC(=O)C1=C(F)C=CC=C1F UWANMJIXIZUGCE-UHFFFAOYSA-N 0.000 claims 1
- NPPBDFFMJNUJRY-UHFFFAOYSA-N 4-[(2-fluoro-6-methoxybenzoyl)amino]-n-piperidin-4-yl-1h-pyrazole-5-carboxamide Chemical compound COC1=CC=CC(F)=C1C(=O)NC1=CNN=C1C(=O)NC1CCNCC1 NPPBDFFMJNUJRY-UHFFFAOYSA-N 0.000 claims 1
- 229940122815 Aromatase inhibitor Drugs 0.000 claims 1
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- ZQZFYGIXNQKOAV-OCEACIFDSA-N Droloxifene Chemical compound C=1C=CC=CC=1C(/CC)=C(C=1C=C(O)C=CC=1)\C1=CC=C(OCCN(C)C)C=C1 ZQZFYGIXNQKOAV-OCEACIFDSA-N 0.000 claims 1
- NMJREATYWWNIKX-UHFFFAOYSA-N GnRH Chemical group C1CCC(C(=O)NCC(N)=O)N1C(=O)C(CC(C)C)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)CNC(=O)C(NC(=O)C(CO)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C(CC=1NC=NC=1)NC(=O)C1NC(=O)CC1)CC1=CC=C(O)C=C1 NMJREATYWWNIKX-UHFFFAOYSA-N 0.000 claims 1
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- NAVMQTYZDKMPEU-UHFFFAOYSA-N Targretin Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1C(=C)C1=CC=C(C(O)=O)C=C1 NAVMQTYZDKMPEU-UHFFFAOYSA-N 0.000 claims 1
- BPEGJWRSRHCHSN-UHFFFAOYSA-N Temozolomide Chemical group O=C1N(C)N=NC2=C(C(N)=O)N=CN21 BPEGJWRSRHCHSN-UHFFFAOYSA-N 0.000 claims 1
- 239000003886 aromatase inhibitor Substances 0.000 claims 1
- NCNRHFGMJRPRSK-MDZDMXLPSA-N belinostat Chemical compound ONC(=O)\C=C\C1=CC=CC(S(=O)(=O)NC=2C=CC=CC=2)=C1 NCNRHFGMJRPRSK-MDZDMXLPSA-N 0.000 claims 1
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- 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 1
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- AQYSYJUIMQTRMV-UHFFFAOYSA-N hypofluorous acid Chemical compound FO AQYSYJUIMQTRMV-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/395—Antibodies; Immunoglobulins; Immune serum, e.g. antilymphocytic serum
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
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| US64621605P | 2005-01-21 | 2005-01-21 | |
| US64600105P | 2005-01-21 | 2005-01-21 | |
| US64597405P | 2005-01-21 | 2005-01-21 | |
| US64598805P | 2005-01-21 | 2005-01-21 | |
| PCT/GB2006/000210 WO2006077428A1 (en) | 2005-01-21 | 2006-01-20 | Pharmaceutical compounds |
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| MX2007008781A true MX2007008781A (es) | 2007-09-11 |
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| MX (1) | MX2007008781A (enExample) |
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-
2006
- 2006-01-20 CA CA2594477A patent/CA2594477C/en not_active Expired - Fee Related
- 2006-01-20 BR BRPI0606455-8A patent/BRPI0606455A/pt not_active IP Right Cessation
- 2006-01-20 MX MX2007008781A patent/MX2007008781A/es active IP Right Grant
- 2006-01-20 KR KR1020077018790A patent/KR101346886B1/ko not_active Expired - Fee Related
- 2006-01-20 WO PCT/GB2006/000210 patent/WO2006077428A1/en not_active Ceased
- 2006-01-20 EP EP06700879.7A patent/EP1845973B1/en active Active
- 2006-01-20 JP JP2007551746A patent/JP5475235B2/ja not_active Expired - Fee Related
- 2006-01-20 US US11/814,461 patent/US20090036435A1/en not_active Abandoned
- 2006-01-20 AU AU2006207325A patent/AU2006207325B2/en not_active Ceased
- 2006-01-20 ES ES06700879.7T patent/ES2552338T3/es active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CA2594477C (en) | 2016-07-12 |
| AU2006207325B2 (en) | 2012-08-16 |
| ES2552338T3 (es) | 2015-11-27 |
| KR20070107045A (ko) | 2007-11-06 |
| JP2008528471A (ja) | 2008-07-31 |
| CA2594477A1 (en) | 2006-07-27 |
| BRPI0606455A (pt) | 2008-03-11 |
| WO2006077428A1 (en) | 2006-07-27 |
| KR101346886B1 (ko) | 2014-01-02 |
| US20090036435A1 (en) | 2009-02-05 |
| EP1845973B1 (en) | 2015-08-12 |
| JP5475235B2 (ja) | 2014-04-16 |
| AU2006207325A1 (en) | 2006-07-27 |
| EP1845973A1 (en) | 2007-10-24 |
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