JP2003522172A - 抗腫瘍剤としてのｃ１０エステル置換タキサン - Google Patents
抗腫瘍剤としてのｃ１０エステル置換タキサンInfo
- Publication number
- JP2003522172A JP2003522172A JP2001557864A JP2001557864A JP2003522172A JP 2003522172 A JP2003522172 A JP 2003522172A JP 2001557864 A JP2001557864 A JP 2001557864A JP 2001557864 A JP2001557864 A JP 2001557864A JP 2003522172 A JP2003522172 A JP 2003522172A
- Authority
- JP
- Japan
- Prior art keywords
- pyridyl
- furyl
- thienyl
- taxane
- 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
Links
- 229940123237 Taxane Drugs 0.000 title claims abstract description 159
- 239000002246 antineoplastic agent Substances 0.000 title description 6
- 125000001424 substituent group Chemical group 0.000 claims abstract description 23
- -1 t- butyl Chemical group 0.000 claims description 146
- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims description 141
- 125000000217 alkyl group Chemical group 0.000 claims description 138
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 125
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 96
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 96
- 125000000623 heterocyclic group Chemical group 0.000 claims description 63
- 125000002541 furyl group Chemical group 0.000 claims description 56
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 55
- 125000001544 thienyl group Chemical group 0.000 claims description 53
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 50
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 48
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 32
- 239000008194 pharmaceutical composition Substances 0.000 claims description 29
- 125000000468 ketone group Chemical group 0.000 claims description 26
- 229930194542 Keto Natural products 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 22
- 125000004423 acyloxy group Chemical group 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 150000004678 hydrides Chemical class 0.000 claims description 20
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 17
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000000304 alkynyl group Chemical group 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 239000003937 drug carrier Substances 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 241000124008 Mammalia Species 0.000 claims description 3
- 150000001721 carbon Chemical group 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 230000004614 tumor growth Effects 0.000 claims description 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 64
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 64
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 59
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 59
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 59
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 59
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 59
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 125000001145 hydrido group Chemical group *[H] 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 abstract description 7
- 239000000243 solution Substances 0.000 description 84
- 150000001875 compounds Chemical class 0.000 description 68
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 51
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 49
- 230000000259 anti-tumor effect Effects 0.000 description 43
- 125000004076 pyridyl group Chemical group 0.000 description 42
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 25
- 125000004122 cyclic group Chemical group 0.000 description 22
- 235000019441 ethanol Nutrition 0.000 description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 239000000126 substance Substances 0.000 description 18
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 16
- 150000002148 esters Chemical group 0.000 description 16
- 239000000839 emulsion Substances 0.000 description 14
- 125000005842 heteroatom Chemical group 0.000 description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 239000002904 solvent Substances 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 11
- 239000008389 polyethoxylated castor oil Substances 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 235000019439 ethyl acetate Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 229920001223 polyethylene glycol Polymers 0.000 description 10
- 235000002639 sodium chloride Nutrition 0.000 description 10
- 150000003952 β-lactams Chemical class 0.000 description 10
- 125000003545 alkoxy group Chemical group 0.000 description 9
- 125000004104 aryloxy group Chemical group 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 9
- 238000007911 parenteral administration Methods 0.000 description 9
- 125000003396 thiol group Chemical group [H]S* 0.000 description 9
- YWLXLRUDGLRYDR-ZHPRIASZSA-N 5beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](O)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 YWLXLRUDGLRYDR-ZHPRIASZSA-N 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- 125000001072 heteroaryl group Chemical group 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 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 description 8
- 229930012538 Paclitaxel Natural products 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 239000002552 dosage form Substances 0.000 description 7
- 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 description 7
- 229960001592 paclitaxel Drugs 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 7
- 125000006239 protecting group Chemical group 0.000 description 7
- 239000011780 sodium chloride Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 6
- 125000002252 acyl group Chemical group 0.000 description 6
- 125000003368 amide group Chemical group 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 239000000969 carrier Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000001033 ether group Chemical group 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 5
- 125000004036 acetal group Chemical group 0.000 description 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 5
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 5
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 150000002367 halogens Chemical group 0.000 description 5
- 125000005980 hexynyl group Chemical group 0.000 description 5
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 5
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 5
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 235000012424 soybean oil Nutrition 0.000 description 5
- 239000003549 soybean oil Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 125000004434 sulfur atom Chemical group 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
- 206010028980 Neoplasm Diseases 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 229920002690 Polyoxyl 40 HydrogenatedCastorOil Polymers 0.000 description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- 150000001241 acetals Chemical class 0.000 description 4
- 230000002411 adverse Effects 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 4
- 239000012267 brine Substances 0.000 description 4
- 239000004359 castor oil Substances 0.000 description 4
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- 238000006243 chemical reaction Methods 0.000 description 4
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- 150000002170 ethers Chemical class 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 238000003818 flash chromatography Methods 0.000 description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 125000006038 hexenyl group Chemical group 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 210000004185 liver Anatomy 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
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- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 125000005981 pentynyl group Chemical group 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 3
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- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
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- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
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- 239000003480 eluent Substances 0.000 description 3
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- 150000002390 heteroarenes Chemical class 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000008101 lactose Substances 0.000 description 3
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- 229910052757 nitrogen Inorganic materials 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
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- 235000010265 sodium sulphite Nutrition 0.000 description 1
- ILJOYZVVZZFIKA-UHFFFAOYSA-M sodium;1,1-dioxo-1,2-benzothiazol-3-olate;hydrate Chemical compound O.[Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 ILJOYZVVZZFIKA-UHFFFAOYSA-M 0.000 description 1
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- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D83/00—Containers or packages with special means for dispensing contents
- B65D83/14—Containers for dispensing liquid or semi-liquid contents by internal gaseous pressure, i.e. aerosol containers comprising propellant
- B65D83/75—Aerosol containers not provided for in groups B65D83/16 - B65D83/74
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Mechanical Engineering (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Epoxy Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17978200P | 2000-02-02 | 2000-02-02 | |
| US60/179,782 | 2000-02-02 | ||
| PCT/US2001/003623 WO2001057032A1 (en) | 2000-02-02 | 2001-02-02 | C10 ester substituted taxanes as antitumor agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003522172A true JP2003522172A (ja) | 2003-07-22 |
| JP2003522172A5 JP2003522172A5 (enExample) | 2008-02-14 |
Family
ID=22657972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001557864A Pending JP2003522172A (ja) | 2000-02-02 | 2001-02-02 | 抗腫瘍剤としてのｃ１０エステル置換タキサン |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP1165553B1 (enExample) |
| JP (1) | JP2003522172A (enExample) |
| CN (1) | CN1380882A (enExample) |
| AT (1) | ATE432928T1 (enExample) |
| AU (1) | AU782150B2 (enExample) |
| BG (1) | BG64889B1 (enExample) |
| BR (1) | BR0104354A (enExample) |
| CA (1) | CA2368274C (enExample) |
| CZ (1) | CZ20013430A3 (enExample) |
| DE (1) | DE60138853D1 (enExample) |
| GE (1) | GEP20043323B (enExample) |
| HU (1) | HUP0600302A2 (enExample) |
| IL (1) | IL145638A (enExample) |
| MX (1) | MXPA01009905A (enExample) |
| NO (1) | NO327910B1 (enExample) |
| NZ (1) | NZ514382A (enExample) |
| PL (1) | PL202957B1 (enExample) |
| RO (1) | RO121270B1 (enExample) |
| RU (1) | RU2262506C2 (enExample) |
| SK (1) | SK13692001A3 (enExample) |
| TR (1) | TR200102858T1 (enExample) |
| TW (1) | TWI299732B (enExample) |
| UA (1) | UA75039C2 (enExample) |
| WO (1) | WO2001057032A1 (enExample) |
| ZA (1) | ZA200108055B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011517455A (ja) * | 2008-03-31 | 2011-06-09 | フロリダ・ステイト・ユニバーシティ・リサーチ・ファウンデイション・インコーポレイテッド | Ｃ（１０）エチルエステルおよびｃ（１０）シクロプロピルエステル置換タキサン |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6649632B2 (en) | 2000-02-02 | 2003-11-18 | Fsu Research Foundation, Inc. | C10 ester substituted taxanes |
| CA2354471A1 (en) * | 2001-07-31 | 2003-01-31 | Florida State University Research Foundation, Inc. | C10 ester substituted taxanes |
| SG129990A1 (en) * | 2001-08-01 | 2007-03-20 | Univ Florida State Res Found | C10 ester substituted taxanes |
| HN2005000054A (es) | 2004-02-13 | 2009-02-18 | Florida State University Foundation Inc | Taxanos sustituidos con esteres de ciclopentilo en c10 |
| EP1848423A4 (en) * | 2005-02-14 | 2008-12-31 | Univ Florida State Res Found | C10 cyclopropyl ester substituted taxane compositions |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08506324A (ja) * | 1993-01-29 | 1996-07-09 | フロリダ・ステート・ユニバーシティー | Ｃ７タキサン誘導体およびそれを含有する薬剤組成物 |
| JPH08508255A (ja) * | 1993-03-22 | 1996-09-03 | フロリダ・ステート・ユニバーシティー | フリルまたはチエニル置換側鎖を有するタキサン |
| JPH08508471A (ja) * | 1993-03-22 | 1996-09-10 | フロリダ・ステート・ユニバーシティー | ピリジル置換側鎖を有するタキサン |
| JPH08508470A (ja) * | 1993-03-22 | 1996-09-10 | フロリダ・ステート・ユニバーシティー | アミノ置換側鎖を有するタキサン |
| JPH10508022A (ja) * | 1994-10-28 | 1998-08-04 | ザ リサーチ ファウンデーション オブ ステート ユニバーシティ オブ ニューヨーク | タキソイド誘導体、それらの製造、およびそれらの抗腫瘍薬としての使用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2601675B1 (fr) * | 1986-07-17 | 1988-09-23 | Rhone Poulenc Sante | Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent |
| US5250683A (en) * | 1991-09-23 | 1993-10-05 | Florida State University | Certain substituted taxanes and pharmaceutical compositions containing them |
| US5243045A (en) * | 1991-09-23 | 1993-09-07 | Florida State University | Certain alkoxy substituted taxanes and pharmaceutical compositions containing them |
| US5475011A (en) * | 1993-03-26 | 1995-12-12 | The Research Foundation Of State University Of New York | Anti-tumor compounds, pharmaceutical compositions, methods for preparation thereof and for treatment |
| US6100411A (en) * | 1994-10-28 | 2000-08-08 | The Research Foundation Of State University Of New York | Taxoid anti-tumor agents and pharmaceutical compositions thereof |
| US5795909A (en) * | 1996-05-22 | 1998-08-18 | Neuromedica, Inc. | DHA-pharmaceutical agent conjugates of taxanes |
| CA2255615C (en) * | 1996-05-22 | 2006-08-29 | Neuromedica, Inc. | Compositions comprising conjugates of cis-docosahexaenoic acid and docetaxel |
| AU758418B2 (en) * | 1997-12-19 | 2003-03-20 | Kabushiki Kaisha Yakult Honsha | Taxane derivatives |
| JP2003026673A (ja) * | 1999-03-05 | 2003-01-29 | Asahi Kasei Corp | 骨形成促進剤 |
-
2001
- 2001-02-02 NZ NZ514382A patent/NZ514382A/en unknown
- 2001-02-02 WO PCT/US2001/003623 patent/WO2001057032A1/en not_active Ceased
- 2001-02-02 AT AT01906971T patent/ATE432928T1/de not_active IP Right Cessation
- 2001-02-02 TR TR2001/02858T patent/TR200102858T1/xx unknown
- 2001-02-02 PL PL351380A patent/PL202957B1/pl not_active IP Right Cessation
- 2001-02-02 AU AU34809/01A patent/AU782150B2/en not_active Ceased
- 2001-02-02 RO ROA200101083A patent/RO121270B1/ro unknown
- 2001-02-02 CZ CZ20013430A patent/CZ20013430A3/cs unknown
- 2001-02-02 SK SK1369-2001A patent/SK13692001A3/sk unknown
- 2001-02-02 IL IL145638A patent/IL145638A/en not_active IP Right Cessation
- 2001-02-02 GE GE4523A patent/GEP20043323B/en unknown
- 2001-02-02 DE DE60138853T patent/DE60138853D1/de not_active Expired - Lifetime
- 2001-02-02 HU HU0600302A patent/HUP0600302A2/hu unknown
- 2001-02-02 CN CN01800568A patent/CN1380882A/zh active Pending
- 2001-02-02 CA CA002368274A patent/CA2368274C/en not_active Expired - Fee Related
- 2001-02-02 RU RU2001129501/04A patent/RU2262506C2/ru active
- 2001-02-02 UA UA2001106733A patent/UA75039C2/uk unknown
- 2001-02-02 MX MXPA01009905A patent/MXPA01009905A/es active IP Right Grant
- 2001-02-02 BR BR0104354-4A patent/BR0104354A/pt not_active IP Right Cessation
- 2001-02-02 EP EP01906971A patent/EP1165553B1/en not_active Expired - Lifetime
- 2001-02-02 JP JP2001557864A patent/JP2003522172A/ja active Pending
- 2001-03-27 TW TW090102238A patent/TWI299732B/zh not_active IP Right Cessation
- 2001-10-01 ZA ZA200108055A patent/ZA200108055B/en unknown
- 2001-10-01 BG BG105965A patent/BG64889B1/bg unknown
- 2001-10-01 NO NO20014754A patent/NO327910B1/no not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08506324A (ja) * | 1993-01-29 | 1996-07-09 | フロリダ・ステート・ユニバーシティー | Ｃ７タキサン誘導体およびそれを含有する薬剤組成物 |
| JPH08508255A (ja) * | 1993-03-22 | 1996-09-03 | フロリダ・ステート・ユニバーシティー | フリルまたはチエニル置換側鎖を有するタキサン |
| JPH08508469A (ja) * | 1993-03-22 | 1996-09-10 | フロリダ・ステート・ユニバーシティー | アルコキシ、アルケンオキシまたはアリールオキシ置換側鎖を有するタキサンおよびそれを含有する薬剤組成物 |
| JPH08508471A (ja) * | 1993-03-22 | 1996-09-10 | フロリダ・ステート・ユニバーシティー | ピリジル置換側鎖を有するタキサン |
| JPH08508470A (ja) * | 1993-03-22 | 1996-09-10 | フロリダ・ステート・ユニバーシティー | アミノ置換側鎖を有するタキサン |
| JPH10508022A (ja) * | 1994-10-28 | 1998-08-04 | ザ リサーチ ファウンデーション オブ ステート ユニバーシティ オブ ニューヨーク | タキソイド誘導体、それらの製造、およびそれらの抗腫瘍薬としての使用 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011517455A (ja) * | 2008-03-31 | 2011-06-09 | フロリダ・ステイト・ユニバーシティ・リサーチ・ファウンデイション・インコーポレイテッド | Ｃ（１０）エチルエステルおよびｃ（１０）シクロプロピルエステル置換タキサン |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001057032A1 (en) | 2001-08-09 |
| EP1165553B1 (en) | 2009-06-03 |
| RO121270B1 (ro) | 2007-02-28 |
| CA2368274A1 (en) | 2001-08-09 |
| IL145638A0 (en) | 2002-06-30 |
| RU2262506C2 (ru) | 2005-10-20 |
| NZ514382A (en) | 2004-05-28 |
| EP1165553A1 (en) | 2002-01-02 |
| NO20014754D0 (no) | 2001-10-01 |
| PL202957B1 (pl) | 2009-08-31 |
| DE60138853D1 (de) | 2009-07-16 |
| TWI299732B (en) | 2008-08-11 |
| TR200102858T1 (tr) | 2002-12-23 |
| CZ20013430A3 (cs) | 2002-04-17 |
| UA75039C2 (en) | 2006-03-15 |
| ATE432928T1 (de) | 2009-06-15 |
| MXPA01009905A (es) | 2003-08-20 |
| IL145638A (en) | 2011-05-31 |
| GEP20043323B (en) | 2004-02-10 |
| HUP0600302A2 (en) | 2006-07-28 |
| ZA200108055B (en) | 2003-12-01 |
| BG105965A (en) | 2002-07-31 |
| BR0104354A (pt) | 2002-01-02 |
| NO327910B1 (no) | 2009-10-19 |
| BG64889B1 (bg) | 2006-08-31 |
| CA2368274C (en) | 2009-10-13 |
| AU782150B2 (en) | 2005-07-07 |
| PL351380A1 (en) | 2003-04-07 |
| CN1380882A (zh) | 2002-11-20 |
| AU3480901A (en) | 2001-08-14 |
| NO20014754L (no) | 2001-11-29 |
| SK13692001A3 (sk) | 2002-07-02 |
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