JP2001522833A5 - - Google Patents
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- Publication number
- JP2001522833A5 JP2001522833A5 JP2000520415A JP2000520415A JP2001522833A5 JP 2001522833 A5 JP2001522833 A5 JP 2001522833A5 JP 2000520415 A JP2000520415 A JP 2000520415A JP 2000520415 A JP2000520415 A JP 2000520415A JP 2001522833 A5 JP2001522833 A5 JP 2001522833A5
- Authority
- JP
- Japan
- Prior art keywords
- glucitol
- dideoxy
- imino
- galactitol
- tetrabutyrate
- 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.)
- Withdrawn
Links
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 description 60
- -1 N-substituted-1,5-dideoxy-1,5-imino-D-glucitol Chemical class 0.000 description 42
- 239000003814 drug Substances 0.000 description 42
- 239000002246 antineoplastic agent Substances 0.000 description 15
- 229940127089 cytotoxic agent Drugs 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 9
- UQRORFVVSGFNRO-UTINFBMNSA-N miglustat Chemical compound CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO UQRORFVVSGFNRO-UTINFBMNSA-N 0.000 description 4
- 230000036457 multidrug resistance Effects 0.000 description 4
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000012623 DNA damaging agent Substances 0.000 description 3
- 229940124087 DNA topoisomerase II inhibitor Drugs 0.000 description 3
- 239000000317 Topoisomerase II Inhibitor Substances 0.000 description 3
- 229930013930 alkaloid Natural products 0.000 description 3
- 230000000259 anti-tumor effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 210000002966 serum Anatomy 0.000 description 3
- DXCCOXQKDKQOMJ-LMTUPJBHSA-N (2R,3R,4R,5S)-1-(7-butyldodecan-6-yl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound C(CCCC)C(CCCC)C(CCCCC)N1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO DXCCOXQKDKQOMJ-LMTUPJBHSA-N 0.000 description 2
- OLPXYCZRTKCCAE-XJFOESAGSA-N (2r,3r,4r,5s)-1-(2-cyclohexylethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCC1CCCCC1 OLPXYCZRTKCCAE-XJFOESAGSA-N 0.000 description 2
- FGHFGCSGYAOXKM-ZLMOABSSSA-N (2r,3r,4r,5s)-1-(2-ethylhexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound CCCCC(CC)CN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO FGHFGCSGYAOXKM-ZLMOABSSSA-N 0.000 description 2
- LDQVGLDWEACVHM-QKPAOTATSA-N (2r,3r,4r,5s)-1-(4-cyclohexylbutyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCC1CCCCC1 LDQVGLDWEACVHM-QKPAOTATSA-N 0.000 description 2
- ZDMJHTAVXLUWDX-XJFOESAGSA-N (2r,3r,4r,5s)-1-(4-ethylhexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound CCC(CC)CCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO ZDMJHTAVXLUWDX-XJFOESAGSA-N 0.000 description 2
- ABSVMSSTYIUPSC-YVECIDJPSA-N (2r,3r,4r,5s)-1-(cyclohexylmethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CC1CCCCC1 ABSVMSSTYIUPSC-YVECIDJPSA-N 0.000 description 2
- BTIIGIMBIARTEA-YVECIDJPSA-N (2r,3r,4r,5s)-1-benzyl-2-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CC1=CC=CC=C1 BTIIGIMBIARTEA-YVECIDJPSA-N 0.000 description 2
- RGPAAJYPONXYEX-XMTFNYHQSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(10-methylundecyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO RGPAAJYPONXYEX-XMTFNYHQSA-N 0.000 description 2
- MUJKKNQFSSWNPA-LXTVHRRPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(3-phenylpropyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCC1=CC=CC=C1 MUJKKNQFSSWNPA-LXTVHRRPSA-N 0.000 description 2
- KPYWEQMWPOEAKU-LXTVHRRPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(3-propylhexyl)piperidine-3,4,5-triol Chemical compound CCCC(CCC)CCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO KPYWEQMWPOEAKU-LXTVHRRPSA-N 0.000 description 2
- FXLFZDXCVQVPQQ-YVECIDJPSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(5-methylhexyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO FXLFZDXCVQVPQQ-YVECIDJPSA-N 0.000 description 2
- POSGIPKNBOVVGB-XMTFNYHQSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(6-phenylhexyl)piperidine-3,4,5-triol Chemical compound OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCCCC1=CC=CC=C1 POSGIPKNBOVVGB-XMTFNYHQSA-N 0.000 description 2
- QOOMCMUOTSHHOT-QKPAOTATSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(8-methylnonyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO QOOMCMUOTSHHOT-QKPAOTATSA-N 0.000 description 2
- ADXDQKAZSUDZBL-YYIAUSFCSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-(9-methyldecyl)piperidine-3,4,5-triol Chemical compound CC(C)CCCCCCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO ADXDQKAZSUDZBL-YYIAUSFCSA-N 0.000 description 2
- HKOKFWKDTXFLHY-ZLMOABSSSA-N (2r,3r,4r,5s)-2-(hydroxymethyl)-1-octan-4-ylpiperidine-3,4,5-triol Chemical compound CCCCC(CCC)N1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO HKOKFWKDTXFLHY-ZLMOABSSSA-N 0.000 description 2
- 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 description 2
- 229940122803 Vinca alkaloid Drugs 0.000 description 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 description 2
- 229940045799 anthracyclines and related substance Drugs 0.000 description 2
- 238000013270 controlled release Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- JCZPMGDSEAFWDY-SQOUGZDYSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide Chemical compound NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO JCZPMGDSEAFWDY-SQOUGZDYSA-N 0.000 description 1
- ZGJOWWYKEGRTLC-PYWTVGQWSA-N (3S,4R,5R,6R)-2-(6-cyclohexylhexyl)-6-(hydroxymethyl)piperidine-3,4,5-triol Chemical compound C1(CCCCC1)CCCCCCC1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)N1 ZGJOWWYKEGRTLC-PYWTVGQWSA-N 0.000 description 1
- YJGVMLPVUAXIQN-LGWHJFRWSA-N (5s,5ar,8ar,9r)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YJGVMLPVUAXIQN-LGWHJFRWSA-N 0.000 description 1
- NDMPLJNOPCLANR-UHFFFAOYSA-N 3,4-dihydroxy-15-(4-hydroxy-18-methoxycarbonyl-5,18-seco-ibogamin-18-yl)-16-methoxy-1-methyl-6,7-didehydro-aspidospermidine-3-carboxylic acid methyl ester Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 NDMPLJNOPCLANR-UHFFFAOYSA-N 0.000 description 1
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 description 1
- 108010092160 Dactinomycin Proteins 0.000 description 1
- LXBIFEVIBLOUGU-UHFFFAOYSA-N Deoxymannojirimycin Natural products OCC1NCC(O)C(O)C1O LXBIFEVIBLOUGU-UHFFFAOYSA-N 0.000 description 1
- XDXDZDZNSLXDNA-TZNDIEGXSA-N Idarubicin Chemical compound C1[C@H](N)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2C[C@@](O)(C(C)=O)C1 XDXDZDZNSLXDNA-TZNDIEGXSA-N 0.000 description 1
- XDXDZDZNSLXDNA-UHFFFAOYSA-N Idarubicin Natural products C1C(N)C(O)C(C)OC1OC1C2=C(O)C(C(=O)C3=CC=CC=C3C3=O)=C3C(O)=C2CC(O)(C(C)=O)C1 XDXDZDZNSLXDNA-UHFFFAOYSA-N 0.000 description 1
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 description 1
- RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical group C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000003797 alkaloid derivatives Chemical class 0.000 description 1
- 229940044684 anti-microtubule agent Drugs 0.000 description 1
- 125000003435 aroyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 230000000973 chemotherapeutic effect Effects 0.000 description 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 1
- 229960000640 dactinomycin Drugs 0.000 description 1
- 229960000975 daunorubicin Drugs 0.000 description 1
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin 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(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 description 1
- 229960004679 doxorubicin Drugs 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- LXBIFEVIBLOUGU-JGWLITMVSA-N duvoglustat Chemical compound OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O LXBIFEVIBLOUGU-JGWLITMVSA-N 0.000 description 1
- YJGVMLPVUAXIQN-UHFFFAOYSA-N epipodophyllotoxin Natural products COC1=C(OC)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YJGVMLPVUAXIQN-UHFFFAOYSA-N 0.000 description 1
- VJJPUSNTGOMMGY-MRVIYFEKSA-N etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 description 1
- 229960005420 etoposide Drugs 0.000 description 1
- 229960000908 idarubicin Drugs 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229960001156 mitoxantrone Drugs 0.000 description 1
- KKZJGLLVHKMTCM-UHFFFAOYSA-N mitoxantrone Chemical compound O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO KKZJGLLVHKMTCM-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- NRUKOCRGYNPUPR-QBPJDGROSA-N teniposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 description 1
- 229960001278 teniposide Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 229960003048 vinblastine Drugs 0.000 description 1
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
- 229960004528 vincristine Drugs 0.000 description 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
- 229960004355 vindesine Drugs 0.000 description 1
- UGGWPQSBPIFKDZ-KOTLKJBCSA-N vindesine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(N)=O)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1N=C1[C]2C=CC=C1 UGGWPQSBPIFKDZ-KOTLKJBCSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6505197P | 1997-11-10 | 1997-11-10 | |
| US60/065,051 | 1997-11-10 | ||
| PCT/US1998/023239 WO1999024401A1 (en) | 1997-11-10 | 1998-11-09 | Use of alkylated iminosugars to treat multidrug resistance |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001522833A JP2001522833A (ja) | 2001-11-20 |
| JP2001522833A5 true JP2001522833A5 (enExample) | 2006-01-05 |
Family
ID=22060028
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000520415A Withdrawn JP2001522833A (ja) | 1997-11-10 | 1998-11-09 | 多剤耐性を治療するためのアルキル化イミノ糖類の使用 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6225325B1 (enExample) |
| EP (1) | EP1030839B1 (enExample) |
| JP (1) | JP2001522833A (enExample) |
| AR (1) | AR018732A1 (enExample) |
| AT (1) | ATE258919T1 (enExample) |
| AU (1) | AU753336B2 (enExample) |
| CA (1) | CA2309321A1 (enExample) |
| DE (1) | DE69821520T2 (enExample) |
| DK (1) | DK1030839T3 (enExample) |
| ES (1) | ES2216327T3 (enExample) |
| MY (1) | MY122499A (enExample) |
| PT (1) | PT1030839E (enExample) |
| TW (1) | TW581677B (enExample) |
| WO (1) | WO1999024401A1 (enExample) |
| ZA (1) | ZA9810210B (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9813508A (pt) | 1997-12-11 | 2000-10-03 | Univ Oxford | Inibição de replicação viral associada com membrana |
| US6274597B1 (en) | 1998-06-01 | 2001-08-14 | Mount Sinai School Of Medicine Of New York University | Method of enhancing lysosomal α-Galactosidase A |
| WO2000056334A1 (en) * | 1999-03-19 | 2000-09-28 | The Trustees Of Boston College | Use of imino sugars for anti-tumor therapy |
| GB0100889D0 (en) | 2001-01-12 | 2001-02-21 | Oxford Glycosciences Uk Ltd | Compounds |
| US7256005B2 (en) | 1999-08-10 | 2007-08-14 | The Chancellor, Masters And Scholars Of The University Of Oxford | Methods for identifying iminosugar derivatives that inhibit HCV p7 ion channel activity |
| US7816560B1 (en) | 1999-08-10 | 2010-10-19 | Thomas Jefferson University | Long chain n-alkyl compounds and oxa-derivatives thereof |
| GB0006539D0 (en) * | 2000-03-17 | 2000-05-10 | Oxford Glycosciences Uk Ltd | Therapies |
| US6693099B2 (en) | 2000-10-17 | 2004-02-17 | The Procter & Gamble Company | Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance |
| US6376514B1 (en) | 2000-10-17 | 2002-04-23 | The Procter & Gamble Co. | Substituted six-membered heterocyclic compounds useful for treating multidrug resistance and compositions and methods thereof |
| AU2002363523A1 (en) * | 2001-11-07 | 2003-05-19 | Pharmacia Corporation | Methods of promoting uptake and nuclear accumulation of polyamides in eukaryotic cells |
| ITMI20021040A1 (it) * | 2002-05-16 | 2003-11-17 | Novuspharma Spa | Composizioni farmaceutiche iniettabili di un derivato antracenedionico ad attivita' antitumorale |
| US6982253B2 (en) * | 2002-06-05 | 2006-01-03 | Supergen, Inc. | Liquid formulation of decitabine and use of the same |
| EP1534676B1 (en) | 2002-07-17 | 2012-09-12 | Actelion Pharmaceuticals Ltd. | Piperidinetriol derivatives as inhibitors of glycosylceramide synthase |
| JP4585851B2 (ja) | 2002-07-17 | 2010-11-24 | アクテリオン ファーマシューティカルズ リミテッド | グルコシルセラミドシンターゼの阻害剤としてのピペリジントリオール誘導体 |
| US8034831B2 (en) * | 2002-11-06 | 2011-10-11 | Celgene Corporation | Methods for the treatment and management of myeloproliferative diseases using 4-(amino)-2-(2,6-Dioxo(3-piperidyl)-isoindoline-1,3-dione in combination with other therapies |
| US7563810B2 (en) * | 2002-11-06 | 2009-07-21 | Celgene Corporation | Methods of using 3-(4-amino-1-oxo-1,3-dihydroisoindol-2-yl)-piperidine-2,6-dione for the treatment and management of myeloproliferative diseases |
| WO2004069203A2 (en) * | 2003-01-31 | 2004-08-19 | Childrens Hospital Los Angeles Research Institute | Oral compositions of fenretinide having increased bioavailability and methods of using the same |
| AU2003206021A1 (en) * | 2003-02-20 | 2004-09-09 | Ranbaxy Laboratories Limited | Derivatives of azasugars as anticancer agents |
| GB0313678D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compounds |
| GB0313677D0 (en) | 2003-06-13 | 2003-07-16 | Oxford Glycosciences Uk Ltd | Novel compound |
| GB0400812D0 (en) * | 2004-01-14 | 2004-02-18 | Celltech R&D Ltd | Novel compounds |
| GB0403165D0 (en) * | 2004-02-12 | 2004-03-17 | Ct | Novel uses for proton pump inhibitors |
| WO2005123055A2 (en) * | 2004-06-14 | 2005-12-29 | Musc Foundation For Research Development | Methods for treating inflammatory disorders |
| ES2572148T3 (es) * | 2005-05-17 | 2016-05-30 | Amicus Therapeutics Inc | Un método para el tratamiento de la enfermedad de Pompe usando 1-desoxinojirimicina y derivados |
| DOP2006000277A (es) | 2005-12-12 | 2007-08-31 | Bayer Pharmaceuticals Corp | Anticuerpos anti mn y métodos para su utilización |
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-
1998
- 1998-11-09 DK DK98956449T patent/DK1030839T3/da active
- 1998-11-09 DE DE69821520T patent/DE69821520T2/de not_active Expired - Fee Related
- 1998-11-09 MY MYPI98005087A patent/MY122499A/en unknown
- 1998-11-09 ES ES98956449T patent/ES2216327T3/es not_active Expired - Lifetime
- 1998-11-09 EP EP98956449A patent/EP1030839B1/en not_active Expired - Lifetime
- 1998-11-09 JP JP2000520415A patent/JP2001522833A/ja not_active Withdrawn
- 1998-11-09 ZA ZA9810210A patent/ZA9810210B/xx unknown
- 1998-11-09 WO PCT/US1998/023239 patent/WO1999024401A1/en not_active Ceased
- 1998-11-09 AT AT98956449T patent/ATE258919T1/de not_active IP Right Cessation
- 1998-11-09 AU AU12973/99A patent/AU753336B2/en not_active Ceased
- 1998-11-09 PT PT98956449T patent/PT1030839E/pt unknown
- 1998-11-09 CA CA002309321A patent/CA2309321A1/en not_active Abandoned
- 1998-11-10 US US09/189,177 patent/US6225325B1/en not_active Expired - Fee Related
- 1998-11-10 AR ARP980105672A patent/AR018732A1/es unknown
- 1998-12-11 TW TW087118629A patent/TW581677B/zh not_active IP Right Cessation
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