JP2007532628A5 - - Google Patents
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- Publication number
- JP2007532628A5 JP2007532628A5 JP2007507869A JP2007507869A JP2007532628A5 JP 2007532628 A5 JP2007532628 A5 JP 2007532628A5 JP 2007507869 A JP2007507869 A JP 2007507869A JP 2007507869 A JP2007507869 A JP 2007507869A JP 2007532628 A5 JP2007532628 A5 JP 2007532628A5
- Authority
- JP
- Japan
- Prior art keywords
- naphtho
- dioxol
- oxo
- hexahydrofuro
- acetamide
- 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.)
- Granted
Links
- -1 2-Dimethylaminoethylamino Chemical group 0.000 claims 31
- 150000001875 compounds Chemical class 0.000 claims 24
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 16
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 12
- 125000006309 butyl amino group Chemical group 0.000 claims 9
- 125000006308 propyl amino group Chemical group 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- 206010028980 Neoplasm Diseases 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000002246 antineoplastic agent Substances 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 230000017858 demethylation Effects 0.000 claims 2
- 238000010520 demethylation reaction Methods 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 235000005985 organic acids Nutrition 0.000 claims 2
- 239000003880 polar aprotic solvent Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 238000011282 treatment Methods 0.000 claims 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 239000002879 Lewis base Substances 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 1
- 229940123237 Taxane Drugs 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 208000002495 Uterine Neoplasms Diseases 0.000 claims 1
- 241000863480 Vinca Species 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 238000011394 anticancer treatment Methods 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 239000013066 combination product Substances 0.000 claims 1
- 229940127555 combination product Drugs 0.000 claims 1
- 238000011443 conventional therapy Methods 0.000 claims 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 claims 1
- 206010017758 gastric cancer Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 150000007527 lewis bases Chemical class 0.000 claims 1
- 201000007270 liver cancer Diseases 0.000 claims 1
- 208000014018 liver neoplasm Diseases 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 201000000050 myeloid neoplasm Diseases 0.000 claims 1
- 210000000496 pancreas Anatomy 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 150000003057 platinum Chemical class 0.000 claims 1
- YJGVMLPVUAXIQN-XVVDYKMHSA-N podophyllotoxin 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-XVVDYKMHSA-N 0.000 claims 1
- 229960001237 podophyllotoxin Drugs 0.000 claims 1
- YVCVYCSAAZQOJI-UHFFFAOYSA-N podophyllotoxin Natural products COC1=C(O)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YVCVYCSAAZQOJI-UHFFFAOYSA-N 0.000 claims 1
- 210000002307 prostate Anatomy 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 210000002784 stomach Anatomy 0.000 claims 1
- 201000011549 stomach cancer Diseases 0.000 claims 1
- 210000003932 urinary bladder Anatomy 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- 206010046766 uterine cancer Diseases 0.000 claims 1
- 210000004291 uterus Anatomy 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0404053 | 2004-04-16 | ||
| FR0404053A FR2869035B1 (fr) | 2004-04-16 | 2004-04-16 | Derives (poly)aminoalkylaminoacetamide d'epipodophyllotoxine leur procede de preparation et leurs applications en therapeutique comme agent anticancereux |
| PCT/IB2005/001268 WO2005100363A1 (en) | 2004-04-16 | 2005-04-14 | (poly) aminoacetamide derivatives of epipodophyllotoxin their process of preparation and their applications in therapeutics as anticancer agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007532628A JP2007532628A (ja) | 2007-11-15 |
| JP2007532628A5 true JP2007532628A5 (https=) | 2009-11-26 |
| JP4876070B2 JP4876070B2 (ja) | 2012-02-15 |
Family
ID=34944659
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007507869A Expired - Fee Related JP4876070B2 (ja) | 2004-04-16 | 2005-04-14 | エピポドフィロトキシンの（ポリ）アミノアルキルアミノアセトアミド誘導体、その調製方法及び諸療法における抗癌剤としてのその応用 |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US7846926B2 (https=) |
| EP (1) | EP1742952B1 (https=) |
| JP (1) | JP4876070B2 (https=) |
| CN (1) | CN1946727B (https=) |
| AR (1) | AR048607A1 (https=) |
| AT (1) | ATE402938T1 (https=) |
| AU (1) | AU2005233382C1 (https=) |
| BR (1) | BRPI0509912B8 (https=) |
| CA (1) | CA2562617C (https=) |
| CY (1) | CY1108444T1 (https=) |
| DE (1) | DE602005008578D1 (https=) |
| DK (1) | DK1742952T3 (https=) |
| ES (1) | ES2311985T3 (https=) |
| FR (1) | FR2869035B1 (https=) |
| HR (1) | HRP20080542T3 (https=) |
| MX (1) | MXPA06011886A (https=) |
| MY (1) | MY137712A (https=) |
| PL (1) | PL1742952T3 (https=) |
| PT (1) | PT1742952E (https=) |
| RS (1) | RS50628B (https=) |
| SI (1) | SI1742952T1 (https=) |
| TW (1) | TWI350288B (https=) |
| WO (1) | WO2005100363A1 (https=) |
| ZA (1) | ZA200609055B (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2888849B1 (fr) * | 2005-07-19 | 2007-10-05 | Pierre Fabre Medicament Sa | Procede de preparation de la 4b-amino-4'-demethyl-4-desoxypodophyllotoxine |
| FR2919287B1 (fr) * | 2007-07-26 | 2012-10-12 | Pf Medicament | Nouveaux derives fluorescents de polyamines, leur procede de preparation et leurs applications en tant qu'outils de diagnostic dans le traitement des tumeurs cancereuses. |
| FR2921369B1 (fr) * | 2007-09-25 | 2014-07-11 | Pf Medicament | Nouveau procede de preparation de derives (poly) aminoalkylaminoacetamide d'epipodophyllotoxine,utiles pour leurs applications en therapeutique comme agent anticancereux. |
| FR2921368B1 (fr) * | 2007-09-25 | 2012-10-12 | Pf Medicament | Nouveau procede de synthese de derives anticancereux de (poly) aminoalkylaminoacetamide d'epipodophyllotoxine. |
| FR2935143B1 (fr) * | 2008-08-19 | 2010-12-03 | Pf Medicament | Nouveaus derives (poly)aminoalkylaminoalkylamides, alkyl-urees, ou alkyl-sulfonamides d'epipodophyllotoxine, leur procede de preparation et leur application en therapeuthique comme agent cancereux |
| JP5731988B2 (ja) | 2008-12-31 | 2015-06-10 | ダブリュー・アール・グレイス・アンド・カンパニー−コネチカット | プロピレン系ポリマー、物品およびその製造プロセス |
| PL2373702T3 (pl) | 2008-12-31 | 2018-07-31 | W.R. Grace & Co.-Conn. | Kompozycja prekatalizatora z wewnętrznym donorem w postaci podstawionego aromatycznego diestru 1,2-fenylenowego oraz sposób |
| EP2507269B1 (en) | 2009-12-02 | 2014-10-29 | W.R. Grace & Co.-Conn. | Three and four atom bridged dicarbonate compounds as internal donors in catalysts for polypropylene manufacture |
| US8263520B2 (en) | 2009-12-02 | 2012-09-11 | Dow Global Technologies Llc | Two atom bridged dicarbonate compounds as internal donors in catalysts for polypropylene manufacture |
| CN102234283B (zh) * | 2010-04-23 | 2013-06-12 | 湖北工业大学 | 4′-去甲基表鬼臼毒素衍生物及其合成方法和应用 |
| EP2638047B1 (en) * | 2010-11-11 | 2014-07-16 | Council of Scientific and Industrial Research | "substituted 4-beta-acrylamidopodophyllotoxin congeners as antitumour antibiotics and the process for preparation thereof" |
| FR2967675B1 (fr) | 2010-11-24 | 2015-02-27 | Pf Medicament | Derives fluorescents de cyanines polyamines en tant que sonde de diagnostic |
| WO2015161745A1 (zh) * | 2014-04-25 | 2015-10-29 | 中国医药工业研究总院 | 鬼臼毒素衍生物、其制备方法、药物组合物及应用 |
| CN104926841A (zh) * | 2015-06-30 | 2015-09-23 | 遵义医学院 | 青蒿琥酯与鬼臼毒素偶联物在抗白血病药物中的应用及制备方法 |
| WO2018234574A1 (en) | 2017-06-22 | 2018-12-27 | Ygm Consult Sas | Combination therapy for the treatment of cancer |
| CN113801129A (zh) * | 2021-09-30 | 2021-12-17 | 大连民族大学 | 一种鬼臼毒素脂质衍生物、纳米载体及其制备方法和在肿瘤治疗中的应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6323884A (ja) * | 1986-07-17 | 1988-02-01 | Nippon Kayaku Co Ltd | 新規ポドフイロトキシン誘導体 |
| US5300500A (en) * | 1989-02-23 | 1994-04-05 | The University Of North Carolina At Chapel Hill | 4 beta-amino podophyllotoxin analog compounds and methods |
| US5332811A (en) * | 1989-09-12 | 1994-07-26 | The University Of North Carolina At Chapel Hill | Etopside analogs |
| CN1068330A (zh) * | 1991-07-03 | 1993-01-27 | 国家医药管理局上海医药工业研究院 | 4-氮取代-4-脱氧-4′-去甲表鬼臼毒素衍生物及其合成方法 |
| FR2725990B1 (fr) * | 1994-10-21 | 1997-01-10 | Pf Medicament | Derives hydrosolubles d'epipodophyllotoxine, leur procede de preparation, leur utilisation a titre de medicament, et leur utilisation destinee aux traitements anticancereux |
| FR2742439B1 (fr) | 1995-12-14 | 1998-03-06 | Pf Medicament | Procede de preparation de la 4'-demethylepipodophyllotoxine a partir de la podophyllotoxine |
| FR2810321B1 (fr) | 2000-06-20 | 2002-07-26 | Adir | Nouveaux derives de podophyllotoxine carbamate et thiocarbamate, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| EP1377588B1 (en) | 2002-03-28 | 2005-08-10 | Council of Scientific and Industrial Research | 4-beta-1''-[(2''-(substituted benzoyl)anilino] podophyllotoxin analogues useful as anticancer agents |
| US6566393B1 (en) | 2002-06-21 | 2003-05-20 | The University Of North Carolina At Chapel Hill | Etoposide analogs and methods of use thereof |
| JP4920407B2 (ja) | 2003-02-14 | 2012-04-18 | ボード オブ トラスティーズ オブ ザ レランド スタンフォード ジュニア ユニバーシティ | 周辺組織の破壊が最小限で済む一様な電界を発生する電気外科的システム |
| US20070066837A1 (en) | 2003-02-18 | 2007-03-22 | Ahmed Kamal | Podophyllotoxin derivatives as antitumor agents |
-
2004
- 2004-04-16 FR FR0404053A patent/FR2869035B1/fr not_active Expired - Fee Related
-
2005
- 2005-04-09 MY MYPI20051581A patent/MY137712A/en unknown
- 2005-04-14 SI SI200530369T patent/SI1742952T1/sl unknown
- 2005-04-14 PT PT05734896T patent/PT1742952E/pt unknown
- 2005-04-14 CA CA2562617A patent/CA2562617C/en not_active Expired - Fee Related
- 2005-04-14 ES ES05734896T patent/ES2311985T3/es not_active Expired - Lifetime
- 2005-04-14 JP JP2007507869A patent/JP4876070B2/ja not_active Expired - Fee Related
- 2005-04-14 HR HR20080542T patent/HRP20080542T3/xx unknown
- 2005-04-14 WO PCT/IB2005/001268 patent/WO2005100363A1/en not_active Ceased
- 2005-04-14 MX MXPA06011886A patent/MXPA06011886A/es active IP Right Grant
- 2005-04-14 RS RSP-2008/0494A patent/RS50628B/sr unknown
- 2005-04-14 AU AU2005233382A patent/AU2005233382C1/en not_active Ceased
- 2005-04-14 PL PL05734896T patent/PL1742952T3/pl unknown
- 2005-04-14 DE DE602005008578T patent/DE602005008578D1/de not_active Expired - Lifetime
- 2005-04-14 EP EP05734896A patent/EP1742952B1/en not_active Expired - Lifetime
- 2005-04-14 DK DK05734896T patent/DK1742952T3/da active
- 2005-04-14 BR BRPI0509912A patent/BRPI0509912B8/pt not_active IP Right Cessation
- 2005-04-14 CN CN2005800123034A patent/CN1946727B/zh not_active Expired - Fee Related
- 2005-04-14 AT AT05734896T patent/ATE402938T1/de active
- 2005-04-14 US US11/578,266 patent/US7846926B2/en not_active Expired - Fee Related
- 2005-04-15 AR ARP050101486A patent/AR048607A1/es active IP Right Grant
- 2005-04-15 TW TW094111918A patent/TWI350288B/zh not_active IP Right Cessation
-
2006
- 2006-10-31 ZA ZA200609055A patent/ZA200609055B/en unknown
-
2008
- 2008-10-20 CY CY20081101164T patent/CY1108444T1/el unknown
-
2010
- 2010-11-10 US US12/943,804 patent/US9216989B2/en not_active Expired - Fee Related
-
2015
- 2015-09-01 US US14/842,068 patent/US9403840B2/en not_active Expired - Fee Related
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