MXPA04011681A - Esteres en la posicion 20 de camptotecinas. - Google Patents
Esteres en la posicion 20 de camptotecinas.Info
- Publication number
- MXPA04011681A MXPA04011681A MXPA04011681A MXPA04011681A MXPA04011681A MX PA04011681 A MXPA04011681 A MX PA04011681A MX PA04011681 A MXPA04011681 A MX PA04011681A MX PA04011681 A MXPA04011681 A MX PA04011681A MX PA04011681 A MXPA04011681 A MX PA04011681A
- Authority
- MX
- Mexico
- Prior art keywords
- carbon atoms
- straight
- alkyl
- group
- camptothecin
- Prior art date
Links
- 150000002148 esters Chemical group 0.000 title claims description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 239000000203 mixture Substances 0.000 claims abstract description 37
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 83
- -1 nitro, amino Chemical group 0.000 claims description 67
- 229940127093 camptothecin Drugs 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 31
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 claims description 17
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 239000003814 drug Substances 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- 150000001413 amino acids Chemical class 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000005343 heterocyclic alkyl group Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- 102000003915 DNA Topoisomerases Human genes 0.000 claims description 4
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- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
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- 125000003435 aroyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
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- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 3
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- 229940123780 DNA topoisomerase I inhibitor Drugs 0.000 abstract 1
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- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 4
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
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- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2002RM000306A ITRM20020306A1 (it) | 2002-05-31 | 2002-05-31 | Esteri in posizione 20 di camptotecine. |
| PCT/IT2003/000329 WO2003101996A2 (en) | 2002-05-31 | 2003-05-28 | Esters in position 20 of camptothecins |
Publications (1)
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| MXPA04011681A true MXPA04011681A (es) | 2005-03-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA04011681A MXPA04011681A (es) | 2002-05-31 | 2003-05-28 | Esteres en la posicion 20 de camptotecinas. |
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| Country | Link |
|---|---|
| US (2) | US7452900B2 (enExample) |
| EP (2) | EP1509529B1 (enExample) |
| JP (1) | JP4593270B2 (enExample) |
| KR (1) | KR101000963B1 (enExample) |
| CN (1) | CN100376583C (enExample) |
| AR (1) | AR040140A1 (enExample) |
| AT (1) | ATE439362T1 (enExample) |
| AU (1) | AU2003241161C1 (enExample) |
| CA (1) | CA2487252C (enExample) |
| CY (2) | CY1109581T1 (enExample) |
| DE (1) | DE60328777D1 (enExample) |
| DK (2) | DK1509529T3 (enExample) |
| ES (2) | ES2331569T3 (enExample) |
| IT (1) | ITRM20020306A1 (enExample) |
| MX (1) | MXPA04011681A (enExample) |
| PE (1) | PE20040533A1 (enExample) |
| PL (1) | PL374009A1 (enExample) |
| PT (2) | PT1509529E (enExample) |
| SI (2) | SI1509529T1 (enExample) |
| TW (1) | TWI331151B (enExample) |
| WO (1) | WO2003101996A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2852606A1 (fr) * | 2003-03-18 | 2004-09-24 | Inst Nat Sante Rech Med | Moyens pour inhiber simultanement l'expression de plusieurs genes impliques dans une pathologie |
| CN1946421B (zh) | 2004-04-27 | 2013-07-17 | 威尔斯达特生物制剂公司 | 使用病毒和喜树碱进行的癌症治疗 |
| ITRM20040242A1 (it) * | 2004-05-13 | 2004-08-13 | Ist Naz Stud Cura Dei Tumori | "7-t-butossiimminometilcamptotecina coniugata in posizione 20 con antagonisti delle integrine. |
| RU2435586C2 (ru) | 2005-07-14 | 2011-12-10 | Веллстат Байолоджикс Корпорейшн | Лечение рака с применением вирусов, фторпиримидинов и камптотецинов |
| CN103864811A (zh) * | 2012-12-13 | 2014-06-18 | 天津科技大学 | 一种新颖的10-羟基喜树碱20位衍生物制备方法及其在抗肿瘤药物中的应用 |
| WO2014121033A1 (en) * | 2013-02-04 | 2014-08-07 | Fl Therapeutics Llc | Soluble complexes of drug analogs and albumin |
| WO2015200837A1 (en) | 2014-06-27 | 2015-12-30 | Fl Therapeutics Llc | Abiraterone derivatives and non-covalent complexes with albumin |
| WO2016065139A1 (en) | 2014-10-24 | 2016-04-28 | Fl Therapeutics Llc | 3-substituted piperidine-2, 6-diones and non-covalent complexes with albumin |
| JP6877049B2 (ja) | 2015-09-25 | 2021-05-26 | ゼットワイ セラピューティクス インク．Ｚｙ Ｔｈｅｒａｐｅｕｔｉｃｓ Ｉｎｃ． | 多糖類−ビタミン共役体を含む粒状物に基づく薬物製剤 |
| CN106279286B (zh) * | 2016-08-12 | 2018-11-30 | 华中科技大学 | 一种喜树碱膦酸酯类化合物、其制备方法及应用 |
| CN110577551A (zh) * | 2018-06-08 | 2019-12-17 | 遵义医学院 | 喜树碱-甘氨酸-5,6-二溴去甲斑蝥素结合物及其应用 |
| BR112022000401A2 (pt) | 2019-07-11 | 2022-03-29 | Sun Pharma Advanced Res Co Ltd | Derivados de camptotecina com uma porção dissulfeto e uma porção piperazina |
| CN116514829A (zh) * | 2020-08-21 | 2023-08-01 | 诺茗(北京)生物医药有限公司 | 一种水溶性抗肿瘤前药及其药物组合物和用途 |
Family Cites Families (12)
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| US4943579A (en) * | 1987-10-06 | 1990-07-24 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | Water soluble prodrugs of camptothecin |
| US5004758A (en) * | 1987-12-01 | 1991-04-02 | Smithkline Beecham Corporation | Water soluble camptothecin analogs useful for inhibiting the growth of animal tumor cells |
| JP3186166B2 (ja) * | 1992-02-10 | 2001-07-11 | ロンザ リミテッド | サリチロイル−カルニチンおよびその製造方法 |
| US5646159A (en) * | 1994-07-20 | 1997-07-08 | Research Triangle Institute | Water-soluble esters of camptothecin compounds |
| WO1997021865A1 (en) | 1995-12-15 | 1997-06-19 | The Dexter Corporation | Abrasive nonwoven web and method of manufacture |
| PT1100589E (pt) | 1998-07-30 | 2005-05-31 | Sigma Tau Ind Farmaceuti | Utilizacao de propionil-l-carnitina e acetil-l-carnitina na preparacao de medicamentos com actividade anticancerigena |
| US6204257B1 (en) | 1998-08-07 | 2001-03-20 | Universtiy Of Kansas | Water soluble prodrugs of hindered alcohols |
| PT1044977E (pt) | 1999-03-09 | 2002-09-30 | Sigma Tau Ind Farmaceuti | Derivados de camptotecina com actividade antitumoral |
| DE19916945C1 (de) | 1999-04-15 | 2000-10-05 | Clariant Gmbh | Aromatische Aldehydharze und ihre Verwendung als Emulsionsspalter |
| US6228855B1 (en) | 1999-08-03 | 2001-05-08 | The Stehlin Foundation For Cancer Research | Aromatic esters of camptothecins and methods to treat cancers |
| US6288072B1 (en) * | 1999-12-29 | 2001-09-11 | Monroe E. Wall | Camptothecin β-alanine esters with topoisomerase I inhibition |
| US6629995B1 (en) | 2000-03-31 | 2003-10-07 | Super Gen, Inc. | Camptothecin conjugates |
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2002
- 2002-05-31 IT IT2002RM000306A patent/ITRM20020306A1/it unknown
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- 2003-05-28 MX MXPA04011681A patent/MXPA04011681A/es active IP Right Grant
- 2003-05-28 KR KR1020047016881A patent/KR101000963B1/ko not_active Expired - Fee Related
- 2003-05-28 EP EP09162737.2A patent/EP2112154B1/en not_active Expired - Lifetime
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- 2003-05-28 SI SI200332302T patent/SI2112154T1/sl unknown
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-
2009
- 2009-11-04 CY CY20091101143T patent/CY1109581T1/el unknown
-
2013
- 2013-09-24 CY CY20131100832T patent/CY1114692T1/el unknown
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