NZ554732A - Amide prodrug of gemcitabine, 1-(2,2-difluoro-2-deoxy-beta-D-ribofuranosyl)-4-(2-propyl-1-oxopentyl)aminopyrimidin-2-one, compositions and use thereof - Google Patents
Amide prodrug of gemcitabine, 1-(2,2-difluoro-2-deoxy-beta-D-ribofuranosyl)-4-(2-propyl-1-oxopentyl)aminopyrimidin-2-one, compositions and use thereofInfo
- Publication number
- NZ554732A NZ554732A NZ554732A NZ55473205A NZ554732A NZ 554732 A NZ554732 A NZ 554732A NZ 554732 A NZ554732 A NZ 554732A NZ 55473205 A NZ55473205 A NZ 55473205A NZ 554732 A NZ554732 A NZ 554732A
- Authority
- NZ
- New Zealand
- Prior art keywords
- compound
- gemcitabine
- formula
- cancer
- difluoro
- Prior art date
Links
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- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000011580 nude mouse model Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 238000002732 pharmacokinetic assay Methods 0.000 description 1
- 239000002953 phosphate buffered saline Substances 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
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- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 description 1
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- VMXUWOKSQNHOCA-LCYFTJDESA-N ranitidine Chemical compound [O-][N+](=O)/C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-LCYFTJDESA-N 0.000 description 1
- 229960000620 ranitidine Drugs 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
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- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
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- 239000011343 solid material Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
-
- 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
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63742204P | 2004-12-17 | 2004-12-17 | |
| PCT/US2005/043125 WO2006065525A1 (en) | 2004-12-17 | 2005-11-30 | Amide prodrug of gemcitabine, compositions and use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ554732A true NZ554732A (en) | 2010-09-30 |
Family
ID=36168678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ554732A NZ554732A (en) | 2004-12-17 | 2005-11-30 | Amide prodrug of gemcitabine, 1-(2,2-difluoro-2-deoxy-beta-D-ribofuranosyl)-4-(2-propyl-1-oxopentyl)aminopyrimidin-2-one, compositions and use thereof |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US7691827B2 (enExample) |
| EP (1) | EP1831237B1 (enExample) |
| JP (1) | JP5022911B2 (enExample) |
| KR (1) | KR100874052B1 (enExample) |
| CN (1) | CN101080417B (enExample) |
| AR (1) | AR055009A1 (enExample) |
| AT (1) | ATE405573T1 (enExample) |
| AU (1) | AU2005316922B2 (enExample) |
| BR (1) | BRPI0519117A2 (enExample) |
| CA (1) | CA2589850C (enExample) |
| CY (1) | CY1108447T1 (enExample) |
| DE (1) | DE602005009255D1 (enExample) |
| DK (1) | DK1831237T3 (enExample) |
| EA (1) | EA011868B1 (enExample) |
| ES (1) | ES2310860T3 (enExample) |
| HR (1) | HRP20080529T3 (enExample) |
| IL (1) | IL183666A (enExample) |
| MA (1) | MA29154B1 (enExample) |
| MX (1) | MX2007007228A (enExample) |
| MY (1) | MY143677A (enExample) |
| NO (1) | NO20073368L (enExample) |
| NZ (1) | NZ554732A (enExample) |
| PE (1) | PE20060771A1 (enExample) |
| PL (1) | PL1831237T3 (enExample) |
| PT (1) | PT1831237E (enExample) |
| RS (1) | RS50629B (enExample) |
| SI (1) | SI1831237T1 (enExample) |
| TW (1) | TWI326687B (enExample) |
| UA (1) | UA86119C2 (enExample) |
| WO (1) | WO2006065525A1 (enExample) |
| ZA (1) | ZA200705019B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101108407B1 (ko) * | 2006-06-21 | 2012-01-30 | 일라이 릴리 앤드 캄파니 | 젬시타빈 아미드 전구약물의 결정 형태, 그의 조성물 및 용도 |
| TWI436775B (zh) | 2007-08-24 | 2014-05-11 | Oncotherapy Science Inc | 以抗原胜肽合併化療藥劑治療胰臟癌 |
| CN101525361B (zh) | 2009-04-21 | 2010-11-17 | 济南圣鲁金药物技术开发有限公司 | 基于吉西他滨结构的前药及其合成方法及应用 |
| GB0907551D0 (en) | 2009-05-01 | 2009-06-10 | Univ Dundee | Treatment or prophylaxis of proliferative conditions |
| CN102432654A (zh) * | 2011-09-26 | 2012-05-02 | 宋云龙 | 吉西他滨酰胺衍生物及其制备方法和用途 |
| CN104955458A (zh) | 2012-11-07 | 2015-09-30 | Z·索 | 取代的吉西他滨芳基酰胺类似物和使用所述类似物的治疗方法 |
| BR112015010941A2 (pt) | 2012-11-13 | 2017-07-11 | Boyen Therapeutics Inc | pró-fármacos de gemcitabina e suas utilizações |
| US10059733B2 (en) | 2014-03-03 | 2018-08-28 | Nucorion Pharmaceuticals, Inc. | Gemcitabine analogs |
| WO2016078160A1 (zh) * | 2014-11-17 | 2016-05-26 | 常州方圆制药有限公司 | 胞苷衍生物及其应用 |
| US10435429B2 (en) | 2017-10-03 | 2019-10-08 | Nucorion Pharmaceuticals, Inc. | 5-fluorouridine monophosphate cyclic triester compounds |
| MX2020007393A (es) | 2018-01-10 | 2020-11-24 | Nucorion Pharmaceuticals Inc | Compuestos de fósforo(n)amidatacetal y fosf(on)atalcetal. |
| US11427550B2 (en) | 2018-01-19 | 2022-08-30 | Nucorion Pharmaceuticals, Inc. | 5-fluorouracil compounds |
| CA3091027A1 (en) | 2018-02-02 | 2019-08-08 | Maverix Oncology, Inc. | Small molecule drug conjugates of gemcitabine monophosphate |
| AU2019258590B2 (en) * | 2018-04-26 | 2022-09-08 | NanoMed Holdings Pty Ltd | Gemcitabine amphiphile prodrugs |
| CN108864250A (zh) * | 2018-05-29 | 2018-11-23 | 北京大学 | 一种FAPα酶敏感的吉西他滨前体药物及其制备方法和应用 |
| MX2021000740A (es) * | 2018-08-03 | 2021-03-26 | Cellix Bio Private Ltd | Composiciones y metodos para el tratamiento del cancer. |
| AU2020315394A1 (en) | 2019-07-17 | 2022-02-17 | Nucorion Pharmaceuticals, Inc. | Cyclic deoxyribonucleotide compounds |
| WO2021216427A1 (en) | 2020-04-21 | 2021-10-28 | Ligand Pharmaceuticals, Inc. | Nucleotide prodrug compounds |
| PL442924A1 (pl) * | 2022-11-23 | 2024-05-27 | Politechnika Śląska | Prolek - glikokoniugat pochodny gemcytabiny, jako związek o działaniu przeciwnowotworowym, sposób otrzymywania i zastosowanie |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4526988A (en) * | 1983-03-10 | 1985-07-02 | Eli Lilly And Company | Difluoro antivirals and intermediate therefor |
| US4965374A (en) * | 1987-08-28 | 1990-10-23 | Eli Lilly And Company | Process for and intermediates of 2',2'-difluoronucleosides |
| YU43193A (sh) * | 1992-06-22 | 1997-01-08 | Eli Lilly And Company | 2'-deoksi-2',2'-difluoro(4-supstituisani)pirimidinski nukleozidi antivirusnog i antikancerogenog dejstva i međuproizvodi |
| RU2131880C1 (ru) * | 1992-06-22 | 1999-06-20 | Эли Лилли Энд Компани | Способ получения обогащенных бета-аномером нуклеозидов |
| GB2321454A (en) * | 1997-01-24 | 1998-07-29 | Norsk Hydro As | Gemcitabine esters and amides |
| ATE236188T1 (de) * | 1997-01-24 | 2003-04-15 | Conpharma As | Gemcitabin-derivate |
| US5965119A (en) * | 1997-12-30 | 1999-10-12 | Enzon, Inc. | Trialkyl-lock-facilitated polymeric prodrugs of amino-containing bioactive agents |
| US6624142B2 (en) * | 1997-12-30 | 2003-09-23 | Enzon, Inc. | Trimethyl lock based tetrapartate prodrugs |
| US6376470B1 (en) * | 1999-09-23 | 2002-04-23 | Enzon, Inc. | Polymer conjugates of ara-C and ara-C derivatives |
| US7265096B2 (en) * | 2002-11-04 | 2007-09-04 | Xenoport, Inc. | Gemcitabine prodrugs, pharmaceutical compositions and uses thereof |
| US7846436B2 (en) * | 2003-11-28 | 2010-12-07 | Chemgenes Corporation | Oligonucleotides and related compounds |
-
2005
- 2005-11-30 EP EP05852411A patent/EP1831237B1/en not_active Expired - Lifetime
- 2005-11-30 EA EA200701300A patent/EA011868B1/ru not_active IP Right Cessation
- 2005-11-30 HR HR20080529T patent/HRP20080529T3/xx unknown
- 2005-11-30 PT PT05852411T patent/PT1831237E/pt unknown
- 2005-11-30 KR KR1020077013628A patent/KR100874052B1/ko not_active Expired - Fee Related
- 2005-11-30 CN CN2005800431815A patent/CN101080417B/zh not_active Expired - Fee Related
- 2005-11-30 BR BRPI0519117-3A patent/BRPI0519117A2/pt not_active IP Right Cessation
- 2005-11-30 JP JP2007546709A patent/JP5022911B2/ja not_active Expired - Fee Related
- 2005-11-30 UA UAA200706706A patent/UA86119C2/ru unknown
- 2005-11-30 DE DE602005009255T patent/DE602005009255D1/de not_active Expired - Lifetime
- 2005-11-30 US US11/719,705 patent/US7691827B2/en not_active Expired - Fee Related
- 2005-11-30 PL PL05852411T patent/PL1831237T3/pl unknown
- 2005-11-30 MX MX2007007228A patent/MX2007007228A/es active IP Right Grant
- 2005-11-30 WO PCT/US2005/043125 patent/WO2006065525A1/en not_active Ceased
- 2005-11-30 CA CA2589850A patent/CA2589850C/en not_active Expired - Fee Related
- 2005-11-30 RS RSP-2008/0502A patent/RS50629B/sr unknown
- 2005-11-30 DK DK05852411T patent/DK1831237T3/da active
- 2005-11-30 AT AT05852411T patent/ATE405573T1/de active
- 2005-11-30 SI SI200530455T patent/SI1831237T1/sl unknown
- 2005-11-30 ES ES05852411T patent/ES2310860T3/es not_active Expired - Lifetime
- 2005-11-30 AU AU2005316922A patent/AU2005316922B2/en not_active Ceased
- 2005-11-30 NZ NZ554732A patent/NZ554732A/en not_active IP Right Cessation
- 2005-12-15 AR ARP050105271A patent/AR055009A1/es unknown
- 2005-12-15 PE PE2005001474A patent/PE20060771A1/es not_active Application Discontinuation
- 2005-12-16 MY MYPI20055970A patent/MY143677A/en unknown
- 2005-12-19 TW TW094145118A patent/TWI326687B/zh not_active IP Right Cessation
-
2007
- 2007-06-04 IL IL183666A patent/IL183666A/en not_active IP Right Cessation
- 2007-06-04 ZA ZA200700501A patent/ZA200705019B/xx unknown
- 2007-06-29 NO NO20073368A patent/NO20073368L/no not_active Application Discontinuation
- 2007-07-13 MA MA30079A patent/MA29154B1/fr unknown
-
2008
- 2008-10-23 CY CY20081101194T patent/CY1108447T1/el unknown
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Legal Events
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| RENW | Renewal (renewal fees accepted) | ||
| PSEA | Patent sealed | ||
| RENW | Renewal (renewal fees accepted) | ||
| LAPS | Patent lapsed |