RU2000128648A - INTEGRATED PLATINUM COMPOUNDS, METHODS FOR THEIR PRODUCTION AND PHARMACEUTICAL COMPOSITION - Google Patents
INTEGRATED PLATINUM COMPOUNDS, METHODS FOR THEIR PRODUCTION AND PHARMACEUTICAL COMPOSITIONInfo
- Publication number
- RU2000128648A RU2000128648A RU2000128648/04A RU2000128648A RU2000128648A RU 2000128648 A RU2000128648 A RU 2000128648A RU 2000128648/04 A RU2000128648/04 A RU 2000128648/04A RU 2000128648 A RU2000128648 A RU 2000128648A RU 2000128648 A RU2000128648 A RU 2000128648A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- carbon atoms
- platinum
- group
- complex
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 229940045985 antineoplastic drugs Platinum compounds Drugs 0.000 title 1
- 150000003058 platinum compounds Chemical class 0.000 title 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 21
- 229920000858 Cyclodextrin Polymers 0.000 claims 10
- 229910052697 platinum Inorganic materials 0.000 claims 10
- 125000004432 carbon atoms Chemical group C* 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 229960004853 betadex Drugs 0.000 claims 5
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims 5
- WHGYBXFWUBPSRW-FOUAGVGXSA-N β-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims 5
- GDSRMADSINPKSL-HSEONFRVSA-N γ-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 4
- 150000007942 carboxylates Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- 230000003647 oxidation Effects 0.000 claims 2
- 238000007254 oxidation reaction Methods 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- -1 3,5-dimethyladamantylamino group Chemical group 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000000546 pharmaceutic aid Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- NDBYXKQCPYUOMI-UHFFFAOYSA-N platinum(4+) Chemical compound [Pt+4] NDBYXKQCPYUOMI-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Claims (8)
где Х представляет атом галогена,
В представляют независимо атом галогена, гидроксильную группу или карбоксилатную группу, содержащую 1-6 атомов углерода, и
А представляет группу -NH2-R, где R является трициклическим углеводородным фрагментом, содержащим 10-14 атомов углерода, которая может быть необязательно замещена в трициклическом кольце одной или двумя алкильной группой(ами), каждая содержащая 1-4 атомов углерода.1. The complex compound of platinum with the oxidation state IV of the formula (I)
where X represents a halogen atom,
B independently represent a halogen atom, a hydroxyl group or a carboxylate group containing 1-6 carbon atoms, and
A represents a group —NH 2 —R, where R is a tricyclic hydrocarbon moiety containing 10-14 carbon atoms, which may optionally be substituted on the tricyclic ring with one or two alkyl group (s), each containing 1-4 carbon atoms.
где Х представляет атом галогена, B представляют независимо атом галогена, гидроксильную группу или карбоксилатную группу, содержащую 1-6 атомов углерода, и А представляет группу -NH2-R, где R является трициклическим углеводородным фрагментом, содержащим 10-14 атомов углерода, которая может быть необязательно замещена в трициклическом кольце одной или двумя алкильной группой(ами), каждая содержащая 1-4 атомов углерода, с бета- или гамма-циклодекстрином, который может быть необязательно замещен гидроксиалкильными группами, содержащими 1-6 атомов углерода.2. The inclusion complex of the platinum complex with the oxidation state IV of the formula (I)
where X represents a halogen atom, B independently represents a halogen atom, a hydroxyl group or a carboxylate group containing 1-6 carbon atoms, and A represents a group -NH 2 -R, where R is a tricyclic hydrocarbon fragment containing 10-14 carbon atoms, which may optionally be substituted on the tricyclic ring with one or two alkyl group (s), each containing 1-4 carbon atoms, with beta or gamma cyclodextrin, which may optionally be substituted with hydroxyalkyl groups containing 1-6 atoms carbon.
где Х и А имеют значения, определенные в п. 1, окисляют по атому платины перекисью водорода при образовании дигидроксокомплекса платины (IV) и, необязательно гидроксильные группы указанного комплекса замещают карбоксилатными группами действием ацилирующего агента.5. A method for producing a platinum complex compound of the formula (I) according to claim 1, characterized in that the platinum complex of the formula (II)
where X and A have the meanings defined in paragraph 1, they are oxidized at the platinum atom with hydrogen peroxide to form the platinum (IV) dihydroxo complex and, optionally, the hydroxyl groups of this complex are replaced with carboxylate groups by the action of an acylating agent.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CZPV1628-98 | 1998-05-27 | ||
| CZ19981628A CZ288912B6 (en) | 1998-05-27 | 1998-05-27 | Platinum complex of oxidation number IV, process for preparing such complex, this complex as a medicament and pharmaceutical composition in which the complex is comprised |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2200164C2 RU2200164C2 (en) | 2003-03-10 |
| RU2000128648A true RU2000128648A (en) | 2003-03-27 |
Family
ID=5463562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2000128648/04A RU2200164C2 (en) | 1998-05-27 | 1999-05-24 | Platinum complex compounds, methods of their synthesis and pharmaceutical composition |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US6503943B1 (en) |
| EP (1) | EP1082330B1 (en) |
| JP (1) | JP3575686B2 (en) |
| CN (1) | CN1124279C (en) |
| AU (1) | AU741380B2 (en) |
| BG (1) | BG64599B1 (en) |
| BR (1) | BR9910669B1 (en) |
| CA (1) | CA2332054C (en) |
| CZ (1) | CZ288912B6 (en) |
| DE (1) | DE69901177T2 (en) |
| ES (1) | ES2175968T3 (en) |
| HR (1) | HRP20000791B1 (en) |
| HU (1) | HU224716B1 (en) |
| IL (1) | IL139529A (en) |
| MX (1) | MXPA00011621A (en) |
| NO (1) | NO328930B1 (en) |
| PL (1) | PL191132B1 (en) |
| PT (1) | PT1082330E (en) |
| RS (1) | RS49738B (en) |
| RU (1) | RU2200164C2 (en) |
| SI (1) | SI1082330T1 (en) |
| SK (1) | SK284436B6 (en) |
| UA (1) | UA56315C2 (en) |
| WO (1) | WO1999061451A1 (en) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ295584B6 (en) * | 2004-02-12 | 2005-08-17 | Pliva-Lachema A. S. | Pharmaceutical composition containing platinum complex as active component and process for preparing such composition |
| CZ296045B6 (en) * | 2003-03-31 | 2005-12-14 | Pliva-Lachema A. S. | Pharmaceutical composition containing tetravalent platinum complex as active component and process for preparing thereof |
| BRPI0408805A (en) * | 2003-03-31 | 2006-03-28 | Pliva Lachema As | pharmaceutical composition containing platinum complex and method of manufacture thereof |
| WO2006002119A2 (en) | 2004-06-18 | 2006-01-05 | Gpc Biotech, Inc. | Kinase inhibitors for treating cancers |
| WO2006019760A1 (en) * | 2004-07-14 | 2006-02-23 | Gpc Biotech Ag | Variable-dose packaging system |
| CZ2004945A3 (en) * | 2004-09-08 | 2006-01-11 | Pliva - Lachema A. S. | Pharmaceutical composition for rectal or vaginal administration, process for its preparation and this composition used as a medicament |
| CZ2004964A3 (en) * | 2004-09-14 | 2006-03-15 | Pliva-Lachema A. S. | Peroral pharmaceutical composition for targeted transport of platinum complex into colorectal region, process for its preparation and the composition for use as medicament |
| CA2587779A1 (en) * | 2004-11-10 | 2007-01-18 | University Of South Florida | Platinum complexes for targeted drug delivery |
| US20090047365A1 (en) * | 2005-02-28 | 2009-02-19 | Eisai R & D Management Co., Ltd. | Novel Concomitant Use of Sulfonamide Compound with Anti-Cancer Agent |
| EP1792622A1 (en) | 2005-11-11 | 2007-06-06 | GPC Biotech AG | Anti-proliferative combination therapy comprising a platinum-based chemotherapeutic agent and EGFR inhibitors or pyrimidine analogues |
| CZ300424B6 (en) * | 2006-06-20 | 2009-05-13 | Pliva - Lachema A. S. | Pharmaceutical composition for peroral administration |
| CZ300590B6 (en) * | 2006-06-20 | 2009-06-24 | Pliva - Lachema A. S. | Pharmaceutical composition for administration by injection |
| CZ300120B6 (en) * | 2006-06-20 | 2009-02-11 | Pliva - Lachema A. S. | Pharmaceutical composition intended for administration by injection |
| KR100829173B1 (en) * | 2006-09-19 | 2008-05-13 | 광주과학기술원 | Inclusion complex of platin complexes with good water-solubility and the preparation method thereof |
| GB2457453B (en) * | 2008-02-12 | 2010-05-12 | Pliva Lachema As | Polymorphic crystalline form III of (OC-6-43)-bis(acetate)(1-tricyclo[3,3,1,13,7]decylamine) ammine dichloroplatinum (IV) |
| GB2457455B (en) * | 2008-02-12 | 2010-04-21 | Pliva Lachema As | Polymorphic crystalline form (I) of (OC-6-43)-Bis(Acetato)-1-(Tricyclo[3,3,1,1 (3,7)]Decylamine)Amminedichloroplatinum(IV) |
| GB2457452B (en) * | 2008-02-12 | 2010-05-12 | Pliva Lachema As | Amorphous form of (OC-6-43)-bis(acetate)(1-tricyclo[3,3,1,13,7]decylamine) amminedichloroplatinum (IV) |
| GB2457454B (en) * | 2008-02-12 | 2010-05-12 | Pliva Lachema As | Polymorphic crystalline form II of (OC-6-43)-bis(acetate)(1-tricyclo[3,3,1,13,7]decylamine) ammine dichloroplatinum (IV) |
| WO2010149666A1 (en) | 2009-06-22 | 2010-12-29 | Medexis S.A. | Methods for treating neoplasia |
| WO2011029639A2 (en) | 2009-09-08 | 2011-03-17 | Medexis S.A. | Compounds and methods for treating neoplasia |
| AU2011284606A1 (en) | 2010-07-30 | 2013-03-14 | Pharmacellion Ltd | Compounds and methods for treating neoplasia |
| EP3189064B1 (en) * | 2014-09-03 | 2018-08-08 | Vuab Pharma A. S. | Platinum (iv) complex with increased antitumor efficacy |
| CN104984356A (en) * | 2015-05-14 | 2015-10-21 | 昆明贵研药业有限公司 | Satraplatin cyclodextrin compound and preparation method |
| RU2613513C2 (en) * | 2015-07-17 | 2017-03-16 | Федеральное государственное бюджетное учреждение науки Институт проблем химической физики Российской академии наук (ИПХФ РАН) | Method for producing platinum complexes (iv) with aminonitroxyle radicals |
| RU2726826C2 (en) * | 2016-12-27 | 2020-07-15 | Общество с ограниченной ответственностью "Плат-АН" (ООО "Плат-АН") | Composition based on amino-nitroxyl complex of platinum and doxorubicin and method of treating tumors |
| JP7386972B2 (en) * | 2019-09-05 | 2023-11-27 | ブイユーエービー ファーマ エー．エス． | Novel platinum IV complexes with substantially increased antitumor efficacy |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0328274B1 (en) * | 1988-02-02 | 1994-10-19 | Johnson Matthey, Inc., | Pt (IV) complexes |
| FI905018A0 (en) * | 1989-10-17 | 1990-10-12 | Bristol Myers Squibb Co | I VATTEN OCH LOESNINGSMEDEL LOESLIGA AXIALA HYDROXI-OCH MONO- OCH DIKARBOXYLSYRADERIVAT MED STOR TUMOERAKTIVITET. |
| GB9105037D0 (en) * | 1991-03-09 | 1991-04-24 | Johnson Matthey Plc | Improvements in chemical compounds |
| JPH10265380A (en) * | 1997-03-17 | 1998-10-06 | Bristol Myers Squibb Co | Anticancer agent |
-
1998
- 1998-05-27 CZ CZ19981628A patent/CZ288912B6/en not_active IP Right Cessation
-
1999
- 1999-05-24 UA UA2000116684A patent/UA56315C2/en unknown
- 1999-05-24 MX MXPA00011621A patent/MXPA00011621A/en not_active IP Right Cessation
- 1999-05-24 EP EP99920541A patent/EP1082330B1/en not_active Expired - Lifetime
- 1999-05-24 JP JP2000550855A patent/JP3575686B2/en not_active Expired - Fee Related
- 1999-05-24 RS YUP-719/00A patent/RS49738B/en unknown
- 1999-05-24 SI SI9930056T patent/SI1082330T1/en unknown
- 1999-05-24 ES ES99920541T patent/ES2175968T3/en not_active Expired - Lifetime
- 1999-05-24 CA CA002332054A patent/CA2332054C/en not_active Expired - Fee Related
- 1999-05-24 US US09/700,514 patent/US6503943B1/en not_active Expired - Fee Related
- 1999-05-24 PL PL344346A patent/PL191132B1/en not_active IP Right Cessation
- 1999-05-24 AU AU38093/99A patent/AU741380B2/en not_active Ceased
- 1999-05-24 RU RU2000128648/04A patent/RU2200164C2/en not_active IP Right Cessation
- 1999-05-24 SK SK1773-2000A patent/SK284436B6/en not_active IP Right Cessation
- 1999-05-24 WO PCT/CZ1999/000015 patent/WO1999061451A1/en active IP Right Grant
- 1999-05-24 HU HU0102549A patent/HU224716B1/en not_active IP Right Cessation
- 1999-05-24 CN CN99806649A patent/CN1124279C/en not_active Expired - Fee Related
- 1999-05-24 DE DE69901177T patent/DE69901177T2/en not_active Expired - Lifetime
- 1999-05-24 BR BRPI9910669-8A patent/BR9910669B1/en not_active IP Right Cessation
- 1999-05-24 IL IL13952999A patent/IL139529A/en not_active IP Right Cessation
- 1999-05-24 PT PT99920541T patent/PT1082330E/en unknown
-
2000
- 2000-11-17 HR HR20000791A patent/HRP20000791B1/en not_active IP Right Cessation
- 2000-11-21 BG BG104972A patent/BG64599B1/en unknown
- 2000-11-27 NO NO20005990A patent/NO328930B1/en not_active IP Right Cessation
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