FI112602B - Menetelmä biologisesti aktiivisten polymeerisitoutuneiden antrasykliinien valmistamiseksi - Google Patents
Menetelmä biologisesti aktiivisten polymeerisitoutuneiden antrasykliinien valmistamiseksi Download PDFInfo
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- FI112602B FI112602B FI946128A FI946128A FI112602B FI 112602 B FI112602 B FI 112602B FI 946128 A FI946128 A FI 946128A FI 946128 A FI946128 A FI 946128A FI 112602 B FI112602 B FI 112602B
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- anthracycline
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- PXBDCVFNOYGNFJ-UHFFFAOYSA-N C(C)OC1C(O)(C=CC(=C1)O)C(=O)OCC Chemical compound C(C)OC1C(O)(C=CC(=C1)O)C(=O)OCC PXBDCVFNOYGNFJ-UHFFFAOYSA-N 0.000 description 1
- QUMCIHKVKQYNPA-RUZDIDTESA-N C1(CCCCC1)CN1[C@@H](C=2N(C=3C=NC(=NC1=3)NC1=C(C=C(C(=O)NC3CCN(CC3)C)C=C1)OC)C(=NN=2)C)CC Chemical compound C1(CCCCC1)CN1[C@@H](C=2N(C=3C=NC(=NC1=3)NC1=C(C=C(C(=O)NC3CCN(CC3)C)C=C1)OC)C(=NN=2)C)CC QUMCIHKVKQYNPA-RUZDIDTESA-N 0.000 description 1
- YXOGGTUFRWXYNX-UHFFFAOYSA-N CC(NC(=O)CNC(=O)C(=C)C)O Chemical compound CC(NC(=O)CNC(=O)C(=C)C)O YXOGGTUFRWXYNX-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- JVHPTYWUBOQMBP-RVFAQHLVSA-N Idarubicin hydrochloride Chemical compound Cl.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 JVHPTYWUBOQMBP-RVFAQHLVSA-N 0.000 description 1
- 239000004395 L-leucine Substances 0.000 description 1
- 235000019454 L-leucine Nutrition 0.000 description 1
- YOKVEHGYYQEQOP-QWRGUYRKSA-N Leu-Leu-Gly Chemical group CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)NCC(O)=O YOKVEHGYYQEQOP-QWRGUYRKSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- TZYWCYJVHRLUCT-VABKMULXSA-N N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal Chemical compound CC(C)C[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCC1=CC=CC=C1 TZYWCYJVHRLUCT-VABKMULXSA-N 0.000 description 1
- TZCCKCLHNUSAMQ-DUGSHLAESA-N NC(=O)C[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccc(F)cc2)NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)Cc5cccs5)C(=O)N Chemical compound NC(=O)C[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccc(F)cc2)NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)Cc5cccs5)C(=O)N TZCCKCLHNUSAMQ-DUGSHLAESA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
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- 230000001268 conjugating effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
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- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- BSEQCQPIMRQYKE-UHFFFAOYSA-N ethanol;2-methylprop-2-enamide Chemical compound CCO.CC(=C)C(N)=O BSEQCQPIMRQYKE-UHFFFAOYSA-N 0.000 description 1
- NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 229960003136 leucine Drugs 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- 230000036210 malignancy Effects 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- 230000007659 motor function Effects 0.000 description 1
- YRCHYHRCBXNYNU-UHFFFAOYSA-N n-[[3-fluoro-4-[2-[5-[(2-methoxyethylamino)methyl]pyridin-2-yl]thieno[3,2-b]pyridin-7-yl]oxyphenyl]carbamothioyl]-2-(4-fluorophenyl)acetamide Chemical compound N1=CC(CNCCOC)=CC=C1C1=CC2=NC=CC(OC=3C(=CC(NC(=S)NC(=O)CC=4C=CC(F)=CC=4)=CC=3)F)=C2S1 YRCHYHRCBXNYNU-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 229940002612 prodrug Drugs 0.000 description 1
- 239000000651 prodrug Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- JQSHBVHOMNKWFT-DTORHVGOSA-N varenicline Chemical compound C12=CC3=NC=CN=C3C=C2[C@H]2C[C@@H]1CNC2 JQSHBVHOMNKWFT-DTORHVGOSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/58—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. poly[meth]acrylate, polyacrylamide, polystyrene, polyvinylpyrrolidone, polyvinylalcohol or polystyrene sulfonic acid resin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicinal Preparation (AREA)
- Polyamides (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9309663 | 1993-05-11 | ||
| GB939309663A GB9309663D0 (en) | 1993-05-11 | 1993-05-11 | Biologically active compounds |
| PCT/EP1994/001100 WO1994026311A1 (en) | 1993-05-11 | 1994-04-08 | Anthracycline conjugates, their preparation and their use as antitumor agents |
| EP9401100 | 1994-04-08 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI946128A0 FI946128A0 (fi) | 1994-12-28 |
| FI946128A7 FI946128A7 (fi) | 1994-12-28 |
| FI112602B true FI112602B (fi) | 2003-12-31 |
Family
ID=10735264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI946128A FI112602B (fi) | 1993-05-11 | 1994-12-28 | Menetelmä biologisesti aktiivisten polymeerisitoutuneiden antrasykliinien valmistamiseksi |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US5571785A (pl) |
| EP (1) | EP0649312B1 (pl) |
| JP (1) | JPH08502519A (pl) |
| KR (1) | KR100330635B1 (pl) |
| CN (1) | CN1098106C (pl) |
| AT (1) | ATE203414T1 (pl) |
| AU (1) | AU671741B2 (pl) |
| CA (1) | CA2136438C (pl) |
| DE (1) | DE69427799T2 (pl) |
| DK (1) | DK0649312T3 (pl) |
| ES (1) | ES2161764T3 (pl) |
| FI (1) | FI112602B (pl) |
| GB (1) | GB9309663D0 (pl) |
| GR (1) | GR3036978T3 (pl) |
| HU (2) | HUT70509A (pl) |
| IL (1) | IL109528A (pl) |
| MY (1) | MY110974A (pl) |
| NZ (1) | NZ265266A (pl) |
| PL (1) | PL175325B1 (pl) |
| PT (1) | PT649312E (pl) |
| RU (1) | RU2145965C1 (pl) |
| TW (1) | TW268015B (pl) |
| UA (1) | UA42695C2 (pl) |
| WO (1) | WO1994026311A1 (pl) |
| ZA (1) | ZA943212B (pl) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9320781D0 (en) * | 1993-10-08 | 1993-12-01 | Erba Carlo Spa | Polymer-bound camptothecin derivatives |
| GB9721069D0 (en) | 1997-10-03 | 1997-12-03 | Pharmacia & Upjohn Spa | Polymeric derivatives of camptothecin |
| GB9721070D0 (en) | 1997-10-03 | 1997-12-03 | Pharmacia & Upjohn Spa | Bioactive derivatives of camptothecin |
| US20040234497A1 (en) * | 2001-05-04 | 2004-11-25 | Yi Luo | Hyaluronic acid containing bioconjugates:targeted delivery of anti-cancer drugs to cancer cells |
| US7049285B2 (en) * | 2001-10-31 | 2006-05-23 | Myung-Ok Park | Biocompatible polymers including peptide spacer |
| CA2483696A1 (en) * | 2002-05-06 | 2003-11-20 | University Of Utah Research Foundation | Preblocking with non-ha gags increases effectiveness of ha conjugated anticancer agents |
| DE04777189T1 (de) * | 2003-07-02 | 2011-04-07 | Solux Corporation, San Diego | Thermisch stabiles kristallines epirubicin-hydrochlorid und herstellungsverfahren dafür |
| WO2015192123A1 (en) | 2014-06-13 | 2015-12-17 | Trustees Of Tufts College | Fap-activated therapeutic agents, and uses related thereto |
| US9737556B2 (en) | 2014-06-13 | 2017-08-22 | Trustees Of Tufts College | FAP-activated therapeutic agents, and uses related thereto |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5162512A (en) * | 1982-03-09 | 1992-11-10 | Cytogen Corporation | Amine derivatives of anthracycline antibodies |
| JPS60246400A (ja) * | 1984-05-22 | 1985-12-06 | Ajinomoto Co Inc | アントラサイクリン系化合物及び制ガン剤 |
| GB8614323D0 (en) * | 1986-06-12 | 1986-07-16 | Erba Farmitalia | Anthracyclines |
| US5169937A (en) * | 1986-11-18 | 1992-12-08 | The Scripps Research Institute | Method for producing stable glycosylated hemoglobin |
| DE3722699A1 (de) * | 1987-07-09 | 1989-01-19 | Behringwerke Ag | Zytostatisch wirksame anthacyclin-konjugate |
| CA2014244A1 (en) * | 1989-04-13 | 1990-10-13 | Takeda Chemical Industries, Ltd. | Stabilized composition of anthracyclines |
| GB9017024D0 (en) * | 1990-08-03 | 1990-09-19 | Erba Carlo Spa | New linker for bioactive agents |
| GB9026491D0 (en) * | 1990-12-05 | 1991-01-23 | Erba Carlo Spa | Anthracycline-conjugates |
-
1993
- 1993-05-11 GB GB939309663A patent/GB9309663D0/en active Pending
-
1994
- 1994-04-08 NZ NZ265266A patent/NZ265266A/en unknown
- 1994-04-08 EP EP94913560A patent/EP0649312B1/en not_active Expired - Lifetime
- 1994-04-08 HU HU9403811A patent/HUT70509A/hu unknown
- 1994-04-08 PL PL94306861A patent/PL175325B1/pl not_active IP Right Cessation
- 1994-04-08 WO PCT/EP1994/001100 patent/WO1994026311A1/en not_active Ceased
- 1994-04-08 US US08/351,474 patent/US5571785A/en not_active Expired - Fee Related
- 1994-04-08 DK DK94913560T patent/DK0649312T3/da active
- 1994-04-08 KR KR1019940704830A patent/KR100330635B1/ko not_active Expired - Fee Related
- 1994-04-08 UA UA94129260A patent/UA42695C2/uk unknown
- 1994-04-08 CA CA002136438A patent/CA2136438C/en not_active Expired - Fee Related
- 1994-04-08 CN CN94190242A patent/CN1098106C/zh not_active Expired - Fee Related
- 1994-04-08 PT PT94913560T patent/PT649312E/pt unknown
- 1994-04-08 RU RU94046336A patent/RU2145965C1/ru not_active IP Right Cessation
- 1994-04-08 DE DE69427799T patent/DE69427799T2/de not_active Expired - Fee Related
- 1994-04-08 AU AU65666/94A patent/AU671741B2/en not_active Ceased
- 1994-04-08 JP JP6524851A patent/JPH08502519A/ja not_active Ceased
- 1994-04-08 AT AT94913560T patent/ATE203414T1/de not_active IP Right Cessation
- 1994-04-08 ES ES94913560T patent/ES2161764T3/es not_active Expired - Lifetime
- 1994-04-11 TW TW083103180A patent/TW268015B/zh active
- 1994-05-03 IL IL10952894A patent/IL109528A/en not_active IP Right Cessation
- 1994-05-09 MY MYPI94001149A patent/MY110974A/en unknown
- 1994-05-09 ZA ZA943212A patent/ZA943212B/xx unknown
- 1994-12-28 FI FI946128A patent/FI112602B/fi not_active IP Right Cessation
-
1995
- 1995-06-19 HU HU95P/P00250P patent/HU211538A9/hu unknown
-
2001
- 2001-10-22 GR GR20010401848T patent/GR3036978T3/el not_active IP Right Cessation
Also Published As
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| GB | Transfer or assigment of application |
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| MA | Patent expired |