SI9520078B - Polsintetski taksani z antitumorsko aktivnostjo - Google Patents
Polsintetski taksani z antitumorsko aktivnostjo Download PDFInfo
- Publication number
- SI9520078B SI9520078B SI9520078A SI9520078A SI9520078B SI 9520078 B SI9520078 B SI 9520078B SI 9520078 A SI9520078 A SI 9520078A SI 9520078 A SI9520078 A SI 9520078A SI 9520078 B SI9520078 B SI 9520078B
- Authority
- SI
- Slovenia
- Prior art keywords
- formula
- tert
- phenyl
- propanoyl
- hydroxy
- Prior art date
Links
- 229940123237 Taxane Drugs 0.000 title claims 3
- 230000000259 anti-tumor effect Effects 0.000 title abstract 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical group NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 5
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- -1 caproyl Chemical group 0.000 claims 1
- 230000003130 cardiopathic effect Effects 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- YWLXLRUDGLRYDR-ZHPRIASZSA-N 5beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](O)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 YWLXLRUDGLRYDR-ZHPRIASZSA-N 0.000 abstract 1
- 231100000433 cytotoxic Toxicity 0.000 abstract 1
- 230000001472 cytotoxic effect Effects 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 230000000707 stereoselective effect Effects 0.000 abstract 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical class O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- 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)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI941592A IT1274356B (it) | 1994-07-26 | 1994-07-26 | Tassani semisintetici odtati di attivita' antitumorale |
| IT95RM000413A IT1278108B1 (it) | 1995-06-19 | 1995-06-19 | Secotassani dotati di attivita' antitumorale. |
| PCT/EP1995/002896 WO1996003394A1 (en) | 1994-07-26 | 1995-07-21 | Semi-synthetic taxanes with anti-tumoural activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI9520078A SI9520078A (en) | 1997-06-30 |
| SI9520078B true SI9520078B (sl) | 1998-12-31 |
Family
ID=26331178
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9520078A SI9520078B (sl) | 1994-07-26 | 1995-07-21 | Polsintetski taksani z antitumorsko aktivnostjo |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US5756776A (ko) |
| EP (1) | EP0773938B1 (ko) |
| JP (1) | JP2986550B2 (ko) |
| KR (1) | KR100220490B1 (ko) |
| CN (4) | CN1073105C (ko) |
| AT (1) | ATE176464T1 (ko) |
| AU (1) | AU684218B2 (ko) |
| BG (1) | BG62851B1 (ko) |
| CA (1) | CA2195844C (ko) |
| CZ (1) | CZ293076B6 (ko) |
| DE (1) | DE69507702T2 (ko) |
| DK (1) | DK0773938T3 (ko) |
| ES (1) | ES2126919T3 (ko) |
| FI (1) | FI120398B (ko) |
| GR (1) | GR3029309T3 (ko) |
| HK (1) | HK1011687A1 (ko) |
| HU (1) | HU222496B1 (ko) |
| NO (1) | NO315116B1 (ko) |
| PL (1) | PL187579B1 (ko) |
| RO (2) | RO115875B1 (ko) |
| RU (1) | RU2134688C1 (ko) |
| SI (1) | SI9520078B (ko) |
| SK (1) | SK281526B6 (ko) |
| WO (1) | WO1996003394A1 (ko) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6107332A (en) | 1995-09-12 | 2000-08-22 | The Liposome Company, Inc. | Hydrolysis-promoting hydrophobic taxane derivatives |
| US6395770B1 (en) * | 1995-10-26 | 2002-05-28 | Baker Norton Pharmaceuticals, Inc. | Method and compositions for administering taxanes orally to human patients |
| FR2745814B1 (fr) * | 1996-03-06 | 1998-04-03 | Rhone Poulenc Rorer Sa | Nouveaux taxoides, leur preparation et les compositions pharmaceutiques qui les contiennent |
| WO1998013359A1 (de) * | 1996-09-24 | 1998-04-02 | Marigen S.A. | Ultramikroemulsionen aus spontan dispergierbaren konzentraten mit antitumoral und antiviral wirksamen estern von baccatin-iii-verbindungen |
| US5773464A (en) * | 1996-09-30 | 1998-06-30 | Bristol-Myers Squibb Company | C-10 epoxy taxanes |
| US5977386A (en) * | 1996-12-24 | 1999-11-02 | Bristol-Myers Squibb Company | 6-thio-substituted paclitaxels |
| US5902822A (en) * | 1997-02-28 | 1999-05-11 | Bristol-Myers Squibb Company | 7-methylthiooxomethyl and 7-methylthiodioxomethyl paclitaxels |
| US5912264A (en) * | 1997-03-03 | 1999-06-15 | Bristol-Myers Squibb Company | 6-halo-or nitrate-substituted paclitaxels |
| US6017935A (en) * | 1997-04-24 | 2000-01-25 | Bristol-Myers Squibb Company | 7-sulfur substituted paclitaxels |
| JP2002500667A (ja) * | 1997-05-27 | 2002-01-08 | ベーカー ノートン ファーマシューティカルズ インコーポレイテッド | 人間の患者に対して経口的にタキサン類を投薬するための方法及び組成物 |
| IT1308636B1 (it) * | 1999-03-02 | 2002-01-09 | Indena Spa | Procedimento per la preparazione di tassani da 10-desacetilbaccatinaiii. |
| EP2289549A3 (en) | 1999-10-01 | 2011-06-15 | Immunogen, Inc. | Immunoconjugates for treating cancer |
| IT1317731B1 (it) | 2000-01-18 | 2003-07-15 | Indena Spa | Tassani semisintetici con attivita' antitumorale ed antiangiogenetica. |
| US6649632B2 (en) * | 2000-02-02 | 2003-11-18 | Fsu Research Foundation, Inc. | C10 ester substituted taxanes |
| EP1129991A1 (de) * | 2000-03-02 | 2001-09-05 | Degussa AG | Verfahren zur Herstellung eines titanhaltigen Zeolithen |
| US7064980B2 (en) * | 2003-09-17 | 2006-06-20 | Sandisk Corporation | Non-volatile memory and method with bit line coupled compensation |
| SV2006002010A (es) * | 2004-02-13 | 2006-08-23 | Univ Florida State Res Found | Taxanos sustituidos con esteres de ciclopentilo en c10 |
| EP1848423A4 (en) * | 2005-02-14 | 2008-12-31 | Univ Florida State Res Found | C10 CYCLOPROPYL ESTER SUBSTITUTED TAXAN COMPOSITIONS |
| ITMI20050415A1 (it) * | 2005-03-15 | 2006-09-16 | Indena Spa | Derivati tassanici semi-sintetici ad attivita' antitumorale |
| ITMI20062479A1 (it) * | 2006-12-21 | 2008-06-22 | Indena Spa | Processo per la preparazione di secotassani |
| AU2008288651A1 (en) * | 2007-08-22 | 2009-02-26 | 6570763 Canada Inc. | Process for converting 9-dihydro-13-acetylbaccatin III into docetaxel or paclitaxel |
| US8242166B2 (en) * | 2008-03-31 | 2012-08-14 | Florida State University Research Foundation, Inc. | C(10) ethyl ester and C(10) cyclopropyl ester substituted taxanes |
| MX2011001583A (es) | 2008-08-11 | 2011-04-04 | Nektar Therapeutics | Conjugados de alcanoato polimericos de multiples brazos. |
| US20130338216A1 (en) * | 2010-12-22 | 2013-12-19 | Nektar Therapeutics | Deuterated and/or fluorinated taxane derivatives |
| WO2012088422A1 (en) | 2010-12-22 | 2012-06-28 | Nektar Therapeutics | Multi-arm polymeric prodrug conjugates of taxane-based compounds |
| WO2012088445A1 (en) | 2010-12-22 | 2012-06-28 | Nektar Therapeutics | Multi-arm polymeric prodrug conjugates of cabazitaxel-based compounds |
| US9199954B2 (en) * | 2010-12-22 | 2015-12-01 | Nektar Therapeutics | Non-ring hydroxy substituted taxanes and methods for synthesizing the same |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5175315A (en) * | 1989-05-31 | 1992-12-29 | Florida State University | Method for preparation of taxol using β-lactam |
| EP0555485A4 (en) * | 1991-07-17 | 1993-11-03 | Nippon Steel Corporation | Antitumor compound nsc-lsc1 and production thereof |
| US5399726A (en) * | 1993-01-29 | 1995-03-21 | Florida State University | Process for the preparation of baccatin III analogs bearing new C2 and C4 functional groups |
| FR2688499B1 (fr) * | 1992-03-10 | 1994-05-06 | Rhone Poulenc Rorer Sa | Procede de preparation de la beta-phenylisoserine et de ses analogues. |
| US5200534A (en) * | 1992-03-13 | 1993-04-06 | University Of Florida | Process for the preparation of taxol and 10-deacetyltaxol |
-
1995
- 1995-07-21 ES ES95927699T patent/ES2126919T3/es not_active Expired - Lifetime
- 1995-07-21 RO RO97-00125A patent/RO115875B1/ro unknown
- 1995-07-21 SI SI9520078A patent/SI9520078B/sl not_active IP Right Cessation
- 1995-07-21 WO PCT/EP1995/002896 patent/WO1996003394A1/en active IP Right Grant
- 1995-07-21 RU RU97102722A patent/RU2134688C1/ru not_active IP Right Cessation
- 1995-07-21 SK SK100-97A patent/SK281526B6/sk not_active IP Right Cessation
- 1995-07-21 PL PL95318289A patent/PL187579B1/pl not_active IP Right Cessation
- 1995-07-21 DE DE69507702T patent/DE69507702T2/de not_active Expired - Lifetime
- 1995-07-21 AT AT95927699T patent/ATE176464T1/de active
- 1995-07-21 KR KR1019970700442A patent/KR100220490B1/ko not_active IP Right Cessation
- 1995-07-21 HU HU9700206A patent/HU222496B1/hu not_active IP Right Cessation
- 1995-07-21 CA CA002195844A patent/CA2195844C/en not_active Expired - Fee Related
- 1995-07-21 JP JP8505456A patent/JP2986550B2/ja not_active Ceased
- 1995-07-21 CN CN95194333A patent/CN1073105C/zh not_active Expired - Fee Related
- 1995-07-21 RO ROA200000502A patent/RO116549B1/ro unknown
- 1995-07-21 EP EP95927699A patent/EP0773938B1/en not_active Expired - Lifetime
- 1995-07-21 DK DK95927699T patent/DK0773938T3/da active
- 1995-07-21 CZ CZ1997199A patent/CZ293076B6/cs not_active IP Right Cessation
- 1995-07-21 AU AU31641/95A patent/AU684218B2/en not_active Ceased
- 1995-07-24 US US08/505,924 patent/US5756776A/en not_active Expired - Lifetime
-
1997
- 1997-01-23 BG BG101165A patent/BG62851B1/bg unknown
- 1997-01-23 NO NO19970296A patent/NO315116B1/no not_active IP Right Cessation
- 1997-01-23 FI FI970271A patent/FI120398B/fi not_active IP Right Cessation
-
1998
- 1998-12-07 HK HK98112903A patent/HK1011687A1/xx not_active IP Right Cessation
-
1999
- 1999-02-09 GR GR990400393T patent/GR3029309T3/el unknown
-
2000
- 2000-09-29 CN CN00129054A patent/CN1120161C/zh not_active Expired - Fee Related
- 2000-09-29 CN CN00129055A patent/CN1130356C/zh not_active Expired - Fee Related
- 2000-09-29 CN CN00129056A patent/CN1128795C/zh not_active Expired - Fee Related
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF | Valid on the event date | ||
| KO00 | Lapse of patent |
Effective date: 20130304 |