SI9520078B - Polsintetski taksani z antitumorsko aktivnostjo - Google Patents

Polsintetski taksani z antitumorsko aktivnostjo Download PDF

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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
Application number
SI9520078A
Other languages
English (en)
Other versions
SI9520078A (en
Inventor
Ezio Bombardelli
Bellis Paolo De
Bruno Gabetta
Original Assignee
Indena S.P.A.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from ITMI941592A external-priority patent/IT1274356B/it
Priority claimed from IT95RM000413A external-priority patent/IT1278108B1/it
Application filed by Indena S.P.A. filed Critical Indena S.P.A.
Publication of SI9520078A publication Critical patent/SI9520078A/sl
Publication of SI9520078B publication Critical patent/SI9520078B/sl

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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

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  • 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)

Claims (8)

  1. Λ PATENTNI ZAHTEVKI 1. 13-[(2R, 3S)-3-fenil-2-hidroksi-3-terc- butoksikarbonil-amino-propanoil]-11,12- dihidrobakatin III s formulo (Ib)
    (lb) označen s tem, da R\ je fenil, R2 je terc-butoksi, R3 je acetoksi in R4 je H.
  2. 2. Kot intermediat spojina s formulo (5)
    (5) ι
  3. 3. Polsintetski sekotaksan s formulo (5a)
    kjer sta Ri in R2, ki sta lahko enaka ali različna, skupine C| - C20 alkil, C2 - Cg alkenil, aril ali heteroaril, R2 je lahko tudi terc-butoksi skupina.
  4. 4. Spojina po zahtevku 3, t.j. 13-[(2R, 3S)-3-fenil-2-hidroksi-3-terc-butoksikarbonil-amino-propanoil]-C-seko-10-deacetilbakatin III s formulo 5a
    ( 5a) označen s tem, da Rije fenil, R2 je terc-butoksi. 3
  5. 5. Spojina po zahtevku 3, t.j. 13-[(2R, 3S)-3-izobutil-2-hidroksi-3-kaproilamino-propanoil]-C-seko-10-deacetilbakatin III s formulo 5a, označena s tem, da Rije izobutil, R2je kaproil.
  6. 6. Postopek za pripravo spojin po zahtevku 3, označen s tem, da spojino s formulo (5)
    zaestrimo z derivati, ki so prikladno aktivirani in/ali zaščiteni na izoserinski verigi, pri čemer uvedemo acilno skupino v položaj 13 RjCONH Rt
    OH (kjer imata R| in R2 v zahtevku 3 navedene pomene), nakar odstranimo zaščitne skupine. k
  7. 7. Farmacevtski sestavki, označeni s tem, da vsebujejo taksane po zahtevku 1.
  8. 8. Uporaba taksanov po zahtevku 1 za pripravo zdravil, koristnih za zdravljenje tumorjev pri kardiopatičnih pacientih. Za:
    INDENA S.P.A. 4 VRHU J A ORAlfi/ IfUP i. »
SI9520078A 1994-07-26 1995-07-21 Polsintetski taksani z antitumorsko aktivnostjo SI9520078B (sl)

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 (sl)
EP (1) EP0773938B1 (sl)
JP (1) JP2986550B2 (sl)
KR (1) KR100220490B1 (sl)
CN (4) CN1073105C (sl)
AT (1) ATE176464T1 (sl)
AU (1) AU684218B2 (sl)
BG (1) BG62851B1 (sl)
CA (1) CA2195844C (sl)
CZ (1) CZ293076B6 (sl)
DE (1) DE69507702T2 (sl)
DK (1) DK0773938T3 (sl)
ES (1) ES2126919T3 (sl)
FI (1) FI120398B (sl)
GR (1) GR3029309T3 (sl)
HK (1) HK1011687A1 (sl)
HU (1) HU222496B1 (sl)
NO (1) NO315116B1 (sl)
PL (1) PL187579B1 (sl)
RO (2) RO115875B1 (sl)
RU (1) RU2134688C1 (sl)
SI (1) SI9520078B (sl)
SK (1) SK281526B6 (sl)
WO (1) WO1996003394A1 (sl)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
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
EP0868422A1 (de) * 1996-09-24 1998-10-07 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.
WO2001024763A2 (en) 1999-10-01 2001-04-12 Immunogen, Inc. Compositions and methods for treating cancer using immunoconjugates and chemotherapeutic agents
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
HN2005000054A (es) * 2004-02-13 2009-02-18 Florida State University Foundation Inc Taxanos sustituidos con esteres de ciclopentilo en c10
MX2007009748A (es) * 2005-02-14 2007-09-26 Univ Florida State Res Found Composiciones de taxano sustituidas con esteres ciclopropilicos en c10.
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
KR101671537B1 (ko) 2008-08-11 2016-11-01 넥타르 테라퓨틱스 다분지형 중합체 알카노에이트 컨쥬게이트
US9199954B2 (en) * 2010-12-22 2015-12-01 Nektar Therapeutics Non-ring hydroxy substituted taxanes and methods for synthesizing the same
US20130331443A1 (en) 2010-12-22 2013-12-12 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of taxane-based compounds
US20130338216A1 (en) * 2010-12-22 2013-12-19 Nektar Therapeutics Deuterated and/or fluorinated taxane derivatives
US10894087B2 (en) 2010-12-22 2021-01-19 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of cabazitaxel-based compounds

Family Cites Families (5)

* Cited by examiner, † Cited by third party
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
WO1993002067A1 (fr) * 1991-07-17 1993-02-04 Nippon Steel Corporation Compose antitumoral nsc-lsc1 et son procede de production
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

Also Published As

Publication number Publication date
BG101165A (en) 1997-08-29
US5756776A (en) 1998-05-26
NO970296D0 (no) 1997-01-23
WO1996003394A1 (en) 1996-02-08
RO116549B1 (ro) 2001-03-30
CN1308072A (zh) 2001-08-15
RU2134688C1 (ru) 1999-08-20
DK0773938T3 (da) 1999-09-20
CN1073105C (zh) 2001-10-17
AU3164195A (en) 1996-02-22
FI970271A0 (fi) 1997-01-23
PL187579B1 (pl) 2004-08-31
EP0773938A1 (en) 1997-05-21
ES2126919T3 (es) 1999-04-01
HUT76829A (en) 1997-11-28
KR100220490B1 (ko) 1999-09-15
AU684218B2 (en) 1997-12-04
HU222496B1 (hu) 2003-07-28
CA2195844A1 (en) 1996-02-08
FI970271A (fi) 1997-03-19
CN1308073A (zh) 2001-08-15
NO315116B1 (no) 2003-07-14
CN1120161C (zh) 2003-09-03
JP2986550B2 (ja) 1999-12-06
CZ293076B6 (cs) 2004-02-18
JPH09512827A (ja) 1997-12-22
DE69507702T2 (de) 1999-08-26
CN1332163A (zh) 2002-01-23
RO115875B1 (ro) 2000-07-28
NO970296L (no) 1997-03-12
ATE176464T1 (de) 1999-02-15
PL318289A1 (en) 1997-06-09
DE69507702D1 (de) 1999-03-18
GR3029309T3 (en) 1999-05-28
SI9520078A (en) 1997-06-30
FI120398B (fi) 2009-10-15
SK10097A3 (en) 1997-08-06
EP0773938B1 (en) 1999-02-03
SK281526B6 (sk) 2001-04-09
CZ19997A3 (en) 1997-07-16
BG62851B1 (bg) 2000-09-29
CN1128795C (zh) 2003-11-26
CA2195844C (en) 2001-10-09
CN1130356C (zh) 2003-12-10
CN1154109A (zh) 1997-07-09
HK1011687A1 (en) 1999-07-16

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