CA2362760C - Camptothecin derivatives having antitumor activity - Google Patents

Camptothecin derivatives having antitumor activity Download PDF

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Publication number
CA2362760C
CA2362760C CA002362760A CA2362760A CA2362760C CA 2362760 C CA2362760 C CA 2362760C CA 002362760 A CA002362760 A CA 002362760A CA 2362760 A CA2362760 A CA 2362760A CA 2362760 C CA2362760 C CA 2362760C
Authority
CA
Canada
Prior art keywords
compound
single isomer
group
linear
iminomethylcamptothecin
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA002362760A
Other languages
English (en)
French (fr)
Other versions
CA2362760A1 (en
Inventor
Sergio Penco
Lucio Merlini
Franco Zunino
Paolo Carminati
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Istituto Nazionale per lo Studio e la Cura die Tumori
Sigma Tau Industrie Farmaceutiche Riunite SpA
Original Assignee
Istituto Nazionale per lo Studio e la Cura die Tumori
Sigma Tau Industrie Farmaceutiche Riunite SpA
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
Application filed by Istituto Nazionale per lo Studio e la Cura die Tumori, Sigma Tau Industrie Farmaceutiche Riunite SpA filed Critical Istituto Nazionale per lo Studio e la Cura die Tumori
Publication of CA2362760A1 publication Critical patent/CA2362760A1/en
Application granted granted Critical
Publication of CA2362760C publication Critical patent/CA2362760C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
    • 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
    • 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
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/06—Antimalarials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
CA002362760A 1999-03-09 2000-03-08 Camptothecin derivatives having antitumor activity Expired - Fee Related CA2362760C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP99830124A EP1044977B1 (en) 1999-03-09 1999-03-09 Camptothecin derivatives having antitumor activity
EP99830124.6 1999-03-09
PCT/EP2000/001570 WO2000053607A1 (en) 1999-03-09 2000-03-08 Camptothecin derivatives having antitumor activity

Publications (2)

Publication Number Publication Date
CA2362760A1 CA2362760A1 (en) 2000-09-14
CA2362760C true CA2362760C (en) 2009-08-18

Family

ID=8243303

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002362760A Expired - Fee Related CA2362760C (en) 1999-03-09 2000-03-08 Camptothecin derivatives having antitumor activity

Country Status (38)

Country Link
US (2) US6242457B1 (https=)
EP (1) EP1044977B1 (https=)
JP (1) JP4610743B2 (https=)
KR (1) KR100702085B1 (https=)
CN (1) CN1139592C (https=)
AR (1) AR022860A1 (https=)
AT (1) ATE216998T1 (https=)
AU (1) AU774174B2 (https=)
BG (1) BG65032B1 (https=)
BR (1) BR0008840B1 (https=)
CA (1) CA2362760C (https=)
CO (1) CO5180590A1 (https=)
CZ (1) CZ304465B6 (https=)
DE (1) DE69901379T2 (https=)
DK (1) DK1044977T3 (https=)
EA (1) EA003605B1 (https=)
EE (1) EE04679B1 (https=)
EG (1) EG23999A (https=)
ES (1) ES2175919T3 (https=)
HR (1) HRP20010667B1 (https=)
HU (1) HU229506B1 (https=)
IL (2) IL144958A0 (https=)
IS (1) IS2003B (https=)
ME (2) MEP4008A (https=)
MX (1) MXPA01009081A (https=)
NO (1) NO328363B1 (https=)
NZ (1) NZ513393A (https=)
PE (1) PE20001485A1 (https=)
PL (1) PL222208B1 (https=)
PT (1) PT1044977E (https=)
RS (1) RS50405B (https=)
SI (1) SI1044977T1 (https=)
SK (1) SK287561B6 (https=)
TN (1) TNSN00045A1 (https=)
TR (1) TR200102603T2 (https=)
TW (1) TWI272272B (https=)
WO (1) WO2000053607A1 (https=)
ZA (1) ZA200107408B (https=)

Families Citing this family (40)

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Publication number Priority date Publication date Assignee Title
DK1140198T3 (da) 1999-01-13 2008-03-10 Alchemia Oncology Pty Ltd Anvendelse af hyaluronan til fremstilling af et lægemiddel til forögelse af cytotoksiske lægemidlers virkningsgrad
US7105492B2 (en) * 1999-03-09 2006-09-12 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Camptothecin derivatives having antitumor activity
FR2794123B1 (fr) * 1999-05-28 2001-07-27 Aventis Pharma Sa Preparation de derives de la camptothecine et de la nothapodytine
US6352996B1 (en) * 1999-08-03 2002-03-05 The Stehlin Foundation For Cancer Research Liposomal prodrugs comprising derivatives of camptothecin and methods of treating cancer using these prodrugs
US9066919B2 (en) * 2000-07-14 2015-06-30 Alchemia Oncology Pty Limited Hyaluronan as a chemo-sensitizer in the treatment of cancer
AUPQ879500A0 (en) * 2000-07-14 2000-08-10 Meditech Research Limited Hyaluronan as cytotoxic agent, drug presensitizer and chemo-sensitizer in the treatment of disease
US20040029906A1 (en) * 2001-07-31 2004-02-12 Michael Christman Inhibitors of dna polymerase sigma
CA2458856C (en) * 2001-08-27 2011-02-15 Meditech Research Limited Improved therapeutic protocols
WO2003033525A1 (en) * 2001-10-12 2003-04-24 Debio Recherche Pharmacuetique S.A. Amino-substituted camptothecin polymer derivatives and use of the same for the manufacture of a medicament
ITRM20020306A1 (it) * 2002-05-31 2003-12-01 Sigma Tau Ind Farmaceuti Esteri in posizione 20 di camptotecine.
ITRM20020305A1 (it) 2002-05-31 2003-12-01 Sigma Tau Ind Farmaceuti Camptotecine con anello lattonico modificato.
FR2852606A1 (fr) * 2003-03-18 2004-09-24 Inst Nat Sante Rech Med Moyens pour inhiber simultanement l'expression de plusieurs genes impliques dans une pathologie
US20040204435A1 (en) * 2003-04-09 2004-10-14 Joachim Liehr Alternating treatment with topoisomerase I and topoisomerase II inhibitors
ITRM20030344A1 (it) * 2003-07-14 2005-01-15 Ist Naz Stud Cura Dei Tumori 7-n-poliamminoalchil(ossi)imminometilcamptotecine recanti gruppi protettivi.
CN101480395A (zh) * 2004-03-26 2009-07-15 诺瓦提斯公司 喜树碱衍生物以固定给药方案治疗增生性疾病的用途
NZ550430A (en) 2004-04-27 2009-06-26 Wellstat Biologics Corp Cancer treatment using viruses and camptothecins
ITRM20040242A1 (it) * 2004-05-13 2004-08-13 Ist Naz Stud Cura Dei Tumori "7-t-butossiimminometilcamptotecina coniugata in posizione 20 con antagonisti delle integrine.
ITRM20040241A1 (it) * 2004-05-13 2004-08-13 Ist Naz Stud Cura Dei Tumori Camptotecine coniugate in posizione 20 con antagonisti delle integrine.
ITRM20040240A1 (it) * 2004-05-13 2004-08-13 Ist Naz Stud Cura Dei Tumori Camptotecine coniugate in posizione 7 con antagonisti delle integrine.
ITRM20040288A1 (it) * 2004-06-11 2004-09-11 Sigma Tau Ind Farmaceuti Uso della 7-t-butossiimminometilcamptotecina per la preparazione di un medicamento per il trattamento delle neoplasie dell'utero.
CN100334089C (zh) * 2004-07-21 2007-08-29 王洋 一种9－硝基喜树碱的生产方法
GT200500310A (es) * 2004-11-19 2006-06-19 Compuestos organicos
US8975248B2 (en) * 2004-12-15 2015-03-10 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Combinations of therapeutic agents for treating cancer
WO2006067092A2 (en) 2004-12-21 2006-06-29 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Stereoselective process and crystalline forms of a camptothecin
SA06270147B1 (ar) 2005-06-09 2009-12-22 نوفارتيس ايه جي عملية لتخليق 5-(مثيل–1h–إيميدازول–1-يل )–3-(ثلاثي فلـورو مثيل)–بنزامـين
ATE540698T1 (de) 2005-07-14 2012-01-15 Wellstat Biologics Corp Krebsbehandlung mit viren, fluoropyrimidinen und camptothecinen
JP5465431B2 (ja) * 2005-07-27 2014-04-09 アルケミア オンコロジー ピーティーワイ リミテッド ヒアルロナンを用いる治療プロトコル
ITRM20050418A1 (it) * 2005-08-04 2007-02-05 Sigma Tau Ind Farmaceuti Sistemi terapeutici a rilascio immediato per il migliorato assorbimento orale di 7-[(e)-t-butilossimminometil] camptotecina.
WO2007017513A2 (en) * 2005-08-10 2007-02-15 Novartis Ag Formulations for 7-(t-butoxy)iminomethyl camptothecin
WO2007028196A1 (en) * 2005-09-07 2007-03-15 Alchemia Oncology Pty Limited Therapeutic compositions comprising hyaluronan and therapeutic antibodies as well as methods of treatment
PT1962850E (pt) * 2005-12-21 2012-05-21 Sigma Tau Ind Farmaceuti Tratamento de tumores resistentes a drogas
EP1989212B1 (en) * 2006-02-17 2013-06-19 Cascade Prodrug Inc. Treatment of hyperproliferative diseases with vinca alkaloid n-oxide and analogs
KR101394768B1 (ko) 2006-03-30 2014-05-21 드라이스 파마슈티컬스 아이엔씨 캄토테신-세포 투과 펩티드 결합체 및 이를 포함하는 약학 조성물
CA2676986A1 (en) * 2007-02-01 2008-08-07 Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. Pharmaceutical composition comprising a campothecin derivative
EP2120948A1 (en) * 2007-02-13 2009-11-25 SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A. Broad-spectrum anti-cancer treatment based on iminocamptothecin derivatives
SG183010A1 (en) * 2007-08-01 2012-08-30 Sigma Tau Ind Farmaceuti Treatment of pediatric tumors
EP2096113A1 (en) 2008-02-05 2009-09-02 SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A. 9-substituted camptothecin derivatives as antitumor compounds
TWI482621B (zh) 2009-12-23 2015-05-01 Sigma Tau Ind Farmaceuti 青蒿素基藥物與其他化學治療劑的抗癌組合物
US10517961B2 (en) 2015-09-25 2019-12-31 ZY Therapeutics, Inc. Drug formulation based on particulates comprising polysaccharide-vitamin conjugate
WO2025252101A1 (zh) * 2024-06-05 2025-12-11 荣昌生物制药(烟台)股份有限公司 一种喜树碱类化合物及其用途

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4399276A (en) * 1981-01-09 1983-08-16 Kabushiki Kaisha Yakult Honsha 7-Substituted camptothecin derivatives
DK0612248T3 (da) * 1991-11-15 2003-12-08 Smithkline Beecham Corp Præparat, der indeholder cisplatin og topotecan som antitumormiddel
US5614529A (en) * 1994-09-22 1997-03-25 Research Triangle Institute Inhibition of plasmodia parasites by camptothecin compounds
US5972955A (en) * 1995-06-06 1999-10-26 Dr. Reddy's Research Foundation Water soluble C-ring analogues of 20(S)-camptothecin
GB9512670D0 (en) * 1995-06-21 1995-08-23 Sod Conseils Rech Applic Camptothecin analogues
IT1282673B1 (it) * 1996-02-23 1998-03-31 Ist Naz Stud Cura Dei Tumori Derivati della camptotecina e loro uso come agenti antitumorali
IL127800A (en) * 1996-08-19 2005-11-20 Bionumerik Pharmaceuticals Inc Highly lipophilic 7-substituted camptothecin derivatives and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
BR0008840B1 (pt) 2011-12-27
TWI272272B (en) 2007-02-01
ATE216998T1 (de) 2002-05-15
EE04679B1 (et) 2006-08-15
ME00017B (me) 2010-06-10
NO20014128L (no) 2001-08-24
IS2003B (is) 2005-04-15
KR100702085B1 (ko) 2007-04-02
MEP4008A (xx) 2010-02-10
BR0008840A (pt) 2002-01-08
RS50405B (sr) 2009-12-31
HK1031222A1 (en) 2001-06-08
HRP20010667A2 (en) 2002-08-31
IS6031A (is) 2001-07-31
SI1044977T1 (en) 2002-08-31
CZ20013077A3 (cs) 2002-01-16
CO5180590A1 (es) 2002-07-30
SK11642001A3 (sk) 2002-01-07
SK287561B6 (sk) 2011-02-04
JP4610743B2 (ja) 2011-01-12
ES2175919T3 (es) 2002-11-16
CZ304465B6 (cs) 2014-05-21
EA003605B1 (ru) 2003-06-26
YU64301A (sh) 2005-07-19
WO2000053607A1 (en) 2000-09-14
US20010008939A1 (en) 2001-07-19
CA2362760A1 (en) 2000-09-14
DK1044977T3 (da) 2002-07-08
PE20001485A1 (es) 2000-12-07
NO328363B1 (no) 2010-02-01
PT1044977E (pt) 2002-09-30
MXPA01009081A (es) 2002-08-30
NZ513393A (en) 2003-04-29
EP1044977B1 (en) 2002-05-02
DE69901379T2 (de) 2002-11-07
JP2002539128A (ja) 2002-11-19
AU3160400A (en) 2000-09-28
BG65032B1 (bg) 2006-12-29
EG23999A (en) 2008-03-19
IL144958A (en) 2009-08-03
HU229506B1 (en) 2014-01-28
ZA200107408B (en) 2002-05-29
PL355094A1 (en) 2004-03-22
NO20014128D0 (no) 2001-08-24
PL222208B1 (pl) 2016-07-29
EP1044977A1 (en) 2000-10-18
BG105810A (en) 2002-06-28
KR20010102519A (ko) 2001-11-15
DE69901379D1 (de) 2002-06-06
US6589939B2 (en) 2003-07-08
HUP0200210A3 (en) 2004-03-29
TR200102603T2 (tr) 2002-01-21
EA200100954A1 (ru) 2002-04-25
HUP0200210A2 (hu) 2002-05-29
CN1139592C (zh) 2004-02-25
TNSN00045A1 (fr) 2005-11-10
IL144958A0 (en) 2002-06-30
HRP20010667B1 (en) 2003-06-30
AU774174B2 (en) 2004-06-17
AR022860A1 (es) 2002-09-04
US6242457B1 (en) 2001-06-05
CN1343209A (zh) 2002-04-03
EE200100466A (et) 2002-12-16

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Effective date: 20190308