CA2190007C - Antitumor indolopyrrolocarbazole derivatives - Google Patents

Antitumor indolopyrrolocarbazole derivatives Download PDF

Info

Publication number
CA2190007C
CA2190007C CA002190007A CA2190007A CA2190007C CA 2190007 C CA2190007 C CA 2190007C CA 002190007 A CA002190007 A CA 002190007A CA 2190007 A CA2190007 A CA 2190007A CA 2190007 C CA2190007 C CA 2190007C
Authority
CA
Canada
Prior art keywords
compound
formula
group
same meaning
ethyl acetate
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
CA002190007A
Other languages
English (en)
French (fr)
Other versions
CA2190007A1 (en
Inventor
Katsuhisa Kojiri
Hisao Kondo
Hiroharu Arakawa
Mitsuru Ohkubo
Hiroyuki Suda
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.)
MSD KK
Original Assignee
Banyu Phamaceutical Co Ltd
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 Banyu Phamaceutical Co Ltd filed Critical Banyu Phamaceutical Co Ltd
Priority to CA002413037A priority Critical patent/CA2413037C/en
Priority claimed from PCT/JP1995/000868 external-priority patent/WO1995030682A1/ja
Publication of CA2190007A1 publication Critical patent/CA2190007A1/en
Application granted granted Critical
Publication of CA2190007C publication Critical patent/CA2190007C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C243/10—Hydrazines
    • C07C243/12—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms
    • C07C243/16—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
    • C07D487/14—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/044—Pyrrole radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/23—Heterocyclic radicals containing two or more heterocyclic rings condensed among themselves or condensed with a common carbocyclic ring system, not provided for in groups C07H19/14 - C07H19/22

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Biotechnology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Molecular Biology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Genetics & Genomics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Saccharide Compounds (AREA)
CA002190007A 1994-05-09 1995-05-02 Antitumor indolopyrrolocarbazole derivatives Expired - Fee Related CA2190007C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002413037A CA2413037C (en) 1994-05-09 1995-05-02 Intermediates for producing antitumor indolopyrrolocarbazole derivatives

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP11948394 1994-05-09
JP119483/1994 1994-05-09
JP14564894 1994-06-03
JP145648/1994 1994-06-03
PCT/JP1995/000868 WO1995030682A1 (en) 1994-05-09 1995-05-02 Antitumor indolopyprolocarbazole derivative

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA002413037A Division CA2413037C (en) 1994-05-09 1995-05-02 Intermediates for producing antitumor indolopyrrolocarbazole derivatives

Publications (2)

Publication Number Publication Date
CA2190007A1 CA2190007A1 (en) 1995-11-16
CA2190007C true CA2190007C (en) 2003-04-15

Family

ID=26457215

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002190007A Expired - Fee Related CA2190007C (en) 1994-05-09 1995-05-02 Antitumor indolopyrrolocarbazole derivatives

Country Status (14)

Country Link
EP (2) EP0760375B1 (enExample)
JP (1) JP3038921B2 (enExample)
KR (1) KR100312473B1 (enExample)
CN (2) CN1285605C (enExample)
AT (2) ATE283863T1 (enExample)
AU (1) AU683749B2 (enExample)
CA (1) CA2190007C (enExample)
CL (1) CL2004001117A1 (enExample)
DE (2) DE69533833T2 (enExample)
DK (2) DK1264836T3 (enExample)
ES (2) ES2230433T3 (enExample)
HK (1) HK1000890A1 (enExample)
PT (2) PT760375E (enExample)
TW (1) TW313566B (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20050058444A (ko) * 2002-08-23 2005-06-16 반유 세이야꾸 가부시끼가이샤 인돌로피롤로카르바졸 유도체의 제조법
CN101585861B (zh) * 2009-07-03 2012-10-24 复旦大学 N-糖基萘并咔唑化合物及其合成方法和应用
WO2025082431A1 (zh) * 2023-10-18 2025-04-24 正大天晴药业集团股份有限公司 一种吲哚衍生物治疗头颈部肿瘤的用途

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL94274A0 (en) * 1989-05-05 1991-03-10 Goedecke Ag Maleinimide derivatives,process for the preparation thereof and pharmaceutical compositions containing the same
EP0528030B1 (en) * 1990-05-11 1997-09-17 Banyu Pharmaceutical Co., Ltd. Antitumor be-13793c derivative
NZ245203A (en) * 1991-11-29 1997-07-27 Banyu Pharma Co Ltd 5h-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6h)-dione derivatives substituted in position-13 by a pentose or hexose group; corresponding indolo-furano(anhydride)intermediates
JP3603322B2 (ja) * 1992-12-14 2004-12-22 萬有製薬株式会社 インドロピロロカルバゾール誘導体の製造法
JP3707075B2 (ja) * 1994-06-13 2005-10-19 萬有製薬株式会社 グリコシルトランスフェラーゼをコードする遺伝子及びその用途
AU3086495A (en) * 1994-08-02 1996-03-04 Banyu Pharmaceutical Co., Ltd. Antitumor indolopyrrolocarbazoles

Also Published As

Publication number Publication date
ES2206501T3 (es) 2004-05-16
CL2004001117A1 (es) 2005-04-22
AU683749B2 (en) 1997-11-20
DK0760375T3 (da) 2003-12-29
DE69532198T2 (de) 2004-08-26
JP3038921B2 (ja) 2000-05-08
ATE255121T1 (de) 2003-12-15
DE69533833T2 (de) 2005-12-15
KR970702869A (ko) 1997-06-10
EP0760375A4 (en) 2002-03-27
HK1000890A1 (en) 2004-01-09
PT760375E (pt) 2004-04-30
EP1264836B1 (en) 2004-12-01
CN1106400C (zh) 2003-04-23
CN1285605C (zh) 2006-11-22
TW313566B (enExample) 1997-08-21
PT1264836E (pt) 2005-02-28
DE69532198D1 (de) 2004-01-08
EP1264836A1 (en) 2002-12-11
DE69533833D1 (de) 2005-01-05
CN1153518A (zh) 1997-07-02
DK1264836T3 (da) 2005-03-07
CN1513865A (zh) 2004-07-21
CA2190007A1 (en) 1995-11-16
EP0760375B1 (en) 2003-11-26
ES2230433T3 (es) 2005-05-01
AU2353595A (en) 1995-11-29
KR100312473B1 (ko) 2002-06-24
HK1067948A1 (en) 2005-04-22
EP0760375A1 (en) 1997-03-05
ATE283863T1 (de) 2004-12-15

Similar Documents

Publication Publication Date Title
KR910000897B1 (ko) 레베카마이신 동족체
HU211556A9 (en) Pyrroloindole derivatives related to dc-88a compound
US4808613A (en) Rebeccamycin derivative containing pharmaceutical composition
US5922860A (en) Antitumor indolopyrrolocarbazole derivatives
CA2218606A1 (en) Novel peptide derivatives
WO1994011377A2 (en) Water soluble camptothecin derivatives
EP1432721A1 (en) Process for the preparation of rebeccamycin and analogs thereof
US5804564A (en) Antitumor indolopyrrolocarbazole derivatives
CA2069857A1 (en) Substituted diaminophthalimides and analogues
WO1995030682A1 (en) Antitumor indolopyprolocarbazole derivative
Lautens et al. Ring-opening reactions of an oxabicyclic compound with cuprates
EP2130831A1 (en) CDC25 inhibitors
US7169935B2 (en) Process for preparing heterocyclic indene analogs
EP0760375B1 (en) Antitumor indolopyprolocarbazole derivative
HU176957B (hu) Sposob poluchenija 4-zamehhennykh proizvodnykh daunomicina i adriamicina
CA2634513A1 (en) Novel intermediate compounds and processes for their preparation
CA2413037C (en) Intermediates for producing antitumor indolopyrrolocarbazole derivatives
CN113896732A (zh) 抗癌药物卡马替尼的制备方法及其应用
JPWO1995030682A1 (ja) 抗腫瘍性インドロピロロカルバゾール誘導体
HK1000890B (en) Antitumor indolopyrolocarbazole derivative
Benhida et al. Efficient stereoselective synthesis of new C-nucleosides via intramolecular Mitsunobu cyclization
JPS58216169A (ja) ５−フルオロウラシル誘導体およびその製法
JPWO1994002481A1 (ja) イミダゾナフチリジン誘導体

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed