CA2140662A1 - Tetracyclic compounds, process and intermediates for their preparation and their use as antitumour agents - Google Patents

Tetracyclic compounds, process and intermediates for their preparation and their use as antitumour agents

Info

Publication number
CA2140662A1
CA2140662A1 CA002140662A CA2140662A CA2140662A1 CA 2140662 A1 CA2140662 A1 CA 2140662A1 CA 002140662 A CA002140662 A CA 002140662A CA 2140662 A CA2140662 A CA 2140662A CA 2140662 A1 CA2140662 A1 CA 2140662A1
Authority
CA
Canada
Prior art keywords
alkyl
carbon atoms
carbazole
optionally substituted
halo
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.)
Abandoned
Application number
CA002140662A
Other languages
English (en)
French (fr)
Inventor
Karl W. Franzmann
Jeremy N. Stables
Patrick V. R. Shannon
Nagaraja K. R. Rao
Laddawan Chunchatprasert
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.)
University College Cardiff Consultants Ltd
Wellcome Foundation Ltd
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2140662A1 publication Critical patent/CA2140662A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333Radicals substituted by oxygen or sulfur atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • C07D209/94[b, c]- or [b, d]-condensed containing carbocyclic rings other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/06Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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 two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic 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
    • C07D491/02Heterocyclic 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 two hetero rings
    • C07D491/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
CA002140662A 1992-07-20 1993-07-19 Tetracyclic compounds, process and intermediates for their preparation and their use as antitumour agents Abandoned CA2140662A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB929215361A GB9215361D0 (en) 1992-07-20 1992-07-20 Heterocyclic compounds
GB9215361.8 1992-07-20

Publications (1)

Publication Number Publication Date
CA2140662A1 true CA2140662A1 (en) 1994-02-03

Family

ID=10718981

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002140662A Abandoned CA2140662A1 (en) 1992-07-20 1993-07-19 Tetracyclic compounds, process and intermediates for their preparation and their use as antitumour agents

Country Status (23)

Country Link
EP (1) EP0651750A1 (es)
JP (1) JPH08502037A (es)
KR (1) KR950702563A (es)
CN (1) CN1088209A (es)
AU (1) AU4579593A (es)
BG (1) BG99359A (es)
CA (1) CA2140662A1 (es)
CZ (1) CZ14995A3 (es)
FI (1) FI950229A (es)
GB (1) GB9215361D0 (es)
HR (1) HRP931066A2 (es)
HU (1) HUT76787A (es)
IL (1) IL106385A0 (es)
MX (1) MX9304355A (es)
NO (1) NO950202D0 (es)
NZ (1) NZ254207A (es)
PL (1) PL307169A1 (es)
RU (1) RU95104939A (es)
SI (1) SI9300390A (es)
SK (1) SK7595A3 (es)
WO (1) WO1994002483A1 (es)
YU (1) YU50293A (es)
ZA (1) ZA935213B (es)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9401921D0 (en) * 1994-02-01 1994-03-30 Wellcome Found Heterocyclic compounds
GB9413758D0 (en) * 1994-07-07 1994-08-24 Wellcome Found Heterocyclic compounds
GB9804343D0 (en) * 1998-02-27 1998-04-22 Univ Cardiff Chemical compounds
US7419992B2 (en) 2001-02-14 2008-09-02 Wisconsin Alumni Research Foundation Use of aryl hydrocarbon receptor ligand as a therapeutic intervention in angiogenesis-implicated disorders
ATE431823T1 (de) * 2001-02-14 2009-06-15 Wisconsin Alumni Res Found Zubereitungen und verwendung eines ah-rezeptor- liganden, 2-(1'h-indol-3'-carbonyl)-thiazol-4- carbonsäure-methylester
GB0302094D0 (en) 2003-01-29 2003-02-26 Pharmagene Lab Ltd EP4 receptor antagonists
GB0324269D0 (en) 2003-10-16 2003-11-19 Pharmagene Lab Ltd EP4 receptor antagonists
WO2008051523A2 (en) * 2006-10-23 2008-05-02 Georgetown University Carbazole derivatives useful as medicaments in cancer therapy
JP2012500197A (ja) 2008-08-15 2012-01-05 ジョージタウン ユニバーシティー Rassf1a発現およびヒト癌細胞増殖の蛍光調節剤
JP2012051804A (ja) * 2008-12-26 2012-03-15 Kyoto Univ Eg5阻害剤
KR20160066490A (ko) * 2014-12-02 2016-06-10 주식회사 씨앤드씨신약연구소 헤테로사이클 유도체 및 그의 용도
US11053255B2 (en) 2015-06-22 2021-07-06 Georgetown University Synthesis of mahanine and related compounds
CN109776550B (zh) * 2019-01-17 2021-08-10 广东轻工职业技术学院 一种海洋真菌来源的生物碱化合物及其在制备食品防腐剂中的应用

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0300688A1 (en) * 1987-07-21 1989-01-25 FISONS plc Pyrrole derivatives, process for their preparation and pharmaceutical compositions containing them
US5166204A (en) * 1989-11-01 1992-11-24 Toyama Chemical Co., Ltd. Isoindole derivatives and salts thereof and antitumor agent comprising the same
MC2251A1 (fr) * 1990-03-20 1993-03-25 Wellcome Found Composes heterocycliques biocides,leur synthese et leurs internediaires,compositions les contenant et leur utilisation en medecine

Also Published As

Publication number Publication date
CN1088209A (zh) 1994-06-22
YU50293A (sh) 1997-01-08
NO950202L (no) 1995-01-19
GB9215361D0 (en) 1992-09-02
NO950202D0 (no) 1995-01-19
FI950229A0 (fi) 1995-01-19
HRP931066A2 (en) 1995-12-31
CZ14995A3 (en) 1995-10-18
HU9500171D0 (en) 1995-03-28
SK7595A3 (en) 1995-07-11
PL307169A1 (en) 1995-05-15
JPH08502037A (ja) 1996-03-05
MX9304355A (es) 1994-04-29
SI9300390A (en) 1994-03-31
RU95104939A (ru) 1996-10-27
WO1994002483A1 (en) 1994-02-03
FI950229A (fi) 1995-03-10
ZA935213B (en) 1995-01-19
AU4579593A (en) 1994-02-14
KR950702563A (ko) 1995-07-29
NZ254207A (en) 1997-03-24
HUT76787A (en) 1997-11-28
BG99359A (bg) 1995-11-30
EP0651750A1 (en) 1995-05-10
IL106385A0 (en) 1993-11-15

Similar Documents

Publication Publication Date Title
EP0432040B2 (fr) Dérivés hétérocycliques d'acylaminothiazoles, leur préparation et compositions pharmaceutiques en contenant
CA2140662A1 (en) Tetracyclic compounds, process and intermediates for their preparation and their use as antitumour agents
CN107556244B (zh) 并环化合物、其药物组合物及应用
CA2140440A1 (en) 2-thioindoles (selenoindoles) and related disulfides (selenides) which inhibit protein tyrosine kinases and which have antitumor properties
EP0397060A2 (de) Maleinimid-Derivate und deren Verwendung als Arzneimittel
US20040048915A1 (en) Methods and compounds for treating proliferative diseases
CA2459879A1 (en) 3-(4,5,6,7-tetrahydroindol-2-ylmethylidiene)-2-indolinone derivatives as kinase inhibitors
RU2162089C2 (ru) Новые пирролокарбазолы
Tholander et al. Syntheses of 6, 12-disubstituted 5, 11-dihydroindolo [3, 2-b] carbazoles, including 5, 11-dihydroindolo [3, 2-b] carbazole-6, 12-dicarbaldehyde, an extremely efficient ligand for the TCDD (Ah) receptor
FI79319B (fi) Foerfarande foer framstaellning av nya terapeutiskt anvaendbara tricykliska oxindolkarboxamidderivat.
Naveen et al. Concise total synthesis of water soluble metatacarboline A, C, D, E and F and its anticancer activity
Tholander et al. Syntheses of 6-substituted indolo [3, 2-b] carbazoles, including 6-formylindolo [3, 2-b] carbazole, an extremely efficient ligand for the TCDD (Ah) receptor
EP0591058B1 (fr) Dérivés d'Ellipticine à activité antitumorale
US5679694A (en) Tetracyclic compounds, intermediates for their preparation and their use as antitumor agents
KR101752932B1 (ko) 4-(아세틸아미노))-3-[(4-클로로-페닐)티오]-2-메틸-1h-인돌-1-아세트산의 중간체 및 그의 제조 방법
WO2001009129A2 (en) 1h-pirido[3, 4-b]indol-1-one derivatives
CA2443585A1 (fr) Nouveaux derives de (3,4-a:3,4-c) carbazole, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent
FR2933983A1 (fr) Nouveaux derives tricycliques,leur procede de preparation et les compositions pharmaceutiques qui les contiennent.
AU701025B2 (en) Heterocyclic compounds
EP2379549B1 (en) 7-azaindirubins, 7'-azaindirubins, 7-7'-diazaindirubin and the corresponding 3'-oxime ether derivates: production thereof, their production and use as a medicament
SU1268586A1 (ru) Способ получени незамещенного 4-оксо-1,2,3,3а-тетрагидропирамидо-(1,2,3,3 @ )- @ -карболина или его 5,6-алкил (арил)производных
JP2003506376A (ja) 1,2−ジヒドロ−1−オキソ−ピラジノ[1,2−a]インドール誘導体
EP2199292A1 (en) 7-azaindirubins, 7'-azaindirubins, 7-7'-diazaindirubin and the corresponding 3'-oxime ether derivates: production thereof, their production and use as a medicament
WO2004035582A1 (fr) Derives de pyrrolo (3,4-c) carbazole et de pyrido (2,3-b) pyrrolo (3,4-e) indole, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
SU1468902A1 (ru) Способ получени пирано @ 3,4-в @ индолов

Legal Events

Date Code Title Description
EEER Examination request
FZDE Discontinued