WO2002012188A3 - Composes indoliques utilises dans le traitement du cancer - Google Patents

Composes indoliques utilises dans le traitement du cancer Download PDF

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Publication number
WO2002012188A3
WO2002012188A3 PCT/US2001/024978 US0124978W WO0212188A3 WO 2002012188 A3 WO2002012188 A3 WO 2002012188A3 US 0124978 W US0124978 W US 0124978W WO 0212188 A3 WO0212188 A3 WO 0212188A3
Authority
WO
WIPO (PCT)
Prior art keywords
lower alkyl
alkoxy
cancer
hydroxy
hydrogen
Prior art date
Application number
PCT/US2001/024978
Other languages
English (en)
Other versions
WO2002012188A2 (fr
WO2002012188B1 (fr
Inventor
Dennis A Carson
Lorenzo M Leoni
Howard B Cottam
Original Assignee
Univ California
Dennis A Carson
Lorenzo M Leoni
Howard B Cottam
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 US09/634,207 external-priority patent/US7151100B1/en
Application filed by Univ California, Dennis A Carson, Lorenzo M Leoni, Howard B Cottam filed Critical Univ California
Priority to AU2001283224A priority Critical patent/AU2001283224B2/en
Priority to AU8322401A priority patent/AU8322401A/xx
Priority to JP2002518166A priority patent/JP2004518615A/ja
Priority to CA002419060A priority patent/CA2419060A1/fr
Priority to EP01962006A priority patent/EP1307459A2/fr
Publication of WO2002012188A2 publication Critical patent/WO2002012188A2/fr
Publication of WO2002012188A3 publication Critical patent/WO2002012188A3/fr
Publication of WO2002012188B1 publication Critical patent/WO2002012188B1/fr

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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
    • C07D491/02—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 two hetero rings
    • C07D491/04—Ortho-condensed systems
    • 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
    • A61K31/13—Amines
    • A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
    • A61K31/136—Amines having aromatic rings, e.g. ketamine, nortriptyline having the amino group directly attached to the aromatic ring, e.g. benzeneamine
    • 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
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • 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
    • 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
    • A61K31/407—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 other heterocyclic ring systems, e.g. ketorolac, physostigmine
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4166—1,3-Diazoles having oxo groups directly attached to the heterocyclic ring, e.g. phenytoin
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/475—Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
    • 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
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • 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
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
    • 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
    • A61K31/66—Phosphorus compounds
    • A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
    • 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
    • A61P35/02—Antineoplastic agents specific for leukemia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Hematology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

La présente invention concerne de nouveaux dérivés indoliques utilisés pour inhiber le développement du cancer ou sensibiliser les cellules cancéreuses à des agents chimiothérapeutiques, au rayonnement ou à d'autres traitements contre le cancer.
PCT/US2001/024978 2000-08-09 2001-08-09 Composes indoliques utilises dans le traitement du cancer WO2002012188A2 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
AU2001283224A AU2001283224B2 (en) 2000-08-09 2001-08-09 Indole compounds useful for the treatment of cancer
AU8322401A AU8322401A (en) 2000-08-09 2001-08-09 Indole compounds useful for the treatment of cancer
JP2002518166A JP2004518615A (ja) 2000-08-09 2001-08-09 癌の処置に有用なインドール化合物
CA002419060A CA2419060A1 (fr) 2000-08-09 2001-08-09 Composes indoliques utilises dans le traitement du cancer
EP01962006A EP1307459A2 (fr) 2000-08-09 2001-08-09 Composes indoliques utilises dans le traitement du cancer

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/634,207 US7151100B1 (en) 1999-07-23 2000-08-09 Indole compounds useful for the treatment of cancer
US09/634,207 2000-08-09

Publications (3)

Publication Number Publication Date
WO2002012188A2 WO2002012188A2 (fr) 2002-02-14
WO2002012188A3 true WO2002012188A3 (fr) 2002-10-03
WO2002012188B1 WO2002012188B1 (fr) 2003-03-20

Family

ID=24542833

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2001/024978 WO2002012188A2 (fr) 2000-08-09 2001-08-09 Composes indoliques utilises dans le traitement du cancer

Country Status (5)

Country Link
EP (1) EP1307459A2 (fr)
JP (1) JP2004518615A (fr)
AU (2) AU2001283224B2 (fr)
CA (1) CA2419060A1 (fr)
WO (1) WO2002012188A2 (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT1104297E (pt) 1998-07-09 2006-05-31 Cephalon Inc Composicoes para o tratamento da leucemia linfocitica cronica
US7151100B1 (en) 1999-07-23 2006-12-19 The Regents Of The University Of California Indole compounds useful for the treatment of cancer
US7105560B1 (en) 1999-07-23 2006-09-12 The Regents Of The University Of California Use of etodolac in the treatment of multiple myeloma
US6545034B1 (en) 1999-07-23 2003-04-08 The Regents Of The University Of California Use of etodolac for the treatment of chronic lymphocytic leukemia
US7129262B2 (en) 1999-07-23 2006-10-31 The Regents Of The University Of California Indole compounds useful for the treatment of cancer
US7361680B2 (en) 1999-07-23 2008-04-22 The Regents Of The University Of California Indole compounds useful for the treatment of cancer
US20040152672A1 (en) * 2000-08-09 2004-08-05 Carson Dennis A. Indole compounds useful for the treatment of cancer
US7211599B2 (en) 2002-09-19 2007-05-01 The Regents Of The University Of California Use of etodolac to treat hyperplasia
US7314886B2 (en) 2003-10-02 2008-01-01 Cephalon, Inc. Tetrahydropyrano-indole derivatives
FR2869231B1 (fr) * 2004-04-27 2008-03-14 Sod Conseils Rech Applic Composition therapeutique contenant au moins un derive de la pyrrolobenzodiazepine et la fludarabine
BR112012030625A2 (pt) 2010-06-03 2017-06-27 Pharmacyclics Inc uso de inibidores de tirosina quinase de bruton (btk)
AU2012325804B2 (en) * 2011-10-19 2017-09-07 Pharmacyclics Llc Use of inhibitors of Bruton's tyrosine kinase (Btk)
CN104704129A (zh) 2012-07-24 2015-06-10 药品循环公司 与对布鲁顿酪氨酸激酶(btk)抑制剂的抗性相关的突变
US9885086B2 (en) 2014-03-20 2018-02-06 Pharmacyclics Llc Phospholipase C gamma 2 and resistance associated mutations

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2226340A1 (de) * 1971-06-01 1973-03-15 American Home Prod Indolderivate, verfahren zu ihrer herstellung und in diesen verfahren verwendete zwischenprodukte
US4337760A (en) * 1978-10-13 1982-07-06 Adolf Schwimmer Method for the treatment of tumors with β-glucuronidase activity dependent pharmaceuticals
EP0289262A2 (fr) * 1987-04-27 1988-11-02 Syntex Pharmaceuticals International Limited Alkylesters d'ammonium quaternaire-oméga et thioesters de médicaments antiinflammatoires acides non stéroiques
WO1998009603A2 (fr) * 1996-09-06 1998-03-12 Loma Linda University Medical Center Compositions contenant des anti-inflammatoires non steroidiens a enantiomeres r et methodes therapeutiques et prophylactiques employant ces compositions

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3974179A (en) * 1971-06-01 1976-08-10 American Home Products Corporation 1,3,4,9-Tetrahydropyrano[3,4-b]indole-1-acetamides and derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2226340A1 (de) * 1971-06-01 1973-03-15 American Home Prod Indolderivate, verfahren zu ihrer herstellung und in diesen verfahren verwendete zwischenprodukte
US4337760A (en) * 1978-10-13 1982-07-06 Adolf Schwimmer Method for the treatment of tumors with β-glucuronidase activity dependent pharmaceuticals
EP0289262A2 (fr) * 1987-04-27 1988-11-02 Syntex Pharmaceuticals International Limited Alkylesters d'ammonium quaternaire-oméga et thioesters de médicaments antiinflammatoires acides non stéroiques
WO1998009603A2 (fr) * 1996-09-06 1998-03-12 Loma Linda University Medical Center Compositions contenant des anti-inflammatoires non steroidiens a enantiomeres r et methodes therapeutiques et prophylactiques employant ces compositions

Non-Patent Citations (10)

* Cited by examiner, † Cited by third party
Title
BIOMED. MASS SPECTROM., vol. 11, no. 6, 1984, pages 278 - 283 *
CHEMICAL ABSTRACTS, vol. 101, no. 13, 24 September 1984, Columbus, Ohio, US; abstract no. 1984:506777, VAN BREEMEN, R.B. ET AL.: "Characterization of oxygen-linked glucuronides by laser desorption mass spectrometry" XP002201415 *
CHEMICAL ABSTRACTS, vol. 112, no. 13, 26 March 1990, Columbus, Ohio, US; abstract no. 111681y, VENUTI, MICHAEL C. ET AL.: "Synthesis and biological evaluation of omega-(N,N,N-trialkylammonium)alkyl esters and thioesters of carboxylic acid nonsteroidal antiinflammatory agents." XP002201414 *
CHEMICAL ABSTRACTS, vol. 126, no. 16, 21 April 1997, Columbus, Ohio, US; abstract no. 207064q, BERENDES, U. ET AL.: "Simultaneous determination of the phase II metabolites of the non steroidal anti-inflammatory drug etodolac in human urine." XP002201413 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002201416, Database accession no. 1997:86440 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002201417, Database accession no. 1990:111681 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002201418, Database accession no. 1984:506777 *
ELISABETTA BRENNA ET AL.: "New enzymatic and chemical approaches to enantiopure etodolac", TETRAHEDRON., vol. 53, no. 52, 1997, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM., NL, pages 17769 - 17780, XP002201412, ISSN: 0040-4020 *
ENANTIOMER, vol. 1, no. 4-6, 1996, pages 415 - 422 *
PHARM. RES., vol. 6, no. 10, 1989, pages 867 - 873 *

Also Published As

Publication number Publication date
WO2002012188A2 (fr) 2002-02-14
WO2002012188B1 (fr) 2003-03-20
JP2004518615A (ja) 2004-06-24
EP1307459A2 (fr) 2003-05-07
AU2001283224B2 (en) 2007-06-28
CA2419060A1 (fr) 2002-02-14
AU8322401A (en) 2002-02-18

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