CA2496203C - Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents - Google Patents
Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents Download PDFInfo
- Publication number
- CA2496203C CA2496203C CA2496203A CA2496203A CA2496203C CA 2496203 C CA2496203 C CA 2496203C CA 2496203 A CA2496203 A CA 2496203A CA 2496203 A CA2496203 A CA 2496203A CA 2496203 C CA2496203 C CA 2496203C
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- substituted
- hydrogen
- amino
- compound
- 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
Links
Classifications
-
- 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
- C07D487/02—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 two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- 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
- A61P31/20—Antivirals for DNA viruses
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/32—Antioestrogens
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/224,979 | 2002-08-20 | ||
US10/224,979 US6800655B2 (en) | 2002-08-20 | 2002-08-20 | Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents |
PCT/US2003/025772 WO2004018475A2 (en) | 2002-08-20 | 2003-08-15 | Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2496203A1 CA2496203A1 (en) | 2004-03-04 |
CA2496203C true CA2496203C (en) | 2012-03-27 |
Family
ID=31946289
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2496203A Expired - Fee Related CA2496203C (en) | 2002-08-20 | 2003-08-15 | Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents |
Country Status (8)
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6800655B2 (en) * | 2002-08-20 | 2004-10-05 | Sri International | Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents |
US8080577B2 (en) * | 2004-05-06 | 2011-12-20 | Bioresponse, L.L.C. | Diindolylmethane formulations for the treatment of leiomyomas |
US20060100264A1 (en) * | 2004-11-06 | 2006-05-11 | Bjeldanes Leonard F | 3,3'-Diindolylmethane immune activating compositions |
EP1838303B1 (en) | 2004-12-30 | 2011-02-09 | Bioresponse LLC | Use of diindolylmethane-related indoles for the treatment and prevention of respiratory syncytial virus associates conditions |
KR101345002B1 (ko) | 2005-01-21 | 2013-12-31 | 아스텍스 테라퓨틱스 리미티드 | 제약 화합물 |
JP2008545663A (ja) * | 2005-05-27 | 2008-12-18 | クイーンズ ユニバーシティ アット キングストン | タンパク質フォールディング障害の治療 |
CN1807413B (zh) * | 2005-09-28 | 2010-05-05 | 中国医学科学院医药生物技术研究所 | 咔唑磺酰胺衍生物及其制备方法 |
PL2014652T3 (pl) | 2006-04-18 | 2015-02-27 | Nippon Chemiphar Co | Czynnik aktywujący receptor aktywowany przez proliferatory peroksysomów |
US8883790B2 (en) | 2006-10-12 | 2014-11-11 | Astex Therapeutics Limited | Pharmaceutical combinations |
EP2073803B1 (en) | 2006-10-12 | 2018-09-19 | Astex Therapeutics Limited | Pharmaceutical combinations |
BRPI0717753B1 (pt) | 2006-10-27 | 2022-04-12 | Bioresponse, Llc | Uso de uma composição compreendendo 50-250 mg de um ou mais indóis relacionados com dim e um ou mais agentes anti-protozoários, e, composição |
US7807705B2 (en) * | 2007-05-18 | 2010-10-05 | The Ohio State University Research Foundation | Potent indole-3-carbinol-derived antitumor agents |
US20100292316A1 (en) * | 2007-07-18 | 2010-11-18 | Research Development Foundation | Improved therapeutic methods and compositions comprising chroman ring compounds |
JP5474769B2 (ja) * | 2008-04-15 | 2014-04-16 | 日本ケミファ株式会社 | ペルオキシソーム増殖剤活性化受容体の活性化剤 |
JP5550151B2 (ja) * | 2008-09-17 | 2014-07-16 | エスアールアイ インターナショナル | インドール−3−カルビノール類似体およびその感染に対する薬剤としての使用 |
KR101477613B1 (ko) * | 2009-03-31 | 2014-12-30 | 롬엔드하스전자재료코리아유한회사 | 신규한 유기 전자재료용 화합물 및 이를 포함하는 유기 전자 소자 |
WO2010118339A2 (en) * | 2009-04-09 | 2010-10-14 | University Of Kansas | Formulations of indole-3-carbinol derived antitumor agents with increased oral bioavailability |
CN102724978A (zh) * | 2009-08-14 | 2012-10-10 | 塞伦尼斯治疗公司 | 用于治疗或预防炎症或能量代谢/产生相关疾病的PPARδ配体的用途 |
US8153680B2 (en) * | 2009-08-25 | 2012-04-10 | The Ohio State University Research Foundation | Alkyl indole-3-carbinol-derived antitumor agents |
DE102009052428A1 (de) * | 2009-11-10 | 2011-05-12 | Merck Patent Gmbh | Verbindung für elektronische Vorrichtungen |
AU2011248175A1 (en) * | 2010-05-06 | 2012-10-25 | Merck Sharp & Dohme Corp. | Aza-Indole derivatives useful as modulators of FAAH |
JP6034853B2 (ja) * | 2011-04-01 | 2016-11-30 | エスアールアイ インターナショナルSRI International | リポキシゲナーゼ阻害剤 |
WO2015042170A1 (en) | 2013-09-17 | 2015-03-26 | Wayne State University | Compositions and uses of combinations of dim-related indoles and selected anti-androgen compounds |
CN104030964B (zh) * | 2014-06-05 | 2016-06-29 | 天津科技大学 | 双吲哚类化合物及合成方法 |
US9969686B2 (en) * | 2014-08-05 | 2018-05-15 | Wisconsin Alumni Research Foundation | Synthesis of diindolylmethanes and indolo[3,2-b]carbazoles, compounds formed thereby, and pharmaceutical compositions containing them |
US9918965B2 (en) | 2015-04-10 | 2018-03-20 | Bioresponse, L.L.C. | Self-emulsifying formulations of DIM-related indoles |
CA3030582A1 (en) | 2015-07-22 | 2017-01-26 | The Royal Institution For The Advancement Of Learning/Mcgill University | Compounds and uses thereof in the treatment of cancers and other medical conditions |
CN105218552B (zh) * | 2015-09-30 | 2018-02-27 | 中国人民解放军军事医学科学院野战输血研究所 | 一种取代苯基二氢吲哚咔唑衍生物及其制备方法与应用 |
CN110698654B (zh) * | 2018-07-10 | 2021-04-02 | 中国科学院长春应用化学研究所 | 基于三聚吲哚的超支化共轭聚电解质及其制备方法和用途 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1282451B (de) * | 1965-09-01 | 1968-11-07 | Kalle Ag | Lichtempfindliche Schicht und Verfahren zur Herstellung fixierter Bilder |
US4636820A (en) * | 1980-03-06 | 1987-01-13 | The Hilton-Davis Chemical | Compositions, process and systems |
EP0266310B1 (de) * | 1986-10-28 | 2001-12-05 | Ciba SC Holding AG | Chromogene Phthalide |
GB8713564D0 (en) | 1987-06-10 | 1987-07-15 | Kong Y C | Synthesis |
CZ280738B6 (cs) * | 1988-02-10 | 1996-04-17 | F. Hoffmann - La Roche And Co., Aktiengesellschaft | Substituované pyrroly, jejich použití pro výrobu léčiv a léčiva na jejich bázi |
US5086171A (en) * | 1989-03-08 | 1992-02-04 | Appleton Papers Inc. | Bis-(indolyl)ethylenes |
US5116978A (en) * | 1989-03-08 | 1992-05-26 | Appleton Papers Inc. | Process for bis(indolyl)ethylene synthesis |
JP3038064B2 (ja) * | 1991-10-07 | 2000-05-08 | 日清製粉株式会社 | インドール誘導体およびこれを有効成分とする抗潰瘍薬 |
DE59207620D1 (de) * | 1991-10-30 | 1997-01-16 | Ciba Geigy Ag | NIR-Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung |
US5206377A (en) * | 1991-12-05 | 1993-04-27 | Whitby Research, Inc. | Compounds useful as antiproliferative agents |
US5407102A (en) * | 1994-02-15 | 1995-04-18 | Freudinger; Mark J. | Apparatus for dispensing a quantity of flowable material |
US5948808A (en) * | 1997-03-07 | 1999-09-07 | The Texas A&M University System | Indole-3-carbinol, diindolylmethane and substituted analogs as antiestrogens |
US5942340A (en) * | 1997-10-02 | 1999-08-24 | Xerox Corporation | Indolocarbazole electroluminescent devices |
US5843607A (en) * | 1997-10-02 | 1998-12-01 | Xerox Corporation | Indolocarbazole photoconductors |
AU752464B2 (en) * | 1998-05-04 | 2002-09-19 | Zentaris Gmbh | Indole derivatives and their use in the treatment of malignant and other diseases caused by pathological cell proliferation |
CA2335254A1 (en) * | 1998-07-08 | 2000-01-20 | Harbor Branch Oceanographic Institution, Inc. | Bis-indole derivatives and their use as antiinflammatory agents |
IT1317925B1 (it) | 2000-11-03 | 2003-07-15 | Sigma Tau Ind Farmaceuti | Bis-eterocicli ad attivita' antitumorale e chemosensibilizzante. |
IT1317926B1 (it) | 2000-11-03 | 2003-07-15 | Sigma Tau Ind Farmaceuti | Derivati triciclici dell'indolo ad attivita' antiangiogenica. |
JP2003346530A (ja) | 2002-05-23 | 2003-12-05 | Nippon Sheet Glass Co Ltd | 面状光源装置および画像読み取り装置 |
US6800655B2 (en) * | 2002-08-20 | 2004-10-05 | Sri International | Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents |
-
2002
- 2002-08-20 US US10/224,979 patent/US6800655B2/en not_active Expired - Lifetime
-
2003
- 2003-08-15 AU AU2003263878A patent/AU2003263878A1/en not_active Abandoned
- 2003-08-15 CA CA2496203A patent/CA2496203C/en not_active Expired - Fee Related
- 2003-08-15 DE DE60324155T patent/DE60324155D1/de not_active Expired - Lifetime
- 2003-08-15 JP JP2004531045A patent/JP4764629B2/ja not_active Expired - Fee Related
- 2003-08-15 EP EP03793096A patent/EP1530572B1/en not_active Expired - Lifetime
- 2003-08-15 AT AT03793096T patent/ATE411317T1/de not_active IP Right Cessation
- 2003-08-15 EP EP05077401.7A patent/EP1623985B1/en not_active Expired - Fee Related
- 2003-08-15 WO PCT/US2003/025772 patent/WO2004018475A2/en active Application Filing
-
2004
- 2004-02-03 US US10/772,036 patent/US7078427B2/en not_active Expired - Lifetime
-
2005
- 2005-10-19 JP JP2005305080A patent/JP4699171B2/ja not_active Expired - Fee Related
-
2006
- 2006-02-07 US US11/350,232 patent/US7429610B2/en not_active Expired - Lifetime
-
2008
- 2008-09-05 US US12/205,532 patent/US7666897B2/en not_active Expired - Fee Related
-
2010
- 2010-06-18 JP JP2010139927A patent/JP5599236B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
WO2004018475A3 (en) | 2004-04-01 |
EP1623985A2 (en) | 2006-02-08 |
US20090023796A1 (en) | 2009-01-22 |
US7666897B2 (en) | 2010-02-23 |
US6800655B2 (en) | 2004-10-05 |
US20060128785A1 (en) | 2006-06-15 |
EP1623985A3 (en) | 2011-06-08 |
US20040157906A1 (en) | 2004-08-12 |
US7078427B2 (en) | 2006-07-18 |
EP1530572B1 (en) | 2008-10-15 |
JP2006036796A (ja) | 2006-02-09 |
US7429610B2 (en) | 2008-09-30 |
JP4764629B2 (ja) | 2011-09-07 |
ATE411317T1 (de) | 2008-10-15 |
JP5599236B2 (ja) | 2014-10-01 |
AU2003263878A1 (en) | 2004-03-11 |
WO2004018475A2 (en) | 2004-03-04 |
EP1623985B1 (en) | 2016-02-17 |
EP1530572A2 (en) | 2005-05-18 |
DE60324155D1 (de) | 2008-11-27 |
JP2010195840A (ja) | 2010-09-09 |
CA2496203A1 (en) | 2004-03-04 |
JP4699171B2 (ja) | 2011-06-08 |
JP2006500379A (ja) | 2006-01-05 |
US20040043965A1 (en) | 2004-03-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20220301 |
|
MKLA | Lapsed |
Effective date: 20200831 |