WO2002042319A3 - 2-substituted estrogens as antiangiogenic agents - Google Patents

2-substituted estrogens as antiangiogenic agents Download PDF

Info

Publication number
WO2002042319A3
WO2002042319A3 PCT/US2001/026490 US0126490W WO0242319A3 WO 2002042319 A3 WO2002042319 A3 WO 2002042319A3 US 0126490 W US0126490 W US 0126490W WO 0242319 A3 WO0242319 A3 WO 0242319A3
Authority
WO
WIPO (PCT)
Prior art keywords
antiangiogenic agents
estrogens
substituted
substituted estrogens
antiangiogenic
Prior art date
Application number
PCT/US2001/026490
Other languages
French (fr)
Other versions
WO2002042319A2 (en
WO2002042319A9 (en
Inventor
Gregory Agoston
Jamshed H Shah
Kimberly A Hunsucker
Victor Pribluda
Theresa M Lavallee
Shawn J Green
Christopher J Herbstritt
Xiaoguo H Zhan
Anthony Treston
Original Assignee
Entremed Inc
Gregory Agoston
Jamshed H Shah
Kimberly A Hunsucker
Victor Pribluda
Theresa M Lavallee
Shawn J Green
Christopher J Herbstritt
Xiaoguo H Zhan
Anthony Treston
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 Entremed Inc, Gregory Agoston, Jamshed H Shah, Kimberly A Hunsucker, Victor Pribluda, Theresa M Lavallee, Shawn J Green, Christopher J Herbstritt, Xiaoguo H Zhan, Anthony Treston filed Critical Entremed Inc
Priority to JP2002544452A priority Critical patent/JP2004537499A/en
Priority to AU2001288386A priority patent/AU2001288386B2/en
Priority to CA002430100A priority patent/CA2430100A1/en
Priority to EP01968112A priority patent/EP1343803A2/en
Priority to AU8838601A priority patent/AU8838601A/en
Publication of WO2002042319A2 publication Critical patent/WO2002042319A2/en
Publication of WO2002042319A3 publication Critical patent/WO2002042319A3/en
Publication of WO2002042319A9 publication Critical patent/WO2002042319A9/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P31/04—Antibacterial agents
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Compositions and methods for treating mammalian disease characterized by undesirable angiogenesis by administering derivatives of 2-methoxyestradiol of the general formula (I), wherein the variables are defined in the specification.
PCT/US2001/026490 2000-11-27 2001-08-24 2-substituted estrogens as antiangiogenic agents WO2002042319A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP2002544452A JP2004537499A (en) 2000-11-27 2001-08-24 Anti-angiogenic drugs
AU2001288386A AU2001288386B2 (en) 2000-11-27 2001-08-24 2-substituted estrogens as antiangiogenic agents
CA002430100A CA2430100A1 (en) 2000-11-27 2001-08-24 Antiangiogenic agents
EP01968112A EP1343803A2 (en) 2000-11-27 2001-08-24 2-substituted estrogens as antiangiogenic agents
AU8838601A AU8838601A (en) 2000-11-27 2001-08-24 Antiangiogenic agents

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US25338500P 2000-11-27 2000-11-27
US60/253,385 2000-11-27
US25530200P 2000-12-13 2000-12-13
US60/255,302 2000-12-13
US27825001P 2001-03-23 2001-03-23
US60/278,250 2001-03-23
US93389401A 2001-08-21 2001-08-21
US09/933,894 2001-08-21

Publications (3)

Publication Number Publication Date
WO2002042319A2 WO2002042319A2 (en) 2002-05-30
WO2002042319A3 true WO2002042319A3 (en) 2003-03-13
WO2002042319A9 WO2002042319A9 (en) 2005-03-31

Family

ID=27500470

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2001/026490 WO2002042319A2 (en) 2000-11-27 2001-08-24 2-substituted estrogens as antiangiogenic agents

Country Status (5)

Country Link
EP (1) EP1343803A2 (en)
JP (1) JP2004537499A (en)
AU (2) AU8838601A (en)
CA (1) CA2430100A1 (en)
WO (1) WO2002042319A2 (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI320712B (en) * 2001-09-05 2010-02-21 Alcon Inc The use of non-feminizing estrogens as retinoprotective agents for the treatment of glaucoma
US20040214806A1 (en) 2002-09-03 2004-10-28 Iok-Hou Pang Use of non-feminizing estrogens as retinoprotective agents for the treatment of glaucoma
DE10307103A1 (en) 2003-02-19 2004-09-09 Schering Ag Anti-tumor effective 2-substituted D-homostra-1,3,5 (10) -trien-3-yl sulfamate
DE10307104A1 (en) 2003-02-19 2004-09-23 Schering Ag Anti-tumor effective 2-substituted Estra-1,3,5 (10) -trien-3-yl sulfamate
US20050148496A1 (en) * 2003-11-26 2005-07-07 Entelos, Inc. Treatment of rheumatoid arthritis with hypoxia inducible factor-1alpha antagonists
TW200611909A (en) 2004-08-04 2006-04-16 Akzo Nobel Nv Process for the preparation 2-substituted-derivatives of estrone and estradiol
TW200613316A (en) 2004-08-26 2006-05-01 Akzo Nobel Nv Process for the preparation of estrone and/or estradiol-derivates
WO2014089177A2 (en) 2012-12-04 2014-06-12 Massachusetts Institute Of Technology Compounds, conjugates and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines
EP2972394A4 (en) 2013-03-15 2016-11-02 Sloan Kettering Inst Cancer Hsp90-targeted cardiac imaging and therapy
US9663549B2 (en) * 2013-06-25 2017-05-30 Forendo Pharma Ltd. Therapeutically active 17-nitrogen substituted estratreinthiazole derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase
US9850272B2 (en) * 2013-06-25 2017-12-26 Forendo Pharma Ltd. Therapeutically active estratrienthiazole derivatives as inhibitors of 17.beta-hydroxy-steroid dehydrogenase, type 1
US10377791B2 (en) 2013-06-25 2019-08-13 Forendo Pharma Ltd. Therapeutically active estratrienthiazole derivatives as inhibitors of 17 B-hydroxysteroid dehydrogenase, type 1
WO2017197045A1 (en) 2016-05-11 2017-11-16 Movassaghi Mohammad Convergent and enantioselective total synthesis of communesin analogs
US11932650B2 (en) 2017-05-11 2024-03-19 Massachusetts Institute Of Technology Potent agelastatin derivatives as modulators for cancer invasion and metastasis
CN107746420B (en) * 2017-09-28 2020-08-14 湖南新合新生物医药有限公司 Preparation method of 16 beta alkyl steroid compound
US10640508B2 (en) 2017-10-13 2020-05-05 Massachusetts Institute Of Technology Diazene directed modular synthesis of compounds with quaternary carbon centers
US11535634B2 (en) 2019-06-05 2022-12-27 Massachusetts Institute Of Technology Compounds, conjugates, and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines and uses thereof

Citations (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2846453A (en) * 1957-05-28 1958-08-05 Searle & Co Alpha-ring-acylated estrone derivatives, and corresponding alcohols, their esters, and ethers
GB857080A (en) * 1956-05-29 1960-12-29 Syntex Sa Cyclopentanophenanthrene derivatives and process for the production thereof
GB857081A (en) * 1956-05-29 1960-12-29 Syntex Sa Cyclopentanophenanthrene derivatives and process for the production thereof
US3166577A (en) * 1956-05-29 1965-01-19 Syntex Corp 1, 2-dimethyl estrogens and intermediates used in the production thereof
DE2004516A1 (en) * 1969-03-05 1970-09-10 VEB Jenapharm, Jena Thermpentic steroidal sulphonate esters
US3562260A (en) * 1965-08-23 1971-02-09 Ormonoterapia Richter Spa 2-carbonyl-estratrienes and method of their preparation
WO1987002367A2 (en) * 1985-10-18 1987-04-23 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain
JPS6390763A (en) * 1986-10-03 1988-04-21 Res Dev Corp Of Japan Immunoassay kit for catechol estrogen
WO1988008002A1 (en) * 1987-04-16 1988-10-20 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain
WO1995004535A1 (en) * 1993-08-06 1995-02-16 The Children's Medical Center Corporation Estrogenic compounds as anti-mitotic agents
JPH10100A (en) * 1996-02-22 1998-01-06 Smithkline Beecham Corp New diagnostic marker for splicing variety of gene related to neurological function
WO1998032763A1 (en) * 1997-01-29 1998-07-30 Sri International Steroid inhibitors of estrone sulfatase, and associated pharmaceutical compositions and methods of use
WO1999001142A1 (en) * 1997-07-03 1999-01-14 Hyal Pharmaceutical Corporation Pharmaceutical compositions comprising an angiostatic steroid combined with a hyaluronan
WO1999033858A2 (en) * 1997-12-24 1999-07-08 Sri International Estrone sulfamate inhibitors of estrone sulfatase, and associated pharmaceutical compositions and methods of use
WO1999033859A2 (en) * 1997-12-24 1999-07-08 Sri International Novel anti-estrogenic steroids, and associated pharmaceutical compositions and methods of use
WO2000007576A2 (en) * 1998-08-07 2000-02-17 Endorecherche, Inc. INHIBITORS OF TYPE 3 3α-HYDROSTEROID DEHYDROGENASE
WO2000010552A2 (en) * 1998-08-24 2000-03-02 Global Vascular Concepts, Inc. Use of anti-angiogenic agents for inhibiting vessel wall injury
US6136992A (en) * 1997-03-13 2000-10-24 The United States Of America As Represented By The Department Of Health And Human Services 2-alkoxy estradiols and derivatives thereof
WO2000066095A2 (en) * 1999-04-30 2000-11-09 Sterix Limited Use of estrone derivatives as antitumour agents
WO2000068246A1 (en) * 1999-05-11 2000-11-16 Marsden, John, Christopher Steroid compounds with a c17-alkyl side chain and an aromatic a-ring for use in therapy
WO2001027132A1 (en) * 1999-10-14 2001-04-19 The University Of Melbourne Estradiol conjugates and uses thereof
WO2001085755A1 (en) * 2000-05-11 2001-11-15 Marsden, John, Christopher 2-substituted pregna-1, 3, 5 (10) -triene and chola-1, 3, 5 (10)-triene derivatives and their biological activity

Patent Citations (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB857080A (en) * 1956-05-29 1960-12-29 Syntex Sa Cyclopentanophenanthrene derivatives and process for the production thereof
GB857081A (en) * 1956-05-29 1960-12-29 Syntex Sa Cyclopentanophenanthrene derivatives and process for the production thereof
US3166577A (en) * 1956-05-29 1965-01-19 Syntex Corp 1, 2-dimethyl estrogens and intermediates used in the production thereof
US2846453A (en) * 1957-05-28 1958-08-05 Searle & Co Alpha-ring-acylated estrone derivatives, and corresponding alcohols, their esters, and ethers
US3562260A (en) * 1965-08-23 1971-02-09 Ormonoterapia Richter Spa 2-carbonyl-estratrienes and method of their preparation
DE2004516A1 (en) * 1969-03-05 1970-09-10 VEB Jenapharm, Jena Thermpentic steroidal sulphonate esters
WO1987002367A2 (en) * 1985-10-18 1987-04-23 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain
JPS6390763A (en) * 1986-10-03 1988-04-21 Res Dev Corp Of Japan Immunoassay kit for catechol estrogen
WO1988008002A1 (en) * 1987-04-16 1988-10-20 The Upjohn Company Cyclic hydrocarbons with an aminoalkyl sidechain
WO1995004535A1 (en) * 1993-08-06 1995-02-16 The Children's Medical Center Corporation Estrogenic compounds as anti-mitotic agents
JPH10100A (en) * 1996-02-22 1998-01-06 Smithkline Beecham Corp New diagnostic marker for splicing variety of gene related to neurological function
WO1998032763A1 (en) * 1997-01-29 1998-07-30 Sri International Steroid inhibitors of estrone sulfatase, and associated pharmaceutical compositions and methods of use
US6136992A (en) * 1997-03-13 2000-10-24 The United States Of America As Represented By The Department Of Health And Human Services 2-alkoxy estradiols and derivatives thereof
WO1999001142A1 (en) * 1997-07-03 1999-01-14 Hyal Pharmaceutical Corporation Pharmaceutical compositions comprising an angiostatic steroid combined with a hyaluronan
WO1999033858A2 (en) * 1997-12-24 1999-07-08 Sri International Estrone sulfamate inhibitors of estrone sulfatase, and associated pharmaceutical compositions and methods of use
WO1999033859A2 (en) * 1997-12-24 1999-07-08 Sri International Novel anti-estrogenic steroids, and associated pharmaceutical compositions and methods of use
WO2000007576A2 (en) * 1998-08-07 2000-02-17 Endorecherche, Inc. INHIBITORS OF TYPE 3 3α-HYDROSTEROID DEHYDROGENASE
WO2000010552A2 (en) * 1998-08-24 2000-03-02 Global Vascular Concepts, Inc. Use of anti-angiogenic agents for inhibiting vessel wall injury
WO2000066095A2 (en) * 1999-04-30 2000-11-09 Sterix Limited Use of estrone derivatives as antitumour agents
WO2000068246A1 (en) * 1999-05-11 2000-11-16 Marsden, John, Christopher Steroid compounds with a c17-alkyl side chain and an aromatic a-ring for use in therapy
WO2001027132A1 (en) * 1999-10-14 2001-04-19 The University Of Melbourne Estradiol conjugates and uses thereof
WO2001085755A1 (en) * 2000-05-11 2001-11-15 Marsden, John, Christopher 2-substituted pregna-1, 3, 5 (10) -triene and chola-1, 3, 5 (10)-triene derivatives and their biological activity

Non-Patent Citations (90)

* Cited by examiner, † Cited by third party
Title
ABOULWAFA O M ET AL: "SYNTHESIS AND EVALUATION FOR UTEROTROPHIC AND ANTIIMPLANTATION ACTIVITIES OF 2-SUBSTITUTED ESTRADIOL DERIVATIVES", STEROIDS, vol. 57, no. 4, 1992, pages 199 - 204, XP002200985, ISSN: 0039-128X *
ABOULWAFA O M ET AL: "Synthesis and evaluation for uterotrophic and antiimplantation activities of 2-substituted estradiol derivatives.", STEROIDS. UNITED STATES APR 1992, vol. 57, no. 4, April 1992 (1992-04-01), pages 199 - 204, XP002201494, ISSN: 0039-128X *
ACTA PHYS. CHEM. (1973), 19(3), 287-90 *
AKUSH. GINEKOL. (MOSCOW) (1982), (6), 55-6 *
ARCH. PHARM. (WEINHEIM, GER.) (1991), 324(9), 533-6 *
ARCH. PHARM. (WEINHEIM, GER.) (1997), 330(9-10), 295-302 *
AUST. J. CHEM. (1989), 42(3), 421-32 *
BIOCHEM. PHARMACOL. (1987), 36(19), 3175-80 *
BIOMED. CHROMATOGR. (1996), 10(2), 73-7 *
BLICKENSTAFF ET AL: "Synthesis of some analogs of estradiol", STEROIDS, ELSEVIER SCIENCE PUBLISHERS, NEW YORK, NY, US, vol. 48, no. 4/5, October 1985 (1985-10-01), pages 889 - 902, XP002109816, ISSN: 0039-128X *
BRITISH MEDICAL BULLETIN, vol. 56, no. 3, 2000, pages 787 - 797 *
BRUEGGEMEIER R W ET AL: "2-Methoxymethylestradiol: a new 2-methoxy estrogen analog that exhibits antiproliferative activity and alters tubulin dynamics.", THE JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY. ENGLAND AUG 2001, vol. 78, no. 2, August 2001 (2001-08-01), pages 145 - 156, XP002201497, ISSN: 0960-0760 *
BULL. SOC. CHIM. FR. (1968), (8), 3301-6 *
BYULL. EKSP. BIOL. MED. (1978), 85(4), 467-70 *
CALCIF. TISSUE INT. (1993), 53(5), 312-17 *
CAMBIE R C ET AL: "Aromatic steroids. II. Chromium trioxide oxidation of some estra-1,3,5(10)-trienes", JOURNAL OF THE CHEMICAL SOCIETY, SECTION C: ORGANIC CHEMISTRY, CHEMICAL SOCIETY. LETCHWORTH, GB, vol. 9, 1969, pages 1234 - 1240, XP002081770 *
CANCER RES. (1995), 55(9), 1863-8 *
CHEM. IND. (LONDON) (1969), (27), 917-18 *
CHEM. PHARM. BULL. (1972), 20(2), 336-42 *
CHEMICAL ABSTRACTS, vol. 60, no. 1, 6 January 1964, Columbus, Ohio, US; abstract no. 592f, SAKAKIBARA, KYOICHI: "2-hydroxy-1,3,5(10)-estratriene derivs." XP002186126 *
CHEMICAL ABSTRACTS, vol. 64, no. 9, 25 April 1966, Columbus, Ohio, US; abstract no. 12756f, HIDEHIKO, KANEKO ET AL: "17.alpha.-Substituted 2-methyl estradiol derivatives" XP002200990 *
CHEMICAL ABSTRACTS, vol. 65, no. 13, 19 December 1966, Columbus, Ohio, US; abstract no. 20183b, MASUO MORISAKI ET AL: "Steroids. LI. Aromatisation reaction of the cross-conjugated dienone system by zinc. 9." XP002200991 *
CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 14, no. 8, 1966, TOKYO JP, pages 866 - 872 *
CUSHMAN M ET AL: "SYNTHESIS OF ANALOGS OF 2-METHOXYESTRADIOL WITH ENHANCED INHIBITORYEFFECTS ON TUBULIN POLYMERIZATION AND CANCER CELL GROWTH", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 40, no. 15, 18 July 1997 (1997-07-18), pages 2323 - 2334, XP002067998, ISSN: 0022-2623 *
CUSHMAN M ET AL: "SYNTHESIS, ANTITUBULIN AND ANTIMITOTIC ACTIVITY, AND CYTOTOXICITY OF ANALOGS OF 2-METHOXYESTRADIOL, AN ENDOGENOUS MAMMALIAN METABOLITE OF ESTRADIOL THAT INHIBITS TUBULIN POLYMERIZATION BY BINDING TO THE COLCHICINE BINDING SITE", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 38, no. 12, 1995, pages 2041 - 2049, XP002055798, ISSN: 0022-2623 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; AIZU-YOKOTA, ERIKO ET AL: "Natural estrogens induce modulation of microtubules in Chinese hamster V79 cells in culture", XP002202842, retrieved from STN Database accession no. 122:282544 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; ARNOLDI, ANNA ET AL: "Sweet Isovanillyl Derivatives: Synthesis and Structure-Taste Relationships of Conformationally Restricted Analogs", XP002186129, retrieved from STN Database accession no. 129:315260 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; BRANDI, MARIA LUISA ET AL: "Bone endothelial cells as estrogen targets", XP002200994, retrieved from STN Database accession no. 120:154019 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; CRABBE, PIERRE: "Cotton effect of the styrene chromophore", XP002202833, retrieved from STN Database accession no. 71:81600 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; EL-TOMBARY, ALAA A.: "Synthesis, uterotropic, and antiuterotropic activities of some estradiol derivatives containing thiadiazole, thiazoline, and thiazolidinone moieties", XP002200995, retrieved from STN Database accession no. 128:13372 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; FANCHENKO, N. D. ET AL: "Characteristics of the guinea pig uterus estrogen receptor system", XP002201499, retrieved from STN Database accession no. 89:100421 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; FETIZON, MARCEL ET AL: "Synthesis of 2-keto steroids", XP002186127, retrieved from STN Database accession no. 70:78228 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; GANDHI, VIPINCHANDRA S. ET AL: "Mannich reaction of estrone", XP002202829, retrieved from STN Database accession no. 57:49511 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; HU, GUO-FU: "Neomycin inhibits angiogenin-induced angiogenesis", XP002202837, retrieved from STN Database accession no. 129:254734 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; IKEGAWA, SHIGEO ET AL: "Immunoaffinity extraction for liquid chromatographic determination of equilin and its metabolites in plasma", XP002202831, retrieved from STN Database accession no. 124:279333 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; IRIARTE, J. ET AL: "Steroids. XCIV. Synthesis of 2-methyl and 1, 2 -dimethyl estrogens", XP002202828, retrieved from STN Database accession no. 52:104476 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; JAGGERS, D. C. ET AL: "Potent inhibitory effects of steroids in an in vitro model of angiogenesis", XP002202835, retrieved from STN Database accession no. 125:293371 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; KOVACS, KATALIN ET AL: "Steroids. XXIII. Synthesis of 2- and 4-hydroxy and 2,4-dihydroxy derivatives of estrone and estradiol", XP002201501, retrieved from STN Database accession no. 81:4123 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; KUBODERA, AKIKO: "Kits for RIA of catechol estrogens for breast cancer diagnosis", XP002186128, retrieved from STN Database accession no. 112:152537 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; KUREBAYASHI, JUNICHI ET AL: "Paradoxical hormone responses of KPL-1 breast cancer cells in vivo: a significant role of angiogenesis in tumor growth", XP002202836, retrieved from STN Database accession no. 134:13447 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; LIMANTSEV, A. V. ET AL: "Effect of some estrogen structural analogs on the development of the mouse embryo in vitro", XP002186130, retrieved from STN Database accession no. 97:85606 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; LOOZEN, H. J. J. ET AL: "An approach to the synthesis of 7.beta.-amino estrogens", XP002202832, retrieved from STN Database accession no. 100:85982 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; MICHEL, MARTIN C. ET AL: "Inhibition of synaptosomal high-affinity uptake of dopamine and serotonin by estrogen agonists and antagonists", XP002200993, retrieved from STN Database accession no. 107:211978 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; MUECK, A. O. ET AL: "Angiogenetic and anti-angiogenetic effects of estradiol and its metabolites", XP002202838, retrieved from STN Database accession no. 136:31843 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; NAMBARA, TOSHIO ET AL: "Microbial transformation products derived from steroids. I. Synthesis of 1,2- and 2,3-dimethoxy-4-methylestratrienes", XP002201500, retrieved from STN Database accession no. 76:113417 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; PERT, DEREK J. ET AL: "Preparations of 2,4-disubstituted estradiols", XP002201498, retrieved from STN Database accession no. 111:233338 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; PFEIFFER, D. G. ET AL: "Are catechol estrogens obligatory mediators of estrogen action in the central nervous system? I. Characterization of pharmacological probes with different receptor binding affinities and catechol estrogen formation rates", XP002200992, retrieved from STN Database accession no. 105:146466 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SATO, YOSHIHIRO ET AL: "Natural estrogens induce modulation of microtubules in Chinese hamster V79 cells in culture", XP002202841, retrieved from STN Database accession no. 125:76716 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SHISHKINA, A. A. ET AL: "Synthesis and properties of condensed heterocyclic derivatives of estra-4,9-dien-17.beta.-ol-3-one", XP002202830, retrieved from STN Database accession no. 80:96203 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SINGH, A. ET AL: "Inhibition of deoxyglucose uptake in MCF-7 breast cancer cells by 2-methoxyestrone and 2-methoxyestrone-3-O-sulfamate", XP002202840, retrieved from STN Database accession no. 132:318130 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SPYRIOUNIS, DIMITRIS M. ET AL: "Copper(II) complex of an estradiol derivative with potent antiinflammatory properties", XP002200996, retrieved from STN Database accession no. 115:256452 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; WANG, CHUNXIA ET AL: "Photoaffinity labeling of human placental estradiol 17.beta.-dehydrogenase with 2- and 4-azidoestrone, 2- and 4-azidoestradiol", XP002202834, retrieved from STN Database accession no. 118:96907 *
DATABASE MEDLINE [online] December 1980 (1980-12-01), SIRACUSA G ET AL: "The effect of microtubule- and microfilament-disrupting drugs on preimplantation mouse embryos.", XP002202839, Database accession no. NLM7198136 *
DATABASE MEDLINE [online] H. M. FRASER ET AL: "Angiogenesis and its control in the female reproductive system", XP002200989, Database accession no. NLM11255562 *
DATABASE WPI Section Ch Derwent World Patents Index; Class B00, AN 1966-11971F, XP002200998 *
DATABASE WPI Section Ch Derwent World Patents Index; Class B00, AN 1966-25001F, XP002200999 *
DATABASE WPI Section Ch Week 199732, Derwent World Patents Index; Class B01, AN 1997-349334, XP002200997 *
DUBEY, RAGHVENDRA K. ET AL: "Methoxyestradiols Mediate the Antimitogenic Effects of Estradiol on Vascular Smooth Muscle Cells via Estrogen Receptor-Independent Mechanisms", BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS (2000), 278(1), 27-33, XP002202827 *
EL-TOMBARY, ALAA A.: "Synthesis, uterotropic, and antiuterotropic activities of some estradiol derivatives containing thiadiazole, thiazoline, and thiazolidinone moieties", ARCH. PHARM. (WEINHEIM, GER.) (1997), 330(9-10), 295-302, XP008004321 *
EMONS G ET AL: "MODULATION DER HYPOPHYSAEREN SEKRETION VON LUTEINISIERENDEM HORMON (LH) DURCH OESTROGENE", FOCUS MHL, HANS. VERLAG KONTOR SCHEFFLER, LUEBECK, DE, vol. 3, no. 4, 1986, pages 221 - 228, XP000870302, ISSN: 0176-3857 *
EPE B ET AL: "MICROTUBULAR PROTEINS AS CELLULAR TARGETS FOR CARCINOGENIC ESTROGENS AND OTHER CARCINOGENS", PROGRESS IN CLINICAL AND BIOLOGICAL RESEARCH, NEW YORK, NY, US, vol. 318, 1989, pages 345 - 351, XP000570692, ISSN: 0361-7742 *
H. AUDIER ET AL: "Orientation de la fragmentation en spectrométrie de masse ar introduction de groupements fonctionnels. VII. Éthylènecétals de céto-2 sterïdes", BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, no. 10, 1965, PARIS FR, pages 3088 - 3090, XP002186125 *
HAENHEL R ET AL: "THE SPECIFICITY OF THE ESTROGEN RECEPTOR OF HUMAN UTERUS", JOURNAL OF STEROID BIOCHEMISTRY, PERGAMON PRESS PLC, GB, vol. 4, no. 1, January 1973 (1973-01-01), pages 21 - 31, XP001003035, ISSN: 0022-4731 *
HE W ET AL: "Novel cytokine release inhibitors. Part II: steroids", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, OXFORD, GB, vol. 8, no. 20, 20 October 1998 (1998-10-20), pages 2825 - 2828, XP004139568, ISSN: 0960-894X *
HEJAZ H A M ET AL: "SYNTHESIS AND BIOLOGICAL ACTIVITY OF THE SUPERESTROGEN (E)-17- OXIMINO-3-O-SULFAMOYL-1,3,5(10)-ESTRATRIENE: X-RAY CRYSTAL STRUCTURE OF (E)-17-OXIMINO-3-HYDROXY-1,3,5(10)-ESTRATRIENE", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 42, no. 16, 12 August 1999 (1999-08-12), pages 3188 - 3192, XP000852545, ISSN: 0022-2623 *
HOLKER, JOHN S. E. ET AL: "The reactions of estrogens with benzeneseleninic anhydride and hexamethyldisilazane", J. CHEM. SOC., PERKIN TRANS. 1 (1982), (8), 1915-18, XP002201496 *
HORM. CARCINOG. II, PROC. INT. SYMP., 2ND (1996), MEETING DATE 1994, 454-457. EDITOR(S): LI, JONATHAN J. PUBLISHER: SPRINGER, NEW YORK, N. Y. *
J. AGRIC. FOOD CHEM. (1998), 46(10), 4002-4010 *
J. ENDOCRINOL. (1986), 110(3), 489-97 *
J. ENDOCRINOL. (1996), 150(3), 457-464 *
J. FISHMAN: "Synthesis of 2-Methoxyestrogens", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY., vol. 80, 1958, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC., US, pages 1213 - 1216, XP002200986, ISSN: 0002-7863 *
J. INDIAN CHEM. SOC. (1962), 39, 306-8 *
JOURNAL OF CLINICAL AND BASIC CARDIOLOGY (2001), 4(2), 153-155, February 2001 (2001-02-01) *
JOURNAL OF EMBRYOLOGY AND EXPERIMENTAL MORPHOLOGY. ENGLAND DEC 1980, vol. 60, December 1980 (1980-12-01), pages 71 - 82, ISSN: 0022-0752 *
KHIM.-FARM. ZH. (1974), 8(1), 7-11 *
LIPPERT CAROLINE ET AL: "The effects of A-ring and D-ring metabolites of estradiol on the proliferation of vascular endothelial cells.", LIFE SCIENCES, vol. 67, no. 13, 18 August 2000 (2000-08-18), pages 1653 - 1658, XP002200988, ISSN: 0024-3205 *
LOVELY C J ET AL: "2-(HYDROXYALKYL)ESTRADIOLS: SYNTHESIS AND BIOLOGICAL EVALUATION", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 39, no. 9, 26 April 1996 (1996-04-26), pages 1917 - 1923, XP002059350, ISSN: 0022-2623 *
MACCARTHY-MORROGH L ET AL: "DIFFERENTIAL EFFECTS OF ESTRONE AND ESTRONE-3-O-SULFAMATE DERIVATIVES ON MITOTIC ARREST, APOPTOSIS AND MICROTUBULE ASSEMBLY IN HUMAN BREAST CANCER CELLS", CANCER RESEARCH, AMERICAN ASSOCIATION FOR CANCER RESEARCH, BALTIMORE, MD, US, vol. 60, no. 19, 1 October 2000 (2000-10-01), pages 5441 - 5450, XP001031282, ISSN: 0008-5472 *
MOLECULAR AND CELLULAR ENDOCRINOLOGY (2000), 160(1-2), 61-66 *
NUMAZAWA M ET AL: "NOVEL AND REGIOSPECIFIC SYNTHESIS OF 2 AMINO ESTROGENS VIA ZINCKE NITRATION", STEROIDS, vol. 41, no. 5, 1983, pages 675 - 682, XP002201495, ISSN: 0039-128X *
OMAR ET AL: "Synthesis, binding affinities and uterotrophic activity of some 2-substituted estradiol and ring-A-fused pyrone derivatives", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, EDITIONS SCIENTIFIQUE ELSEVIER, PARIS, FR, vol. 29, no. 1, 1994, pages 25 - 32, XP002136351, ISSN: 0223-5234 *
ONCOLOGY (2000), 59(2), 158-165 *
PETERS R H ET AL: "17-DESOXY ESTROGEN ANALOGUES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 32, no. 7, July 1989 (1989-07-01), pages 1642 - 1652, XP002005625, ISSN: 0022-2623 *
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1998), 95(17), 9791-9795 *
RECL.: J. R. NETH. CHEM. SOC. (1983), 102(10), 433-7 *
SHENGWU HUAXUE ZAZHI (1992), 8(6), 715-18 *
TETRAHEDRON (1958), 3, 28-36 *
WANG ET AL: "Synthesis of B-Ring Homologated Estradiol Analogues that Modulate Tubulin Polymerization and Microtubule Stability", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 43, no. 12, 2000, pages 2419 - 2429, XP002161895, ISSN: 0022-2623 *
WIESE T E ET AL: "Induction of the Estrogen Specific Mitogenic Response of MCF-7 Cells by Selected Analogues of Estradiol-17.beta.: A 3D QSAR Study", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 40, no. 22, 24 October 1997 (1997-10-24), pages 3659 - 3669, XP002137726, ISSN: 0022-2623 *
WURTZ, JEAN-MARIE ET AL: "Three-dimensional Models of Estrogen Receptor Ligand Binding Domain Complexes, Based on Related Crystal Structures and Mutational and Structure-Activity Relationship Data", JOURNAL OF MEDICINAL CHEMISTRY (1998), 41(11), 1803-1814, XP002200987 *

Also Published As

Publication number Publication date
CA2430100A1 (en) 2002-05-30
JP2004537499A (en) 2004-12-16
WO2002042319A2 (en) 2002-05-30
AU2001288386B2 (en) 2006-11-02
EP1343803A2 (en) 2003-09-17
WO2002042319A9 (en) 2005-03-31
AU8838601A (en) 2002-06-03

Similar Documents

Publication Publication Date Title
WO2002042319A3 (en) 2-substituted estrogens as antiangiogenic agents
WO2005030120A3 (en) Antiangiogenic agents
WO1999002497A3 (en) Pyridine derivatives
BR0112160A (en) Glucocorticoid Selective Anti-Inflammatory Agents
WO2003063791A3 (en) Non-steroidal analogs of 2-methoxyestradiol
EP2067784A3 (en) 17.beta.-carbothioate 17.alpha.-arylcarbonyloxyloxy androstane derivatives as anti-inflammatory agents
WO2004017897A3 (en) Aripiprazole complex formulation and method
BG106003A (en) New n-cyanomethylamides and compositions as protease inhibitors
MY136761A (en) Oxazol derivatives
EP1024145A3 (en) Novel azalides and methods of making same
DE69922676D1 (en) N-ARALKYLAMINOTETRALINES AS NEUROPEPTIDE Y-Y5 RECEPTOR LIGANDS
WO1999054326A8 (en) Dihydropyrimidines
DE60204452D1 (en) [1,5] pyridine derivatives
AU1266900A (en) Betulinic acid and derivatives thereof useful for the treatment of neuroectodermal tumors
WO1997030677A3 (en) Pentafluorobenzenesulfonamides and analogs
WO2000023407A3 (en) Ureido-thiobutyric acid derivatives as ppar-agonists
WO2005077968A3 (en) 17-methylene-or 17 - spiro - cyclopropane 7 - substituted estra - 1, 3, 5 (10) - triene derivatives with anti - estrogenic activity
WO1999010320A8 (en) Substituted benzene compounds as antiproliferative and cholesterol lowering agents
BR9811099A (en) Urokinase inhibitors
WO2001035950A3 (en) Benzamide therapeutics and methods for treating inflammatory bowel disease
AU2002361265A1 (en) Pharmaceutical composition for the treatment of psoriasis and other skin diseases
TR199802060T2 (en) Use of aminoisoquinolins and aminopyridine derivatives as anti-inflammatory agents.
AU1182702A (en) Amino-substituted tetracyclic compounds useful as anti-inflammatory agents and pharmaceutical compositions comprising same
MXPA02010320A (en) A pyridine 1 oxide derivative, and process for its transformation into pharmaceutically effective compounds.
AU2001261516A1 (en) Semi-solid delivery vehicle and pharmaceutical compositions

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PH PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2001968112

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2001288386

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: 2430100

Country of ref document: CA

Ref document number: 2002544452

Country of ref document: JP

WWP Wipo information: published in national office

Ref document number: 2001968112

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

COP Corrected version of pamphlet

Free format text: PAGE 85, CLAIMS, REPLACED BY A NEW PAGE 85

WWG Wipo information: grant in national office

Ref document number: 2001288386

Country of ref document: AU