JP4149804B2 - コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩 - Google Patents

コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩 Download PDF

Info

Publication number
JP4149804B2
JP4149804B2 JP2002526877A JP2002526877A JP4149804B2 JP 4149804 B2 JP4149804 B2 JP 4149804B2 JP 2002526877 A JP2002526877 A JP 2002526877A JP 2002526877 A JP2002526877 A JP 2002526877A JP 4149804 B2 JP4149804 B2 JP 4149804B2
Authority
JP
Japan
Prior art keywords
amino acid
compound
nitrogen atoms
ca4p
quaternary ammonium
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
JP2002526877A
Other languages
English (en)
Japanese (ja)
Other versions
JP2004509128A5 (enExample
JP2004509128A (ja
Inventor
ジョン ジェイ． ヴェニト，
マンダー ブイ． ダリ，
マニシャ エム． ダリ，
ヤンデ ファン，
チャールズ イー． ダールヘイム，
ラビンドラ ダブリュー． テジュワニ，
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.)
Bristol Myers Squibb Co
Original Assignee
Bristol Myers Squibb Co
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 Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of JP2004509128A publication Critical patent/JP2004509128A/ja
Publication of JP2004509128A5 publication Critical patent/JP2004509128A5/ja
Application granted granted Critical
Publication of JP4149804B2 publication Critical patent/JP4149804B2/ja
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • 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
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/14—Amines containing amino groups bound to at least two aminoalkyl groups, e.g. diethylenetriamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/10—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with one amino group and at least two hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Oncology (AREA)
  • Hematology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2002526877A 2000-09-14 2001-09-12 コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩 Expired - Fee Related JP4149804B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US23256800P 2000-09-14 2000-09-14
US25192100P 2000-12-07 2000-12-07
PCT/US2001/028401 WO2002022626A1 (en) 2000-09-14 2001-09-12 Combretastatin a-4 phosphate prodrug salts with nitrogen-containing compounds

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2008121719A Division JP2008195740A (ja) 2000-09-14 2008-05-07 コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩

Publications (3)

Publication Number Publication Date
JP2004509128A JP2004509128A (ja) 2004-03-25
JP2004509128A5 JP2004509128A5 (enExample) 2005-09-29
JP4149804B2 true JP4149804B2 (ja) 2008-09-17

Family

ID=26926130

Family Applications (2)

Application Number Title Priority Date Filing Date
JP2002526877A Expired - Fee Related JP4149804B2 (ja) 2000-09-14 2001-09-12 コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩
JP2008121719A Withdrawn JP2008195740A (ja) 2000-09-14 2008-05-07 コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩

Family Applications After (1)

Application Number Title Priority Date Filing Date
JP2008121719A Withdrawn JP2008195740A (ja) 2000-09-14 2008-05-07 コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩

Country Status (26)

Country Link
US (2) US6670344B2 (enExample)
EP (1) EP1320534B1 (enExample)
JP (2) JP4149804B2 (enExample)
KR (1) KR100858464B1 (enExample)
CN (1) CN100338077C (enExample)
AR (1) AR030727A1 (enExample)
AT (1) ATE293630T1 (enExample)
AU (2) AU785183B2 (enExample)
BR (1) BRPI0107210B1 (enExample)
CA (1) CA2422359C (enExample)
DE (1) DE60110249T2 (enExample)
EE (1) EE200200249A (enExample)
ES (1) ES2241872T3 (enExample)
HK (1) HK1052356B (enExample)
HU (1) HU229055B1 (enExample)
IL (3) IL149601A0 (enExample)
MX (1) MXPA03002209A (enExample)
NO (1) NO329973B1 (enExample)
NZ (1) NZ524926A (enExample)
PE (1) PE20020445A1 (enExample)
PT (1) PT1320534E (enExample)
RS (1) RS50309B (enExample)
SK (1) SK287117B6 (enExample)
TW (1) TWI250163B (enExample)
UY (1) UY26935A1 (enExample)
WO (1) WO2002022626A1 (enExample)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0019944D0 (en) * 2000-08-15 2000-09-27 Angiogene Pharm Ltd Compositions with vascular damaging activity
US20050153939A1 (en) * 2003-09-10 2005-07-14 Bristol-Myers Squibb Company Combretastatin A-4 phosphate prodrug mono-and di-organic amine salts, mono-and di-amino acid salts, and mono-and di-amino acid ester salts
US6670344B2 (en) * 2000-09-14 2003-12-30 Bristol-Myers Squibb Company Combretastatin A-4 phosphate prodrug mono- and di-organic amine salts, mono- and di- amino acid salts, and mono- and di-amino acid ester salts
US7603190B2 (en) * 2001-04-19 2009-10-13 Sony Corporation Digital recording/reproducing apparatus
JP2004536847A (ja) * 2001-07-13 2004-12-09 オキシジーン， インコーポレイテッド 眼の疾患の処置のためのチューブリン結合薬剤を投与するための組成物および方法
US20040229960A1 (en) * 2001-07-13 2004-11-18 David Sherris Compositions and methods of administering tubulin binding agents for the treatment of ocular diseases
US20090137687A1 (en) * 2003-02-28 2009-05-28 Oxigene, Inc. Compositions and Methods With Enhanced Therapeutic Activity
CN100365000C (zh) * 2003-09-18 2008-01-30 雍智全 Combretastatin A-4磷酰胆碱类前体药物以及其合成与应用
EP1696934B1 (en) 2003-12-23 2013-05-29 Schering-Plough Ltd. Florfenicol prodrug having improved water solubility
TW200534879A (en) * 2004-03-25 2005-11-01 Bristol Myers Squibb Co Coated tablet formulation and method
US7829720B2 (en) * 2004-05-04 2010-11-09 Bristol-Myers Squibb Company Process for preparing atazanavir bisulfate and novel forms
US20050256314A1 (en) * 2004-05-04 2005-11-17 Soojin Kim Process employing controlled crystallization in forming crystals of a pharmaceutical
TWI415635B (zh) 2004-05-28 2013-11-21 必治妥施貴寶公司 加衣錠片調製物及製備彼之方法
CA2611712C (en) 2005-06-14 2014-05-13 Baylor University Combretastatin analogs with tubulin binding activity
CN1907989B (zh) * 2005-08-02 2011-08-17 浙江天皇药业有限公司 毛兰素盐及其制备方法和包含其的药物组合物
CN101374801B (zh) * 2005-12-19 2014-07-02 梅特希尔基因公司 用于增强抗真菌剂活性的组蛋白脱乙酰酶抑制剂
US9504678B2 (en) 2006-04-04 2016-11-29 Kg Acquisition Llc Oral dosage forms including an antiplatelet agent and an acid inhibitor
WO2008001204A2 (en) * 2006-06-29 2008-01-03 Antares Pharma Ipl Ag Transdermal compositions of pramipexole having enhanced permeation properties
US8796330B2 (en) * 2006-12-19 2014-08-05 Methylgene Inc. Inhibitors of histone deacetylase and prodrugs thereof
JP2010513326A (ja) 2006-12-19 2010-04-30 メシルジーン インコーポレイテッド ヒストンデアセチラーゼの阻害薬及びそのプロドラッグ
US20090012325A1 (en) * 2007-02-22 2009-01-08 Ajith Manage Methods for preparing phosphoric acids of combrestastatin and derivatives thereof
WO2008109076A1 (en) * 2007-03-02 2008-09-12 Oxigene, Inc. Methods for enhancing the efficacy of vascular disrupting agents
PL2170292T3 (pl) * 2007-06-22 2014-06-30 Bristol Myers Squibb Holdings Ireland Tabletkowane kompozycje zawierające atazanawir
CN101795674A (zh) * 2007-06-22 2010-08-04 百时美施贵宝公司 含有阿扎那韦的压片组合物
DE602008005462D1 (de) * 2007-06-22 2011-04-21 Bristol Myers Squibb Co Tablettierte atazanavirhaltige zusammensetzungen
KR20100033378A (ko) * 2007-06-22 2010-03-29 브리스톨-마이어스 스큅 컴퍼니 아타자나비르를 함유하는 정제 조성물
JP5302328B2 (ja) 2007-11-21 2013-10-02 オキシジーン， インコーポレイテッド 造血性新生物を治療するための方法
CN102757338B (zh) * 2012-02-29 2015-02-25 郑州泰基鸿诺药物科技有限公司 一种非诺贝特酸氨基酸乙酯盐、制备方法及其用途
US9353150B2 (en) 2012-12-04 2016-05-31 Massachusetts Institute Of Technology Substituted pyrazino[1′,2′:1 ,5]pyrrolo[2,3-b]-indole-1,4-diones for cancer treatment
WO2014144715A1 (en) 2013-03-15 2014-09-18 Memorial Sloan-Kettering Cancer Center Hsp90-targeted cardiac imaging and therapy
JP2018523712A (ja) 2015-08-18 2018-08-23 マテオン セラピューティクス, インク.Mateon Therapeutics, Inc. 腫瘍に対する免疫調節療法を向上させる為のｖｄａｓの使用
US10918627B2 (en) 2016-05-11 2021-02-16 Massachusetts Institute Of Technology Convergent and enantioselective total synthesis of Communesin analogs
WO2018144910A1 (en) 2017-02-02 2018-08-09 Bioventures, Llc Methods of protecting against neurodegeneration
US11932650B2 (en) 2017-05-11 2024-03-19 Massachusetts Institute Of Technology Potent agelastatin derivatives as modulators for cancer invasion and metastasis
US10640508B2 (en) 2017-10-13 2020-05-05 Massachusetts Institute Of Technology Diazene directed modular synthesis of compounds with quaternary carbon centers
WO2020247054A1 (en) 2019-06-05 2020-12-10 Massachusetts Institute Of Technology Compounds, conjugates, and compositions of epipolythiodiketopiperazines and polythiodiketopiperazines and uses thereof
WO2022182415A1 (en) 2021-02-24 2022-09-01 Massachusetts Institute Of Technology Himastatin derivatives, and processes of preparation thereof, and uses thereof
WO2025250885A1 (en) * 2024-05-31 2025-12-04 Oncotelic, Inc. In situ tumor-infiltrating lymphocyte therapeutics for cancer

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5231112A (en) 1984-04-12 1993-07-27 The Liposome Company, Inc. Compositions containing tris salt of cholesterol hemisuccinate and antifungal
DE3438386A1 (de) 1984-09-22 1986-04-03 Basf Ag, 6700 Ludwigshafen Phosphorsaeurevinylbenzylester, ihre herstellung und verwendung
GB9106177D0 (en) 1991-03-22 1991-05-08 Aston Molecules Ltd Substituted diphenylethylenes and analogues or derivatives thereof
US5561122A (en) * 1994-12-22 1996-10-01 Arizona Board Of Regents Acting On Behalf Of Arizona State University Combretastatin A-4 prodrug
DE19506885A1 (de) 1995-02-17 1996-08-22 Schering Ag Neue Borneolderivate, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung
TW334418B (en) 1995-03-07 1998-06-21 Ajinomoto Kk Stilbene derivatives and pharmaceutical compositions
WO1999035159A1 (en) * 1998-01-08 1999-07-15 Brigham & Women's Hospital, Inc. Lymphoma/leukemia oncogene, oncoprotein and methods of use
DE69942645D1 (en) * 1998-01-09 2010-09-16 Body Corporate Of The State Of Synthese von combretastatin a-4 prodrugs
GB9903403D0 (en) 1999-02-16 1999-04-07 Angiogene Pharm Ltd Substituted stilbene compounds with vascular damaging activity
GB9903404D0 (en) 1999-02-16 1999-04-07 Angiogene Pharm Ltd Methods of treatment and compositions useful for the treatment of diseases involving angiogenesis
GB0019944D0 (en) 2000-08-15 2000-09-27 Angiogene Pharm Ltd Compositions with vascular damaging activity
US6670344B2 (en) * 2000-09-14 2003-12-30 Bristol-Myers Squibb Company Combretastatin A-4 phosphate prodrug mono- and di-organic amine salts, mono- and di- amino acid salts, and mono- and di-amino acid ester salts

Also Published As

Publication number Publication date
RS50309B (sr) 2009-09-08
KR20020063187A (ko) 2002-08-01
SK6722002A3 (en) 2002-11-06
PE20020445A1 (es) 2002-05-18
HU229055B1 (hu) 2013-07-29
CN100338077C (zh) 2007-09-19
YU34802A (sh) 2005-07-19
HK1052356B (zh) 2008-06-27
EE200200249A (et) 2003-06-16
UY26935A1 (es) 2002-04-26
IL149601A0 (en) 2002-11-10
CA2422359A1 (en) 2002-03-21
NO329973B1 (no) 2011-01-31
HUP0204423A2 (en) 2003-05-28
US20040054212A1 (en) 2004-03-18
KR100858464B1 (ko) 2008-09-16
NO20022270L (no) 2002-07-01
US6670344B2 (en) 2003-12-30
ATE293630T1 (de) 2005-05-15
EP1320534A1 (en) 2003-06-25
CN1392876A (zh) 2003-01-22
BRPI0107210B1 (pt) 2017-09-26
IL149601A (en) 2007-06-17
AU2007200218A1 (en) 2007-02-08
WO2002022626A8 (en) 2002-04-18
BR0107210A (pt) 2003-02-25
US20020072507A1 (en) 2002-06-13
DE60110249D1 (de) 2005-05-25
SK287117B6 (sk) 2009-12-07
NO20022270D0 (no) 2002-05-13
IL176088A0 (en) 2006-10-05
TWI250163B (en) 2006-03-01
NZ524926A (en) 2004-10-29
MXPA03002209A (es) 2004-03-02
ES2241872T3 (es) 2005-11-01
JP2004509128A (ja) 2004-03-25
AR030727A1 (es) 2003-09-03
AU9077101A (en) 2002-03-26
JP2008195740A (ja) 2008-08-28
PT1320534E (pt) 2005-08-31
US6855702B2 (en) 2005-02-15
AU785183B2 (en) 2006-10-19
EP1320534B1 (en) 2005-04-20
WO2002022626A1 (en) 2002-03-21
HK1052356A1 (en) 2003-09-11
HUP0204423A3 (en) 2005-02-28
CA2422359C (en) 2008-12-23
DE60110249T2 (de) 2006-03-02

Similar Documents

Publication Publication Date Title
JP2008195740A (ja) コンブレタスタチンａ−４ホスフェートプロドラッグのモノ−およびジ−有機アミン塩、モノ−およびジ−アミノ酸塩、ならびにモノ−およびジ−アミノ酸エステル塩
CN100558351C (zh) 化合物和释放前列环素类似物的方法
TWI457337B (zh) 呋呫基苯并咪唑
JP2018535198A (ja) 癌選択性標識化及び標的指向化のためのトリガー活性型代謝糖前駆体
US20090186857A1 (en) Combretastatin A-4 Phosphate Prodrug Mono- and Di- Organic Amine Salts, Mono- and Di- Amino Acid Salts, and Mono- and Di- Amino Acid Ester Salts
AU2002355747A1 (en) Quinoline derivatives and use thereof as antitumor agents
WO2003011832A1 (en) Quinoline derivatives and use thereof as antitumor agents
EP1559718A1 (en) Combretastatin A-4 phosphate prodrug salts with nitrogen-containing compounds
RU2284331C2 (ru) Соли алифатических органических аминов, соли аминокислот и соли эфиров аминокислот фосфата комбретастатина а-4 для модулирования роста опухолей или метастазов и роста доброкачественных сосудистых пролиферативных расстройств
KR20120068678A (ko) (ｓ)-ｎ,ｎ-디메틸-3-(나프탈렌-1-일옥시)-1-페닐프로판-1-아민 유도체, 이를 포함하는 약학 조성물 및 이의 제조 방법
KR20130018548A (ko) 5-(2,4-다이하이드록시-5-아이소프로필페닐)-엔-에틸-4-(5-메틸-1,2,4-옥사다이아졸-3-일)아이속사졸-3-카복사마이드 화합물의 전구약물
HK1262794A1 (en) Crystalline forms of quinolone analogs and their salts

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20040130

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20040130

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20080207

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20080507

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20080612

A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20080626

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20110704

Year of fee payment: 3

R150 Certificate of patent or registration of utility model

Ref document number: 4149804

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

Free format text: JAPANESE INTERMEDIATE CODE: R150

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20110704

Year of fee payment: 3

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20120704

Year of fee payment: 4

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20120704

Year of fee payment: 4

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20130704

Year of fee payment: 5

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees