AU2004285831B2 - Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents - Google Patents

Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents Download PDF

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Publication number
AU2004285831B2
AU2004285831B2 AU2004285831A AU2004285831A AU2004285831B2 AU 2004285831 B2 AU2004285831 B2 AU 2004285831B2 AU 2004285831 A AU2004285831 A AU 2004285831A AU 2004285831 A AU2004285831 A AU 2004285831A AU 2004285831 B2 AU2004285831 B2 AU 2004285831B2
Authority
AU
Australia
Prior art keywords
amino
ethyl
conh
halogen
bis
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.)
Ceased
Application number
AU2004285831A
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English (en)
Other versions
AU2004285831A1 (en
Inventor
Graham John Atwell
William Alexander Denny
Nuala Ann Helsby
Adam Vorn Patterson
William Robert Wilson
Shangjin Yang
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.)
Auckland Uniservices Ltd
Original Assignee
Auckland Uniservices Ltd
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 NZ529249A external-priority patent/NZ529249A/en
Application filed by Auckland Uniservices Ltd filed Critical Auckland Uniservices Ltd
Publication of AU2004285831A1 publication Critical patent/AU2004285831A1/en
Application granted granted Critical
Publication of AU2004285831B2 publication Critical patent/AU2004285831B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • 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
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C07C317/48—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
    • C07D203/14—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom with carbocyclic rings directly attached to the ring nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Radiation-Therapy Devices (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
AU2004285831A 2003-10-31 2004-10-29 Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents Ceased AU2004285831B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
NZ529249A NZ529249A (en) 2003-10-31 2003-10-31 Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic
NZ529249 2003-10-31
NZ53561804 2004-09-28
NZ535618 2004-09-28
PCT/NZ2004/000275 WO2005042471A1 (en) 2003-10-31 2004-10-29 Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents

Publications (2)

Publication Number Publication Date
AU2004285831A1 AU2004285831A1 (en) 2005-05-12
AU2004285831B2 true AU2004285831B2 (en) 2011-09-15

Family

ID=34555019

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2004285831A Ceased AU2004285831B2 (en) 2003-10-31 2004-10-29 Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents

Country Status (10)

Country Link
US (2) US7629332B2 (enExample)
EP (1) EP1680394A4 (enExample)
JP (1) JP4760712B2 (enExample)
KR (1) KR101167335B1 (enExample)
AU (1) AU2004285831B2 (enExample)
BR (1) BRPI0416085A (enExample)
CA (1) CA2544335A1 (enExample)
IL (1) IL175000A0 (enExample)
RU (1) RU2372324C2 (enExample)
WO (1) WO2005042471A1 (enExample)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2004285831B2 (en) * 2003-10-31 2011-09-15 Auckland Uniservices Limited Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents
NZ549659A (en) * 2006-09-04 2008-12-24 Auckland Uniservices Ltd Processes of preparing asymmetric dinitrobenzamide mustard compounds, intermediate compounds useful therein and products obtained therefrom
NZ549831A (en) * 2006-09-11 2009-03-31 Auckland Uniservices Ltd Combination of docetaxel and a nitrophenyl phosphate derivative for the treatment of cancer
WO2008033039A1 (en) * 2006-09-11 2008-03-20 Adam Vorn Patterson Cancer treatment
WO2008033041A1 (en) * 2006-09-11 2008-03-20 Auckland Uniservices Limited Cancer treatment
US8552048B2 (en) 2006-12-26 2013-10-08 Threshold Pharmaceuticals, Inc. Phosphoramidate alkylator prodrugs for the treatment of cancer
US8309554B2 (en) * 2008-05-15 2012-11-13 Threshold Pharmaceuticals Hypoxia activated drugs of nitrogen mustard alkylators
WO2010044685A1 (en) * 2008-10-17 2010-04-22 Auckland Uniservices Limited Nitrophenyl mustard alcohols, their corresponding phosphates and their use as targeted cytotoxic agents
WO2010048330A1 (en) 2008-10-21 2010-04-29 Threshold Pharmaceuticals, Inc. Treatment of cancer using hypoxia activated prodrugs
CN101723932B (zh) 2008-10-31 2013-11-20 北京以岭生物工程技术有限公司 硝基吡啶乙烯亚胺化合物、其药物组合物及其制备方法和用途
RU2597844C2 (ru) 2010-07-12 2016-09-20 Тресхолд Фармасьютикалз, Инк. Введение гипоксически активируемых пролекарств и средств, препятствующих ангиогенезу, для лечения рака
WO2012008860A2 (en) * 2010-07-16 2012-01-19 Auckland Uniservices Limited Bacterial nitroreductase enzymes and methods relating thereto
CN104039328B (zh) * 2011-11-11 2018-10-09 米伦纽姆医药公司 对蛋白酶体抑制剂的反应的生物标记
EP2793882A4 (en) 2011-12-22 2015-04-29 Threshold Pharmaceuticals Inc ADMINISTRATION OF HYPOXIA-ACTIVATED PRODRUGS IN COMBINATION WITH CHK1 INHIBITORS FOR THE TREATMENT OF CANCER
EP2793871A4 (en) * 2011-12-23 2015-07-22 Auckland Uniservices Ltd COMPOUNDS AND METHODS FOR SELECTIVE IMAGING AND / OR ABLATION
EP2888227B1 (en) * 2012-08-23 2020-07-29 Convert Pharmaceuticals SA Novel prodrugs and methods of use thereof
US10202408B2 (en) 2012-08-23 2019-02-12 Health Innovation Ventures B.V. Prodrugs and methods of use thereof
WO2014062856A1 (en) 2012-10-16 2014-04-24 Halozyme, Inc. Hypoxia and hyaluronan and markers thereof for diagnosis and monitoring of diseases and conditions and related methods
US20160158253A1 (en) 2013-07-26 2016-06-09 Threshold Pharmaceuticals, Inc. Treatment of pancreatic cancer with a combination of a hypoxia-activated prodrug and a taxane
US20180169064A1 (en) 2015-06-24 2018-06-21 Threshold Pharmaceuticals, Inc. Aziridine containing dna alkylating agents
US10348685B2 (en) * 2016-04-29 2019-07-09 Nicira, Inc. Priority allocation for distributed service rules
CN108571241B (zh) * 2017-03-14 2021-08-17 福特环球技术公司 用于推按式闩锁类型车辆抽屉的惯性锁系统
WO2019125184A1 (en) 2017-12-19 2019-06-27 Auckland Uniservices Limited Use of biomarker in cancer therapy
WO2019190331A1 (en) * 2018-03-29 2019-10-03 Achilles Medical Limited Prodrug compounds activated by akr1c3 and their use for treating hyperproliferative disorders
EP3801481A1 (en) * 2018-05-30 2021-04-14 Convert Pharmaceuticals SA Prodrugs and medical uses thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993011099A1 (en) * 1991-11-28 1993-06-10 Cancer Research Campaign Technology Limited Nitroaniline derivatives and their use as antitumor agents
WO2000013683A2 (en) * 1998-09-07 2000-03-16 Cancer Research Campaign Technology Limited Novel nitrophenylaziridine compounds and their use as prodrugs
AU2003278628A1 (en) * 2002-10-08 2004-05-04 Auckland Uniservices Limited Nitroaniline-based alkylating agents and their use as prodrugs

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003022274A2 (en) * 2001-09-13 2003-03-20 Synta Pharmaceuticals Corp. 2-aroylimidazole compounds for treating cancer
AU2004285831B2 (en) * 2003-10-31 2011-09-15 Auckland Uniservices Limited Novel nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993011099A1 (en) * 1991-11-28 1993-06-10 Cancer Research Campaign Technology Limited Nitroaniline derivatives and their use as antitumor agents
WO2000013683A2 (en) * 1998-09-07 2000-03-16 Cancer Research Campaign Technology Limited Novel nitrophenylaziridine compounds and their use as prodrugs
AU2003278628A1 (en) * 2002-10-08 2004-05-04 Auckland Uniservices Limited Nitroaniline-based alkylating agents and their use as prodrugs

Also Published As

Publication number Publication date
US20100010094A1 (en) 2010-01-14
JP2007509928A (ja) 2007-04-19
JP4760712B2 (ja) 2011-08-31
CA2544335A1 (en) 2005-05-12
US20070032455A1 (en) 2007-02-08
RU2006118785A (ru) 2007-12-10
KR20070006677A (ko) 2007-01-11
EP1680394A4 (en) 2006-10-11
KR101167335B1 (ko) 2012-07-19
US7629332B2 (en) 2009-12-08
RU2372324C2 (ru) 2009-11-10
EP1680394A1 (en) 2006-07-19
BRPI0416085A (pt) 2007-01-02
IL175000A0 (en) 2006-08-20
AU2004285831A1 (en) 2005-05-12
WO2005042471A1 (en) 2005-05-12

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MK24 Application lapsed reg. 22.2e(2) - failure to pay response fee
NB Applications allowed - extensions of time section 223(2)

Free format text: THE TIME IN WHICH TO PAY THE EXAMINATION RESPONSE FEE HAS BEEN EXTENDED TO 29 OCT 2011.

FGA Letters patent sealed or granted (standard patent)
MK14 Patent ceased section 143(a) (annual fees not paid) or expired