WO2007109585A3 - Bisphosphonate compounds and methods - Google Patents

Bisphosphonate compounds and methods Download PDF

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Publication number
WO2007109585A3
WO2007109585A3 PCT/US2007/064239 US2007064239W WO2007109585A3 WO 2007109585 A3 WO2007109585 A3 WO 2007109585A3 US 2007064239 W US2007064239 W US 2007064239W WO 2007109585 A3 WO2007109585 A3 WO 2007109585A3
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WIPO (PCT)
Prior art keywords
methods
compounds
bisphosphonate
provides
bisphosphonate compounds
Prior art date
Application number
PCT/US2007/064239
Other languages
French (fr)
Other versions
WO2007109585A2 (en
Inventor
Eric Oldfield
Yongcheng Song
Yonghui Zhang
John M Sanders
Original Assignee
Univ Illinois
Eric Oldfield
Yongcheng Song
Yonghui Zhang
John M Sanders
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.)
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Publication date
Application filed by Univ Illinois, Eric Oldfield, Yongcheng Song, Yonghui Zhang, John M Sanders filed Critical Univ Illinois
Priority to AU2007226964A priority Critical patent/AU2007226964B2/en
Priority to JP2009501671A priority patent/JP2009530414A/en
Priority to EP07758756A priority patent/EP2001486A4/en
Priority to CA002646334A priority patent/CA2646334A1/en
Publication of WO2007109585A2 publication Critical patent/WO2007109585A2/en
Priority to PCT/US2008/060051 priority patent/WO2008128056A1/en
Priority to US12/101,484 priority patent/US8012949B2/en
Publication of WO2007109585A3 publication Critical patent/WO2007109585A3/en

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    • C—CHEMISTRY; METALLURGY
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • 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, i.e. RP(=X)(XH)2 (X = S, Se)
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • 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, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4025—Esters of poly(thio)phosphonic acids
    • C07F9/4037—Esters of poly(thio)phosphonic acids containing halogen or nitro(so) substituents
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/662—Phosphorus acids or esters thereof having P—C bonds, e.g. foscarnet, trichlorfon
    • A61K31/663—Compounds having two or more phosphorus acid groups or esters thereof, e.g. clodronic acid, pamidronic acid
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    • C07F9/28—Phosphorus compounds with one or more P—C bonds
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    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
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    • 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, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
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    • 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, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
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    • C07F9/02—Phosphorus compounds
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    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
    • C07F9/3839—Polyphosphonic acids
    • C07F9/3873—Polyphosphonic acids containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)
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    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
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    • C07F9/40—Esters thereof
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    • C07F9/4025—Esters of poly(thio)phosphonic acids
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    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
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    • C07F9/28—Phosphorus compounds with one or more P—C bonds
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    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
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    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
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    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
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Abstract

The invention provides, inter alia, novel bisphosphonate compounds and methods of making and using. In embodiments, the invention provides compounds and methods in connection with research and therapeutic applications, e.g., for tumor cell growth inhibition, activation of gammadelta T cells, inhibition of farnesyldiphosphate (FPPS) and/or undecaprenyldiphosphate synthase enzymes, bone resorption diseases, cancer, immune disorders, immunotherapy, and infectious diseases. In regards to certain embodiments, a surprising advance has been the recognition that certain structural features can significantly enhance the activity of the compounds. For example, the presence of particular cationic species e.g., phosphonium, sulfonium, and arsonium moieties can contribute to desirable functional activity when positioned near a bisphosphonate moiety. In other embodiments of non-nitrogen containing bisphosphonates, terphenyl and benzyl bisphosphonate compounds and methods are provided. Further variations are also provided.
PCT/US2007/064239 2004-10-08 2007-03-16 Bisphosphonate compounds and methods WO2007109585A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
AU2007226964A AU2007226964B2 (en) 2006-03-17 2007-03-16 Bisphosphonate compounds and methods
JP2009501671A JP2009530414A (en) 2006-03-17 2007-03-16 Bisphosphonate compounds and methods
EP07758756A EP2001486A4 (en) 2006-03-17 2007-03-16 Bisphosphonate compounds and methods
CA002646334A CA2646334A1 (en) 2006-03-17 2007-03-16 Bisphosphonate compounds and methods
PCT/US2008/060051 WO2008128056A1 (en) 2004-10-08 2008-04-11 Bisphosphonate compounds and methods with enhanced potency for multiple targets including fpps, ggpps, and dpps
US12/101,484 US8012949B2 (en) 2004-10-08 2008-04-11 Bisphosphonate compounds and methods with enhanced potency for multiple targets including FPPS, GGPPS, and DPPS

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US78349106P 2006-03-17 2006-03-17
US60/783,491 2006-03-17

Related Parent Applications (1)

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US11/245,612 Continuation-In-Part US7358361B2 (en) 2004-10-08 2005-10-07 Biophosphonate compounds and methods for bone resorption diseases, cancer, bone pain, immune disorders, and infectious diseases

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US11/687,570 Continuation-In-Part US7687482B2 (en) 2004-10-08 2007-03-16 Bisphosphonate compounds and methods

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WO2007109585A2 WO2007109585A2 (en) 2007-09-27
WO2007109585A3 true WO2007109585A3 (en) 2008-11-06

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US (1) US7687482B2 (en)
EP (1) EP2001486A4 (en)
JP (1) JP2009530414A (en)
KR (1) KR20080111070A (en)
AU (1) AU2007226964B2 (en)
CA (1) CA2646334A1 (en)
WO (1) WO2007109585A2 (en)

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US8012949B2 (en) 2004-10-08 2011-09-06 The Board Of Trustees Of The University Of Illinois Bisphosphonate compounds and methods with enhanced potency for multiple targets including FPPS, GGPPS, and DPPS
EP1802641B8 (en) * 2004-10-08 2012-03-07 The Board Of Trustees Of The University Of Illinois Bisphosphonate compounds and methods for bone resorption diseases, cancer, bone pain, immune disorders, and infectious diseases
AU2007226964B2 (en) 2006-03-17 2012-03-22 The Board Of Trustees Of The University Of Illinois Bisphosphonate compounds and methods
SG187420A1 (en) * 2008-01-03 2013-02-28 Univ La Mediterannee Aix Marseille Ii Composition and methods used during anti-hiv treatment
CA2746612A1 (en) * 2008-12-23 2010-07-08 Novartis Ag Phenylalkyl-imidazole-bisphosphonate compounds
EP2289900A1 (en) * 2009-08-26 2011-03-02 Humboldt Universität zu Berlin Bisphosphonates as inhibitors of acid sphingomyelinase
US20130065857A1 (en) * 2009-10-12 2013-03-14 Baylor College Of Medicine Novel dxr inhibitors for antimicrobial therapy
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