WO2011064559A3 - Novel inositol phosphate derivatives - Google Patents

Novel inositol phosphate derivatives Download PDF

Info

Publication number
WO2011064559A3
WO2011064559A3 PCT/GB2010/002200 GB2010002200W WO2011064559A3 WO 2011064559 A3 WO2011064559 A3 WO 2011064559A3 GB 2010002200 W GB2010002200 W GB 2010002200W WO 2011064559 A3 WO2011064559 A3 WO 2011064559A3
Authority
WO
WIPO (PCT)
Prior art keywords
inositol phosphate
phosphate derivatives
compounds
formula
novel inositol
Prior art date
Application number
PCT/GB2010/002200
Other languages
French (fr)
Other versions
WO2011064559A2 (en
Inventor
Marco Falasca
Andrew Michael Riley
Himali Yasmin Godage
Barry Victor Lloyd Potter
Original Assignee
Queen Mary And Westfield College, University Of London
University Of Bath
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 Queen Mary And Westfield College, University Of London, University Of Bath filed Critical Queen Mary And Westfield College, University Of London
Publication of WO2011064559A2 publication Critical patent/WO2011064559A2/en
Publication of WO2011064559A3 publication Critical patent/WO2011064559A3/en

Links

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
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/117—Esters of phosphoric acids with cycloaliphatic alcohols
    • A—HUMAN NECESSITIES
    • 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
    • A61K31/661—Phosphorus acids or esters thereof not having P—C bonds, e.g. fosfosal, dichlorvos, malathion or mevinphos
    • 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
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/6552—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a six-membered ring
    • C07F9/65522—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a six-membered ring condensed with carbocyclic rings or carbocyclic ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention relates to compounds of the formula (I) wherein R1,R2, R3, R4, R5 and R6, X and n are as defined herein. Preferred compounds are inositol phosphate derivatives wherein R1 is a substituted or unsubstituted phenyl and at least one of R2, R3, R4, R5 and R6 is PO3 2- Alternative compounds are inositol phosphate derivatives of the formula (I) wherein R1 is a fiuorophore moiety The compounds are useful alone or in combination with known therapeutic agents for the treatment of diseases, especially cancer.
PCT/GB2010/002200 2009-11-30 2010-11-30 Novel inositol phosphate derivatives WO2011064559A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0920985.9 2009-11-30
GBGB0920985.9A GB0920985D0 (en) 2009-11-30 2009-11-30 Novel inositol phosphate derivatives

Publications (2)

Publication Number Publication Date
WO2011064559A2 WO2011064559A2 (en) 2011-06-03
WO2011064559A3 true WO2011064559A3 (en) 2011-09-09

Family

ID=41572936

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2010/002200 WO2011064559A2 (en) 2009-11-30 2010-11-30 Novel inositol phosphate derivatives

Country Status (2)

Country Link
GB (1) GB0920985D0 (en)
WO (1) WO2011064559A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140274966A1 (en) * 2013-03-14 2014-09-18 Hygia Pharmaceuticals, Llc Drink Product Containing Genistein and Use Thereof
TW202412815A (en) 2022-07-29 2024-04-01 西班牙商薩尼菲特治療公司 Ip5 substituted compounds

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5278332A (en) * 1986-11-26 1994-01-11 Perstorp Ab Derivatives of cyclohexane
WO2000018949A2 (en) * 1998-09-30 2000-04-06 University Of Utah Research Foundation Delivery of phosphoinositide polyphosphates into cells
EP1188760A1 (en) * 1999-06-02 2002-03-20 Daiichi Pharmaceutical Co., Ltd. Ip3 receptor ligands
WO2004038369A2 (en) * 2002-10-21 2004-05-06 Discoverx, Inc. Ip3 protein binding assay
WO2004087721A1 (en) * 2003-03-27 2004-10-14 Inologic, Inc. Camphanylidene and phenylalkyl inositol polyphosphate compounds, compositions, and methods of their use
US20050009124A1 (en) * 2001-11-26 2005-01-13 Echelon Biosciences Incorporated Assays for detection of phosphoinositide kinase and phosphatase activity
US20060241308A1 (en) * 2005-04-26 2006-10-26 Berry & Associates, Inc. Probe for measuring phytase activity
WO2007041855A1 (en) * 2005-10-13 2007-04-19 Waratah Pharmaceuticals, Inc. Scyllo-inositol derivatives and their use in the treatment of diseases characterised by abnormal protein folding or aggregation or amyloid formation, deposition, accumulation or persistence
ES2289853A1 (en) * 2005-02-18 2008-02-01 Consejo Superior Investig. Cientificas Cyclohexane substitute for activating beta-glycosidase enzyme for production of pharmaceutical composition for treatment of gaucher disease and cancer
WO2008082658A2 (en) * 2006-12-29 2008-07-10 Normoxys, Inc. Cyclitols and their derivatives and their therapeutic applications
US20090214474A1 (en) * 2006-11-01 2009-08-27 Barbara Brooke Jennings Compounds, methods, and treatments for abnormal signaling pathways for prenatal and postnatal development

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5278332A (en) * 1986-11-26 1994-01-11 Perstorp Ab Derivatives of cyclohexane
WO2000018949A2 (en) * 1998-09-30 2000-04-06 University Of Utah Research Foundation Delivery of phosphoinositide polyphosphates into cells
EP1188760A1 (en) * 1999-06-02 2002-03-20 Daiichi Pharmaceutical Co., Ltd. Ip3 receptor ligands
US20050009124A1 (en) * 2001-11-26 2005-01-13 Echelon Biosciences Incorporated Assays for detection of phosphoinositide kinase and phosphatase activity
WO2004038369A2 (en) * 2002-10-21 2004-05-06 Discoverx, Inc. Ip3 protein binding assay
WO2004087721A1 (en) * 2003-03-27 2004-10-14 Inologic, Inc. Camphanylidene and phenylalkyl inositol polyphosphate compounds, compositions, and methods of their use
ES2289853A1 (en) * 2005-02-18 2008-02-01 Consejo Superior Investig. Cientificas Cyclohexane substitute for activating beta-glycosidase enzyme for production of pharmaceutical composition for treatment of gaucher disease and cancer
US20060241308A1 (en) * 2005-04-26 2006-10-26 Berry & Associates, Inc. Probe for measuring phytase activity
WO2007041855A1 (en) * 2005-10-13 2007-04-19 Waratah Pharmaceuticals, Inc. Scyllo-inositol derivatives and their use in the treatment of diseases characterised by abnormal protein folding or aggregation or amyloid formation, deposition, accumulation or persistence
US20090214474A1 (en) * 2006-11-01 2009-08-27 Barbara Brooke Jennings Compounds, methods, and treatments for abnormal signaling pathways for prenatal and postnatal development
WO2008082658A2 (en) * 2006-12-29 2008-07-10 Normoxys, Inc. Cyclitols and their derivatives and their therapeutic applications

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
ANGYAL S J ET AL: "CYCLITOLS POLY PHOSPHORYLATION OF POLYOLS THE SYNTHESIS OF MYO INOSITOL PENTA PHOSPHATES", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 22, no. 2, 1969, pages 391 - 404, XP009146001, ISSN: 0004-9425 *
EGIDO-GABÁS MERITXELL ET AL: "New aminocyclitols as modulators of glucosylceramide metabolism", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, GB, vol. 3, no. 7, 7 April 2005 (2005-04-07), pages 1195 - 1201, XP009124552, ISSN: 1477-0520, DOI: DOI:10.1039/B411473F *
FALASCA M ET AL: "A novel inhibitor of the PI3K/Akt pathway based on the structure of inositol 1,3,4,5,6-pentakisphosphate.", BRITISH JOURNAL OF CANCER 5 JAN 2010 LNKD- PUBMED:20051961, vol. 102, no. 1, 5 January 2010 (2010-01-05), pages 104 - 114, XP002628330, ISSN: 1532-1827 *
FALASCA MARCO: "Anti-cancer activity of the bioactive compound inositol pentakisphosphate", PHYTOCHEMISTRY REVIEWS, vol. 8, no. 2, Sp. Iss. SI, 7 May 2009 (2009-05-07), pages 369 - 374, XP002628329, ISSN: 1568-7767 *
PRESTWICH ET AL: "Phosphoinositide Signaling", CHEMISTRY AND BIOLOGY, CURRENT BIOLOGY, LONDON, GB, vol. 11, no. 5, 1 May 2004 (2004-05-01), pages 619 - 637, XP025916614, ISSN: 1074-5521, [retrieved on 20040525] *
RILEY ANDREW M ET AL: "scyllo-inositol pentakisphosphate as an analogue of myo-inositol 1,3,4,5,6-pentakisphosphate: Chemical synthesis, physicochemistry and biological applications", CHEMBIOCHEM, vol. 7, no. 7, July 2006 (2006-07-01), pages 1114 - 1122, XP002628328, ISSN: 1439-4227 *
RUKAVISHNIKOV A V ET AL: "Synthesis of a New Fluorogenic Substrate for the Assay of Phosphoinositide-Specific Phospholipase C", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 39, no. 37, 10 September 1998 (1998-09-10), pages 6637 - 6640, XP004132565, ISSN: 0040-4039, DOI: DOI:10.1016/S0040-4039(98)01429-4 *
SISA M ET AL: "Small-scale one-pot reductive alkylation of unprotected aminocyclitols with supported reagents", SYNTHESIS 20081001 GEORG THIEME VERLAG DE, no. 19, 1 October 2008 (2008-10-01), pages 3167 - 3170, XP002628327, DOI: DOI:10.1055/S-2008-1067258 *

Also Published As

Publication number Publication date
WO2011064559A2 (en) 2011-06-03
GB0920985D0 (en) 2010-01-13

Similar Documents

Publication Publication Date Title
MY149512A (en) Pyrazolylaminopyridine derivatives useful as kinase inhibitors
WO2009111653A3 (en) Antiviral therapeutic agents
WO2010058032A3 (en) Substituted pyrimidines for the treatment of diseases such as cancer
TN2011000053A1 (en) Organic compounds
MY150059A (en) Pyrrolo [2,3-d] pyrimidin derivatives as protein kinase b inhibitors
BRPI0716598A2 (en) N-BIARILA (HETERO) ARYLPHONAMIDE DERIVATIVES USEFUL IN TREATMENT OF DISEASES MEASURED BY LYMPHOCYTE INTERACTIONS
WO2009155121A3 (en) Inhibitors of pi3 kinase
WO2006123113A3 (en) Pyrazolylaminopyrimidine derivatives useful as tyrosine kinase inhibitors
GEP20115174B (en) Triazolopyrazine derivatives useful as anti-cancer agents
WO2010028192A8 (en) Compositions including 6-aminohexanoic acid derivatives as hdac inhibitors
NZ553405A (en) Nucleoside phosphonate conjugates as anti-HIV agents
WO2005066163A3 (en) Thiophene derivatives as chk 1 inihibitors
TNSN08227A1 (en) [4-(benzo [b] thi0phen-2-yl) pyrimidin-2yl] -amine derivatives as ikk-beta inhibitors for the treatment of cancer and inflammatory diseases.
WO2008048589A3 (en) Compounds and methods for treatment of hcv
WO2011004162A3 (en) 1, 2, 4-thiazolidin-3-one derivatives and their use in the treatment of cancer
TW200745066A (en) Novel PTP1B inhibitors
WO2006116733A3 (en) Protein kinase inhibitors
WO2007014352A3 (en) Antiviral phosphonate conjugates for inhibition of hiv
MX2009003081A (en) Pyrrole derivatives useful for the treatment of cytokine-mediated diseases.
TN2010000038A1 (en) Organic compounds
MA32505B1 (en) 5-alkynyl-PYRIMIDINE
MX2010008226A (en) Difluorobiphenylamide derivatives for the treatment of ocular hypertension.
WO2006088903A3 (en) Pyrazole compounds
WO2011100502A8 (en) 7-aminofuropyridine derivatives
WO2010021934A3 (en) Azaindole inhibitors of iap

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 10801670

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 10801670

Country of ref document: EP

Kind code of ref document: A2