WO2000031095A3 - Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation - Google Patents

Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation Download PDF

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Publication number
WO2000031095A3
WO2000031095A3 PCT/US1999/027775 US9927775W WO0031095A3 WO 2000031095 A3 WO2000031095 A3 WO 2000031095A3 US 9927775 W US9927775 W US 9927775W WO 0031095 A3 WO0031095 A3 WO 0031095A3
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
hydrogen
cell proliferation
smooth muscle
muscle cell
Prior art date
Application number
PCT/US1999/027775
Other languages
French (fr)
Other versions
WO2000031095A2 (en
Inventor
Paul Jeffrey Dollings
Original Assignee
American Home Prod
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 American Home Prod filed Critical American Home Prod
Priority to AU19198/00A priority Critical patent/AU1919800A/en
Priority to JP2000583923A priority patent/JP2002530420A/en
Priority to BR9915643-1A priority patent/BR9915643A/en
Priority to CA002350759A priority patent/CA2350759A1/en
Priority to EP99962844A priority patent/EP1133506A2/en
Publication of WO2000031095A2 publication Critical patent/WO2000031095A2/en
Publication of WO2000031095A3 publication Critical patent/WO2000031095A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C07H15/08—Polyoxyalkylene derivatives
    • 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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • 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
    • 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
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • 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
    • A61P9/12—Antihypertensives

Abstract

This invention provides smooth muscle cell proliferation inhibitors of formula (I) having the structure wherein X is (A) wherein R?1, R2, R3, R4, R5, R6, R7, R8, R9 and R10¿, are each, independently, hydrogen, acyl of 2-7 carbon atoms, perfluoroacyl of 2-10 carbon atoms, alkyl of 1-6 carbon atoms, perfluoroalkyl of 1-6 carbon atoms, benzoyl, benzyl or -SO¿3?M; M is hydrogen, lithium, sodium, potassium or ammonium; R?11¿ is hydrogen, alkyl of 1-6 carbon atoms, perfluoroalkyl of 1-6 carbon atomes, halogen, nitrile, nitro, or alkoxy of 1-6 carbon atoms; R12 is hydrogen, nitro, amino, acylamino of 2-7 carbon atoms, perfluoroacylamino of 2-7 carbon atoms, alkylamino of 1-6 carbon atoms, perfluoroalkylamino of 1-6 carbon atoms, dialklylamino where each alkyl chain is independently 1-6 carbon atoms, perfluorodialklylamino where each alkyl chain is independently 1-6 carbon atoms, alkylsulfonylamino of 1-6 carbon atoms, perfluoroalkyl-sulfonylamino of 1-6 carbon atoms, arylsulfonylamino of 6-10 carbon atoms or arylsulfonylamino substituted with halo of 6-10 carbon atoms; or a pharmaceutically acceptable salt thereof.
PCT/US1999/027775 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation WO2000031095A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
AU19198/00A AU1919800A (en) 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation
JP2000583923A JP2002530420A (en) 1998-11-24 1999-11-23 Benzylmaltotrioside as an inhibitor of smooth muscle cell proliferation
BR9915643-1A BR9915643A (en) 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation
CA002350759A CA2350759A1 (en) 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation
EP99962844A EP1133506A2 (en) 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US19880598A 1998-11-24 1998-11-24
US09/198,805 1998-11-24

Publications (2)

Publication Number Publication Date
WO2000031095A2 WO2000031095A2 (en) 2000-06-02
WO2000031095A3 true WO2000031095A3 (en) 2001-01-04

Family

ID=22734935

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/027775 WO2000031095A2 (en) 1998-11-24 1999-11-23 Benzylmaltotriosides as inhibitors of smooth muscle cell proliferation

Country Status (7)

Country Link
EP (1) EP1133506A2 (en)
JP (1) JP2002530420A (en)
CN (1) CN1333778A (en)
AU (1) AU1919800A (en)
BR (1) BR9915643A (en)
CA (1) CA2350759A1 (en)
WO (1) WO2000031095A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040248945A1 (en) 1999-04-23 2004-12-09 Smithkline Beecham P.L.C. Thiazolidinedione derivative and its use as antidiabetic

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996014325A1 (en) * 1994-11-07 1996-05-17 American Home Products Corporation Acylated benzylglycosides as inhibitors of smooth muscle cell proliferation

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996014325A1 (en) * 1994-11-07 1996-05-17 American Home Products Corporation Acylated benzylglycosides as inhibitors of smooth muscle cell proliferation

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
FERRO, VITO ET AL: "Synthesis of 2'- and 2''-O-acylated maltotriosides as potential fluorescence-quenched substrates for.alpha.-amylase", J. CHEM. SOC., PERKIN TRANS. 1 (1994), (15), 2169-76, XP002149868 *
HIROOKA M ET AL: "DEHYDRATIVE GLYCOSYLATION BY DIETHYLAMINOSULFUR TRIFLUORIDE (DAST) -TIN(II) TRIFLUOROMETHANESULFONATE-TETRABUTYLAMMONIUM PERCHLORATE -TRIETHYLAMINE SYSTEM", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,JP,JAPAN PUBLICATIONS TRADING CO. TOKYO, vol. 71, no. 12, 1998, pages 2893 - 2902, XP000882403, ISSN: 0009-2673 *
MCAULIFFE, JOSEPH C. ET AL: ".beta.-Acarbose. II. The preparation of various carbohydrate trifluoromethanesulfonates", AUST. J. CHEM. (1997), 50(3), 197-202, XP000952627 *
SATO, SUSUMU ET AL: "Synthetic studies on cell-surface glycans. Part 57. An efficient approach to stereoselective glycosylation of ceramide derivatives: use of pivaloyl group as a stereocontrolling auxiliary", TETRAHEDRON LETT. (1988), 29(33), 4097-100, XP002149869 *

Also Published As

Publication number Publication date
AU1919800A (en) 2000-06-13
BR9915643A (en) 2001-08-07
WO2000031095A2 (en) 2000-06-02
JP2002530420A (en) 2002-09-17
CN1333778A (en) 2002-01-30
CA2350759A1 (en) 2000-06-02
EP1133506A2 (en) 2001-09-19

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