CA2222785A1 - Vitamin d analogues - Google Patents

Vitamin d analogues

Info

Publication number
CA2222785A1
CA2222785A1 CA002222785A CA2222785A CA2222785A1 CA 2222785 A1 CA2222785 A1 CA 2222785A1 CA 002222785 A CA002222785 A CA 002222785A CA 2222785 A CA2222785 A CA 2222785A CA 2222785 A1 CA2222785 A1 CA 2222785A1
Authority
CA
Canada
Prior art keywords
hydroxy
groups
hydrocarbylene
methyl
formula
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.)
Granted
Application number
CA002222785A
Other languages
French (fr)
Other versions
CA2222785C (en
Inventor
Martin John Calverley
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.)
Leo Pharma AS
Original Assignee
Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik Produktionsa Ktieselskab)
Martin John Calverley
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 GBGB9524812.6A external-priority patent/GB9524812D0/en
Application filed by Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik Produktionsa Ktieselskab), Martin John Calverley filed Critical Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik Produktionsa Ktieselskab)
Publication of CA2222785A1 publication Critical patent/CA2222785A1/en
Application granted granted Critical
Publication of CA2222785C publication Critical patent/CA2222785C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/59Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/695Silicon compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen 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
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10Oxygen atoms
    • C07D309/12Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages

Abstract

The present invention relates to compounds of formula (I) in which formula X
is hydrogen or hydroxy; R1 and R2 stand for methyl or ethyl, or, when taken together with the carbon atom bearing the group X, can form a C3-C5 carbocyclic ring; Q is either a single bond or a C1-C8 hydrocarbylene in which one of any methylene groups not directly bonded to the carbonyl group may optionally be replaced by an oxygen atom (or methyl by hydroxy); Y is either a single bond or C1-C8 hydrocarbylene; and derivatives of (I) in which one or more of the hydroxy groups are masked as groups which can be reconverted to hydroxy groups in vivo. The compounds show antiinflammatory and immunomodulating effects as well as strong activity in inducing differentiation and inhibiting undesirable proliferation of certain cells.
CA002222785A 1995-12-05 1996-12-02 Vitamin d analogues Expired - Fee Related CA2222785C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9524812.6 1995-12-05
GBGB9524812.6A GB9524812D0 (en) 1995-12-05 1995-12-05 Chemical compounds
PCT/DK1996/000502 WO1997020811A1 (en) 1995-12-05 1996-12-02 Vitamin d analogues

Publications (2)

Publication Number Publication Date
CA2222785A1 true CA2222785A1 (en) 1997-06-12
CA2222785C CA2222785C (en) 2006-04-04

Family

ID=4161813

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002222785A Expired - Fee Related CA2222785C (en) 1995-12-05 1996-12-02 Vitamin d analogues

Country Status (1)

Country Link
CA (1) CA2222785C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007131364A1 (en) * 2006-05-16 2007-11-22 Mcgill University Hybrid molecules having mixed vitamin d receptor agonism and histone deacetylase inhibitory properties

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007131364A1 (en) * 2006-05-16 2007-11-22 Mcgill University Hybrid molecules having mixed vitamin d receptor agonism and histone deacetylase inhibitory properties

Also Published As

Publication number Publication date
CA2222785C (en) 2006-04-04

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed