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Vitamin D derivatives with phosphorus atoms in the side chains

  • US 6,531,459 B1
  • Filed: 08/04/2000
  • Issued: 03/11/2003
  • Est. Priority Date: 12/17/1997
  • Status: Expired due to Fees
First Claim
Patent Images

1. A Vitamin D derivative compound of formula I:

  • embedded imagein whichY1 means a hydrogen atom, a hydroxyl group, a fluorine, chlorine or bromine atom or a group —

    O(CO)R5, in which R5 is an aliphatic or aromatic radical with 1 to 12 C atoms, Y2 means a hydrogen atom or a group —

    (CO)R6, in which R6 is an aliphatic or aromatic radical with 1 to 12 C atoms, and group Y2O can be present both in the naturally occurring situation (3β

    ) and in the epimeric situation (3α

    ), R1 and R2 each mean a hydrogen atom or together an exocyclic methylene group, R3 and R4 independently of one another, mean a hydrogen atom, a chlorine or fluorine atom, an alkyl group with 1 to 4 carbon atoms, together a methylene group or together with the quaternary carbon atom to which they are bonded, a 3- to 7-membered, saturated or unsaturated carbocyclic ring, V and W together mean an E-double bond X1 and X2, independently of one another, mean a hydrogen atom, a hydroxyl group, a group —

    OR7 or —

    O(CO)R7, in which R7 is an aliphatic or aromatic radical with 1 to 12 C atoms, or a group PO(OR8)2, a group PO(N(R8)2)2, a group PO(R8)2, a group OPO(OR8)2, a group OPO(N(R8)2)2, a group OPO(R8)2, a group CH2

    PO(OR8)2, a group CH2

    PO(N(R8)2)2 or a group CH2

    PO(R8)2, in which R8, independently of one another, are a hydrogen atom or an aliphatic or aromatic radical with 1 to 12 C atoms,  

    or X1 and X2 together stand for a carbonyl group, p means the number 1 or 0, E1 means a group PO(OR9)2, a group PO(N(R9)2)2, or a group PO(R9)2, in which R9 independently of one another, are a hydrogen atom or an aliphatic or aromatic radical with 1 to 12 C atoms, E2 means a group PO(OR9)2, a group PO(N(R9)2)2, a group PO(R9)2, a halogen atom (fluorine, chlorine, bromine), an aliphatic or aromatic radical with 1 to 12 C atoms or a hydrogen atom, Q means a hydrogen atom, an aliphatic or aromatic radical with 1 to 12 C atoms, a hydroxyl group, a group —

    O(CO)R10, a fluorine, chlorine, or bromine atom, an amino group or an NHR10 or N(R10)2 group, in which R10 is an aliphatic or aromatic radical with 1 to 12 C atoms,  

    or X1 and E2 together mean a double bond and at the same time X2 means a hydrogen atom or group O—

    Z, in which Z means an aliphatic or aromatic radical with 1 to 12 C atoms, an aliphatic or aromatic acyl group with 1 to 12 C atoms or a group E2,  

    or X1, X2, E2 and Q together mean a triple bond.

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