Heteroaryl-substituted deoxy glycero-phosphoethanolamines

A method of treating a tumor in a mammal comprising administering to said mammal an anti-tumor-effective amount of a glycero-phosphoethanolamine of Formula Ia, Ib, or Ic:

• ##STR15## or any of the enantiomeric and cis- and trans-geometric isomers thereof, wherein R represents a substituted or unsubstituted straight or branched chain C.sub.10-24 alkyl or alkenyl, said substituent being one or more of halo, C.sub.1-3 alkoxy or cyano, provided that a double bond of said alkenyl does not involve the carbon atom of said alkenyl that is bonded to the oxygen atom of the glyceryl chain;
• Het represents a 5- to 9-membered heteroaryl mono- or bicyclic ring system with 1 to 4 nitrogen atoms as the sole hetero atoms, one of which nitrogen atoms is bonded to the carbon atom of the glyceryl chain;
• and PEA, together with the oxygen atom of the glyceryl chain to which PEA is bonded, represents a phosphoethanolamine of the formula:
• ##STR16## wherein R.sup.1, R.sup.2 and R.sup.3 are each hydrogen or methyl, provided that at least one of R.sup.1, R.sup.2 and R.sup.3 is methyl;
• or a pharmaceutically acceptable salt thereof.

A method of treating psoriasis in a mammal comprising administering to said mammal an anti-psoriatic-effective amount of a glycerophosphoethanolamine of Formula Ia, Ib or Ic:

• ##STR17## or any of the enantiomeric and cis- and trans-geometric isomers thereof, wherein R represents a substituted or unsubstituted straight or branched chain C.sub.10-24 alkyl or alkenyl, said substituent being one or more of halo, C.sub.1-3 alkoxy or cyano, provided that a double of said alkenyl does not involve the carbon atom of said alkenyl that is bonded to the oxygen atom of the glyceryl chain;
• Het represents a 5- to 9-membered heteroaryl mono- or bicyclic ring system with 1 to 4 nitrogen atoms as the sole hetero atoms, one of which nitrogen atoms is bonded to the carbon atom of the glyceryl chain;
• and PEA, together with the oxygen atom of the glyceryl chain to which PEA is bonded, represents a phosphoethanolamine of the formula:
• ##STR18## wherein R.sup.1, R.sup.2 and R.sup.3 are each hydrogen or methyl, provided that at least 1 of R.sup.1, R.sup.2 and R.sup.3 is methyl;
• or a pharmaceutically acceptable salt thereof.

A method of treating inflammation in a mammal comprising administering to said mammal an anti-inflammatory-effective amount of a glycerophosphoethanolamine of Formula Ia, Ib or Ic:

• ##STR19## or any of the enantiomeric and cis- and trans-geometric isomers thereof, wherein R represents a substituted or unsubstituted straight or branched chain C.sub.10-24 alkyl or alkenyl, said substituent being one or more of halo, C.sub.1-3 alkoxy or cyano, provided that a double bond of said alkenyl does not involve the carbon atom of said alkenyl that is bonded to the oxygen atom of the glyceryl chain;
• Het represents a 5- to 9-membered heteroaryl mono- or bicyclic ring system with 1 to 4 nitrogen atoms as the sole hetero atoms, one of which nitrogen atoms is bonded to the carbon atom of the glycero chain;
• and PEA, together with the oxygen atom of the glyceryl chain to which PEA is bonded, represents a phosphoethanolamine of the formula:
• ##STR20## wherein R.sup.1, R.sup.2 and R.sup.3 are each hydrogen or methyl, provided that at least one of R.sup.1, R.sup.2 and R.sup.3 is methyl;
• or a pharmaceutically acceptable salt thereof.

A pharmaceutical composition comprising an anti-tumor, anti-psoriatic or anti-inflammation-effective amount of a heteroaryl substituted glycero-phosphoethanolamine of Formulas Ia, Ib or Ic:

• ##STR21## or any of the enantiomeric cis- and trans-geometric isomers thereof, wherein R represents a substituted or unsubstituted straight or branched chain C.sub.10-24 alkyl or alkenyl, said substituent being one or more of halo, C.sub.1-3 alkoxy or cyano, provided that a double bond of said alkenyl does not involve the carbon atom of said alkenyl that is bonded to the oxygen atom of the glyceryl chain;
• Het represents a 5- to 9-membered heteroaryl mono- or bicyclic ring system with 1 to 4 nitrogen atoms as the sole hetero atoms, one of which nitrogen atoms is bonded to the carbon atom of the glyceryl chain;
• and PEA, together with the oxygen atom of the glyceryl chain to which PEA is bonded, represents a phosphoethanolamine of the formula:
• ##STR22## wherein R.sup.1, R.sup.2 and R.sup.3 are each hydrogen or methyl, provided that at least one of R.sup.1, R.sup.2 and R.sup.3 is methyl;
• or a pharmaceutically acceptable salt thereof.