C-nitroso compounds and use thereof

A C-nitroso compound having a molecular weight ranging from 225 to 1,000 on a monomeric basis wherein a nitroso group is attached to a tertiary carbon atom, which is obtained by nitrosylation of a carbon acid having a pKa less than about 25, where the tertiary carbon atom is a ring atom in a cyclic moiety which is monocyclic, bicyclic, tricyclic, tetracyclic or pentacyclic and contains from 5 to 24 ring atoms consisting of 2 to 20 carbon atoms, 0 to 4 nitrogen atoms, 0 to 1 oxygen atoms and 0 to 1 sulfur a oms where the ring atoms are counted by counting the atom(s) forming the ring(s) and exclude hydrogen or other substituent on the ring and two of the carbons attached to the tertiary carbon atom are ring atoms of the cyclic moiety and which is obtained by nitrosylatoin of a therapeutic agent without NO donor effect having a carbon acid PKa less than about 25 or a therapeutic agent without NO donor effect modified to have a carbon acid pKa less than about 25.

A C-nitroso compound having a molecular weight ranging from 225 to 1,000 on a monomeric basis wherein a nitroso group is attached to a tertiary carbon atom, which is obtained by nitrosylation of a carbon acid having a pKa less than about 25, where the C-nitroso compound is acyclic and where at least one substituent on the tertiary carbon contains 4 to 20 carbon atoms and that substituent and/or both of the other substituents on the tertiary carbon atom contains or is an electron withdrawing atom or group where the electron withdrawing atom or group is directly bonded to carbon atom which is directly bonded to the tertiary carbon atom or where the electron withdrawing group contains carbon atom which is directly bonded to the tertiary carbon atom.

A method of treating a patient in need of nitrosoglutathione which comprises administering to said patient a therapeutically effective amount of a C-nitroso compound optionally with administration of glutathione, said C-nitroso compound having a molecular weight ranging from 225 to 1,000 on a monomeric basis wherein a nitroso group is attached to a tertiary carbon atom, which is obtained by nitrosylation of a carbon acid having a pKa less than about 25, where the tertiary carbon atom is a ring atom in a cyclic moiety which is monocyclic, bicyclic, tricyclic, tetracyclic or pentacyclic and contains from 5 to 24 ring atoms consisting of 2 to 20 carbon atoms, 0 to 4 nitrogen atoms, 0 to 1 oxygen atoms and 0 to 1 sulfur atoms where the ring atoms are counted by counting the atom(s) forming the ring(s) and exclude hydrogen or other substituent on the ring and two of the carbons attached to the tertiary carbon atom are ring atoms of the cyclic moiety.

A C-nitroso compound having a molecular weight ranging from 225 to 1,000 on a monomeric basis wherein a nitroso group is attached to a teriary carbon atom, which is obtained by nitrosylation of a carbon acid having pKa less than about 25, where the tertiary carbon atom is a ring atom in a cyclic moiety which is monocyclic, bicyclic, tricyclic, tetracyclic or pentacyclic and contains from 5 to 24 ring atoms consisting of 2 to 20 carbon atoms, 0 to 4 nitrogen atoms, 0 to 1 sulfur atoms where the ring atoms are counted by counting the atom(s) forming the ring(s) and exclude hydrogen or other substituent on the ring and two of the carbons attached to the tertiary carbon atom are ring atoms of the cyclic moiety, the non-ring carbon directly attached to the tertiary carbon being part of a substituent which contains an electron withdrawing atom or group including or on said non-ring carbon.