Nitrosated and nitrosylated H2 receptor antagonist compounds, compositions and methods of use

A compound of Formula (III) or a pharmaceutically acceptable salt thereof;

• wherein the compound of formula (III) is:
• wherein
• D2 is D1 or a lone pair of electrons;
• D1 is a hydrogen atom or D;
• R4 is:
• B is oxygen, S(O)o or CH2;
• o is an integer from 0 to 2;
• D is Q or K;
• Q is —NO or —NO2;
• K is —Wa-Eb-(C(Re)(Rf))p-Ec-(C(Re)(Rf))x—Wd—(C(Re)(Rf))y—Wi-Ej-Wg—(C(Re)(Rf))z-T-Q;
• a, b, c, d, g, i and j are each independently an integer from 0 to 3;
• p, x, y and z are each independently an integer from 0 to 10;
• W at each occurrence is independently —C(O)—, —C(S)—, -T-, —(C(Re)(Rf))h—, an alkyl group, an aryl group, a heterocyclic ring, an arylheterocyclic ring, or —(CH2CH2O)q—;
• E at each occurrence is independently -T-, an alkyl group, an aryl group, —(C(Re)(Rf))h—, a heterocyclic ring, an arylheterocyclic ring, or —(CH2CH2O)q—;
• h is an integer form 1 to 10;
• Re and Rf are each independently a hydrogen, an alkyl, a cycloalkoxy, a halogen, a hydroxy, an hydroxyalkyl, an alkoxyalkyl, an arylheterocyclic ring, an alkylaryl, a cycloalkylalkyl, a heterocyclicalkyl, an alkoxy, a haloalkoxy, an amino, an alkylamino, a dialkylamino, an arylamino, a diarylamino, an alkylarylamino, an alkoxyhaloalkyl, a haloalkoxy, a sulfonic acid, an alkylsulfonic acid, an arylsulfonic acid, an arylalkoxy, an alkylthio, an arylthio, a cyano, an aminoalkyl, an aminoaryl, an alkoxy, an aryl, an arylalkyl, an alkylaryl, a carboxamido, a alkyl carboxamido, an aryl carboxamido, an amidyl, a carboxyl, a carbamoyl, an alkylcarboxylic acid, an arylcarboxylic acid, an alkylcarbonyl, an arylcarbonyl, an ester, a carboxylic ester, an alkylcarboxylic ester, an arylcarboxylic ester, a haloalkoxy, a sulfonamido, an alkylsulfonamido, an arylsulfonamido, a sulfonic ester, a carbamoyl, a urea, a nitro, -T-Q, or Re and Rf are (C(Re)(Rf))k-T-Q, wherein Re and Rf are as defined herein, or Re and Rf taken together with th carbon atom to which they are attached are a carbonyl, a methanthial, a heterocyclic ring, a cycloalkyl group or a bridged cycloalkyl group;
• k is an integer from 1 to 3;
• T at each occurrence is independently a covalent bond, a carbonyl, an oxygen, —S(O)o— or —N(Ra)Ri—;
• Ra is a lone pair of electrons, a hydrogen or an alkyl group;
• Ri is a hydrogen, an alkyl, an aryl, an alkylcarboxylic acid, an aryl carboxylic acid, an alkylcarboxylic ester, an arylcarboxylic ester, an alkylcarboxamido, an arylcarboxamido, an alkylaryl, an alkylsulfinyl, an alkylsulfonyl, an arylsulfinyl, an arylsulfonyl, a sulfonamido, a carboxamido, a carboxylic ester, an amino alkyl, an amino aryl, —CH2—C(T-Q)(Re)(Rf), or —(N2O2—)−•M+, wherein M+ is an organic or inorganic cation;
• with the proviso that when Ri is —CH2—C(T-Q)(Re)(Rf) or —(N2O2)−•M+, or Re or Rf are T-Q or (C(Re)(Rf))k-T-Q, then the “-T- Q” subgroup designated in X can be a hydrogen, an alkyl, an alkoxy, an alkoxyalkyl, an aminoalkyl, a hydroxy, a heterocyclic ring or an aryl group;
• and
• with the proviso that the compounds of Formula (III) must contain at least one —NO group or at least one —NO2 group, and wherein the at least one —NO group or the at least one —NO2 group is linked to the compounds of Formula (III) through an oxygen atom, a nitrogen atom or a sulfur atom.