Process for stabilization of a composition of 2{60 ,3{60 -epithio-androstanes and composition obtained thereby

Claim 2

A stable composition according to claim 1, wherein the alkali metal base is a member selected from the group consisting of sodium carbonate, sodium hydrogen carbonate, potassium carbonate, lithium hydroxide, disodium hydrogen phosphate and a mixture thereof.

Claim 3

A stable composition according to claim 1, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O,S-bisethoxycarbonylthiamine, pyridine, imidazole, pyridoxine, picoline, diphenylamine, N,N''-dibenzylethylenediamine and a mixture thereof.

Claim 4

A stable composition according to claim 1, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetyl-glyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone, and a mixture thereof.

Claim 5

A stable composition according to claim 1, wherein the stabilizer is contained in an amount of 0.01 to 20 percent by weight.

Claim 6

A stable composition according to claim 1, wherein the 2 Alpha ,3 Alpha -epithio-androstane is 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclopentyloxy)-5 Alpha -androstane; the organic base is a member selected from the group consisting of triethylamine and N,N''-dibenzylethylenediamine; and the surface active agent is a polyoxyethylene sorbitan fatty acid ester.

Claim 7

A stable composition of a 2 Alpha ,3 Alpha -epithio-androstane, according to claim 1, of the general formula:

Claim 8

A stable composition according to claim 8, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isopropoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-t-butoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-pentyloxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclohecyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-butoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isobutoxycycloheptyloxy)-5 Alpha -androstane, and 2 Alpha ,3 Alpha -epithio-17 Beta -(1-pentyloxycycloheptyloxy)-5 Alpha -androstane.

Claim 9

A stable composition according to claim 8, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O,S-bisethoxycarbonylthiamine, pyridoxine, imidazole, pyridine, picoline, diphenylamine, N,N''-dibenzylethylene diamine and a mixture thereof.

Claim 10

A stable composition according to claim 8, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetyl-glyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone and a mixture thereof.

Claim 11

A stable composition according to claim 8, wherein the stabilizer is contained in an amount of 0.01 to 20 percent by weight.

Claim 12

A stable composition of a 2 Alpha , 3 Alpha -epithio-androstane, according to claim 1, of the general formula:

Claim 13

A stable composition according to claim 13, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclopentenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclohexenyloxy)-5 Alpha androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cycloheptenyloxy)-5 Alpha -androstane and 2 Alpha ,3 Alpha -epithio-17 Beta -(3-methyl-1-cyclohexenyloxy)-5 Alpha -androstane.

Claim 14

A stable composition according to claim 13, wherein the alkali metal base is a member selected from the group consisting of sodium carbonate, sodium hydrogen carbonate, potassium carbonate, lithium hydroxide, disodium hydrogen phosphate and a mixture thereof.

Claim 15

A stable composition according to claim 13, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O,S-bis-ethoxycarbonylthiamine, diphenylamine, N,N-dibenzylethylenediamine and a mixture thereof.

Claim 16

A stable composition according to claim 13, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetyl-glyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone and a mixture thereof.

Claim 17

A stable composition according to claim 13, wherein the stabilizer is contained in an amount of 0.01 to 20 percent by weight.

Claim 18

A stable composition of a 2 Alpha ,3 Alpha -epithio-androstane according to claim 1, of the general formula:

Claim 19

A stable composition according to claim 19, wherein the 2 Alpha ,3 Alpha -epithio-1-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17-(1-cyclopentyloxy)-5 Alpha -androstane 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclohexenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cycloheptenyloxy)-5 Alpha -androstane, and 2 Alpha ,3 Alpha -epithio-17 Beta -(3-methyl-1-cyclohexenyloxy)-5 Alpha -androstane.

Claim 20

A stable composition according to claim 19, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, prnithine cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O,S-bisethoxycarbonylthiamine, diphenylamine, N,N-dibenzylethylenediamine and a mixture thereof.

Claim 21

A stable composition according to claim 19, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetyl-glyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinyl pyrrolidone and a mixture thereof.

Claim 22

A stable composition according to claim 19, wherein the stabilizer is contained in a amount of 0.01 to 20 percent by weight.

Claim 23

A process for preparing a stabilized composition of a 2 Alpha ,3 Alpha -epithio-androstane, which composes adding a stabilizer selected from the group consisting of (a) an organic base selected from the group consisting of an alkali metal base, hydrazine, methylhydrazine, hydroxylamine and a mixture thereof, (b) an organic base elected from the group consisting of aliphatic lower alkyl amine, alcohol amine amino acid aliphatic heterocyclic amine, amide compound, aromatic heterocyclic amine, aromatic amine and a mixture thereof, (c) a surface active agent selected from the group consisting of fatty acid glyceride, sorbitan fatty acid ester, polyglycerine ester, polyoxyethylene sorbitan fatty acid ester, polyalkylene glycol, polyoxyalkylene alkylamine, polyoxyalkylene alkyl ether, polyvinylpyrrolidone and a mixture thereof and (d) a mixture thereof, to a 2 Alpha ,3 Alpha -epithio-androstane of the general formula:

Claim 24

A process according to claim 24, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isopropoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-butoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-pentyloxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-butoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17-(1-ethoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -Epithio-17 Beta -(1-propoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isobutoxycycloheptyloxy)-5 Alpha -androstane and 2 Alpha ,3 Alpha -epithio-17 Beta -(1-pentyloxycycloheptyloxy)-5 Alpha -androstane.

Claim 25

A process according to claim 24, wherein the alkali metal base is a member selected from the group consisting of sodium carbonate, sodium hydrogen carbonate, potassium carbonate, lithium hydroxide, disodium hydrogen phosphate and a mixture thereof.

Claim 26

A process according to claim 24, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, dipropylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)-aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O,S-bisethoxycarbonylthiamine, pyridoxine, imidazole, pyridine, picoline, diphenylamine, N,N''-dibenzylethylenediamine and a mixture thereof.

Claim 27

A process according to claim 24, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetylglyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone and a mixture thereof.

Claim 28

A process according to claim 24, wherein the stabilizer is used in an amount of 0.01 to 20 percent by weight.

Claim 29

A process according to claim 24, wherein the 2 Alpha ,3 Alpha -epithio-androstane is 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclopentyloxy)-5 Alpha -androstane; the organic base is a member selected from the group consisting of triethylamine and N,N''-dibenzylethylene-diamine; and the surface active agent is polyoxyethylene sorbitan fatty acid ester.

Claim 30

A process for preparing a stabilized composition of a 2 Alpha ,3 Alpha -epithio-androstane, according to claim 24, which comprises adding a stabilizer selected from the group consisting of (a) an organic base selected from the group consisting of aliphatic lower alkyl amine, alcohol amine, amino acid, aliphatic heterocyclic amine, amide compound, aromatic heterocyclic amine, aromatic amine and a mixture thereof, (b) a surface active agent selected from the group consisting of fatty acid glyceride, sorbitan fatty acid ester, polyglycerine ester, polyoxyethylene sorbitan fatty acid ester, polyalkylene glycol, polyoxyalkylene alkylamine, polyoxyalkylene alkyl ether, polyvinylpyrrolidone and a mixture thereof and (c) a mixture thereof, to a 2 Alpha ,3 Alpha -epithio-androstane of the general formula:

Claim 31

A process according to claim 31, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isopropoxycycylopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-t-butoxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-pentyloxycyclopentyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-butoxycyclohexyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-methoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-ethoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-propoxycycloheptyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-isobutoxycycloheptyloxy)-5 Alpha -androstane and 2 Alpha ,3 Alpha -epithio-17-(1-pentyloxycycloheptyloxy)-5 Alpha -androstane.

Claim 32

A process according to claim 31, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-methyl-2-amino-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidene, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O, S-bis-ethoxycarbonylthiamine, pyridoxine, imidazole, pyridine, picoline, diphenylamine, N,N''-dibenzylethylamine and a mixture thereof.

Claim 33

A process according to claim 31, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetylglyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monoplamitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone and a mixture thereof.

Claim 34

A process according to claim 31, wherein the stabilizer is used in an amount of 0.01 to 20 percent by weight.

Claim 35

A process for preparing a stabilized composition of a 2 Alpha ,3 Alpha -epithio-androstane, according to claim 38, which comprises adding a stabilizer selected from the group consisting of (a) an inorganic base selected from the group consisting of an alkali metal base, hydrazine, methylhydrazine, hydroxylamine and a mixture thereof, (b) an organic base selected from the group consisting of aliphatic lower alkylamine, alcohol amine, amino acid, aliphatic heterocyclic amine, amide compound, aromatic heterocyclic amine, aromatic amine and a mixture thereof, (c) a surface active agent selected from the group consisting of fatty acid glyceride, sorbitan fatty acid ester, polyglycerine ester, polyoxyethylene sorbitan fatty acid ester, polyalkylene glycol, polyoxyalkylene alkylamine, polyoxyalkylene alkyl ether, polyvinylpyrrolidone and a mixture thereof and (d) a mixture thereof, to a 2 Alpha ,3 Alpha -epithio-androstane of the general formula:

Claim 36

A process according to claim 36, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclopentynyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclohexenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cycloheptenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(3-methyl-1-cyclohexenyloxy)-5 Alpha -androstane.

Claim 37

A process according to claim 36, wherein the alkali metal base is a member selected from the group consisting of sodium carbonate, sodium hydrogen carbonate, potassium carbonate lithium hydroxide, disodium hydrogen phosphate and a mixture thereof.

Claim 38

A process according to claim 36 wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O, S-bis-ethoxycarbonylamine, pyridoxine, imidazole, pyridine, picoline, diphenylamine, N,N''-dibenzylethylenediamine and a mixture thereof.

Claim 39

A process according to claim 36, wherein the surface active agent is a member selected from the group consisting of oleic acid monoglyceride, oleic acid diacetylglyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolideone and mixtures thereof.

Claim 40

A process according to claim 36, wherein the stabilizer is used in a a mount of 0.01 to 20 percent by weight.

Claim 41

A process for preparing a stabilized composition of a 2 Alpha ,3 Alpha -epithio-androstane, according to claim 24, which comprises adding a stabilizer selected from the group consisting of (a) an organic base selected from the group consisting of aliphatic lower alkyl amine, alcohol amine, amino acid, aliphatic heterocyclic amine, amide compound, aromatic heterocyclic amine, aromatic amine and a mixture thereof, (b) a surface active agent selected from the group consisting of fatty acid glyceride, sorbitan fatty acid ester, polyglycerine ester, polyoxyethylene sorbitan fatty acid ester, polyalkylene glycol, polyoxyalkylene alkyl amine, polyoxyalkylene alkyl ether, polyvinylpyrrolidone and a mixture thereof and (c) a mixture thereof to a 2 Alpha ,3 Alpha -epithio-androstane of the general formula:

Claim 42

A process according to claim 42, wherein the 2 Alpha ,3 Alpha -epithio-androstane is a member selected from the group consisting of: 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclopentenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cyclohexenyloxy)-5 Alpha -androstane, 2 Alpha ,3 Alpha -epithio-17 Beta -(1-cycloheptenyloxy)-5 Alpha -androstane and 2 Alpha ,3 Alpha -epithio-17 Beta -(3-methyl-1-cyclohexenyloxy)-5 Alpha -androstane,

Claim 43

A process according to claim 42, wherein the organic base is a member selected from the group consisting of diethylamine, diisopropylamine, dipropylamine, triethylamine, tributylamine, propylenediamine, monoethanolamine, diethanolamine triethanolamine, 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol, tris-(hydroxymethyl)aminoethane, arginine, lysine, ornithine, cysteine, piperidine, piperazine, morpholine, methenamine, lidocaine, procaine, nicotinamide, pyrazinamide, O, S-bis-ethoxycarbonylthiamine, pyridoxine, imidazole, pyridine, bicoline, diphenylamine, N,N''-dibenzylethylenediamine and thereof.

Claim 44

A process according to claim 42, wherein the surface active agent is a member selected from the group consisting of oleic acid monglyceride, oleic acid diacetylglyceride, stearic acid triglyceride, sorbitol stearate, sorbitol oleate, hexaglycerol monooleate, decaglycerol tetraoleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monooleate, polyethylene glycol, polypropylene glycol, polyoxyethylene oleylamine, polyoxyethylene cetyl ether, polyvinylpyrrolidone and a mixture thereof.

Claim 45

A procEss according to claim 42, wherein the stabilizer is used in an amount of 0.01 to 20 percent by weight.