4-[-2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine hydrochloride amorphous solid forms
AssigneeLaboratorios Del Dr. Esteve, S.A.
InventorsJordi Benet Buchholz, Laura Puig Fernandez
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Abstract
The present invention relates to solid forms having a low degree of crystallinity or substantially amorphous of the hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine (P027) and processes for their preparation.
Claims10
A process for preparing a substantially amorphous solid form of a hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine, wherein the substantially amorphous solid form has an X-ray powder diffraction pattern showing no characteristic peaks, the process comprising:
- a) dissolving the hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine in a suitable solvent or mixture of solvents, and
- b) evaporating the solvent or mixture of solvents,
- wherein the solvent or mixture of solvents is selected from the group consisting of water, acetonitrile, isopropanol, methanol, acetonitrile-water, isopropanol-water, and methanol-water.
A process for preparing a substantially amorphous solid form of a hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine, wherein the substantially amorphous solid form has an X-ray powder diffraction pattern showing no characteristic peaks, the process comprising one of the following steps (i) to (iii):
- i) a) dissolving the hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine in a suitable solvent or mixture of solvents in the presence of catalytic amounts of at least one polymer selected from the group consisting of:
- hydroxypropyl methyl cellulose, polyvinyl pyrrolidone, poly(acrylic acid), poly(styrene-co-divinylbenzene), polyvinylchloride, polyacrylamide, and polysulfone;
- and b) evaporating the solvent or mixture of solvents;
- (ii) a) dissolving the hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine in a suitable solvent or mixture of solvents in the presence of catalytic amounts of at least one polymer selected from the group consisting of:
- poly(acrylic acid), poly(styrene-co-divinylbenzene), polyvinylchloride, poly(vinyl alcohol), and polyacrylamide;
- and b) adding diisopropyl ether as an antisolvent;
- and
- (iii) crystallizing the hydrochloride salt of 4-[2-[[5-methyl-1-(2-naphthalenyl)-1H-pyrazol-3-yl]oxy]ethyl]morpholine from a hot saturated solution of a suitable solvent or mixture of solvents in the presence of catalytic amounts of at least one polymer selected from the group consisting of:
- hydroxypropyl methyl cellulose, nylon 6/6, poly(styrene-co-divinylbenzene), polyvinylchloride, poly(vinyl acetate), poly(vinyl alcohol), polyacrylamide, polysulfone and poly(methyl methacrylate);
- wherein the solvent or mixture of solvents is selected from the group consisting of water, acetonitrile, isopropanol, methanol, acetonitrile-water, isopropanol-water, and methanol-water.
Dependencies are inferred from the claim text.