Crystalline forms of a pyridinyl-sulfonamide and their use as endothelin receptor antagonists

A crystalline pseudo-polymorph of 5-methyl-pyridine-2-sulfonic acid [6-methoxy-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide selected from the group consisting of:

• a) the pseudo-polymorph, ethanol solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using Cukα radiation:
• 9.0 (vs), 8.1 (m), 6.4 (s), 5.46 (m), 5.29 (s), 4.77 (m), 4.55 (m), 4.38 (s), 4.26 (m), 4.14 (m), 4.08 (m), 4.02 (m), 3.87 (s), 3.70 (vs), 3.48 (vs), 3.28 (m), 3.13 (m) and 3.04 (m);
• designated as form D;
• b) the pseudo-polymorph, acetone hemi solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 13.0 (w), 9.1 (vs), 7.9 (m), 6.2 (m), 5.61 (m), 5.51 (w), 5.06 (m), 4.75 (m), 4.57 (m), 4.40 (m), 4.34 (m), 4.17 (m), 3.88 (s), 3.56 (s), 3.32 (m) and 3.05 (m);
• designated as form E;
• c) the pseudo-polymorph, tetrahydrofuran solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 9.2 (vs), 8.3 (m), 7.8 (m), 6.4 (m), 6.3 (m), 5.75 (m), 5.27 (m), 4.89 (m), 4.62 (m), 4.53 (m), 4.39 (m), 4.22 (m), 4.06 (m), 3.99 (m), 3.83 (m), 3.71 (s), 3.52 (s) and 3.23 (m);
• designated as form F;
• d) the pseudo-polymorph, methanol solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 9.1 (vs), 7.9 (m), 6.3 (s), 5.49 (m), 5.38 (m), 5.16 (m), 4.72 (s), 4.56 (m), 4.38 (m), 4.27 (m), 4.12 (m), 4.03 (m), 3.86 (s), 3.82 (vs), 3.63 (s), 3.46 (m) and 3.27 (m);
• designated as form G;
• e) the pseudo-polymorph, isopropanol solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 9.1 (s), 8.2 (m), 6.4 (s), 5.32 (s), 4.82 (m), 4.77 (m), 4.57 (m), 4.41 (s), 4.27 (m), 4.20 (s), 4.11 (m), 4.06 (m), 4.02 (m), 3.90 (s), 3.72 (vs), 3.50 (s), 3.43 (m), 3.16 (m) and 2.74 (m);
• designated as form H;
• f) the pseudo-polymorph, dichloromethane solvate, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 9.1 (vs), 7.9 (m), 6.2 (s), 5.51 (m), 5.32 (m), 5.10 (m), 4.69 (s), 4.54 (m), 4.24 (m), 4.14 (m), 4.01 (m), 3.82 (s), 3.59 (vs), 3.42 (s), 3.25 (s) and 3.03 (m);
• designated as form I;
• and
• g) the pseudo-polymorph, 2-butanone, which exhibits a characteristic X-ray powder diffraction pattern with characteristic peaks expressed in d-values (Å), measured with a conventional powder X-ray diffractometer using CuKα radiation:
• 9.4 (vs), 7.8 (m), 6.3 (s), 5.13 (m), 5.00 (s), 4.82 (m), 4.69 (m), 4.49 (m), 4.45 (m), 4.23 (s), 4.14 (m), 3.96 (m), 3.88 (vs), 3.57 (vs), 3.41 (m), 3.16 (m), 3.13 (m) and 2.68 (m);
• designated as form J.