Process for making novel form of paroxeting hydrochloride anhydrate
AssigneeSmithKline Beecham Corporation
InventorsNeal Ward, Victor Witold Jacewicz
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Abstract
The present invention relates to paroxetine hydrochloride anhydrate substantially free of bound propan-2-ol, several forms of the above, processes for preparing the above, new intermediates useful in preparing the above and methods of treating and/or preventing certain diseases by administering the compounds of the invention to a patient in need thereof.
Claims5
A process for preparing paroxetine hydrochloride anhydrate Form C which process comprises seeding a solution of paroxetine hydrochloride in butan-1-ol with a seed crystal of paroxetine hydrochloride anhydrate Form B whereby crystallization of paroxetine hydrochloride anhydrate Form C occurs,
- wherein paroxetine hydrochloride anhydrate Form C comprises the following characteristics:
- a melting point of about 164.degree. C.;
- IR bands at about 540, 574, 615, 674, 720, 760, 779, 802, 829, 840, 886, 935, 965, 984, 1007, 1034, 1092, 1109, 1139, 1183, 1218, 1240, 1263, 1280, 1507, 1540, 1558, 1598, and 1652 cm.sup.-1 ;
- a DSC maximum endotherm, measured at 10.degree. C. per minute, of about 161.degree. C. in both open and closed pans;
- characteristic X-ray diffractogram peaks at about 10.1, 12.1, 13.1, 14.3 degrees 2 theta;
- characteristic solid state .sup.13 C-NMR spectrum peaks at about 154.0, 148.5, 143.4, and 140.4 ppm, and
- paroxetine hydrochloride anhydrate Form B comprises the following characteristics:
- a melting point of about 138.degree. C.;
- IR bands at about 538, 574, 614, 675, 722, 762, 782, 815, 833, 884, 925, 938, 970, 986, 1006, 1039, 1069, 1094, 1114, 1142, 1182, 1230, 1274, 1304, 1488, 1510, 1574, 1604, and 1631 cm.sup.-1 ;
- a DSC maximum endotherm, measured at 10.degree. C. per minute, of about 137.degree. C. in both open and closed pans;
- characteristic X-ray diffractogram peaks at about 5.7, 11.3, 12.4, and 14.3 degrees 2 theta;
- characteristic solid state .sup.13 C-NMR spectrum peaks at about 154.6, 148.3, 150.1, 141.7, 142.7, and 139.0 ppm.
A process for preparing paroxetine hydrochloride anhydrate Form C which process comprises seeding a solution of paroxetine hydrochloride in ethyl acetate with a seed crystal of paroxetine hydrochloride anhydrate Form A whereby crystallization of paroxetine hydrochloride anhydrate Form C occurs,
- wherein paroxetine hydrochloride anhydrate Form C comprises the following characteristics:
- a melting point of about 164.degree. C.;
- IR bands at about 540, 574, 615, 674, 720, 760, 779, 802, 829, 840, 886, 935, 965, 984, 1007, 1034, 1092, 1109, 1139, 1183, 1218, 1240, 1263, 1280, 1507, 1540, 1558, 1598, and 1652 cm.sup.-1 ;
- a DSC maximum endotherm, measured at 10.degree. C. per minute, of about 161.degree. C. in both open and closed pans;
- characteristic X-ray diffractogram peaks at about 10.1, 12.1, 13.1, 14.3 degrees 2 theta;
- characteristic solid state .sup.13 C-NMR spectrum peaks at about 154.0, 148.5, 143.4, and 140.4 ppm, and
- paroxetine hydrochloride anhydrate Form A comprises the following characteristics:
- a melting point of about 123.degree.-125.degree. C.;
- IR bands at about 513, 538, 571, 592, 613, 665, 722, 761, 783, 806, 818, 839, 888, 906, 924, 947, 966, 982, 1006, 1034, 1068, 1091, 1134, 1194, 1221, 1248, 1286, 1340, 1387, 1493, 1513, 1562, 1604, 3402, and 3631 cm.sup.-1 ;
- a DSC maximum endotherm, measured at 10.degree. C. per minute, of about 126.degree. C. in an open pan and about 121.degree. C. in a closed pan;
- characteristic X-ray diffractogram peaks at about 6.6, 8.0, 11.2, and 13.1 degrees 2 theta;
- characteristic solid state .sup.13 C-NMR spectrum peaks at about 154.3, 149.3, 141.6, and 138.5 ppm.
A process for preparing paroxetine hydrochloride anhydrate Form C which comprises seeding a solution of paroxetine hydrochloride in an organic solvent with a seed crystal of paroxetine hydrochloride anhydrate Form C whereby crystallization of paroxetine hydrochloride anhydrate Form C occurs.
Dependencies are inferred from the claim text.