Back to results
US 8,796,451 B2Granted
Crystalline pharmaceutical
AssigneeAbbVie Inc.
InventorsDaniel A. Dickman, Sanjay Chemburkar, James J. Fort, Rodger F. Henry, David Lechuga-Ballesteros, Yuping Niu, William Porter
Life of this patent
Estimating the term…
Abstract
New crystalline forms of lopinavir are disclosed.
Claims17
A process for preparing a pharmaceutical composition comprising (2S,3S,5S)-2-(-2,6-dimethylphenoxyacetyl)-amino-3-hydroxy-5-(2-(1-tetrahydropyrimid-2-onyl)-3-methylbutanoyl)amino-1,6-diphenylhexane (lopinavir), said process comprising:
- dissolving a crystalline form of lopinavir in a solvent, wherein said crystalline form of lopinavir is selected from the group consisting of:
- a hydrated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1652-1666 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1606-1615 cm−1, wherein said peaks have at least a moderately strong intensity;
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1, a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity;
- a non-solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1, a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity;
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1, a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity;
- a crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peaks have at least a moderately strong intensity;
- a crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity;
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peaks have at least a moderately strong intensity;
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity;
- a non-solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1680-1685 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1625-1630 cm−1, wherein said peaks have at least a moderately strong intensity;
- a non-solvated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 6.85°±0.1°, 9.14°±0.1°, 12.88°±0.1°, 15.09°±0.1°, 17.74°±0.1°, 18.01°±0.1° and 18.53°±0.1°;
- a non-solvated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 6.85°±0.1°, 9.14°±0.1°, 1 0.80°±0.1°, 12.04°±0.1°, 12.88°±0.1°, 15.09°±0.1°, 17.74°±0.1°, 18.01°±0.1°, 18.26°±0.1°, 18.53°±0.1°, 20.47°±0.1° and 25.35°±0.1°;
- a non-solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1680-1685 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1668-1674 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1656-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1642-1648 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1625-1630 cm−1, wherein said peaks have at least a moderately strong intensity;
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peak has at least a moderately strong intensity;
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity;
- a higher hydrated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 3.89°±0.1°, 6.55°±0.1°, 7.76°±0.1°, 8.55°±0.1°, 9.70°±0.1°, 10.56°±0.1°, 14.76°±0.1°, 15.57°±0.1°, 18.30°±0.1°, 18.95°±0.1° and 22.74°±0.1°;
- and a higher hydrated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 3.89°±0.1°, 6.55°±0.1°, 7.76°±0.1°, 8.55°±0.1°, 9.70°±0.1°, 10.56°±0.1°, 14.76°±0.1°, 15.06°±0.1°, 15.57°±0.1°, 16.49°±0.1°, 17.51°±0.1°, 18.30°±0.1°, 18.95°±0.1°, 21.73°±0.1° and 22.74°±0.1°.
14 more elements
A process for preparing a pharmaceutical composition comprising lopinavir, said process comprising:
- dissolving a crystalline form of lopinavir in a solvent, wherein said crystalline form of lopinavir is selected from the group consisting of:
- a hydrated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1652-1666 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1606-1615 cm−1, wherein said peaks have at least a moderately strong intensity;
- a higher hydrated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 3.89°±0.1°, 6.55°±0.1°, 7.76°±0.1°, 8.55°±0.1°, 9.70°±0.1°, 10.56°±0.1°, 14.76°±0.1°, 15.57°±0.1°, 18.30°±0.1°, 18.95°±0.1° and 22.74°±0.1°;
- and
- a higher hydrated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 3.89°±0.1°, 6.55°±0.1°, 7.76°±0.1°, 8.55°±0.1°, 9.70°±0.1°, 10.56°±0.1°, 14.76°±0.1°, 15.06°±0.1°, 15.57°±0.1°, 16.49°±0.1°, 17.51°±0.1°, 18.30°±0.1°, 18.95°±0.1°, 21.73°±0.1° and 22.74°±0.1°.
2 more elements
A process for preparing a pharmaceutical composition comprising lopinavir, said process comprising:
- dissolving a crystalline form of lopinavir in a solvent, wherein said crystalline form of lopinavir is selected from the group consisting of:
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1, a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity
- a crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1 a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity;
- and
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1661-1673 cm−1, a peak in the solid state infrared spectrum at a position within the range 1645-1653 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1619-1629 cm−1, wherein said peaks have at least a moderately strong intensity.
2 more elements
A process for preparing a pharmaceutical composition comprising lopinavir, said process comprising:
- dissolving a crystalline form of lopinavir in at least one solvent, wherein said crystalline form of lopinavir is selected from the group consisting of:
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peak has at least a moderately strong intensity;
- a solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity;
- a crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peak has at least a moderately strong intensity;
- a crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity;
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1, wherein said peak has at least a moderately strong intensity;
- and
- a desolvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1655-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1636-1647 cm−1, wherein said peaks have at least a moderately strong intensity.
5 more elements
A process for preparing a pharmaceutical composition comprising lopinavir, said process comprising:
- dissolving a crystalline form of lopinavir in a solvent, wherein said crystalline form of lopinavir is selected from the group consisting of:
- a non-solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1680-1685 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1625-1630 cm−1, wherein said peaks have at least a moderately strong intensity;
- a non-solvated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 6.85°±0.1°, 9.14°±0.1°, 12.88°±0.1°, 15.09°±0.1°, 17.74°±0.1°, 18.01°±0.1° and 18.53°±0.1°;
- a non-solvated crystalline form of lopinavir with characteristic peaks in the powder X-ray diffraction pattern at values of two theta of 6.85°±0.1°, 9.14°±0.1°, 10.80°±0.1°, 12.04°±0.1°, 12.88°±0.1°, 15.09°±0.1°, 17.74°±0.1°, 18.01°±0.1°, 18.26°±0.1°, 18.53°±0.1°, 20.47°±0.1° and 25.35°±0.1°;
- and
- a non-solvated crystalline form of lopinavir with a peak in the solid state infrared spectrum at a position within the range 1680-1685 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1668-1674 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1656-1662 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1642-1648 cm−1 and a peak in the solid state infrared spectrum at a position within the range 1625-1630 cm−1, wherein said peaks have at least a moderately strong intensity.
3 more elements
Dependencies are inferred from the claim text.