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US 9,315,459 B2Granted
Crystalline forms of 4-[2-(4-methylphenylsulfanyl)-phenyl] piperidine
AssigneeH. Lundbeck A/S
InventorsBenny Bang-Andersen, Andre Faldt, Tine Bryan Stensbol, Silke Miller, Heidi Lopez De Diego
Life of this patent
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Abstract
Crystalline forms of 4-[2-(4-methylphenylsulfanyl)-phenyl]piperidine and salts thereof are provided, e.g., for the treatment of neuropathic pain.
Claims17
Compound I, which is 4-[2-(4-methylphenylsulfanyl)phenyl]-piperidine,
- and pharmaceutically acceptable salts thereof, in a crystalline form, selected from the group consisting of:
- a malonic acid addition salt (1:1) characterized by peaks in an XRPD at 10.77°±0.1°, 16.70°±0.1°, 19.93°±0.1° and 24.01°±0.1° 2θ;
- a malonic acid addition salt (1:1) characterized by peaks in an XRPD at 6.08°±0.1°, 10.11°±0.1°, 18.25°±0.1° and 20.26°±0.1° 2θ;
- a L-aspartic acid addition salt (1:1) characterized by peaks in an XRPD at 11.05°±0.1°, 20.1°±0.1°, 20.60°±0.1° and 25.00°±0.1° 2θ;
- and
- a L-aspartic acid addition salt hydrate (1:1) characterized by peaks in an XRPD at 7.80°±0.1°, 13.80°±0.1°, 14.10°±0.1° and 19.63°±0.1° 2θ.
3 more elements
A method of treating chronic pain, comprising:
- administering to a patient in need thereof a therapeutically effective amount of a compound, which is 4-[2-(4-methylphenylsulfanyl)phenyl]-piperidine or a pharmaceutically acceptable salt thereof, in a crystalline form provided that the compound is not 4-[2-(4-methylphenylsulfanyl)phenyl]-piperidine hydrochloride addition salt;
- wherein the method alleviates a symptom or complication of the chronic pain or delays the progression of the chronic pain.
Dependencies are inferred from the claim text.