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Last Updated: April 24, 2024

Claims for Patent: 10,233,154

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Summary for Patent: 10,233,154

Title:	Crystalline forms of an NK-1 antagonist
Abstract:	The present invention is related to crystalline forms of 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1- -yl)-4-(o-tolyl)pyridin-3-yl)propanamide which is an NK-1 antagonist useful in the treatment of induced vomiting and other disorders.
Inventor(s):	Bacilieri; Christian (Breganzona, CH), Frasca; Gionata (Minusio, CH)
Assignee:	Helsinn Healthcare SA (Pazzallo-Lugano, CH)
Application Number:	15/918,868
Patent Claims:	1. A non-solvated micronized crystalline free-base form of the compound 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1- -yl)-4-(o-tolyl)pyridin-3-yl)propanamide which is Form I, having an X-ray powder diffraction pattern comprising at least one peak, in terms of 20 at 4.5.degree..+-.0.2.degree.. 2. The crystalline form of claim 1, having an X-ray powder diffraction pattern comprising the following peaks, in terms of 2.theta.: 4.5.degree..+-.0.2.degree.; 11.5.degree..+-.0.2.degree.; and 13.1.degree..+-.0.2.degree.. 3. The crystalline form of claim 1, having an X-ray powder diffraction pattern comprising the following peaks, in terms of 2.theta.: 4.5.degree..+-.0.2.degree.; 8.4.degree..+-.0.2.degree.; 11.5.degree..+-.0.2.degree.; 13.1.degree..+-.0.2.degree.; 13.9.degree..+-.0.2.degree.; 14.8.degree..+-.0.2.degree.; 16.7.degree..+-.0.2.degree.; 17.4.degree..+-.0.2.degree.; 17.7.degree..+-.0.2.degree.; 19.5.degree..+-.0.2.degree.; 21.2.degree..+-.0.2.degree.; 21.6.degree..+-.0.2.degree.; and 21.8.degree..+-.0.2.degree.. 4. The crystalline form of claim 1 which is substantially isolated. 5. A pharmaceutical composition comprising a non-solvated crystalline micronized free-base form of the compound 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1- -yl)-4-(o-tolyl)pyridin-3-yl)propanamide which is Form I, having an X-ray powder diffraction pattern comprising at least one peak, in terms of 20 at 4.5.degree..+-.0.2.degree., and one or more pharmaceutically acceptable excipients. 6. The pharmaceutical composition of claim 5, wherein the crystalline form has an X-ray powder diffraction pattern comprising the following peaks, in terms of 2.theta.: 4.5.degree..+-.0.2.degree.; 11.5.degree..+-.0.2.degree.; and 13.1.degree..+-.0.2.degree.. 7. The pharmaceutical composition of claim 5, wherein the crystalline form has an X-ray powder diffraction pattern comprising the following peaks, in terms of 2.theta.: 4.5.degree..+-.0.2.degree.; 8.4.degree..+-.0.2.degree.; 11.5.degree..+-.0.2.degree.; 13.1.degree..+-.0.2.degree.; 13.9.degree..+-.0.2.degree.; 14.8.degree..+-.0.2.degree.; 16.7.degree..+-.0.2.degree.; 17.4.degree..+-.0.2.degree.; 17.7.degree..+-.0.2.degree.; 19.5.degree..+-.0.2.degree.; 21.2.degree..+-.0.2.degree.; 21.6.degree..+-.0.2.degree.; and 21.8.degree..+-.0.2.degree..

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