IP Library Granted Patent US 12,071,406
Granted Patent B2
US 12,071,406 · App. 17/185,206 · Granted Aug 27, 2024

Crystalline forms of an NK-1 antagonist

Inventors: Christian Bacilieri (Breganzona, CH); Gionata Frasca (Minusio, CH)
Assignee: Helsinn Healthcare SA
C07D213/75
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Quick Facts
Patent No.
US 12,071,406
App. No.
17/185,206
Granted
Aug 27, 2024
Kind
B2
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.

Claims (6)

1. Amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propanamide having an XRPD pattern substantially as depicted in FIG. 11 .

2. The amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propenamide of claim 1 having a DSC thermogram substantially as depicted in FIG. 12 .

3. The amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propenamide of claim 1 having a TGA thermogram substantially as depicted in FIG. 13 .

4. The amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propenamide of claim 1 having a DVS moisture absorption/desorption pattern substantially as depicted in FIG. 14 .

5. Amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propenamide having an IR spectrum substantially as depicted in FIG. 15 .

6. Amorphous 2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl)propanamide having an NMR spectrum substantially as depicted in FIG. 16 .

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 27, 2024
From: BACILIERI, CHRISTIAN; FRASCA, GIONATA
To: HELSINN HEALTHCARE SA
Reel/Frame 068418/0844 →
SECURITY INTEREST Recorded Aug 27, 2024
From: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; HELSINN BIREX PHARMACEUTICALS LIMITED
To: HAMIL TON SA LLC
Reel/Frame 068418/0861 →
RELEASE OF SECURITY INTEREST Recorded Aug 27, 2024
From: HAMIL TON SA LLC
To: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; 08830 HELSINN BIREX PHARMACEUTICALS LIMITED
Reel/Frame 068418/0889 →
RELEASE OF SECURITY INTEREST Recorded Sep 20, 2023
From: HAMILTON SA LLC
To: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; HELSINN BIREX PHARMACEUTICALS LIMITED
Reel/Frame 064961/0567 →
SECURITY INTEREST Recorded Dec 30, 2022
From: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; HELSINN BIREX PHARMACEUTICALS LIMITED
To: HAMILTON SA LLC
Reel/Frame 062254/0888 →
Continuity (6)
Continuation 16863038 · Apr 30, 2020
Continuation 16259913 · Jan 28, 2019
Continuation 15918868 · Mar 12, 2018
Continuation 14865370 · Sep 25, 2015
Provisional Application 62055836 · Sep 26, 2014
Related Publication 20210269401A1 · Sep 2, 2021