IP Library Granted Patent US 8,633,194
Granted Patent B2
US 8,633,194 · App. 10/599,451 · Granted Jan 21, 2014

Pharmaceutical composition of piperazine derivatives

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Quick Facts
Patent No.
US 8,633,194
App. No.
10/599,451
Granted
Jan 21, 2014
Kind
B2
Abstract

The present invention relates to a liquid composition containing an active substance belonging to the family of substituted benzhydryl piperazines with reduced amounts of preservatives.

Claims (12)

1. A liquid pharmaceutical composition comprising (i) levocetirizine or a pharmaceutically acceptable salt of levocetirizine, and (ii) a preservative mixture consisting essentially of a mixture of methyl parahydroxybenzoate and propyl parahydroxybenzoate in a ratio of 9/1 expressed in weight, said mixture being present in an amount of more than 0 and up to 0.75 mg/ml of the composition, wherein said composition is substantially free of bacteria.

2. The liquid pharmaceutical composition according to claim 1 , wherein the composition is aqueous.

3. The liquid pharmaceutical composition according to claim 1 , wherein the amount of the p-hydroxybenzoate esters is in the range of 0.0001 to 0.75 mg/ml of the composition.

4. The liquid pharmaceutical composition according to claim 1 , wherein the composition is in the form of oral solutions, nasal drops, eye drops or ear drops.

5. The liquid pharmaceutical composition according to claim 1 , wherein the pharmaceutically acceptable salt of levocetirizine is a hydrochloride salt.

6. The liquid pharmaceutical composition according to claim 5 , wherein the hydrochloride salt of levocetirizine is present in amount of 0.5 mg/ml and the mixture of methyl p-hydroxybenzoate and propyl p-hydroxybenzoate is present in amount of 0.75 mg/ml.

7. The liquid pharmaceutical composition according to claim 1 , which composition comprises levocetirizine or a pharmaceutically acceptable salt that is at least 95% by weight of the levorotatory enantiomer of cetirizine.

8. A method of making a liquid pharmaceutical composition according to claim 1 comprising mixing levocetirizine or a pharmaceutically acceptable salt thereof with a mixture of methyl p-hydroxybenzoate and propyl p-hydroxybenzoate, wherein the methyl p-hydroxybenzoate and propyl p-hydroxybenzoate are present in a ratio of 9:1.

9. The method according to claim 8 , comprising mixing a pharmaceutically acceptable salt of levocetirizine with a mixture of methyl p-hydroxybenzoate and propyl p-hydroxybenzoate, wherein the methyl p-hydroxybenzoate and propyl p-hydroxybenzoate are present in a ratio of 9:1.

10. The method according to claim 9 , wherein the pharmaceutically acceptable salt of levocetirizine is a hydrochloride salt.

11. The composition of claim 1 , wherein the composition is in the form of an oral solution comprising 0.50 mg/ml levocetirizine dihydrochloride, 0.675 mg/ml methyl p-hydroxybenzoate, and 0.075 mg/ml propyl p-hydroxybenzoate.

12. The composition of claim 1 , wherein the composition is in the form of a solution of oral drops comprising 5.0 mg/ml levocetirizine dihydrochloride, 0.3375 mg/ml methyl p-hydroxybenzoate, and 0.0375 mg/ml propyl p-hydroxybenzoate.

Assignments (3)
CONFIRMATORY ASSIGNMENT Recorded Jun 10, 2016
From: UCB PHARMA, S.A.
To: UCB BIOPHARMA SPRL
Reel/Frame 038953/0312 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2008
From: UCB, S.A.
To: UCB PHARMA, S.A.
Reel/Frame 021823/0435 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2007
From: FANARA, DOMENICO; SCOUVART, JEAN; POULAIN, CLAIRE; DELEERS, MICHEL
To: UCB, S.A.
Reel/Frame 019613/0903 →