IP Library Patent Application 13749443
Patent Application
App. No. 13/749,443

BENDAMUSTINE COMPOSITIONS AND METHODS THEREFORE

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Patent No.
US None
App. No.
13/749,443
Abstract

Aqueous Bendamustine formulations with improved stability are disclosed. Especially preferred formulations are low-dose ready-to-use liquid formulations in which Bendamustine is in a non-aqueous vehicle in combination with an aqueous phase that contains significant quantities of chloride.

Claims (31)

1 . A ready-to-use liquid Bendamustine formulation for injection, comprising:

a mixture of a non-aqueous solvent system and an aqueous chloride-containing water phase;

wherein Bendamustine is present in the mixture in a therapeutically effective amount;

wherein the chloride is present in the mixture at a precipitating amount with respect to Bendamustine in the water phase, and wherein the non-aqueous solvent system is present in the mixture in an amount effective to prevent Bendamustine precipitation from the water phase; and

wherein the precipitating amount of chloride is effective to stabilize Bendamustine as compared to a mixture without chloride.

2 . The formulation of claim 1 wherein the non-aqueous solvent system comprises at least one of propylene glycol or polyethylene glycol.

3 . The formulation of claim 1 wherein the non-aqueous solvent system essentially consists of propylene glycol or polyethylene glycol.

4 . The formulation of claim 1 wherein the Bendamustine is present at a concentration of at least 5 mg/ml.

5 . The formulation of claim 1 wherein the Bendamustine is present at a concentration of equal or less than 5 mg/ml.

6 . The formulation of claim 1 wherein the chloride is present at a concentration of at least 5 mg/ml.

7 . The formulation of claim 1 wherein the chloride is present at a concentration of at least 14 mg/ml.

8 . The formulation of claim 1 wherein the aqueous chloride-containing water phase is present in an amount of at least 10 vol %.

9 . The formulation of claim 1 wherein the Bendamustine is present at a concentration of equal or less than 5 mg/ml, wherein the aqueous chloride-containing water phase is present in an amount of at least 10 vol %, wherein the non-aqueous solvent system comprises propylene glycol, and wherein the chloride is present in the mixture at a concentration of at least 5 mg/ml.

10 . A reconstitution solution for lyophilized Bendamustine to thereby produce a ready-to-use liquid formulation for injection, comprising:

a mixture of a non-aqueous solvent system and an aqueous chloride-containing water phase;

wherein the chloride is present in the mixture at a precipitating amount with respect to Bendamustine in the water phase, and wherein the non-aqueous solvent system is present in the mixture in an amount effective to prevent Bendamustine precipitation from the water phase; and

wherein the precipitating amount of chloride is effective to stabilize Bendamustine in the mixture when the mixture is combined with the lyophilized Bendamustine.

11 . The reconstitution solution of claim 10 , wherein the precipitating amount of chloride is at least 5 mg/ml.

12 . The reconstitution solution of claim 11 , wherein the non-aqueous solvent system comprises at least one of propylene glycol or polyethylene glycol and wherein the aqueous chloride-containing water phase is present in an amount of at least 10 vol %.

13 . The reconstitution solution of claim 12 , wherein the Bendamustine is stabilized in the mixture to limit total degradation product formation after at least three days under refrigeration at between 2-8° C. to equal or less than 1.0% of total Bendamustine combined with the mixture.

14 . The reconstitution solution of claim 12 , wherein the Bendamustine is stabilized in the mixture to limit total degradation product formation after at least three days under refrigeration at between 2-8° C. to equal or less than 0.5% of total Bendamustine combined with the mixture.

15 . The reconstitution solution of claim 12 , wherein the Bendamustine is stabilized in the mixture to limit total degradation product formation after at least three days under refrigeration at between 2-8° C. to equal or less than 0.2% of total Bendamustine combined with the mixture.

16 . A pharmaceutical kit for administration of Bendamustine, comprising a quantity of lyophilized Bendamustine and the reconstitution solution of claim 10 .

17 . The pharmaceutical kit of claim 16 , wherein the quantity of lyophilized Bendamustine is sufficient for at least two independent administrations.

18 . A method of stabilizing Bendamustine in a ready-to-use aqueous liquid formulation for multiple independent injections, comprising:

providing a mixture of a non-aqueous solvent system and an aqueous chloride-containing water phase;

wherein the chloride is present in the mixture at a precipitating amount with respect to Bendamustine in the water phase, and wherein the non-aqueous solvent system is present in the mixture in an amount effective to prevent Bendamustine precipitation from the water phase;

wherein the precipitating amount of chloride is effective to stabilize Bendamustine in the mixture when the mixture is combined with the lyophilized Bendamustine; and

dissolving the Bendamustine in a volume of the mixture to thereby form the ready-to-use liquid formulation for injection, wherein the volume is sufficient to form the ready-to-use liquid formulation for multiple independent injections.

19 . The method of claim 1 , wherein the Bendamustine is present at a concentration of at least 5 mg/ml, wherein the aqueous chloride-containing water phase is present in an amount of at least 10 vol %, wherein the non-aqueous solvent system comprises propylene glycol, and wherein the chloride is present in the mixture at a concentration of at least 5 mg/ml.

20 . The method of claim 17 , wherein the Bendamustine is stabilized in the mixture to limit total degradation product formation after at least three days under refrigeration at between 2-8° C. to equal or less than 1.0% of total Bendamustine combined with the mixture.

Assignments (2)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 24, 2014
From: ATHYRIUM OPPORTUNITIES FUND (A) LP, AS ADMINISTRATIVE AGENT
To: INNOPHARMA, INC.
Reel/Frame 033812/0595 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Oct 29, 2013
From: INNOPHARMA, INC.
To: ATHYRIUM OPPORTUNITIES FUND (A) LP
Reel/Frame 031508/0055 →