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Generated: November 25, 2017

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Title: Monomeric insulin analog formulations
Abstract:The present invention discloses various parenteral pharmaceutical formulations, which comprise: a monomeric insulin analog, zinc, protamine, and phenolic derivative. The analog formulations provide a prolonged duration of action. A process for preparing insulin analog-protamine formulations is also described.
Inventor(s): De Felippis; Michael R. (Indianapolis, IN)
Assignee: Eli Lilly and Company (Indianapolis, IN)
Filing Date:Jun 01, 1995
Application Number:08/458,150
Claims:1. A process for preparing an insulin analog-protamine crystal, which comprises:

combining an aqueous solution of human insulin wherein Pro at position B28 is substituted with Asp, and Lys at position B29 is substituted with Lys or Pro in a hexamer association state, and a protamine solution at a temperature from about 5.degree. C. to about 22.degree. C.;

said aqueous solution comprising from about 0.35 to about 0.9% zinc by weight, human insulin wherein Pro at position B28 is substituted with Asp, and Lys at position B29 is substituted with Lys or Pro, and a phenolic derivative at a pH of about 7.1 to about 7.6;

said protamine solution comprising protamine at a pH of about 7.1 to about 7.6 such that the final concentration of protamine is about 0.27 to about 0.35 mg protamine to 100 IU of insulin analog.

2. The process of claim 1, wherein the process is carried out at a temperature from about 8.degree. C. to about 22.degree. C.

3. The process of claim 2, wherein the process is carried out at a temperature from about 13.degree. C. to about 17.degree. C.

4. The process of claim 3, wherein the process is carried out in less than about 4 mg/mL sodium chloride.

5. The process of claim 4, wherein the insulin is AspB28-human insulin.

6. The process of claim 5, wherein the phenotic derivative is phenol or m-cresol.

7. The process of claim 6, wherein the phenolic derivative is phenol.
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