Self assembling diketopiperazine drug delivery system

Details Self assembling diketopiperazine drug delivery system Self assembling diketopiperazine drug delivery system

1992-03-11

1994-10-04

Page, Thurman K.

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Particulate form

424489, 424490, A61K 916

Patent

active

053524616

ABSTRACT:
Drug delivery systems have been developed based on the formation of diketopiperazine (or analogs) microparticles. In the preferred embodiment the microparticle is stable at low pH and disintegrates at physiological pH, and is particularly useful for oral drug delivery. In the most preferred embodiment the microparticles are formed in the presence of the drug to be delivered, for example, insulin or heparin. The diketopiperazine synthetic intermediates are preferably formed by cyclodimerization to form diketopiperazine derivatives at elevated conditions under dehydrating conditions, then precipitated with drug to be incorporated into microparticles.

REFERENCES:
patent: 4400330 (1983-08-01), Wong et al.
patent: 4925673 (1990-05-01), Steiner
patent: 4976968 (1990-11-01), Steiner
patent: 4983402 (1991-01-01), Steiner
Katchalski, E., et al., "Synthesis of lysine anhydride," 68 J. Amer. Chem. Soc. 879-880 (1946).
Koppel, K. D., and H. G. Ghazarian, "A convenient synthesis of 2,5-diketopiperazinediones," 33 J. Organic Chem. 862-864 (1968).

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