US5637568A
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Composition for the sustained and controlled release of medicamentous substances and a process for preparing the same
Assignee: Aeterna Zentaris GmbH
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Filing: 1994-03-16
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Granted: 1997-06-10
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Expires: 2014-03-16
Abstract
Abstract A composition designed for the sustained and controlled release of medicamentous peptide substances having the formula (I):Ac-D-Nal-D-pClPhe-R3-Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH2wherein R3 is D-Pal or D-Trp. The composition is obtained in the form of microspheres of a biodegradable polymeric material incorporating a water-insoluble salt of the peptide of formula (I).
Inventors
- 👤 Piero Orsolini
- 👤 Frederic Heimgartner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 10:13
CPC Classifications
A; A61; A61K; A61K38/00; A61K38/16; A61K38/17; A61K38/22; A61K38/25; A61K38/04; A61K38/08; A61K38/09; A61K38/18; A61K38/1808; A61K38/19; A61K38/21; A61K38/2242; A61K38/2257; A61K38/23; A61K38/26; A61K38/28; A61K38/31; A61K38/33; A61K9/00; A61K9/14; A61K9/16; A61K9/1605; A61K9/1629; A61K9/1641; A61K9/1647; A61K9/1682; A61K9/1694; A61P; A61P5/00; A61P5/06; A61P5/24; C; C07; C07K; C07K7/00; C07K7/04; C07K7/23
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
38 words
A sustained and controlled release composition consisting essentially of microspheres of biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance having the formula (I): Ac-D-Nal-D-pClPhe-R.sup.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I) wherein R 3 is D-Pal or D-Trp.
Claim 2
Dependent Claim
38 words
A sustained and controlled release composition consisting essentially of microspheres of biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance having the formula (I): Ac-D-Nal-D-pClPhe-R.sup.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I) wherein R 3 is D-Pal or D-Trp.
Claim 3
Dependent Claim
16 words
Composition according to claim 1, wherein the water-insoluble peptide is a pamoate, tannate, stearate or palmitate.
Claim 4
Dependent Claim
23 words
Composition according to claim 1, wherein the biodegradable polymeric material is a polylactide, a polyglycolide or a copolymer of lactic and glycolic acids.
Claim 5
Dependent Claim
41 words
Composition according to claim 1, wherein the copolymer of lactic and glycolic acids is a copolymer of L- or D,L-lactic acid containing from 45 to 90% (molar) of lactic acid units and respectively 55 to 10% (molar) of glycolic acid units.
Claim 6
Dependent Claim
39 words
Composition according to one of claims 1 in the form of microspheres of a 75:25 (molar %) copolymer of lactic and glycolic acids, including at least 5% in weight of the pamoate salt of a peptide of formula (I).
Claim 7
Dependent Claim
149 words
A sustained and controlled release composition consisting essentially of micropheres of a biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance having the formula (I): Ac-D-Nal-D-pClPhe-R.sub.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I) wherein R 3 is D-Pal or D-Trp, said composition prepared by process comprising the steps of: a) converting a water-soluble peptide salt of formula (I) into a water-insoluble peptide salt; b) suspending said water-insoluble peptide salt in an organic medium containing the biodegradable polymeric material in the dissolved state to afford an organic suspension; c) dispersing said organic suspension in an aqueous medium which forms the continuous phase of the resulting emulsion, said aqueous medium consisting essentially of water; d) transferring said emulsion into an excess of an aqueous medium; and e) separating microspheres thus obtained from the liquid phase, said microspheres containing a pharmaceutically effective amount between about 5-20% by weight of said water-insoluble peptide salt.
Claim 8
Dependent Claim
149 words
A sustained and controlled release composition consisting essentially of micropheres of a biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance having the formula (I): Ac-D-Nal-D-pClPhe-R.sub.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I) wherein R 3 is D-Pal or D-Trp, said composition prepared by process comprising the steps of: a) converting a water-soluble peptide salt of formula (I) into a water-insoluble peptide salt; b) suspending said water-insoluble peptide salt in an organic medium containing the biodegradable polymeric material in the dissolved state to afford an organic suspension; c) dispersing said organic suspension in an aqueous medium which forms the continuous phase of the resulting emulsion, said aqueous medium consisting essentially of water; d) transferring said emulsion into an excess of an aqueous medium; and e) separating microspheres thus obtained from the liquid phase, said microspheres containing a pharmaceutically effective amount between about 5-20% by weight of said water-insoluble peptide salt.
Claim 9
Dependent Claim
33 words
Composition according to claim 1, wherein before the transfer of the oil-in-water emulsion into an excess of aqueous medium, a partial evaporation of the organic solvent forming the oil phase is carried out.
Claim 10
Dependent Claim
20 words
Composition according to claim 1, wherein the water-insoluble peptide salt is a pamoate, a tannate, a stearate or a palmitate.
Claim 11
Dependent Claim
25 words
Composition according to one of claim 1, wherein the biodegradable polymeric material is a polylactide, a polyglycolide, or a copolymer of lactic and glycolic acids.
Claim 12
Dependent Claim
41 words
Composition according to claim 1, wherein the copolymer of lactic and glycolic acids is a copolymer of L- or D,L-lactic acid containing from 45 to 90% (molar) of lactic acid units and respectively 55 to 10% (molar) of glycolic acid units.
Claim 13
Dependent Claim
24 words
Process according to claim 6, wherein the water-insoluble peptide salt is present in the microspheres in an amount of from about 5% by weight.
Claim 14
Dependent Claim
13 words
The composition of claim 6, wherein said aqueous medium additionally contains a surfactant.
Claim 15
Dependent Claim
191 words
A sustained and controlled release composition consisting essentially of microspheres of a biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance, said water-insoluble salt having a water solubility less than or equal to 0.1 mg/ml at 25° C., said peptide substance having the formula (I): Ac-D-NAl-D-pClPhe-R.sup.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I), wherein R 3 is D-Pal or D-Trp and said biodegradable polymeric material being a polylactide, a polyglycolide, or a copolymer of lactic and glycolic acids, said composition prepared by a process comprising the steps of: a) converting a water-soluble peptide salt of formula (I) into a water-insoluble peptide salt; b) suspending said water-insoluble peptide salt in an organic medium containing the biodegradable polymeric material in the dissolved state to afford an organic suspension; c) dispersing said organic suspension in an aqueous medium which forms the continuous phase of the resulting emulsion, said aqueous medium consisting essentially of water and a surfactant; d) transferring said emulsion into an excess of an aqueous medium; and e) separating microspheres thus obtained from the liquid phase, said microspheres containing a pharmaceutically effective amount between about 5-20% by weight of said water-insoluble peptide salt.
Claim 16
Dependent Claim
191 words
A sustained and controlled release composition consisting essentially of microspheres of a biodegradable polymeric material which incorporate therein a water-insoluble salt of a medicamentous peptide substance, said water-insoluble salt having a water solubility less than or equal to 0.1 mg/ml at 25° C., said peptide substance having the formula (I): Ac-D-NAl-D-pClPhe-R.sup.3 -Ser-Tyr-D-Cit-Leu-Arg-Pro-D-Ala-NH.sub.2(I), wherein R 3 is D-Pal or D-Trp and said biodegradable polymeric material being a polylactide, a polyglycolide, or a copolymer of lactic and glycolic acids, said composition prepared by a process comprising the steps of: a) converting a water-soluble peptide salt of formula (I) into a water-insoluble peptide salt; b) suspending said water-insoluble peptide salt in an organic medium containing the biodegradable polymeric material in the dissolved state to afford an organic suspension; c) dispersing said organic suspension in an aqueous medium which forms the continuous phase of the resulting emulsion, said aqueous medium consisting essentially of water and a surfactant; d) transferring said emulsion into an excess of an aqueous medium; and e) separating microspheres thus obtained from the liquid phase, said microspheres containing a pharmaceutically effective amount between about 5-20% by weight of said water-insoluble peptide salt.
Claim 17
Dependent Claim
41 words
The composition of claim 13, wherein said copolymer of lactic and glycolic acids is a copolymer of L- or D,L-lactic acid containing from 45 to 90% (molar) of lactic acid units and respectively 55 to 10% (molar) of glycolic acid units.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2000-06-09 | 2000-12-09 | 2001-06-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-06-09 | 2004-12-09 | 2005-06-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-06-09 | 2008-12-09 | 2009-06-10 | $7700.00 | Window Closed / Lapsed |