ES2357354T3 - Micelas híbridas de copolímero en bloque con estereoquímica mixta para encapsulación de agentes hidrófobos. - Google Patents

Micelas híbridas de copolímero en bloque con estereoquímica mixta para encapsulación de agentes hidrófobos. Download PDF

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ES2357354T3
ES2357354T3 ES08747201T ES08747201T ES2357354T3 ES 2357354 T3 ES2357354 T3 ES 2357354T3 ES 08747201 T ES08747201 T ES 08747201T ES 08747201 T ES08747201 T ES 08747201T ES 2357354 T3 ES2357354 T3 ES 2357354T3
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micellas
encapsulation
block
hydrophobic agents
hybrid copolymer
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Kevin N. Sill
Habib Skaff
Kurt Breitenkamp
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Intezyne Technologies Inc
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
    • C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
    • C08G65/08—Saturated oxiranes
    • A—HUMAN NECESSITIES
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2618—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen
    • C08G65/2621—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups
    • C08G65/2627—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups containing aromatic or arylaliphatic amine groups
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    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
    • C08G65/325—Polymers modified by chemical after-treatment with inorganic compounds containing nitrogen
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    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
    • C08G65/33331—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing imide group
    • C08G65/33337—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing imide group cyclic
    • C08G65/33341—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing imide group cyclic aromatic
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    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/10—Alpha-amino-carboxylic acids
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    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C08G73/028—Polyamidoamines
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    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
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    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/12—Copolymers
    • C08G2261/126—Copolymers block
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    • C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C08J2377/04—Polyamides derived from alpha-amino carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/02—Applications for biomedical use
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S930/00—Peptide or protein sequence
    • Y10S930/01—Peptide or protein sequence
    • Y10S930/29—Polyamino acid or polypeptide with an uninterrupted series of peptide repeating units
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00—Nanotechnology
    • Y10S977/70—Nanostructure
    • Y10S977/773—Nanoparticle, i.e. structure having three dimensions of 100 nm or less
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
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    • Y10S977/00—Nanotechnology
    • Y10S977/902—Specified use of nanostructure
    • Y10S977/904—Specified use of nanostructure for medical, immunological, body treatment, or diagnosis
    • Y10S977/906—Drug delivery

Abstract

Una micela que comprende un copolímero en múltiples bloques que contiene un bloque hidrofílico polimérico, opcionalmente un poli(bloque de aminoácido) entrecruzado o entrecruzable, y un bloque de poli(aminoácido) mixto D,L hidrófobo, en donde dicha micela tiene un núcleo interno, opcionalmente un núcleo externo entrecruzado o entrecruzable, y una capa hidrofílica, en donde el copolímero en múltiples bloques es de fórmula I en donde: n es 10 - 2500; m es 0 a 1000; m' es 2 a 1000; R x es un grupo de cadena lateral de aminoácido natural o no natural que es capaz de entrecruzamiento; R y forma un bloque de poli(aminoácido) mixto D,L hidrófobo; R 1 es -Z(CH2CH2Y)p(CH2)tR 3 , en donde: Z es -O-, -S-, -C≡C-, o -CH2-; cada Y es independientemente -O- o -S-; p es 0 - 10; t es 0 - 10; y R 3 es hidrógeno, -N3, -CN, una amina monoprotegida, una amina diprotegida, un aldehído protegido, un hidroxilo protegido, un ácido carboxílico protegido, un tiol protegido, un éter corona de 9 - 30 miembros, o un grupo opcionalmente sustituido seleccionado de alifático, un anillo saturado, parcialmente insaturado de 5 - 8 miembros, o anillo arilo que tiene 0 - 4 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre, un anillo saturado, parcialmente insaturado de 8 - 10 miembros, o un anillo arilo bicíclico que tiene 0 - 5 heteroátomos independientemente seleccionado a partir de nitrógeno, oxígeno, o azufre, o una fracción detectable; Q es un enlace de valencia o una cadena hidrocarbonada C1 - 12 de cadena recta o ramificada, saturada o insaturada, bivalente, en donde 0 - 6 unidades de metileno de Q son independientemente reemplazadas por -Cy-, -O-, -NH-, -S-, -OC(O)-, -C(O)O-, -C(O)-, -SO-, -SO2-, -NHSO2-, -SO2NH-, -NHC(O)-, -C(O)NH-, ­ OC(O)NH-, o -NHC(O)O-, en donde: -Cy- es un anillo saturado, parcialmente insaturado, bivalente de 5 - 8 miembros opcionalmente sustituido, o anillo arilo que tiene 0 - 4 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre, o un anillo saturado, parcialmente insaturado, bivalente de 8 - 10 miembros opcionalmente sustituido, o anillo arilo bicíclico que tiene 0 - 5 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre; R 2a es una amina monoprotegida, una amina diprotegida, -N(R 4 )2, -NR 4 C(O)R 4 , -NR 4 C(O)N(R 4 )2, -NR 4 C(O)OR 4 , o -NR 4 SO2R 4 ; y cada R 4 es independientemente hidrógeno o un grupo opcionalmente sustituido seleccionado a partir de alifático, un anillo parcialmente insaturado, saturado de 5 - 8 miembros, o anillo arilo que tiene 0 - 4 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre, un anillo saturado, parcialmente insaturado, de 8 - 10 miembros, o anillo arilo bicíclico que tiene 0 - 5 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre, o una fracción detectable, o: se toman dos R 4 sobre el mismo átomo de nitrógeno junto con dicho átomo de nitrógeno para formar un anillo saturado, parcialmente insaturado, de 4 - 7 miembros, opcionalmente sustituido, o anillo arilo que tiene 1 - 4 heteroátomos independientemente seleccionados a partir de nitrógeno, oxígeno, o azufre, caracterizada porque R y consiste de una mezcla de una mezcla de grupos de cadena lateral de aminoácido Lhidrofílico y D-hidrófobo de tal manera que el bloque completo de poli(aminoácido) que comprende R y es hidrófobo
ES08747201T 2007-04-30 2008-04-30 Micelas híbridas de copolímero en bloque con estereoquímica mixta para encapsulación de agentes hidrófobos. Active ES2357354T3 (es)

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ES08747201T Active ES2357354T3 (es) 2007-04-30 2008-04-30 Micelas híbridas de copolímero en bloque con estereoquímica mixta para encapsulación de agentes hidrófobos.

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US (3) US7799339B2 (es)
EP (2) EP2359862B1 (es)
JP (2) JP5403826B2 (es)
KR (1) KR101697363B1 (es)
AT (1) ATE485840T1 (es)
AU (1) AU2008245404B2 (es)
CA (1) CA2685350C (es)
DE (1) DE602008003183D1 (es)
ES (2) ES2432641T3 (es)
IL (1) IL201839A (es)
MX (1) MX2009011479A (es)
NZ (2) NZ580605A (es)
WO (1) WO2008134731A1 (es)

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