WO2012105815A3 - 양이온성을 지닌 생분해성 ｐａｏｘ 고분자 미립구 - Google Patents

양이온성을 지닌 생분해성 ｐａｏｘ 고분자 미립구 Download PDF

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Publication number
WO2012105815A3
WO2012105815A3 PCT/KR2012/000791 KR2012000791W WO2012105815A3 WO 2012105815 A3 WO2012105815 A3 WO 2012105815A3 KR 2012000791 W KR2012000791 W KR 2012000791W WO 2012105815 A3 WO2012105815 A3 WO 2012105815A3
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Prior art keywords
microspheres
paox
biodegradable
cationic properties
properties
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PCT/KR2012/000791
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English (en)
French (fr)
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WO2012105815A9 (ko
WO2012105815A2 (ko
Inventor
이동원
성경열
서한솔
김형민
김예랑
Original Assignee
전북대학교산학협력단
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Priority to US13/500,326 priority Critical patent/US8920793B2/en
Priority to EP12711554.1A priority patent/EP2671901A4/en
Publication of WO2012105815A2 publication Critical patent/WO2012105815A2/ko
Publication of WO2012105815A9 publication Critical patent/WO2012105815A9/ko
Publication of WO2012105815A3 publication Critical patent/WO2012105815A3/ko

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    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6856—Dicarboxylic acids and dihydroxy compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K47/30—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
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1641—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • 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
    • 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
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0633—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only two nitrogen atoms in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C08J3/14—Powdering or granulating by precipitation from solutions
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 옥살릴 클로라이드 (oxalyl chloride), 1,4-사이클로헥산디메탄올 (1,4-cyclohexanedimethanol) 및 피페라진디에탄올 (piperazinediethanol)을 이용하여 PAOX (poly(amino oxalate)를 제조하고 이를 미립구로 제조하여 약물전달체로 활용하는 것에 관한 것이다. 본 발명에 따른 PAOX는 생분해성, 생체적합성, 양이온성 등 세 가지 특성을 동시에 지니고 있는 고분자로서 적절한 소수성을 지니고 있는바, 약물의 빠른 방출을 유도하는 미립구로 제조될 수 있다. 또한 상기 미립구는 약물의 세포 내 전달효율을 향상시킴으로써, 급성 간부전, 급성 폐렴 등 급성 염증성 질환을 치료하는 데 있어 약물전달체로서 유용하게 활용될 수 있다.
PCT/KR2012/000791 2011-02-01 2012-02-01 양이온성을 지닌 생분해성 ｐａｏｘ 고분자 미립구 WO2012105815A2 (ko)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US13/500,326 US8920793B2 (en) 2011-02-01 2012-02-01 Biodegradable PAOX polymer particle with cationic property
EP12711554.1A EP2671901A4 (en) 2011-02-01 2012-02-01 Biodegradable paox microspheres having cationic properties

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR20110010268 2011-02-01
KR10-2011-0010268 2011-02-01

Publications (3)

Publication Number Publication Date
WO2012105815A2 WO2012105815A2 (ko) 2012-08-09
WO2012105815A9 WO2012105815A9 (ko) 2012-11-08
WO2012105815A3 true WO2012105815A3 (ko) 2012-12-27

Family

ID=46603215

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2012/000791 WO2012105815A2 (ko) 2011-02-01 2012-02-01 양이온성을 지닌 생분해성 ｐａｏｘ 고분자 미립구

Country Status (4)

Country Link
US (1) US8920793B2 (ko)
EP (1) EP2671901A4 (ko)
KR (1) KR101281084B1 (ko)
WO (1) WO2012105815A2 (ko)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230174807A1 (en) * 2020-04-22 2023-06-08 Agfa Nv Aqueous Resin Particle Dispersion

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005120359A (ja) * 2003-09-25 2005-05-12 Ube Ind Ltd 高分子量ポリオキサレート樹脂及びその製造方法
US6897219B2 (en) * 1997-10-27 2005-05-24 Neurosearch A/S Heteroaryl diazacycloalkanes, their preparation and use

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09169835A (ja) * 1995-12-19 1997-06-30 Unitika Ltd 生分解性ポリエステルおよびその製造方法
US20080033027A1 (en) * 2005-03-21 2008-02-07 Vicus Therapeutics Spe 1, Llc Drug combination pharmaceutical compositions and methods for using them

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6897219B2 (en) * 1997-10-27 2005-05-24 Neurosearch A/S Heteroaryl diazacycloalkanes, their preparation and use
JP2005120359A (ja) * 2003-09-25 2005-05-12 Ube Ind Ltd 高分子量ポリオキサレート樹脂及びその製造方法

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
KIM, SEHO ET AL.: "Polyoxalate Nanoparticles as a Biodegradable and Biocompatible Drug Delivery Vehicle", BIOMACROMOLECULES, vol. 11, no. 3, 29 January 2010 (2010-01-29), pages 555 - 560, XP055064387 *
PARK, HYUNJIN ET AL.: "Antioxidant and Anti-Inflammatory Activities of Hydroxybenzyl Alcohol Releasing Biodegradable Polyoxalate Nanoparticles", BIOMACROMOLECULES, vol. 11, no. 8, 13 July 2010 (2010-07-13), pages 2103 - 2108, XP055125109 *
See also references of EP2671901A4 *

Also Published As

Publication number Publication date
WO2012105815A9 (ko) 2012-11-08
US20120288487A1 (en) 2012-11-15
KR20120089218A (ko) 2012-08-09
KR101281084B1 (ko) 2013-07-09
WO2012105815A2 (ko) 2012-08-09
EP2671901A2 (en) 2013-12-11
US8920793B2 (en) 2014-12-30
EP2671901A4 (en) 2018-01-17

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