WO2003082163A1 - Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation - Google Patents

Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation Download PDF

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Publication number
WO2003082163A1
WO2003082163A1 PCT/US2002/010149 US0210149W WO03082163A1 WO 2003082163 A1 WO2003082163 A1 WO 2003082163A1 US 0210149 W US0210149 W US 0210149W WO 03082163 A1 WO03082163 A1 WO 03082163A1
Authority
WO
WIPO (PCT)
Prior art keywords
tissue
nocc
moist
adherent
drug
Prior art date
Application number
PCT/US2002/010149
Other languages
English (en)
Inventor
Clive Elson
Agis Kydonieus
Original Assignee
Chitogenics, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chitogenics, Inc. filed Critical Chitogenics, Inc.
Priority to AU2002252565A priority Critical patent/AU2002252565A1/en
Priority to EP02721645A priority patent/EP1494633A4/fr
Priority to PCT/US2002/010149 priority patent/WO2003082163A1/fr
Priority to CA2481227A priority patent/CA2481227C/fr
Publication of WO2003082163A1 publication Critical patent/WO2003082163A1/fr

Links

Classifications

    • 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
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
    • A61K9/0036—Devices retained in the vagina or cervix for a prolonged period, e.g. intravaginal rings, medicated tampons, medicated diaphragms
    • 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
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • 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
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
    • 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
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0048—Eye, e.g. artificial tears
    • 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
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/001—Use of materials characterised by their function or physical properties
    • A61L24/0015—Medicaments; Biocides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/08—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • A61L26/0023—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061—Use of materials characterised by their function or physical properties
    • A61L26/0066—Medicaments; Biocides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials
    • A61L31/042—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/16—Biologically active materials, e.g. therapeutic substances
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
    • A61L2300/602—Type of release, e.g. controlled, sustained, slow

Definitions

  • the bioadhesives described in the Robinson patent actually show cohesive failure rather than adhesive failure (see Example 1 above).
  • NOCC as the bioadhesive in the drug delivery device allows one to tailor the device such that failure of breakaway from tissue can be controlled to be either adhesive or cohesive as desired.
  • biocompatibility is improved where desired.
  • These devices can also be tailored to provide sustained release of drugs in a controlled manner.
  • Robinson's polymers are not bioresorbable.
  • adherent NOCC used in the present invention may take many forms.
  • adherent NOCC may be used in a solution, a hydrogel, a paste, a rehydratable film, cream, foam, or a sponge. These forms are prepared by methods well known to those of ordinary skill in the art.
  • the delivery device may have other structural materials as well as NOCC. Some of these include chitosan, carboxymethylcellulose, resins, alginate, rubbers and the like.
  • the adherent NOCC used in the present invention may be the parent compound or may be cross-linked. Cross-linked adherent NOCC may be either covalently cross- linked or ionically cross-linked. Various methods of cross-linking NOCC are known in the art and are within the scope of this invention.
  • the bioadhesive strength of several adherent NOCCs was compared to that of polycarbophil, a cross-linked acrylic acid polymer available from B.F. Goodrich. As more fully described in Example 1 , solutions of low and high viscosity NOCC were prepared, as well as hydrogels of high viscosity NOCC. The bioadhesive was applied to stomach and cecal tissue samples and the bioadhesive strength was measured according to a modified version of the procedure disclosed in U.S. Pat. No. 4,615,697, the disclosure of which is hereby incorporated by reference. The transfer of polymer to both tissue surfaces indicated that the adhesive force of the polymer exceeded the cohesive force. A summary of results appears in Tables 1 and 2, and Figure 2.
  • polycarbophil measured under the present conditions exhibited twice the adhesive force as reported in U.S. Pat. No. 4,615,697. This is presumably due to testing in air rather than in solution.
  • adherent NOCC solutions were either comparable to or exceeded the performance of polycarbophil: the force required to achieve failure was equal to or larger than that of polycarbophil and failure was due to cohesion not adhesion.
  • This example illustrates the adherent property of an adherent NOCC coating of the present invention.
  • Six female rats were anaesthetized using sodium pentobarbital (60 mg/kg) and subsequently sacrificed by cervical dislocation. Twelve femurs were harvested and stripped of connective tissue by sha ⁇ dissection. Excess connective tissue was removed from the rat femur by immersing the rat femurs in boiling water for thirty minutes. The femurs were then rinsed and air dried.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Surgery (AREA)
  • Engineering & Computer Science (AREA)
  • Reproductive Health (AREA)
  • Materials Engineering (AREA)
  • Urology & Nephrology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Biomedical Technology (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Nutrition Science (AREA)
  • Physiology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des dispositifs d'administration de médicaments pour tissus humides, en particulier le tissu des muqueuses ou celui des cavités séreuses, ainsi qu'un procédé d'utilisation associé. Lesdits dispositifs, qui renferment NOCC, collent au tissu des muqueuses, facilitent une administration de médicament localisée et sont particulièrement utiles dans des dispositifs vaginaux, buccaux et oculaires.
PCT/US2002/010149 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation WO2003082163A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU2002252565A AU2002252565A1 (en) 2002-03-28 2002-03-28 Adherent n,o-carboxymethylchitosan drug delivery devices for moist tissue and methods of their use
EP02721645A EP1494633A4 (fr) 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation
PCT/US2002/010149 WO2003082163A1 (fr) 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation
CA2481227A CA2481227C (fr) 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2002/010149 WO2003082163A1 (fr) 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation

Publications (1)

Publication Number Publication Date
WO2003082163A1 true WO2003082163A1 (fr) 2003-10-09

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PCT/US2002/010149 WO2003082163A1 (fr) 2002-03-28 2002-03-28 Dispositifs d'administration de medicament n,o-carboxymethylchitosane adhesif pour tissus humide et leurs procedes d'utilisation

Country Status (4)

Country Link
EP (1) EP1494633A4 (fr)
AU (1) AU2002252565A1 (fr)
CA (1) CA2481227C (fr)
WO (1) WO2003082163A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2848110A1 (fr) * 2002-12-09 2004-06-11 Soriano Antonio Cutando Produit d'hygiene buccodentaire a usage humain et veterinaire a base de melatonine utilisee comme principe actif
WO2009036014A3 (fr) * 2007-09-10 2010-03-11 Boston Scientific Scimed, Inc. Dispositifs médicaux avec matériau bioadhésif susceptible d'être activé

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110731377B (zh) * 2019-10-25 2022-08-30 浙江大学 一种羧甲基壳聚糖基褪黑素双层自组装膜及其应用方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5888988A (en) * 1995-05-08 1999-03-30 Chitogenics, Inc. Covalently linked N,O-carboxymethylchitosan and uses thereof
US6030635A (en) * 1998-02-27 2000-02-29 Musculoskeletal Transplant Foundation Malleable paste for filling bone defects

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2193149C (fr) * 1995-12-22 2002-04-23 David H. Donabedian Systemes cationiques therapeutiques
US6645947B1 (en) * 1999-05-20 2003-11-11 Chitogenics, Inc. Adhesive N, O-carboxymethylchitosan coatings which inhibit attachment of substrate-dependent cells and proteins
EP1315672A4 (fr) * 2000-06-22 2006-04-26 Rxkinetix Inc Composition de vecteur d'administration et procede pour l'administration d'antigenes et d'autres medicaments

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5888988A (en) * 1995-05-08 1999-03-30 Chitogenics, Inc. Covalently linked N,O-carboxymethylchitosan and uses thereof
US6030635A (en) * 1998-02-27 2000-02-29 Musculoskeletal Transplant Foundation Malleable paste for filling bone defects

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1494633A4 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2848110A1 (fr) * 2002-12-09 2004-06-11 Soriano Antonio Cutando Produit d'hygiene buccodentaire a usage humain et veterinaire a base de melatonine utilisee comme principe actif
WO2009036014A3 (fr) * 2007-09-10 2010-03-11 Boston Scientific Scimed, Inc. Dispositifs médicaux avec matériau bioadhésif susceptible d'être activé
US8221783B2 (en) 2007-09-10 2012-07-17 Boston Scientific Scimed, Inc. Medical devices with triggerable bioadhesive material

Also Published As

Publication number Publication date
EP1494633A4 (fr) 2005-09-28
EP1494633A1 (fr) 2005-01-12
CA2481227A1 (fr) 2003-10-09
CA2481227C (fr) 2012-07-31
AU2002252565A1 (en) 2003-10-13

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