GB2124487A - Agent for the treatment of wounds - Google Patents

Agent for the treatment of wounds Download PDF

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Publication number
GB2124487A
GB2124487A GB08318990A GB8318990A GB2124487A GB 2124487 A GB2124487 A GB 2124487A GB 08318990 A GB08318990 A GB 08318990A GB 8318990 A GB8318990 A GB 8318990A GB 2124487 A GB2124487 A GB 2124487A
Authority
GB
United Kingdom
Prior art keywords
agent
range
weight
treatment
wounds
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
GB08318990A
Other versions
GB8318990D0 (en
GB2124487B (en
Inventor
Karl Wundisch
Ingfried Zimmermann
Helmar Dobinsky
Peter Gunzel
Christel Schoebel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of GB8318990D0 publication Critical patent/GB8318990D0/en
Publication of GB2124487A publication Critical patent/GB2124487A/en
Application granted granted Critical
Publication of GB2124487B publication Critical patent/GB2124487B/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061Use of materials characterised by their function or physical properties
    • A61L26/0066Medicaments; Biocides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/74Synthetic polymeric materials
    • A61K31/785Polymers containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • A61L26/0014Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/402Anaestetics, analgesics, e.g. lidocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404Biocides, antimicrobial agents, antiseptic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/80Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special chemical form
    • A61L2300/802Additives, excipients, e.g. cyclodextrins, fatty acids, surfactants
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00Drug, bio-affecting and body treating compositions
    • Y10S424/13Burn treatment

Abstract

A wound-treating composition comprising a graft copolymer is disclosed along with a method of using the same.

Description

1 GB 2 124 487 A 1
SPECIFICATION Agent for the treatment of wounds
The present invention relates to an agent for the treatment of wounds.
Agents for the treatment of wounds, for example inflammations of wounds are known and have been described in literature. For example, in addition to the conventional textile dressings, inter alla a product based on granular dextran may be used in the treatment of wounds (US Patent Specification No. 4,225, 580). This material has the disadvantage, however, that it is relatively difficult to apply, and, moreover, the disadvantage that it is relatively difficult to remove from a wound, since small grains of dextran easily adhere to the edges of the wound.
We have now found certain agents for the treatment of wounds which have substantially more favourable properties than the agents already known and suggested for the same use. Accordingly, the present invention provides an agent for the treatment of wounds, which comprises in the range of from 1 to 4% by weight of a graft copolymer of starch and hydrolysed polyacrylonitrile, of which in the range of from 5 to 90% of the carboxy groups have been neutralised with aluminium, in an aqueous solution containing in the range of from 2 to 50% by weight of a di- or poly-hydroxyalkane.
The graft copolymer of starch and hydrolysed polyacrylonitrile, of which from 5 to 90% of the carboxy groups hydrogen atoms have been substituted by aluminium, comprised in the agent of the invention, may be prepared, for example, in accordance with the instructions given in US Patent Specification No. 4,302,369 by, under the conditions specified therein, reacting a starch suspension with acetonitrile in the presence of a chemical initiator such as ceric ammonium nitrate, hydrolysing the resulting graft copolymer with a strong base, for example, sodium or potassium hydroxide, and then reacting with an aluminium salt and/or aluminium hydroxide. The resulting product is then dried, washed with alcoholic ammonia solution and adjusted to the desired pH value of from 6.0 to 7.5 with hydrochloric acid.
Alternatively, however, it is also possible to obtain this product commercially, for example under the name SGP 157 M (as sold by the Henkel Corporation, Minneapolis).
For the preparation of an agent of the invention, a graft copolymer having one or more of the 115 following features is suitable:
a ratio of the starch component to the acrylate and acrylamide components which is preferably in the range of from 1: 3 to 1: 0.9 a ratio of carboxy groups to amino groups 120 which is preferably in the range of from 2:1 to 9:1 a polymerisate in which preferably in the range of from 25 to 75% of the carboxy groups are neutralised with aluminium.
Dihydroxyaikanes that are suitable for the 125 preparation of the agent of the invention are glycols having from 2 to 6 carbon atoms, for example, 1,2-dihydroxyethane, 1,2dihydroxypropane, 2,3-dihydroxybutane and 3,4-dihydroxyhexane.
Polyhydroxyalkanes of the general formula Cnii(2n+2)0n in which n is a number from 3 to 6, are suitable for the preparation of an agent of the invention and are, for example, glycerin, sorbitol, mannitol, adonite, ribite, dulcitol, erythritol, and xylite.
A polyethylene glycol that is suitable as a polyhydroxyalkane for the preparation of an agent of the invention is a water-soluble one having a molecular weight in the range of from 200 to 600. A polypropylene glycol that may be used is watersoluble and preferably has a molecular weight of 8() in the range of from 200 to 450. - The concentration of di- or poly-hydroxyalkane in the agent of the invention is a maximum 50% by weight but is preferably in the range of from 10 to 30% be weight. The dilution of the diols or polyols is preferably effected by means of demineralised water. It is of course possible to use a mixture of one or more diols and/or polyols.
The agent according to the invention, as regards its intended purpose, is suitable not only for the treatment of wounds in the narrower sense but, like the agents for treating wounds mentioned in the "Rote Liste - 1980published by the Bundesverband der pharmazeutischen Industrie e.V., D-6000 Frankfurt/Main, is suitable for the treatment of numerous inflammations or wounds of the skin or mucous membrane which are associated with secreted material. Such diseases or wounds are, for example, cuts, blows, lacerations, contused wounds, burns, frost wounds, sores, grazes, sunburn, eczema and haemorrhoids.
The agents according to the invention may, in addition, also contain additives and auxiliary substances (for example perfumes) customary for such agents, as well as, in therapeutically active amounts, further active substances customarily used in wound treatment agents. Such active substances are, for example, bacteriostatics, antimycotics and local anaesthetics. Suitable bacteriostatics are sulphonamides, for example suidacine and sulphatolamide, or antibiotics, for example penicillin. Suitable antimycotics are salicylic acid and derivatives thereof, for example salicylhydroxamic acid, salicylamide, miconacol and isoconacol. Suitable local anaesthetics are alkaloids, for example morphine, and esters of p- aminobenzoic acid, for example the methyl ester and the ethyl ester.
The present invention further provides a process for the preparation of an agent of the invention, which comprises mixing together in the range of from 1 to 4% by weight of a graft copolymer of starch and hydrolysed polyacrylonitrile, of which in tile range of from 5 to 90% of the carboxy groups have been neutralised with aluminium, with an aqueous solution containing in the range of from 2 to 50% by 2 GB 2 124 487 A 2 weight of a di- or poly-hydroxyalkane, adjusting the pH at any stage before, during or after the preparation, and, if desired, sterilising the resulting 65 product.
To produce the agents, the components may be, for example, homogeneously mixed using a stirrer and sterilised by means of heat. Sterilisation can of course be carried out on site in a hospital or the like, prior to use. With the aqueous solution, the copolymer forms a gel which is in the form of a pasty mass.
The agent should be applied directly to the area of the body to be treated and, if need be, covered, for example with gauze.
The present invention also provides a preparation for the treatment of wounds, which comprises an agent of the invention located in or on a permeable supporting material, for example a fibrous material.
The agent according to the invention has been found to be distinguished by an extraordinary imbibing or wicking action and consequently encourages rapid healing of a wound as a result of the removal of water.
This rapid healing is not impaired by a di and/or poly-hydroxyalkane contained in the agent according to the invention. The incorporation of these polyhydric alcohols has the effect of reducing the vapour pressure, so that the agents according to the invention do not dry out. As a result, adhesion of the wounds or edges of wounds is avoided, so that these agents may be removed without any problems. Furthermore, the polyhydric alcohols have the effect of making the gel preparation more pasty and it may thus be applied more easily. The gel in the formulations according to the invention can be sterilised in the customary manner, and its pH value is so adjusted that it lies in a therapeutically especially desirable range, for example between 6.0 and 7.5.
The following Examples illustrate the invention.
EXAMPLE 1
2 g of the graft copolymer SGP 157 M from the firm Henkel Corporation, Minneapolis, are washed with methanolic ammonia solution and adjusted to a pH value of 6.8 by means of dilute hydrochloric acid. The polymer is then stirred with 68 g of dernineralised water and 30 g of glycerin (DAB 8) until a pasty mass is formed. This is sterilised at 125'Cin a pressure autoclave.
EXAMPLE 2
2 g of the graft copolymer SG P 157 M from the firm Henkel Corporation, Minneapolis, are washed with methanolic ammonia solution and adjusted 115 to a pH value of 6.8 by means of dilute hydrochloric acid. The polymer is then stirred with 68 g of dernineralised water and 30 g of polyethylene glycol having a molecular weight of 600 until a pasty mass is formed. This is sterilised 120 at 1251C in a pressure autoclave.
EXAMPLE 3
2 g of the graft copolymer SGP 157 M from the firm Henkel Corporation, Minneapolis, are washed with methanolic ammonia solution and adjusted to a pH value of 6.8 by means of dilute hydrochloric acid. The polymer is then stirred with 78 g of demineralised water and 20 g of 1,2dihydroxypropane until a pasty mass is formed. This is sterilised at 1250C in a pressure autoclave.

Claims (19)

1. An agent for the treatment of wounds, which comprises in the range of from 1 to 4% by weight of a graft copolymer of starch and hydrolysed polyacrylonitrile, of which in the range of from 5 to 90% of the carboxy groups have been neutralised with aluminium, in an aqueous solution containing in the range of from 2 to 50% by weight of a di- or poly-hydroxyalkane.
2. An agent as claimed in claim 1, which contains in the range of from 10 to 30% by weight of a di- or poly-hydroxyalkane.
3. An agent as claimed in claim 1 or claim 2, wherein the dihydroxyalkane, if present, is a glycol having from 2 to 6 carbon atoms.
4. An agent as claimed in claim 1 or claim 2, wherein the polyhydroxyalkane, if present, is a polyol of the general formula Cni-1(2n+210n in which n is a number from 3 to 6.
5. An agent as claimed in claim 1 or claim 2, wherein the polyhydroxyalkane, if present, is a water-soluble polyethylene glycol or polypropylene glycol.
6. An agent as claimed in any one of claims 1 to 5, which also contains one or more active substances suitable for use in wound treatment agents.
7. An agent as claimed in claim 6, wherein an active substance additionally present is a bacteriostatic.
8. An agent as claimed in claim 6 or claim 7, wherein, an active substance additionally present is an antimycotic.
9. An agent as claimed in any one of claims 6 to 8, wherein an active substance additionally present is a local anaesthetic.
10. An agent as claimed in any one of claims 1 to 9, which has a pH in tile range of from 6.0 to 7.5.
11. An agent as claimed in any one of claims 1 to 10, which is sterilised.
12. An agent as claimed in claim 1, which is substantially as described in any one of Examples 1 to 3 herein.
13. A process for the preparation of an agent as claimed in claim 1, which comprises mixing together in the range of from 1 to 4% by weight of a graft copolymer of starch and hydrolysed polyacrylonitrile, of which in the range of from 5 to 90% of the carboxy groups have been neutralised with aluminium, with an aqueous solution containing in the range of from 2 to 50% by weight of a di- or poly-hydroxyalkane, adjusting the pH at any stage before, during or after the 3 GB 2 124 487 A 3 preparation, and, if desired, sterilising the resulting product.
14. A process as claimed in claim 13, wherein 15 the pH is adjusted to a value in the range of from 5 6.0 to 7.5.
15. A process as claimed in claim 13, which is carried out as described in any one of Examples 1 to 3 herein.
16. An agent as claimed in claim 1, whenever prepared by a process as claimed in any one of claims 13 to 15.
17. An agent as claimed in any one of claims 1 to 12 and 16, for use in a method of treatment of a human or animal body by therapy.
18. A preparation for the treatment of wounds, which comprises an agent as claimed in any one of claims 1 to 12, 16 and 17 located in or on a permeable supporting material.
19. A method of treating a human or animal body, which comprises applying an agent as claimed in any one of claims 1 to 12, 16 and 17 or a preparation as claimed in claim 18 to the affected area of the human or animal body.
Printed for Her Majesty's Stationery Office by the Courier Press, Leamington Spa, 1984. Published by the Patent Office, 25 Southampton Buildings, London, WC2A lAY, from which copies may be obtained.
GB08318990A 1982-07-14 1983-07-13 Agent for the treatment of wounds Expired GB2124487B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19823226753 DE3226753A1 (en) 1982-07-14 1982-07-14 Wound bandage to take up wound secretions

Publications (3)

Publication Number Publication Date
GB8318990D0 GB8318990D0 (en) 1983-08-17
GB2124487A true GB2124487A (en) 1984-02-22
GB2124487B GB2124487B (en) 1985-11-27

Family

ID=6168640

Family Applications (1)

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GB08318990A Expired GB2124487B (en) 1982-07-14 1983-07-13 Agent for the treatment of wounds

Country Status (17)

Country Link
US (1) US5000950A (en)
EP (1) EP0100458B1 (en)
JP (1) JPS5973511A (en)
AT (1) ATE53302T1 (en)
AU (1) AU575296B2 (en)
CA (1) CA1222454A (en)
DE (2) DE3226753A1 (en)
DK (1) DK158496C (en)
ES (1) ES524060A0 (en)
FI (1) FI78618C (en)
GB (1) GB2124487B (en)
GR (1) GR79606B (en)
IE (1) IE55501B1 (en)
IL (1) IL69201A (en)
NO (1) NO157403C (en)
PT (1) PT77019B (en)
ZA (1) ZA835150B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2773077A1 (en) * 1997-12-31 1999-07-02 Ravi Shrivastava Composition for treatment of wounds and ulcers contains glycerol, sucrose, sorbitol or mannitol
US6251424B1 (en) 1997-03-07 2001-06-26 Btg International Limited Wound dressing gel

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DE3226754A1 (en) * 1982-07-14 1984-01-19 Schering AG, 1000 Berlin und 4709 Bergkamen Wound bandage to take up wound secretions
GB8428899D0 (en) * 1984-11-15 1984-12-27 Schering Chemicals Ltd Sterilising hydrogels
WO1991000316A1 (en) * 1989-06-28 1991-01-10 Commonwealth Scientific And Industrial Research Organisation Humidity buffer formulation
WO1995026192A1 (en) * 1994-03-28 1995-10-05 Skin Biology, Inc. Starch-metal complexes for skin and hair
GB9415739D0 (en) * 1994-07-30 1994-09-21 Scimat Ltd Gel wound dressing
US6399092B1 (en) 2000-12-27 2002-06-04 Healthpoint, Ltd. Anhydrous, hydrophilic absorbent wound dressing (tube) with antimicrobials or other pharmaceutically active agents
US20040101507A1 (en) * 2002-11-27 2004-05-27 Janco Predovan Skin cream
SE526313C2 (en) * 2003-12-17 2005-08-23 Moelnlycke Health Care Ab Wound care product containing a substance that inhibits the growth of bacteria in wounds
WO2006036936A2 (en) * 2004-09-27 2006-04-06 Bridge Pharma, Inc. The s-isomer of 2-{2-[n-(2-indanyl)-n-phenylamino]ethyl}piperidine and other dermal anesthetic agents
US20060079558A1 (en) * 2004-09-27 2006-04-13 Bridge Pharma. Inc. R-isomer of 2-{2[N-(2-indanyl)-N-phenylamino]ethyl}piperidine and other dermal anesthetics
WO2008011161A2 (en) * 2006-07-21 2008-01-24 Bridge Pharma, Inc. Dermal anesthetic compounds
GB0615016D0 (en) * 2006-07-28 2006-09-06 Flen Pharma N V Use of polyethylene glycol in inflammation related topical disorders or diseases and wound healing

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6251424B1 (en) 1997-03-07 2001-06-26 Btg International Limited Wound dressing gel
FR2773077A1 (en) * 1997-12-31 1999-07-02 Ravi Shrivastava Composition for treatment of wounds and ulcers contains glycerol, sucrose, sorbitol or mannitol

Also Published As

Publication number Publication date
GB8318990D0 (en) 1983-08-17
EP0100458A2 (en) 1984-02-15
DE3226753A1 (en) 1984-01-19
ZA835150B (en) 1984-03-28
NO157403B (en) 1987-12-07
DE3381624D1 (en) 1990-07-12
FI78618C (en) 1989-09-11
FI832465A0 (en) 1983-07-05
IL69201A (en) 1986-07-31
GB2124487B (en) 1985-11-27
US5000950A (en) 1991-03-19
PT77019B (en) 1986-04-21
AU575296B2 (en) 1988-07-28
IE831631L (en) 1984-01-14
ES8601707A1 (en) 1985-12-01
FI78618B (en) 1989-05-31
NO832554L (en) 1984-01-16
CA1222454A (en) 1987-06-02
DK322583A (en) 1984-01-15
AU1669383A (en) 1984-01-19
JPS5973511A (en) 1984-04-25
GR79606B (en) 1984-10-31
IL69201A0 (en) 1983-11-30
EP0100458A3 (en) 1986-03-12
EP0100458B1 (en) 1990-06-06
DK322583D0 (en) 1983-07-13
NO157403C (en) 1988-03-23
DK158496B (en) 1990-05-28
IE55501B1 (en) 1990-10-10
ATE53302T1 (en) 1990-06-15
ES524060A0 (en) 1985-12-01
DK158496C (en) 1990-10-29
FI832465L (en) 1984-01-15
PT77019A (en) 1983-08-01

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Legal Events

Date Code Title Description
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20020713