CA1083965A - Composition containing glutaraldehyde for removing warts - Google Patents
Composition containing glutaraldehyde for removing wartsInfo
- Publication number
- CA1083965A CA1083965A CA271,366A CA271366A CA1083965A CA 1083965 A CA1083965 A CA 1083965A CA 271366 A CA271366 A CA 271366A CA 1083965 A CA1083965 A CA 1083965A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- glutaraldehyde
- water
- composition according
- process according
- 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.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/11—Aldehydes
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/38—Cellulose; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- 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
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Abstract
ABSTRACT
New compositions of from 1% to 25% by weight of glutaraldehyde, from 50% to 98% by weight of one or more volatile, organic solvent(s) of from 1 to 4 carbon atoms capable of forming a hydrogen bond with water or glutaraldehyde, and from 1% to 45% by weight of water, in which the percentage by weight of glutaraldehyde is at least 1/9 of, but not more than equal to, the percentage by weight of water, the percentages being based on the combined weight of glutaraldehyde, solvent(s) and water and the pH being from 3.5 to 7.0, are useful for the removal of warts.
New compositions of from 1% to 25% by weight of glutaraldehyde, from 50% to 98% by weight of one or more volatile, organic solvent(s) of from 1 to 4 carbon atoms capable of forming a hydrogen bond with water or glutaraldehyde, and from 1% to 45% by weight of water, in which the percentage by weight of glutaraldehyde is at least 1/9 of, but not more than equal to, the percentage by weight of water, the percentages being based on the combined weight of glutaraldehyde, solvent(s) and water and the pH being from 3.5 to 7.0, are useful for the removal of warts.
Description
~39~iS
"
.
This invention relates to compositions for topical application to the s]cin, and to their use, especially in the removal of warts~ ~-The presence of warts on the skin, while normally painless and non-injurious to the person suffering from them ~although planter warts can be very painful), can be very disfiguring, especially when the warts are in a -~
prominent or cosmetically important place. There is, ~-therefore, a need for a method for removing warts which is simple, reliable, and harmless to the person having the wart. Recent work has shown that glutaraldehyde in aqueous solution can be used effectively to remove warts. THe solution, normally containing 10% to 25% by weight of glutaraldehyde in water and containing sufficient sodium bicarbonate to bring the pH to 7.5, is applied repeatedly - to the wart and after a few weeks the latter is removed.
This method, while effective, suffers from certain disadvantages. In the first place, it is difficult to apply the solution only to the wart, and, since glutaraldehyde produces a brown stain on normal skin, this means that the area surrounding the wart is normally stained while treatment is going on, which can be a ~ ..
considerable disadvantage to the person being treated.
Secondly, after the solution has been applied, it is necessary to wait until it dries in order that it should not get rubbed off, and this means that the period of time .
"
.
This invention relates to compositions for topical application to the s]cin, and to their use, especially in the removal of warts~ ~-The presence of warts on the skin, while normally painless and non-injurious to the person suffering from them ~although planter warts can be very painful), can be very disfiguring, especially when the warts are in a -~
prominent or cosmetically important place. There is, ~-therefore, a need for a method for removing warts which is simple, reliable, and harmless to the person having the wart. Recent work has shown that glutaraldehyde in aqueous solution can be used effectively to remove warts. THe solution, normally containing 10% to 25% by weight of glutaraldehyde in water and containing sufficient sodium bicarbonate to bring the pH to 7.5, is applied repeatedly - to the wart and after a few weeks the latter is removed.
This method, while effective, suffers from certain disadvantages. In the first place, it is difficult to apply the solution only to the wart, and, since glutaraldehyde produces a brown stain on normal skin, this means that the area surrounding the wart is normally stained while treatment is going on, which can be a ~ ..
considerable disadvantage to the person being treated.
Secondly, after the solution has been applied, it is necessary to wait until it dries in order that it should not get rubbed off, and this means that the period of time .
- 2 -~0~33~365 required for application is inconveniently prolonged.
Thirdly, the solution of glutaraldehyde, if concentrated, is not storage-stable due to polymerisation, and, if not concentrated, is of only limited efficacy.
rrhe present invention provides a novel glutaralde-hyde-containing composition useful for the removal of warts, which is at least as effective as the known aqueous ~-' glutaraldehyde solutions, and has important practical advantages in useO
The present invention provides a composition - 3 for removing warts, which comprises in a single phase from 1 -to 25% by weight of glutaraldehyde, 50 to 98% by w,eight ' ' of one or more volatile organic solvents of from 1 to carbon atoms capable of forming a hydrogen-bond with water and/or glutaraldehyde, and 1 to 45% by weight of water, the percentage by weight of glutaraldehyde being at least 1/9 o~, but not more than equal to, the percentage by weight of water, the percentages being based on the combined , weight of glutaraldehyde, solvent(s) and water and the p~
of the composition being from 3.5 to 7Ø This composition is applied to the warts until they disappear. A's compared wi~h the known compositions containing glutaraldehyde used for the treatment of warts, these new compositions have ., , .. ~: ,.. :: .. :.. , ,. ... . :, . , iL083~65 a much grea~r volatilit,y and are much easier to apply so solely to the wart beiny treated. Moreover, after application to the wart and evaporation of the volatile solvent, they provide on the wart a high effective concentration of glutaraldehyde, which can then act on the wart before having a chance to polyrnerise. There is ~
no need for them to be 'ouffered to an alkaline pH, and, ; `
as ordinarily used, they should have a pH in the ran~e of
Thirdly, the solution of glutaraldehyde, if concentrated, is not storage-stable due to polymerisation, and, if not concentrated, is of only limited efficacy.
rrhe present invention provides a novel glutaralde-hyde-containing composition useful for the removal of warts, which is at least as effective as the known aqueous ~-' glutaraldehyde solutions, and has important practical advantages in useO
The present invention provides a composition - 3 for removing warts, which comprises in a single phase from 1 -to 25% by weight of glutaraldehyde, 50 to 98% by w,eight ' ' of one or more volatile organic solvents of from 1 to carbon atoms capable of forming a hydrogen-bond with water and/or glutaraldehyde, and 1 to 45% by weight of water, the percentage by weight of glutaraldehyde being at least 1/9 o~, but not more than equal to, the percentage by weight of water, the percentages being based on the combined , weight of glutaraldehyde, solvent(s) and water and the p~
of the composition being from 3.5 to 7Ø This composition is applied to the warts until they disappear. A's compared wi~h the known compositions containing glutaraldehyde used for the treatment of warts, these new compositions have ., , .. ~: ,.. :: .. :.. , ,. ... . :, . , iL083~65 a much grea~r volatilit,y and are much easier to apply so solely to the wart beiny treated. Moreover, after application to the wart and evaporation of the volatile solvent, they provide on the wart a high effective concentration of glutaraldehyde, which can then act on the wart before having a chance to polyrnerise. There is ~
no need for them to be 'ouffered to an alkaline pH, and, ; `
as ordinarily used, they should have a pH in the ran~e of
3.5 to 5.0 preferably from 4.2 to 4.4, at which pH they are fully effective because of the high effective concen-tration of the glutaraldehyde. Moreover, the new compositions penetrate well into the treated wart.
This composition is prepared by mixin~ together the constituents described above in any order, or simultaneously, in the proportions detailed above. Of ,: ::
course, previously prepared mixtures of two constituents, such as co~nercially available 25% by weight of 50% by weight aqueous glutaraldehyde solution, may be used. It is, not ordinarily desirable to add any other water to the composition, s:ince the inclusion of too much water unnecessarily reduces the volatility of the composition, which is one of its practical advantages. ,~
The organic solvent, or mixture of solvents, used must be capable of dissolving the glutaraldehyde and water present so as to form a composition forming a single phase.
This composition is prepared by mixin~ together the constituents described above in any order, or simultaneously, in the proportions detailed above. Of ,: ::
course, previously prepared mixtures of two constituents, such as co~nercially available 25% by weight of 50% by weight aqueous glutaraldehyde solution, may be used. It is, not ordinarily desirable to add any other water to the composition, s:ince the inclusion of too much water unnecessarily reduces the volatility of the composition, which is one of its practical advantages. ,~
The organic solvent, or mixture of solvents, used must be capable of dissolving the glutaraldehyde and water present so as to form a composition forming a single phase.
- 4 :~ :
: . - . : . : . .: . :::, . , .:. :.; , i.: .. - . .: . . ~ , , .. . . . ..
~1396~ :
Examples of such solvents are acetone, and preferably an al]canol of 1 to 3 carbon atoms such as isopropanol or, better, ethanol, which may be used in the fo~m of ~`~
industrial methylated spirit. Alkanols are further preferred since they inhibit the polymerisation of the glutaraldehye~
it is believed by combining with the aldehyde groups in a reversible equilibrium involving formation of hemiacetals and acetals and release the free aldehyde on evaporation.
In order to improve its acceptability to the user, the new ~ompositions may contain, in addition to the :
compounds already mentioned, an appropriate colouring material and/or perfume. It may also, .if desired, contain a thickener, such as methyl cellulose, pyroxylin, sodium;~
carboxymethyl cellu].ose in order to make even easier the localisation of the treatment on the wart. It is, of :
course, essential that any such thickener, or other mater.ial added, be soluble in the solvent or solvents used.
A preferred composition comprises 40 parts by weight of 25% aqueous glutaraldehyde solution (providing 10 parts by weight of glutaraldehyde and 30 parts by weight water) and 60 parts by weight of industrial methylated spirity (typ.ically 5 volumes methanol per 100 volumes 190 (IJ.S.) proof ethanol) at a pH of 4.2.
A second preferred cornposition consi.sts of 5% by weight of glutaraldehyde, 5% by weight of water, and 90% by - :
, `~- ` : - ` ~ ; : -~ ;?
1~839~
weight of a compositio~ known as collodion-acetone of 5g pyroxylin (a mixture of nitrated polysaccharides of high molecular weight (C6H1005)n, consisting of at least 200 glycopyranose units such that there are 2 to 2~ nitrate groups per sugar unit) in 2.5 ml castor oil.and 10 ml ethoxyethanol, further made up to 100 ml with acetone at a pH of 4.3. These compositions may be coloured, perfumed and/or thi~kened as desired i.n the manner already indicated.
By a~plying the new cosmetic compositions on to `~
a wart, it is possible to totally eradicate painful and disfiguring warts from the epidermis of someone suffering therefrom, and it has been found that the removal is often permanent with no re-growth of the treated w~rts. The application of the composition re~uires no skill and is easily carried out by the user in the peace and priva~y of his or her own dwelling. The method of eradicating warts using the new compositions is therefore within the scope of the invention.
:'' .
..
,: . ~
: . - . : . : . .: . :::, . , .:. :.; , i.: .. - . .: . . ~ , , .. . . . ..
~1396~ :
Examples of such solvents are acetone, and preferably an al]canol of 1 to 3 carbon atoms such as isopropanol or, better, ethanol, which may be used in the fo~m of ~`~
industrial methylated spirit. Alkanols are further preferred since they inhibit the polymerisation of the glutaraldehye~
it is believed by combining with the aldehyde groups in a reversible equilibrium involving formation of hemiacetals and acetals and release the free aldehyde on evaporation.
In order to improve its acceptability to the user, the new ~ompositions may contain, in addition to the :
compounds already mentioned, an appropriate colouring material and/or perfume. It may also, .if desired, contain a thickener, such as methyl cellulose, pyroxylin, sodium;~
carboxymethyl cellu].ose in order to make even easier the localisation of the treatment on the wart. It is, of :
course, essential that any such thickener, or other mater.ial added, be soluble in the solvent or solvents used.
A preferred composition comprises 40 parts by weight of 25% aqueous glutaraldehyde solution (providing 10 parts by weight of glutaraldehyde and 30 parts by weight water) and 60 parts by weight of industrial methylated spirity (typ.ically 5 volumes methanol per 100 volumes 190 (IJ.S.) proof ethanol) at a pH of 4.2.
A second preferred cornposition consi.sts of 5% by weight of glutaraldehyde, 5% by weight of water, and 90% by - :
, `~- ` : - ` ~ ; : -~ ;?
1~839~
weight of a compositio~ known as collodion-acetone of 5g pyroxylin (a mixture of nitrated polysaccharides of high molecular weight (C6H1005)n, consisting of at least 200 glycopyranose units such that there are 2 to 2~ nitrate groups per sugar unit) in 2.5 ml castor oil.and 10 ml ethoxyethanol, further made up to 100 ml with acetone at a pH of 4.3. These compositions may be coloured, perfumed and/or thi~kened as desired i.n the manner already indicated.
By a~plying the new cosmetic compositions on to `~
a wart, it is possible to totally eradicate painful and disfiguring warts from the epidermis of someone suffering therefrom, and it has been found that the removal is often permanent with no re-growth of the treated w~rts. The application of the composition re~uires no skill and is easily carried out by the user in the peace and priva~y of his or her own dwelling. The method of eradicating warts using the new compositions is therefore within the scope of the invention.
:'' .
..
,: . ~
Claims (20)
1. A composition for removing warts which comprises in a single phase from 1% to 25 % by weight of glutaraldehyde, from 50 % to 98 % by weight of one or more volatile, organic solvent(s) of from 1 to 4 carbon atoms capable of forming a hydrogen bond with water or glutaraldehyde, and from 1 % to 45 % by weight of water, in which the percentage by weight of glutaraldehyde is at least 1/9 of, but not more than equal to, the percentage by weight of water, the percentages being based on the combined weight of glutaraldehyde, solvent(s) and water, and the pH of the composition being from 3.5 to 7Ø
2. A composition according to claim 1, in which the pH is from 3.5 to 5Ø
3. A composition according to claim 2, in which the pH is from 4.2 to 4.4.
4. A composition according to claim 1 in which the volatile organic solvent(s) is one or more of acetone, and an alkanol of 1 to 3 carbon atoms.
5. A composition according to claim 4, in which the alkanol is isopropanol or ethanol.
6. A composition according to claim 5, in which the ethanol is in the form of industrial methylated spirit.
7. A composition according to claim 1, in which colouring material and/or perfume is additionally present.
8. A composition according to claim 1, in which a thickener is additionally present.
9. A composition according to claim 8, in which the thickener is methyl cellulose, pyroxylin or sodium carboxymethyl cellulose.
10. A composition according to claim 1, in which 40 parts by weight of 25 % aqueous glutaraldehyde solution and GO parts by weight of industrial methylated spirit are present at a pH of 4.2.
11. A composition according to claim l, in which 5% by weight of glutaraldehyde, 5% by weight of water and 90%
by weight of collodion-acetone are present at a pH of 4.3.
by weight of collodion-acetone are present at a pH of 4.3.
12. A process for the manufacture of a composition for removing warts which comprises mixing together as constituents glutaraldehyde, water and one or more volatile, organic solvent(s) of from l to 4 carbon atoms capable of forming a hydrogen bond with water or glutaraldehyde in any order or simultaneously in the proportions of from 1% to 25% by weight of glutaraldehyde, 50% to 98% by weight of one or more volatile, organic solvent(s) and from 1% to 25% by weight of water, such that the resulting mixture has a pH of from 3.5 to 7.0, the percentages being based on the combined weight of glutaraldehyde, solvent(s) and water, and the percentage by weight of glutaraldehyde being at least 1/9 of but not more than equal to, the percentage by weight of water.
13. A process according to claim 12, in which two of glutaraldehyde, water and the volatile organic solvent(s) have been previously mixed together before admixture with the remaining constituent.
14. A process according to claim 12 or 13, in which 25 % or 50 % by weight aqueous glutaraldehyde solution is used.
15. A process according to claim 12 in which the volatile, organic solvent(s) is one or more of acetone, and an alkanol of 1 to 3 carbon atoms.
16. A process according to claim 15, in which the alkanol is isopropanol or ethanol.
17. A process according to claim 16, in which the ethanol is in the form of industrial methylated spirit.
18. A process according to any one of claims 12 or 13, in which colouring material and/or perfume is added to the mixture.
19. A process according to claim 12 in which a thickener is added to the mixture.
20. A process according to claim 19, in which the thickener is methyl cellulose, pyroxylin or sodium carboxymethyl cellulose.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB04570/76 | 1976-02-05 | ||
GB4570/76A GB1522551A (en) | 1976-02-05 | 1976-02-05 | Compositions for topical application |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1083965A true CA1083965A (en) | 1980-08-19 |
Family
ID=9779643
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA271,366A Expired CA1083965A (en) | 1976-02-05 | 1977-02-04 | Composition containing glutaraldehyde for removing warts |
Country Status (15)
Country | Link |
---|---|
JP (1) | JPS5296743A (en) |
AU (1) | AU509605B2 (en) |
BE (1) | BE851137A (en) |
CA (1) | CA1083965A (en) |
DE (1) | DE2704719A1 (en) |
DK (1) | DK48177A (en) |
FI (1) | FI770390A (en) |
FR (1) | FR2340088A1 (en) |
GB (1) | GB1522551A (en) |
IE (1) | IE44770B1 (en) |
NL (1) | NL7701194A (en) |
NO (1) | NO770376L (en) |
NZ (1) | NZ183254A (en) |
SE (1) | SE430019B (en) |
ZA (1) | ZA77645B (en) |
-
1976
- 1976-02-05 GB GB4570/76A patent/GB1522551A/en not_active Expired
-
1977
- 1977-02-04 DK DK48177A patent/DK48177A/en not_active Application Discontinuation
- 1977-02-04 DE DE19772704719 patent/DE2704719A1/en not_active Withdrawn
- 1977-02-04 JP JP1086477A patent/JPS5296743A/en active Pending
- 1977-02-04 FI FI770390A patent/FI770390A/fi not_active Application Discontinuation
- 1977-02-04 SE SE7701264A patent/SE430019B/en not_active IP Right Cessation
- 1977-02-04 ZA ZA770645A patent/ZA77645B/en unknown
- 1977-02-04 FR FR7703230A patent/FR2340088A1/en active Granted
- 1977-02-04 NZ NZ183254A patent/NZ183254A/en unknown
- 1977-02-04 BE BE174708A patent/BE851137A/en not_active IP Right Cessation
- 1977-02-04 IE IE241/77A patent/IE44770B1/en not_active IP Right Cessation
- 1977-02-04 NO NO770376A patent/NO770376L/en unknown
- 1977-02-04 CA CA271,366A patent/CA1083965A/en not_active Expired
- 1977-02-04 NL NL7701194A patent/NL7701194A/en not_active Application Discontinuation
- 1977-02-04 AU AU21967/77A patent/AU509605B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
SE7701264L (en) | 1977-08-06 |
JPS5296743A (en) | 1977-08-13 |
NL7701194A (en) | 1977-08-09 |
AU509605B2 (en) | 1980-05-15 |
FR2340088B1 (en) | 1982-06-18 |
IE44770B1 (en) | 1982-03-24 |
DK48177A (en) | 1977-08-06 |
NO770376L (en) | 1977-08-08 |
NZ183254A (en) | 1984-03-30 |
DE2704719A1 (en) | 1977-08-11 |
FR2340088A1 (en) | 1977-09-02 |
IE44770L (en) | 1977-08-05 |
AU2196777A (en) | 1978-08-10 |
GB1522551A (en) | 1978-08-23 |
FI770390A (en) | 1977-08-06 |
SE430019B (en) | 1983-10-17 |
ZA77645B (en) | 1977-12-28 |
BE851137A (en) | 1977-05-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MKEX | Expiry |