NO125986B - - Google Patents
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- Publication number
- NO125986B NO125986B NO104069A NO104069A NO125986B NO 125986 B NO125986 B NO 125986B NO 104069 A NO104069 A NO 104069A NO 104069 A NO104069 A NO 104069A NO 125986 B NO125986 B NO 125986B
- Authority
- NO
- Norway
- Prior art keywords
- soap
- antibacterial
- test
- compounds
- bars
- Prior art date
Links
- 239000000344 soap Substances 0.000 claims description 29
- 230000000844 anti-bacterial effect Effects 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- 230000002195 synergetic effect Effects 0.000 claims description 7
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 claims description 4
- 229960001325 triclocarban Drugs 0.000 claims 1
- 238000005406 washing Methods 0.000 description 11
- 241000588724 Escherichia coli Species 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 210000004247 hand Anatomy 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000009610 hypersensitivity Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- 210000000707 wrist Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Antibakterielt såpestykke. Antibacterial bar of soap.
Oppfinnelsen vedrører antibakterielle syntetiske såpestykker. The invention relates to antibacterial synthetic soap bars.
For at en antibakteriell forbindelse skal være aksepta-bel for bruk i et syntetisk såpestykke må den oppfylle visse krav. Den antibakterielle forbindelse bør i de konsentrasjoner som den brukes i, være forenelig med vaskemidlet, ikke misfarve såpestykket under lagring, ikke forårsake harskning, være substan-tiv overfor huden, ikke forårsake overfølsomhet eller irritasjon og ha tilstrekkelig høy antibakteriell aktivitet. In vitro- og in vivo-tester brukes for å undersøke den antibakterielle effektivitet av forbindelser for anvendelse som antibakterielle forbindelser i såpestykker. Teknikker som vanligvis brukes, er beskrevet av B. M. Gibbs og L. W. Stuttard i J. Appl. Bact., 1967, 30(1), tester som normalt inkluderer en "fingeravtrykks"-test for bedømmelse av den antibakterielle aktivitet og substantivitet overfor huden hos den antibakterielle forbindelse, samt en håndvaske-test under bruksbetingelser.. For an antibacterial compound to be acceptable for use in a synthetic bar of soap, it must meet certain requirements. The antibacterial compound should, in the concentrations in which it is used, be compatible with the detergent, not discolour the bar of soap during storage, not cause rancidity, be substantive to the skin, not cause hypersensitivity or irritation and have sufficiently high antibacterial activity. In vitro and in vivo tests are used to investigate the antibacterial effectiveness of compounds for use as antibacterial compounds in soap bars. Techniques commonly used are described by B. M. Gibbs and L. W. Stuttard in J. Appl. Bact., 1967, 30(1), tests which normally include a "fingerprint" test for assessing the antibacterial activity and substantivity to the skin of the antibacterial compound, as well as a hand-washing test under conditions of use.
Blandingen av antibakterielle forbindelser, 0,67% 3,4',5-tribromsalicylanilid, 0,67% 4,4'-diklor-3-trifluormetylkarbanilid og 0,67% 3,4,4'-triklorkarbanilid er blitt sterkt anbefalt for bruk i syntetiske såpestykker. Resultater er gjengitt av forskjellige forfattere, f.eks. Kooistra, Bannan og Carter, J. Soc. Cosmetic Chemists, 1966, 17, 343-353; og Leonard, Arch. Derm., 1967, 95, 520-52 3. Det er nå oppdaget at blandinger av de antibakterielle forbindelser 4,2',4'-triklor-2-hydroksydifenyleter, 3,4,4'-triklorkarbanilid og 4,4'-diklor-3-trifluormetylkarbanilid har minst like gode egenskaper og i noen henseende bedre egenskaper for bruk i et syntetisk såpestykke. Blandinger som i vekt inneholder minst 10% av hver av de tre forbindelser, har vist seg å ha synergistiske antibakterielle egenskaper. Vektforholdet for hvilken som helst forbindelse i den synergistiske blanding i forhold til de to andre forbindelser bør fortrinnsvis være mellom 1:4 og 3:1. The mixture of antibacterial compounds, 0.67% 3,4',5-tribromosalicylanilide, 0.67% 4,4'-dichloro-3-trifluoromethylcarbanilide and 0.67% 3,4,4'-trichlorocarbanilide has been highly recommended for use in synthetic soap bars. Results are reproduced by various authors, e.g. Kooistra, Bannan and Carter, J. Soc. Cosmetic Chemists, 1966, 17, 343-353; and Leonard, Arch. Derm., 1967, 95, 520-52 3. It has now been discovered that mixtures of the antibacterial compounds 4,2',4'-trichloro-2-hydroxydiphenyl ether, 3,4,4'-trichlorocarbanilide and 4,4'- dichloro-3-trifluoromethylcarbanilide has at least as good properties and in some respects better properties for use in a synthetic bar of soap. Mixtures containing at least 10% by weight of each of the three compounds have been shown to have synergistic antibacterial properties. The weight ratio of any compound in the synergistic mixture to the other two compounds should preferably be between 1:4 and 3:1.
Oppfinnelsen tilveiebringer et antibakterielt syntetisk såpestykke-som inneholder en synergistisk blanding av 4,2',4'-triklor-2-hydroksydifenyleter, 3,4,4'-triklorkarbanilid og 4,4'-diklor-3-trifluormetylkarbanilid. The invention provides an antibacterial synthetic bar of soap containing a synergistic mixture of 4,2',4'-trichloro-2-hydroxydiphenyl ether, 3,4,4'-trichlorocarbanilide and 4,4'-dichloro-3-trifluoromethylcarbanilide.
Som beskrevet og krevd beskyttet i søkerens søknad 1627/68 bør et såpestykke som inneholder 4,2',4'-triklor-2-hydrok-sydifenyleter, fortrinnsvis inneholde minst 1% Cg_22_fettsyre.As described and claimed protected in the applicant's application 1627/68, a bar of soap containing 4,2',4'-trichloro-2-hydroxy-diphenyl ether should preferably contain at least 1% Cg_22_fatty acid.
Det er ellers tilrådelig å bruke et kraftig farvestoff for å It is otherwise advisable to use a strong dye to
skjule eventuell misfarvning som opptrer under lagring. hide any discoloration that occurs during storage.
Den totale mengde av blandingen i såpestykket bør fortrinnsvis være fra 0,5 til 5 vektprosent av såpestykket, mer fortrinnsvis fra 0,75 til 2,5%. The total amount of the mixture in the bar of soap should preferably be from 0.5 to 5% by weight of the bar of soap, more preferably from 0.75 to 2.5%.
Et foretrukket såpestykke i henhold til oppfinnelsen er på såpebasis. A preferred bar of soap according to the invention is soap-based.
EKSEMPEL 1 EXAMPLE 1
Det ble fremstilt såpestykker som inneholdt forskjellige blandinger av antibakterielle forbindelser. Bars of soap containing different mixtures of antibacterial compounds were produced.
Stykkene ble fremstilt av såpebånd som stammet fra en fettcharge som besto av 84% talg og 16% kokosnøttsåpe. Til båndene ble det tilsatt parfyme, opaktgjørende middel og 2% kokosnøtt- fettsyre. Etter at dette var blandet, ble de antibakterielle forbindelser tilsatt og båndene møllet to ganger.Båndene ble deretter krympet og bearbeidet under vakuum. Stykker ble formet ved ekstrudering og utstansning. The pieces were made from soap bars derived from a fat charge consisting of 84% tallow and 16% coconut soap. Perfume, opacifier and 2% coconut fatty acid were added to the ribbons. After this was mixed, the antibacterial compounds were added and the ribbons milled twice. The ribbons were then shrunk and processed under vacuum. Pieces were formed by extrusion and punching.
Fingeravtrykkstesten som ble brukt, var en modifikasjon av testen etter L. J. Vinson et al., J. Pharm. Sei., 1961, 50, (10), 827, "In Vitro Tests for Measuring Anti-bacterial Activity ofToilet Soap and Detergent Bars". Istedenfor simulert vasking av hendene med såpeløsninger som inneholdt antibakterielle forbindelser, vasket personene hendene med prøvestykkene som inneholdt de antibakterielle blandinger. Videre ble skalaen for vurdering av det høye innhold av antibakterielt stoff i blandingene effektivt utvidet ved bruk av et større volum substrat og podestoff enn det som er beskrevet av Vinson, og dessuten ble det laget til plater som beskrevet av Vinson, men hvor E. coli ble brukt istedenfor Staph. aureus. The fingerprint test used was a modification of the test of L.J. Vinson et al., J. Pharm. Sei., 1961, 50, (10), 827, "In Vitro Tests for Measuring Anti-bacterial Activity ofToilet Soap and Detergent Bars". Instead of simulated hand washing with soap solutions containing antibacterial compounds, the subjects washed their hands with the test pieces containing the antibacterial compounds. Furthermore, the scale for assessing the high content of antibacterial substance in the mixtures was effectively extended by using a larger volume of substrate and inoculum than that described by Vinson, and moreover plates were made as described by Vinson, but where E. coli was used instead of Staph. aureus.
Følgende resultater ble oppnådd: The following results were obtained:
Dette eksempel viser den overraskende effektivitet hos de synergistiske blandinger i henhold til oppfinnelsen overfor S. aureus og E. coli. Effektiviteten mot E. coli gjør at såpestykkene i henhold til oppfinnelsen kan brukes ikke bare for personlig vask, men også i den generelle hygiene, f.eks. i sykehus, både som kirurgisk hjelpemiddel og også for opprettholdelse av antibakterielle betingelser i mer generelle situasjoner. This example shows the surprising effectiveness of the synergistic mixtures according to the invention against S. aureus and E. coli. The effectiveness against E. coli means that the soap bars according to the invention can be used not only for personal washing, but also in general hygiene, e.g. in hospitals, both as a surgical aid and also for maintaining antibacterial conditions in more general situations.
EKSEMPEL 2 EXAMPLE 2
Håndvasketester ble utført ved bruk av såpestykker som inneholdt forskjellige mengder antibakterielle forbindelser A, B, C og D. Følgende resultater ble oppnådd: Hand washing tests were carried out using bars of soap containing different amounts of antibacterial compounds A, B, C and D. The following results were obtained:
Eksemplet viser at synergistiske blandinger i henhold til oppfinnelsen er minst like gode som en ternær blanding som er blitt betraktet som bemerkelsesverdig god. The example shows that synergistic mixtures according to the invention are at least as good as a ternary mixture which has been considered remarkably good.
Håndvasketesten ble utført som følger: The hand washing test was carried out as follows:
36 personer som tidligere hadde brukt kontrollsåpe (fri for antibakteriell forbindelse) i minst én uke, ble brukt for å vurdere hver testsåpe. De ble instruert i å bruke såpen for all personlig vask og ble bedt om å unngå kontakt med andre antibakterielle substanser i et tidsrom av en uke. på den 6te og 7de dag ble deres rest-bakterieflora undersøkt på labora-toriet ved en serie-vasketeknikk. Hver person utførte fire påføl-gende vaskinger med testsåpen, de første tre opp til albuene, mens i den fjerde bare hendene og håndleddene var inkludert. 15 sekunders innsåpning, 60 sekunders oppskumming og 15 sekunders skylling ble brukt i hvert tilfelle. Denne fjerde vasking ble utført i et fat som inneholdt 2 liter sterilt vann. Bakteriene i 10, 1,0 og0,1 ml alikvoter vann ble telt på gjærmasse-glukoseagar. Etter inkubering ved 37°C i 48 timer ble antall kolonier telt.Logarit-men til tellingene ble brukt i avviksanalyser. De resulterende gjennomsnittlige logaritmer til tellingene ble deretter sammenlig-net med den gjennomsnittlige logaritme som ble oppnådd da personer hadde brukt kontrollsåpe i samme tidsrom. 36 subjects who had previously used control soap (free of antibacterial compound) for at least one week were used to evaluate each test soap. They were instructed to use the soap for all personal washing and were asked to avoid contact with other antibacterial substances for a period of one week. on the 6th and 7th day, their residual bacterial flora was examined in the laboratory using a serial washing technique. Each person performed four subsequent washings with the test soap, the first three up to the elbows, while in the fourth only the hands and wrists were included. 15 seconds of soaking, 60 seconds of foaming and 15 seconds of rinsing were used in each case. This fourth washing was carried out in a dish containing 2 liters of sterile water. The bacteria in 10, 1.0 and 0.1 ml aliquots of water were counted on yeast mass-glucose agar. After incubation at 37°C for 48 hours, the number of colonies was counted. The logarithm of the counts was used in deviation analyses. The resulting mean logarithms of the counts were then compared with the mean logarithm obtained when subjects had used control soap for the same period of time.
For hver testsåpe ble forskjellen mellom gjennomsnitts-verdiene for resultatet av behandlingen og for kontrollsåpen bestemt ved statistisk analyse, slik at de beste verdier av prosent- vise reduksjoner av bakteriekonsentrasjoner sammen med sikkerhets-grenser (P = 0,95, dvs. 95% sikkerhet for at den reelle verdi lig-ger innen visse grenser) ble bestemt. For each test soap, the difference between the average values for the result of the treatment and for the control soap was determined by statistical analysis, so that the best values of percentage reductions of bacterial concentrations together with safety limits (P = 0.95, i.e. 95% confidence so that the real value lies within certain limits) was determined.
Det skal gjøres oppmerksom på at gjentagelse av testen, bruk av et større antall personer eller utvidelse av testperioden vil stramme inn sikkerhetsgrensene. It should be noted that repeating the test, using a larger number of people or extending the test period will tighten the safety limits.
EKSEMPEL 3 EXAMPLE 3
Håndvasketester, som i eksempel 2, ble utført ved bruk av såpestykker som inneholdt forskjellige blandinger av antibakterielle forbindelser A, B, C og D. Såpestykkene ble fremstilt som i eksempel 1. Følgende resultater ble oppnådd: Hand washing tests, as in Example 2, were carried out using soap bars containing different mixtures of antibacterial compounds A, B, C and D. The soap bars were prepared as in Example 1. The following results were obtained:
Eksemplet viset: igjen de overraskende gode antibakterielle egenskaper hos synergistiske blandinger i henhold til oppfinnelsen. Således gir 1,8% av blandinger i henhold til oppfinnelsen minst like gode håndvaskeresultater og bedre fingeravtrykksresul-tater enn 2% av en blanding av A, C og D. The example showed: again the surprisingly good antibacterial properties of synergistic mixtures according to the invention. Thus, 1.8% of mixtures according to the invention give at least as good hand washing results and better fingerprint results than 2% of a mixture of A, C and D.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1334568A GB1197817A (en) | 1968-03-19 | 1968-03-19 | Detergent Bar. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO125986B true NO125986B (en) | 1972-12-04 |
Family
ID=10021270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO104069A NO125986B (en) | 1968-03-19 | 1969-03-13 |
Country Status (14)
| Country | Link |
|---|---|
| AT (1) | AT287925B (en) |
| BE (1) | BE730114A (en) |
| CH (1) | CH513233A (en) |
| DE (1) | DE1913904A1 (en) |
| DK (2) | DK129528B (en) |
| ES (1) | ES364958A1 (en) |
| FI (1) | FI49521C (en) |
| FR (1) | FR2004222A1 (en) |
| GB (1) | GB1197817A (en) |
| IE (1) | IE32986B1 (en) |
| LU (1) | LU58239A1 (en) |
| NL (1) | NL6904188A (en) |
| NO (1) | NO125986B (en) |
| SE (1) | SE366341B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4322308A (en) | 1977-02-15 | 1982-03-30 | Lever Brothers Company | Detergent product containing deodorant compositions |
| FI780440A (en) | 1978-01-12 | 1979-07-13 | Unilever Nv | DETERGENTKOMPOSITION |
| US4288341A (en) | 1978-03-20 | 1981-09-08 | Lever Brothers Company | Detergent product containing deodorant compositions |
| US4490280A (en) * | 1982-09-02 | 1984-12-25 | Colgate-Palmolive Company | Process for manufacturing translucent antibacterial soap |
| GB2160216B (en) * | 1984-07-19 | 1986-10-22 | Simmons Nominees Pty Ltd | Insect-repellent and insecticidal soap compsition |
| AU671208B2 (en) * | 1993-06-30 | 1996-08-15 | Colgate-Palmolive Company, The | Anti-bacterial cleansing composition |
-
0
- DK DK129528D patent/DK129528A/da unknown
-
1968
- 1968-03-19 GB GB1334568A patent/GB1197817A/en not_active Expired
-
1969
- 1969-03-13 NO NO104069A patent/NO125986B/no unknown
- 1969-03-13 IE IE33469A patent/IE32986B1/en unknown
- 1969-03-14 SE SE361269A patent/SE366341B/xx unknown
- 1969-03-14 CH CH389469A patent/CH513233A/en not_active IP Right Cessation
- 1969-03-17 AT AT260169A patent/AT287925B/en not_active IP Right Cessation
- 1969-03-18 ES ES364958A patent/ES364958A1/en not_active Expired
- 1969-03-18 FR FR6907692A patent/FR2004222A1/en not_active Withdrawn
- 1969-03-18 DK DK148769A patent/DK129528B/en unknown
- 1969-03-19 FI FI80669A patent/FI49521C/en active
- 1969-03-19 BE BE730114D patent/BE730114A/xx unknown
- 1969-03-19 NL NL6904188A patent/NL6904188A/xx unknown
- 1969-03-19 LU LU58239D patent/LU58239A1/xx unknown
- 1969-03-19 DE DE19691913904 patent/DE1913904A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE730114A (en) | 1969-09-19 |
| DK129528B (en) | 1974-10-21 |
| GB1197817A (en) | 1970-07-08 |
| DK129528A (en) | |
| SE366341B (en) | 1974-04-22 |
| LU58239A1 (en) | 1969-10-28 |
| DE1913904A1 (en) | 1969-10-09 |
| IE32986B1 (en) | 1974-02-06 |
| AT287925B (en) | 1971-02-10 |
| DK129528C (en) | 1975-03-24 |
| NL6904188A (en) | 1969-09-23 |
| FI49521C (en) | 1975-07-10 |
| FI49521B (en) | 1975-04-01 |
| IE32986L (en) | 1969-09-19 |
| FR2004222A1 (en) | 1969-11-21 |
| CH513233A (en) | 1971-09-30 |
| ES364958A1 (en) | 1971-03-16 |
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