CN1213948A - Antiseptic compsn. containing quaternary ammonium compound chelating agent and polyol compound - Google Patents

Antiseptic compsn. containing quaternary ammonium compound chelating agent and polyol compound Download PDF

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Publication number
CN1213948A
CN1213948A CN 96180186 CN96180186A CN1213948A CN 1213948 A CN1213948 A CN 1213948A CN 96180186 CN96180186 CN 96180186 CN 96180186 A CN96180186 A CN 96180186A CN 1213948 A CN1213948 A CN 1213948A
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usefulness
moisture
local
bactericidal composition
composition
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CN 96180186
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Chinese (zh)
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CN1120662C (en
Inventor
杰拉尔德·D·泰尔斯
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Reckitt Benckiser Healthcare UK Ltd
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Reckitt and Colman Products Ltd
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    • 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
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/12—Quaternary ammonium compounds

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  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

Aqueous, topical, ready to use, antiseptic compositions comprising:(a)0.05 to 1% w/v of a biocidal compound of formula(I)wherein each R<1> is independently selected from hydrogen, a C1-4 alkyl group, a C1-4 alkoxy group, a halogen or a hydroxy group; n is 0 to 3; R<2> and R<3> are independently selected from C1-4 alkyl groups; R<4> is a C6-22 alkyl chain(or a mixture thereof), and X is an anion;(b)0.005 to 0.2% w/v of a chelating agent; and(c)1 to 5 % w/v of a polyhydric alcohol; the composition further comprising substantially no monohydric alcohols.

Description

Contain quaternary ammonium compound, the bactericidal composition of chelating agent and polyol
The present invention relates to bactericidal composition, especially relate to the i.e. bactericidal composition of usefulness.
Many compounds that are used for kill microorganisms or inhibition growth of microorganism are known.The composition that contains this compounds and be suitable for being applied to human or animal body is commonly referred to as antibacterial agent.
Traditionally, produce bactericidal composition with the conc forms of dilution in use, and offer the public.This has a lot of shortcomings, comprises when the needs antibacterial agent obtaining water, and the water that is used to dilute is unclean or contaminated, or the inaccurate dilution of user.
In order to overcome the problems referred to above, tend to produce (or i.e. usefulness) antibacterial agent of dilution.
Many present be suitable complexity promptly with antibacterial agent, comprise antimicrobial compound, surfactant, the mixture of solvent or the like.Yet many these supplementary elements may be the activity (for example surfactant) of irritating (for example alcohol or surfactant) or the agent of possibility interferon activity to skin.
We have now found that, effectively promptly can produce by the composition that mixes relative minority with bactericidal composition.
According to the present invention, provide a kind of moisture, local, promptly the bactericidal composition of usefulness comprises
A) the biocide compound of 0.05 to 1%w/v formula I
Figure A9618018600041
Wherein
Each R 1Be independently selected from hydrogen, C 1-4Alkyl, C 1-4Alkoxyl, halogen or hydroxyl;
N equals 0 to 3;
R 2And R 3Be independently selected from C 1-4Alkyl;
R 4Be C 6-22Alkyl chain (or its mixture), and
X is an anion;
B) 0.005 to 0.2%w/v chelating agent and
C) 1 to 5%w/v polyhydroxy-alcohol;
Composition does not further comprise MHA basically.
The MHA of getting rid of from composition of the present invention comprises ethanol and methyl alcohol.
Preferably, R in formula I compound 1Be hydrogen, n is 1 or 2 (most preferably being 1), R 2And R 3Each is methyl naturally, R 4Be C 8-18Long alkyl chain (or its mixture) and X is a halogen.
Most preferably, formula I compound is zephiran (commodity is called " benzalkonium chloride ").
Preferably in composition of the present invention, formula I compound concentrations is 0.1 to 0.5%w/v, and more preferably 0.15 to 0.3%w/v.
Preferably chelating agent is selected from ethylenediamine tetra-acetic acid (EDTA) or derivatives thereof or its salt, or ethylene glycol bis [beta-amino ether]-N, N, N ', N '-tetraacethyl (EGTA) or derivatives thereof or salt.
More preferably chelating agent is EDTA or its sodium salt or sylvite, or EGTA or its sodium salt or sylvite; It most preferably is the EDTA sodium salt.
Preferably in composition of the present invention, the concentration of chelating agent is 0.005 to 0.1%w/v, more preferably 0.01 to 0.05%w/v (being expressed as free acid when appropriate).
Preferably, polyhydroxy-alcohol is selected from polyethylene glycol, propane diols, ethylene glycol or its mixture of mean molecule quantity 200 to 1000 (particularly 200 to 600).Most preferably polyhydroxy-alcohol is a propane diols.
Preferably the amount of polyhydroxy-alcohol is 2 to 4%w/v in the present composition, more preferably is 2 to 3%w/v.
The part, promptly the bactericidal composition of the usefulness meaning is that composition of the present invention is suitable for (and tending to) and does not further dilute and be directly used on human or animal's the skin.
Therefore, preferably, composition of the present invention is substantially free of any skin irritant compound that causes.
Preferably, composition of the present invention is substantially free of biocidal phenolic compound (except formula I compound, if suitable).More preferably, composition of the present invention is substantially free of any biocide compound outside the formula I compound.For fear of query, we do not think that EDTA or EGTA (or its salt) are the biocide compounds.
If suitable, composition of the present invention can further contain the composition commonly used of bactericidal composition.Yet it is preferred that composition of the present invention is substantially devoid of non-ionic surface active agent, and most preferably, they do not contain surfactant (except the quaternary ammonium salt biocide of formula I) basically fully.
Preferred supplementary element is a local anesthetic in the present composition.Most preferred local anesthetic is lidocaine or its hydrochloride.
When existing, lidocaine will be with 1 to 5%w/v, and more preferably 2 to 3.5%w/v amount exists.
Further, provide moisture according to the present invention, the part, promptly the bactericidal composition of usefulness comprises
A) 0.1 to 0.5w/vbenzalkonium chloride;
B) 0.005 to 0.1%w/wEDTA, or its sodium salt;
C) 1 to 5%w/v propane diols; With
D) 0 to 5%w/v (preferably 1 to 5%w/v, and more preferably 2 to 3.5%w/v) lidocaine hydrochloride;
Said composition further is substantially devoid of biocidal phenolic compound (and preferably not having other biocide);
And there is not MHA basically.
Other composition commonly used comprises buffer and pH controlling agent (for example sodium acid phosphate and sodium phosphate), spices and colouring agent.
The remainder of the present composition is a water.Preferably, water softens, and water distillation or deionized most preferably is demineralized water.
Composition of the present invention can be by any common production method production; For example pass through all compositions are at room temperature mixed simply, or heating blends, until forming solution.Directly form production of mixture to dilute, perhaps concentrate production before packing, to dilute.
Composition of the present invention can be with any common packaged.Its example comprises sprayable form such as aerosol (also comprising propellant) or so-called pump bag (pump pack); Be dispersed on the fabric as Antibacterial rag (antiseptic wipes); In ampoule as nonrecoverable packing or common (multiple dose) bottle in.
The advantage of the present composition is that they are the i.e. form of usefulness, produce simple, nonirritant and on skin, have effective antibacterial properties.
The present invention will be illustrated by the following example.
Embodiment 1
Composition is made by following ingredients is mixed at 25 ℃
％w/v
benzalkonium?chloride50％????0.395
EDTA disodium salt 0.015
Propane diols 2.080
Sodium acid phosphate 0.718
Sodium phosphate 0.143
Spices 0.050 (ml)
Demineralized water is to 100ml
Embodiment 2
Composition is made by following ingredients is mixed at 25 ℃
％w/v
benzalkonium?chloride50％????0.395
EDTA disodium salt 0.015
Propane diols 2.080
Lidocaine HCl 2.200
Sodium acid phosphate 0.718
Sodium phosphate 0.143
Spices 0.050 (ml)
Demineralized water is to 100ml
Embodiment 1 and 2 composition can be used for skin " cleaning " and have good antibacterial property matter.
Embodiment 3
Composition is made by following ingredients is mixed at 25 ℃
％w/v
Tetradecyl trimethylammonium bromide (obtaining with the name of an article of Cetavlon) 0.15 from ICI
EDTA tetrasodium salt 0.02
PEG400 2.5
Sodium acid phosphate 0.710
Sodium phosphate 0.143
Spices 0.050 (ml)
Demineralized water is to 100ml
Embodiment 4
(in the 2nd stage of WG1, step 1) (1995) detects the microbial activity of embodiment 2 compositions with the suspension test of the antimicrobial efficacy of the medical anticorrosion and sterile products of the evaluation of European standard TC216 committee suggestion.
With staphylococcus aureus (Staphylococcus aureus) ATCC6538, Methicillin resistance S.aurrus (MRSA), Hai Shi enterococcus (Enterococcus hirae) ATCC10541, Escherichia coli (Escherichia coli) ATCC10536, citrobacter freundii (Citrobacter freundii) ATCC8090, Friedlander (Klebciclla pneumoniae) ATCC13883, proteus mirabilis (Proteus mirabilis) ATCC14153 is with after pseudomonas aeruginosa (Pseudomonas aeruginosa) ATCC15442 contacts 5 minutes, in the 1% albumin/yeast extract (CAY) that mixes evaluation activity down.Under experimental condition, can underproof maximum production concentration be 80%v/v.
The composition of embodiment 2 reaches the activity of the brilliance of anti-all microorganism attacks, and logarithm (log) reduces more than 5, sees Table 1.
Table 1: the antibacterial activity in the presence of 1% organic soil
Biological Continuous three days ME value (after 5 minutes time of contact)
Staphylococcus aureus ATCC6538 ＞6.5 ＞6.5 ??5.7
The methicillin resistant Staphylococcus aureus clinical isolates ＞3.3 ＞6.3 ＞6.3
Hai Shi enterococcus ATCC10541 ＞6.4 ＞6.5 ＞6.6
Escherichia coli ATCC10536 ＞6.5 ＞6.8 ＞6.3
Citrobacter freundii ATCC8090 ??2.0
＞6.8 ＞6.1
Friedlander ATCC13883 ＞6.8 ＞6.8 ＞6.3
Proteus mirabilis ATCC14153 ＞6.0 ??4.8 ＞6.0
Pseudomonas aeruginosa ATCC15442 ＞5.9 ＞6.2 ＞6.2
Embodiment 5
Detect the irritating shortage of embodiment 2 compositions by following method.
No matter sex, two ten six volunteers of age between 18 to 65 years old participate in test.The composition of embodiment 2 do not diluted be applied to skin.A deionized water and a blank are untreated to distinguish and are included as contrast.Each sample is by providing 50mm 2The aluminium Finn chamber of the closure of test area and 25 μ l volumes (occlusive aluminium Finn chamber) is applied to the exterior upper portion of arm.Paster was used initial 6 hours, removed and use digital counting system evaluation then.
After the evaluation, same fresh paster was applied to identical position other 17 hours, testing position is verified excitant after 1 hour.The 3rd identical fresh paster was applied to identical skin site other 23 hours, check test position after 1 hour.24 experimenters in 26 finish research.Do not observe negative interaction.

Claims (16)

  1. One kind moisture, local, promptly the bactericidal composition of usefulness comprises
    A) the biocide compound of 0.05 to 1%w/v formula I
    Figure A9618018600021
    Wherein
    Each R 1Be independently selected from hydrogen, C 1-4Alkyl, C 1-4Alkoxyl, halogen or hydroxyl;
    N equals 0 to 3;
    R 2And R 3Be independently selected from C 1-4Alkyl;
    R 4Be C 6-22Alkyl chain (or its mixture), and
    X is an anion;
    B) 0.005 to 0.2%w/v chelating agent and
    C) 1 to 5%w/v polyhydroxy-alcohol;
    Composition does not also comprise MHA basically.
  2. 2. as claimed in claim 1 moisture, local, i.e. the bactericidal composition of usefulness, the wherein R in formula I compound 1Be hydrogen, n is 1 or 2 (most preferably being 1), R 2And R 3Each is methyl naturally, R 4Be C 8-18Long alkyl chain (or its mixture) and X is a halogen.
  3. 3. as claimed in claim 2 moisture, local, i.e. the bactericidal composition of usefulness, its Chinese style I compound is the mixture of zephiran.
  4. 4. moisture as each claim of front, local, i.e. the bactericidal composition of usefulness, its Chinese style I compound concentrations is 0.1 to 0.5%w/v.
  5. 5. moisture as each claim of front, local, i.e. the bactericidal composition of usefulness, wherein chelating agent is selected from ethylenediamine tetra-acetic acid (EDTA) or derivatives thereof or its salt, or ethylene glycol bis [beta-amino ether]-N, N, N ', N '-tetraacethyl (EGTA) or derivatives thereof or salt.
  6. 6. moisture as in the claim 5, local, i.e. the bactericidal composition of usefulness, wherein chelating agent is EDTA or its sodium salt or sylvite, or EGTA or its sodium salt or sylvite.
  7. 7. moisture as each claim of front, local, i.e. the bactericidal composition of usefulness, wherein the concentration of chelating agent is 0.005 to 0.1%w/v (being expressed as free acid when appropriate).
  8. 8. moisture as each claim of front, local, i.e. the bactericidal composition of usefulness, wherein polyhydroxy-alcohol is selected from polyethylene glycol, propane diols, ethylene glycol or its mixture of mean molecule quantity 200 to 1000 (particularly 200 to 600).
  9. 9. moisture as each claim of front, local, i.e. the bactericidal composition of usefulness, wherein the concentration of polyhydroxy-alcohol is 2 to 4%w/v, more preferably is 2 to 3%w/v.
  10. 10. moisture as each claim of front, local, promptly the bactericidal composition of usefulness is substantially free of nonionic surface active agent.
  11. 11. moisture as claim 10, local, promptly the bactericidal composition of usefulness is substantially free of surfactant (except the quaternary ammonium salt biocide of formula I).
  12. 12. moisture as each claim of front, local, promptly the bactericidal composition of usefulness wherein further comprises local anesthetic.
  13. 13. moisture as claim 12 is local, i.e. the bactericidal composition of usefulness, and wherein local anesthetic is lidocaine or its hydrochloride.
  14. 14. moisture as claim 13 is local, i.e. the bactericidal composition of usefulness, and wherein the concentration of lidocaine is 1 to 5%w/v.
  15. 15. one kind is moisture, the part, and promptly the bactericidal composition of usefulness comprises
    A) 0.1 to 0.5w/vbenzalkonium chloride;
    B) 0.005 to 0.1%w/wEDTA, or its sodium salt;
    C) 1 to 5%w/v propane diols; With
    D) 1 to 5%w/v lidocaine hydrochloride;
    Said composition also is substantially devoid of biocidal phenolic compound;
    And there is not MHA basically.
  16. 16. moisture as each claim of front, the part, i.e. the bactericidal composition of usefulness is basically as embodiment 1 to 3 as described in any one.
CN96180186A 1996-01-05 1996-12-11 Antiseptic compsn. containing quaternary ammonium compound chelating agent and polyol compound Expired - Lifetime CN1120662C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9600140.9A GB9600140D0 (en) 1996-01-05 1996-01-05 Improvements in or relating to organic compositions
GB9600140.9 1996-01-05

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CN1213948A true CN1213948A (en) 1999-04-14
CN1120662C CN1120662C (en) 2003-09-10

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CN (1) CN1120662C (en)
AU (1) AU715706B2 (en)
GB (2) GB9600140D0 (en)
NZ (1) NZ323980A (en)
WO (1) WO1997024927A1 (en)
ZA (1) ZA9610838B (en)

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Publication number Priority date Publication date Assignee Title
IL126933A0 (en) * 1997-12-08 1999-09-22 Bernardo Birnbaum Kisilevich A disinfectant composition
ES2179763B1 (en) * 2001-02-21 2004-05-01 Luis Buil Torres NEW DISINFECTANT AND CONSERVANT FORMULATION, PROCEDURE FOR PREPARATION AND APPLICATIONS.
WO2004019682A1 (en) * 2002-08-28 2004-03-11 Luis Buil Torres Pharmaceutical composition for the treatment of viral, fungal and bacterial infections and applications of same
JP5225651B2 (en) 2007-10-26 2013-07-03 花王株式会社 Anti-fungal composition
WO2015038689A2 (en) * 2013-09-13 2015-03-19 3M Innovative Properties Company Cationic antiseptic compositions, method and kit

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1161528A (en) * 1967-05-18 1969-08-13 Prebbles Medical Ltd Improvements in or relating to Surgical Dressings
US3639576A (en) * 1968-06-19 1972-02-01 Barnes Hind Pharm Inc Resterilizing contact lens solution
US3624224A (en) * 1969-12-22 1971-11-30 Schering Corp Novel first aid products
GB1452374A (en) * 1974-03-26 1976-10-13 Conn R H Disinfectant compositions
CH604730A5 (en) * 1974-04-11 1978-09-15 Richard H Conn Disinfectant concentrate contg alkyl benzalkonium halides
HU192885B (en) * 1984-06-01 1987-07-28 Planorg Mernoeki Iroda Gm Disinfecting compositions and process for the preparation thereof
US4923899A (en) * 1987-12-22 1990-05-08 Cetylite Industries, Inc. Sterilant composition
IT1231939B (en) * 1989-09-08 1992-01-15 Avalon Finanziaria Srl DISINFECTANT AND RELATED METHOD OF PREPARATION.
JPH0646968A (en) * 1992-07-31 1994-02-22 Daio Paper Corp Wet tissue
US5414124A (en) * 1993-01-19 1995-05-09 Huntington Laboratories, Inc. Method of preparing quarternary ammonium formulations with high flash points
ES2166366T3 (en) * 1993-08-19 2002-04-16 Kao Corp COMPOSITION OF DETERGENT GERMICIDA-DISINFECTANTE.
FR2721801B1 (en) * 1994-07-01 1998-01-16 Francais Prod Ind Cfpi NON-IRRITATING FAST ACTING DISINFECTANT COMPOSITION

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WO1997024927A1 (en) 1997-07-17
AU1103397A (en) 1997-08-01
GB2308812B (en) 2000-01-19
EP0877553A1 (en) 1998-11-18
NZ323980A (en) 2000-01-28
CN1120662C (en) 2003-09-10
GB2308812A (en) 1997-07-09
ZA9610838B (en) 1997-06-27
GB9600140D0 (en) 1996-03-06
AU715706B2 (en) 2000-02-10
GB9625759D0 (en) 1997-01-29

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