US2664382A - Parasiticidal lotions - Google Patents
Parasiticidal lotions Download PDFInfo
- Publication number
- US2664382A US2664382A US774894A US77489447A US2664382A US 2664382 A US2664382 A US 2664382A US 774894 A US774894 A US 774894A US 77489447 A US77489447 A US 77489447A US 2664382 A US2664382 A US 2664382A
- Authority
- US
- United States
- Prior art keywords
- lotion
- extract
- solvent
- parasiticidal
- apiol
- 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 - Lifetime
Links
- 239000006210 lotion Substances 0.000 title claims description 29
- 230000000590 parasiticidal effect Effects 0.000 title claims description 9
- QQRSPHJOOXUALR-UHFFFAOYSA-N Apiole Chemical compound COC1=CC(CC=C)=C(OC)C2=C1OCO2 QQRSPHJOOXUALR-UHFFFAOYSA-N 0.000 claims description 26
- 239000002904 solvent Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000003995 emulsifying agent Substances 0.000 claims description 12
- 229940048383 pyrethrum extract Drugs 0.000 claims description 11
- PEYUIKBAABKQKQ-AFHBHXEDSA-N (+)-sesamin Chemical compound C1=C2OCOC2=CC([C@H]2OC[C@H]3[C@@H]2CO[C@@H]3C2=CC=C3OCOC3=C2)=C1 PEYUIKBAABKQKQ-AFHBHXEDSA-N 0.000 claims description 10
- PEYUIKBAABKQKQ-UHFFFAOYSA-N epiasarinin Natural products C1=C2OCOC2=CC(C2OCC3C2COC3C2=CC=C3OCOC3=C2)=C1 PEYUIKBAABKQKQ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000284 extract Substances 0.000 claims description 10
- VRMHCMWQHAXTOR-CMOCDZPBSA-N sesamin Natural products C1=C2OCOC2=CC([C@@H]2OC[C@@]3(C)[C@H](C=4C=C5OCOC5=CC=4)OC[C@]32C)=C1 VRMHCMWQHAXTOR-CMOCDZPBSA-N 0.000 claims description 10
- CVYZVNVPQRKDLW-UHFFFAOYSA-N 2,4-dinitroanisole Chemical compound COC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O CVYZVNVPQRKDLW-UHFFFAOYSA-N 0.000 claims description 7
- 239000004615 ingredient Substances 0.000 claims description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
- 244000045947 parasite Species 0.000 claims description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005642 Oleic acid Substances 0.000 claims description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 4
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 4
- 229960000878 docusate sodium Drugs 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 claims 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 17
- 239000000203 mixture Substances 0.000 description 11
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- -1 glycol fatty acid ester Chemical class 0.000 description 7
- 235000019445 benzyl alcohol Nutrition 0.000 description 6
- BHIZVZJETFVJMJ-UHFFFAOYSA-N 2-hydroxypropyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)O BHIZVZJETFVJMJ-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 229940026235 propylene glycol monolaurate Drugs 0.000 description 5
- VXSIXFKKSNGRRO-MXOVTSAMSA-N [(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1.CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VXSIXFKKSNGRRO-MXOVTSAMSA-N 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 208000028454 lice infestation Diseases 0.000 description 4
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 4
- 229940070846 pyrethrins Drugs 0.000 description 4
- 239000002728 pyrethroid Substances 0.000 description 4
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 241000118205 Ovicides Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- CDOUZKKFHVEKRI-UHFFFAOYSA-N 3-bromo-n-[(prop-2-enoylamino)methyl]propanamide Chemical compound BrCCC(=O)NCNC(=O)C=C CDOUZKKFHVEKRI-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 241000517324 Pediculidae Species 0.000 description 2
- 241000517307 Pediculus humanus Species 0.000 description 2
- 240000009164 Petroselinum crispum Species 0.000 description 2
- 241001674048 Phthiraptera Species 0.000 description 2
- LWZFANDGMFTDAV-JOCBIADPSA-N [(2r)-2-[(2r,3r,4r)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@@H](O)[C@H]1O LWZFANDGMFTDAV-JOCBIADPSA-N 0.000 description 2
- 230000003444 anaesthetic effect Effects 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000005687 corn oil Nutrition 0.000 description 2
- 239000002285 corn oil Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000002385 cottonseed oil Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 239000008601 oleoresin Substances 0.000 description 2
- 235000011197 perejil Nutrition 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- JNYAEWCLZODPBN-KVTDHHQDSA-N (2r,3r,4r)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@@H](O)[C@H]1O JNYAEWCLZODPBN-KVTDHHQDSA-N 0.000 description 1
- ZVTDEEBSWIQAFJ-KHPPLWFESA-N 2-hydroxypropyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(C)O ZVTDEEBSWIQAFJ-KHPPLWFESA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 206010040914 Skin reaction Diseases 0.000 description 1
- 240000004460 Tanacetum coccineum Species 0.000 description 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002297 parasiticide Substances 0.000 description 1
- HCTVWSOKIJULET-LQDWTQKMSA-M phenoxymethylpenicillin potassium Chemical compound [K+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)COC1=CC=CC=C1 HCTVWSOKIJULET-LQDWTQKMSA-M 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 229940015367 pyrethrum Drugs 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 230000035483 skin reaction Effects 0.000 description 1
- 231100000430 skin reaction Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
Definitions
- the present invention relates to parasiticidal lotions for combating such body parasites as head and body lice.
- a lotion which is quickly effective as a parasiticide, which is clear, homogeneous and stable, which manifests no adverse skin reaction, which is easy to apply and easy to remove, which is free from grease and which in general lends itself satisfactorily to the strictest pharmaceutical requirements.
- the lotion comprises an aqueous suspension made of a pyrethrum extract as an active parasiticidal ingredient, a sesamin extract having a synergistic or activating action on the pyrethrins of the pyrethrum extract, apiol having insecticidal effect, dinitroanisole serving as an ovicide and benzyl alcohol which is a solvent for the ovicide and which affords an anaesthetic effect.
- the mixture also preferably contains perfume oils.
- This mixture may be clear or cloudy depending for the most part on the wax content of the pyrethrum extract and on the solvent used in the manufacture of this extract.
- the dewaxed purified pyrethrum extract as used for aerosol bombs yields mostly clear mixtures.
- an intermiscible solvent has to be used.
- the solvent may be either oleic acid or a glycol fatty acid ester such as propylene glycol monolaurate or propylene glycol monooleate.
- the resulting solution must be emulsified in water.
- the emulsifying agents for that purpose must be slightly acid and acid-stable to produce a lotion having a final pH of approximately 5.5-6.5 which is the range of optimum stability of pyrethrins.
- the emulsifying agents are desirably a combination of the following:
- Sulfonated or sulfated oils such as castor oil, corn oil, cottonseed oil, etc.
- sulfonated oil may be combined with dioctyl sodium sulfosuccinate; sulfonated oil with derivatives of hexahydric alcohol anhydride partial esters; or the latter compound with 2 dioctyl sodium sulfosuccinate to produce the necessary emulsification.
- the different ingredients of the lotion are dispersed in a diluent such as water.
- a diluent such as water.
- the resulting mixture aside from the emulsifying agents and the intermiscible solvent is not clear or stable, since it comprises a number of immiscible liquids. Therefore, to bring all of the ingredients of the mixture with water together in the form of a clear and stable emulsion, it has been found advantageous to employ two emulsifying agents and an intermiscible solvent.
- the pyrethrum extract containing pyrethrins may be of any suitable type, and is desirably a dewaxed product containing about 20% pyrethrins. If the pyrethrum extract used yields a cloudy lotion, this can be corrected to produce a clear product by the use of additional organic solvents in a concentration of not more than 2% by weight at the expense of the water content of the formula. These solvents should be of such a nature as to prevent the waxes and polymerization products, as found in the commercially available pyrethrum extract, from precipitating out of the lotion. These solvents may be, for example, acetone, cyclohexanone, carbon tetrachloride, chloroform, alkylated naphthalenes and others.
- the sesamin extract may contain in total from 11 to 25% of sesamin solids.
- the sesamin solids desirably contain an average of of pure sesamin.
- apiol dimethyl methylene ether of allyl tetroxybenzene
- liquid apiol oleoresin of parsley fruit
- Apiol in this form has the advantage of not crystallizing out of the lotion.
- crystalline apiol may be employed, although for lotion purposes, it is not as desirable as liquid apiol.
- the apiol can be dissolved in the pyrethrum extract since the latter contains kerosene as a dissolving medium, in which apiol is. also soluble.
- Dinitroanisole is employed as an ovicide to destroy the nits or eggs of the parasites.
- Benzyl alcohol is used as a solvent for the dinitroanisole. This alcohol also has a slight anesthetic effect which is desirable.
- Benzyl alcohol is also desir able for use as a solvent for the dinitroanisole, because a suspension of pure sesamin crystals in sesame oil was found soluble in benzyl alcohol.
- the odor of the lotion may be improved by using a mixture of essential oils.
- a pyrethrum lotion as described is thoroughly efiicient and quickly eilective in combating body and head lice, even in the most severe cases, is stabilized against decomposition, and remains clear and homogeneous indefinitely at temperatures above 15 C. When this lotion is applied,
- this lotion In the application of the lotion, one or two ounces 0t this lotion, applied, as for example, to the infected head of a person, is allowed to remain for about ten to fifteen minutes. At the end of that period, the medication may be removed with water, or if desired, soap and water may be used. It was found by this medication sees, that the lice were killed, and that the nits did not incub at the end of the hatching period.
- the lotion oi the invention is clear and homogeneous, it is not necessary to shale it before use. In the case oi a suspen on which has to be shaken before use, ther is no assurance that the active ingredients will applied to the aiie-cted part in the right proportions. Furthermore, with a suspension, there are solid partic which are not easy to wash on”.
- the lotion 0. present invention contains oetergents which serve to produce foam so that the lotion works like a shampoo. A great deal of foam is produced in its application, and this carries all foreign matter out of the hair. in other Words, the emulsifying agents serve not only to afford a clear lotion, but also permit said lotion with all the foreign matter-attached thereto to be l wa hed oil. This is important where hair is being treated.
- a parasiticidal lotion for body parasites containing pyrethrurn extract, sesaniin extract, apiol, dinitroanisole, benzyl' alcohol, interiniscible solvent for said ingredients, water emulsifying agents to form a clear, stable, homogeneous lotion, said intermiscible solvent being oleic acid and said emulsifying agents including a sulfonated oil and dioctyl sulfosucoinate,
- a parasiticidal lotion for body parasites containing pyrethrum extract, sesamin extract, apiol, dihitroanisole, benzyl alcohol, and intermiscible solvent for said ingredients, water and emulsifying agents to form a clear, stable, homogeneous lotion, said. intermiscible solvent being oleic acid and said. emulsifying agents including a derivative 01 hexa hydric, alcohol anhydride. partial esters and dioctyl suliosuccinate.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Medicinal Preparation (AREA)
Description
Patented Dec. 29, 1953 UNITED srArss PARASITICIDAL LOTIONS No Drawing. Application September 18, 1947, Serial No. 774,894
2 Claims.
The present invention relates to parasiticidal lotions for combating such body parasites as head and body lice.
Among the objects of the present invention is to provide a lotion which is quickly effective as a parasiticide, which is clear, homogeneous and stable, which manifests no adverse skin reaction, which is easy to apply and easy to remove, which is free from grease and which in general lends itself satisfactorily to the strictest pharmaceutical requirements.
In accordance with certa n features of the present invention, the lotion comprises an aqueous suspension made of a pyrethrum extract as an active parasiticidal ingredient, a sesamin extract having a synergistic or activating action on the pyrethrins of the pyrethrum extract, apiol having insecticidal effect, dinitroanisole serving as an ovicide and benzyl alcohol which is a solvent for the ovicide and which affords an anaesthetic effect. The mixture also preferably contains perfume oils.
This mixture may be clear or cloudy depending for the most part on the wax content of the pyrethrum extract and on the solvent used in the manufacture of this extract. The dewaxed purified pyrethrum extract as used for aerosol bombs yields mostly clear mixtures.
In order to make the mixture described above emulsifiable, an intermiscible solvent has to be used. The solvent may be either oleic acid or a glycol fatty acid ester such as propylene glycol monolaurate or propylene glycol monooleate.
The resulting solution must be emulsified in water. The emulsifying agents for that purpose must be slightly acid and acid-stable to produce a lotion having a final pH of approximately 5.5-6.5 which is the range of optimum stability of pyrethrins. The emulsifying agents are desirably a combination of the following:
1. Sulfonated or sulfated oils such as castor oil, corn oil, cottonseed oil, etc.
2. Derivatives of hexahydric alcohol anhydride partial esters, namely sorbitan or mannitan monolaurate, such compounds being condensation products with ethylene oxide. The sum of such ethylene oxide linkages add up to 20 mole per mol of sorbitan or mannitan monolaurate.
3. Dioctyl sulfosuccinate and desirably the sodium salt, such as that described in the U. S. r
Patent #2,028,091.
For example, sulfonated oil may be combined with dioctyl sodium sulfosuccinate; sulfonated oil with derivatives of hexahydric alcohol anhydride partial esters; or the latter compound with 2 dioctyl sodium sulfosuccinate to produce the necessary emulsification.
The different ingredients of the lotion are dispersed in a diluent such as water. The resulting mixture aside from the emulsifying agents and the intermiscible solvent is not clear or stable, since it comprises a number of immiscible liquids. Therefore, to bring all of the ingredients of the mixture with water together in the form of a clear and stable emulsion, it has been found advantageous to employ two emulsifying agents and an intermiscible solvent.
The pyrethrum extract containing pyrethrins may be of any suitable type, and is desirably a dewaxed product containing about 20% pyrethrins. If the pyrethrum extract used yields a cloudy lotion, this can be corrected to produce a clear product by the use of additional organic solvents in a concentration of not more than 2% by weight at the expense of the water content of the formula. These solvents should be of such a nature as to prevent the waxes and polymerization products, as found in the commercially available pyrethrum extract, from precipitating out of the lotion. These solvents may be, for example, acetone, cyclohexanone, carbon tetrachloride, chloroform, alkylated naphthalenes and others.
The sesamin extract may contain in total from 11 to 25% of sesamin solids. The sesamin solids desirably contain an average of of pure sesamin.
The apiol (dimethyl methylene ether of allyl tetroxybenzene) which is employed is desirably oleoresin of parsley fruit (liquid apiol). Apiol in this form has the advantage of not crystallizing out of the lotion. However, as far as certain aspects of the invention are concerned, crystalline apiol may be employed, although for lotion purposes, it is not as desirable as liquid apiol.
The apiol can be dissolved in the pyrethrum extract since the latter contains kerosene as a dissolving medium, in which apiol is. also soluble.
Dinitroanisole is employed as an ovicide to destroy the nits or eggs of the parasites. Benzyl alcohol is used as a solvent for the dinitroanisole. This alcohol also has a slight anesthetic effect which is desirable. Benzyl alcohol is also desir able for use as a solvent for the dinitroanisole, because a suspension of pure sesamin crystals in sesame oil was found soluble in benzyl alcohol.
The odor of the lotion may be improved by using a mixture of essential oils.
The following examples are illustrations of formulations in accordance with the present invention, but they are not to be construed as I limiting the invention:
EXAMPLE 1 Using selfonated oil and dioctyl sodium sulfosuccinaie as emulsifying agents Percent weight/weight Pyrethrurn extr ct, dewaxed (20%. py-
rethrins) 5.0 Apiol (oleoresin parsley) 0.5 Sesainin extract 0.25 Propylene glycol monolaurate 8.0 Dioctyl-sodiurnsuliosuccinate 3.0- Sulionated corn oil, sulfonated castor oil or sulionated cottonseed oil 20,..0 ZA-dinitroanisole .m 1.0- Benzyl alcohol (free from chlorine) 3;.0. Perfume oils 1.0 Distilled water q .s. 100% (apron 53;.0).
EXAMPLE 2 Using sulfonated oil and derivatives of herahydric alcohol cmhydride partial esters Percent weight/weight Same as Example exceptthat propylene glycol monolaurate is replaced by ra. oleic. acid and; thewater adjusted accordingly;
EXAlvIEIiEe, Usingclerivotiuesofiiiercdhydric alcohol anhydridc partial, esters and dioctul. sodium? sulficsuccinate Per cent weight/weight Pyrethrum extract 5.0 Apiol 0.5 Sesamin extract 0.25 Propylene glycol monolaurate 6.0 ioctyl-sodium-suliosuccinate q. 18.0 Sorbitan or mannitan incnolaurate polyoxyalkylene derivatives 10.0, 2,-d-dinitroanisole. 1.0 Benzyl alcohol 8.0 Perfume oils 1.0. Distilled water. q, s. 100% (appn. 50.0) EXAMPLE 5 Same as Example dexcept that the propylene glycol monolaurate is replaced by cleic acid 3.5 and the water, is adjusted accordingly.
A procedure which may be employed for malring a batch of the. lotionin accordance withv the formulation above set. forth, is. as follows:
L Mix together dinitroanisole, sesamin. extract.
3. Add the two emulsifying agents and mix.
4. Add water and mix until a clear solution is obtained.
A pyrethrum lotion as described is thoroughly efiicient and quickly eilective in combating body and head lice, even in the most severe cases, is stabilized against decomposition, and remains clear and homogeneous indefinitely at temperatures above 15 C. When this lotion is applied,
. the. lice die. quickly. These applications are attended without dermatitis or skin irritation. The parasiticidal action of the lotion is decisive, and
its contactedwith this lotion are killed and fail to incubate.
In the application of the lotion, one or two ounces 0t this lotion, applied, as for example, to the infected head of a person, is allowed to remain for about ten to fifteen minutes. At the end of that period, the medication may be removed with water, or if desired, soap and water may be used. It was found by this medication sees, that the lice were killed, and that the nits did not incub at the end of the hatching period.
Since the lotion oi the invention is clear and homogeneous, it is not necessary to shale it before use. In the case oi a suspen on which has to be shaken before use, ther is no assurance that the active ingredients will applied to the aiie-cted part in the right proportions. Furthermore, with a suspension, there are solid partic which are not easy to wash on". The lotion 0. present invention, on the other hand, contains oetergents which serve to produce foam so that the lotion works like a shampoo. A great deal of foam is produced in its application, and this carries all foreign matter out of the hair. in other Words, the emulsifying agents serve not only to afford a clear lotion, but also permit said lotion with all the foreign matter-attached thereto to be l wa hed oil. This is important where hair is being treated.
While the invention has been described with particular reference to a specific embodiment, it is to be understood that it is not to be limited thereto but is to be construed broadly and restricted solely by the scope of the appended claims.
What is claimed is:
1'. A parasiticidal lotion for body parasites containing pyrethrurn extract, sesaniin extract, apiol, dinitroanisole, benzyl' alcohol, interiniscible solvent for said ingredients, water emulsifying agents to form a clear, stable, homogeneous lotion, said intermiscible solvent being oleic acid and said emulsifying agents including a sulfonated oil and dioctyl sulfosucoinate,
2. A parasiticidal lotion for body parasites containing pyrethrum extract, sesamin extract, apiol, dihitroanisole, benzyl alcohol, and intermiscible solvent for said ingredients, water and emulsifying agents to form a clear, stable, homogeneous lotion, said. intermiscible solvent being oleic acid and said. emulsifying agents including a derivative 01 hexa hydric, alcohol anhydride. partial esters and dioctyl suliosuccinate.
ALLEN L. OMOHUNDRO. FRANZ M. NEUMEIER.
References Cited in the file of this patent UNITED STATES PATENTS Number (Other references on following page) 5 UNITED STATES PATENTS Number Number Name Date Grant Dec. 19, 1933 Eagleson May 28', 1940 Hyman Apr. 25;, 1944 Park Oct. 29, 1946 Brown Dec. 6, 1947 FOREIGN PATENTS Country Date Great Britain 0015.2, 1945 France July 19, 1929 OTHER REFERENCES Goodman, Cosmetic Dermatology, page 10, Mc- Graw Hill Book Company. 1936, New York.
6 Hager, Handbuch der Pharmazeutischen Praxis, volume II, page 400, 1927, J. Springer Company.
Eddy, NRC Insect Control Committee Report No. 143, November 21, 1945; Committee on Medi- 5 cal Research OS'RD, Section 1 (OEM cmr 4331),
pages 1, 9, 10, 15 and 16.
Drug and Cosmetic Industry, January 1943, page 93.
J. A. P. A., Prao. Pharm. Ed., March 1945, pages 10 73 to 76.
Drug and Cosmetic Industry, May 1945, page 636.
Urologic and Cutaneous Review, May 1946, page 310. 15
Claims (1)
- 4. A PARASITICIDAL LOTION FOR BODY PARASITES CONTAINING PYRETHRUM EXTRACT, SESAMIN EXTRACT, APIOL, DINITROANISOLE, BENZYL ALCOHOL, AN INTERMISCIBLE SOLVENT FOR SAID INGREDIENTS, WATER AND EMULSIFYING AGENTS TO FORM A CLEAR, STABLE, HOMOGENEOUS LOTION, SAID INTERMISCIBLE SOLVENT BEING OLEIC ACID AND SAID EMULSIFYING AGENST INCLUDING A SULFONATED OIL AND DIOCTYL SULFOSUCCINATE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US774894A US2664382A (en) | 1947-09-18 | 1947-09-18 | Parasiticidal lotions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US774894A US2664382A (en) | 1947-09-18 | 1947-09-18 | Parasiticidal lotions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2664382A true US2664382A (en) | 1953-12-29 |
Family
ID=25102612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US774894A Expired - Lifetime US2664382A (en) | 1947-09-18 | 1947-09-18 | Parasiticidal lotions |
Country Status (1)
| Country | Link |
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| US (1) | US2664382A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5199284A (en) * | 1975-02-27 | 1976-09-01 | Sumitomo Electric Industries | KEEBURUJIDOSEIRETSUMAKITORINI OKERU SHOSOMAKITORISOCHI |
| US4320139A (en) * | 1977-08-05 | 1982-03-16 | Fumakilla Limited | Method of enhancing the activity of fast evaporating insecticides |
| US4447423A (en) * | 1981-03-31 | 1984-05-08 | Workman Lester J | Pediculicide composition and method of use |
| EP0117135A3 (en) * | 1983-02-18 | 1987-07-01 | Johnson & Johnson Baby Products Company | Detergent compositions |
| US20120328548A1 (en) * | 2009-10-02 | 2012-12-27 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Sanitizing compositions |
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| US451508A (en) * | 1891-05-05 | Minnie mcgillvroy | ||
| US1514377A (en) * | 1920-03-31 | 1924-11-04 | Dow Chemical Co | Insecticidal compound |
| FR660982A (en) * | 1928-01-14 | 1929-07-19 | Fr De Produits Aromatiques Soc | Preparation of an insecticide based on pyrethrum unalterable over time |
| US1940646A (en) * | 1927-10-19 | 1933-12-19 | Standard Oil Dev Co | Insecticide and process of making the same |
| US2202145A (en) * | 1938-10-03 | 1940-05-28 | Eagleson Craig | Oil synergist for insecticides |
| US2347265A (en) * | 1942-05-25 | 1944-04-25 | Velsicol Corp | Insecticide |
| GB572310A (en) * | 1942-12-31 | 1945-10-02 | Mckesson & Robbins Inc | Parasiticides |
| US2410101A (en) * | 1944-01-06 | 1946-10-29 | Kinetic Chemicals Inc | Wax-free pyrethrin solutions |
| US2432607A (en) * | 1941-01-15 | 1947-12-16 | Atlas Powder Co | Partial lauric acid esters of polyhydric alcohols in insecticides |
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1947
- 1947-09-18 US US774894A patent/US2664382A/en not_active Expired - Lifetime
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US451508A (en) * | 1891-05-05 | Minnie mcgillvroy | ||
| US1514377A (en) * | 1920-03-31 | 1924-11-04 | Dow Chemical Co | Insecticidal compound |
| US1940646A (en) * | 1927-10-19 | 1933-12-19 | Standard Oil Dev Co | Insecticide and process of making the same |
| FR660982A (en) * | 1928-01-14 | 1929-07-19 | Fr De Produits Aromatiques Soc | Preparation of an insecticide based on pyrethrum unalterable over time |
| US2202145A (en) * | 1938-10-03 | 1940-05-28 | Eagleson Craig | Oil synergist for insecticides |
| US2432607A (en) * | 1941-01-15 | 1947-12-16 | Atlas Powder Co | Partial lauric acid esters of polyhydric alcohols in insecticides |
| US2347265A (en) * | 1942-05-25 | 1944-04-25 | Velsicol Corp | Insecticide |
| GB572310A (en) * | 1942-12-31 | 1945-10-02 | Mckesson & Robbins Inc | Parasiticides |
| US2410101A (en) * | 1944-01-06 | 1946-10-29 | Kinetic Chemicals Inc | Wax-free pyrethrin solutions |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5199284A (en) * | 1975-02-27 | 1976-09-01 | Sumitomo Electric Industries | KEEBURUJIDOSEIRETSUMAKITORINI OKERU SHOSOMAKITORISOCHI |
| US4320139A (en) * | 1977-08-05 | 1982-03-16 | Fumakilla Limited | Method of enhancing the activity of fast evaporating insecticides |
| US4447423A (en) * | 1981-03-31 | 1984-05-08 | Workman Lester J | Pediculicide composition and method of use |
| EP0117135A3 (en) * | 1983-02-18 | 1987-07-01 | Johnson & Johnson Baby Products Company | Detergent compositions |
| US20120328548A1 (en) * | 2009-10-02 | 2012-12-27 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Sanitizing compositions |
| US9023374B2 (en) * | 2009-10-02 | 2015-05-05 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Sanitizing compositions |
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