CA1109789A - Polyol toxicants - Google Patents
Polyol toxicantsInfo
- Publication number
- CA1109789A CA1109789A CA304,410A CA304410A CA1109789A CA 1109789 A CA1109789 A CA 1109789A CA 304410 A CA304410 A CA 304410A CA 1109789 A CA1109789 A CA 1109789A
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- Prior art keywords
- diol
- composition
- ova
- butanediol
- carrier
- Prior art date
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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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
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- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
POLYOL TOXICANTS
ABSTRACT OF THE DISCLOSURE
Certain polyols have been found to exhibit ovicidal, pediculicidal and/or miticidal activity.
ABSTRACT OF THE DISCLOSURE
Certain polyols have been found to exhibit ovicidal, pediculicidal and/or miticidal activity.
Description
~LV~
.
BACKGROUND OF TE~E INVENTION
There are only a relatively few ectoparasiticides which are commercially available today. The most popular pediculicidal toxicants are Lindane tgamma benzene hexa-chloride), Malathion [(S-1,2-dicarbethoxyethyl)-0,0-dimethyl phosphorodithioate], synergized pyrethrins and Cuprex (a combination of tetrahydronapthalene, copper oleate and acetone, the acetone not asserted to be active). Sulfur, LINDANE, benzyl and crotamiton are the best known agents for scabies. Because of increased concern about the overall safety of somé of the Xnown ectoparasitic toxicants, the search for new, safe and ef~ective ectoparasiticides has intensified recently.
It has now been found that certain polyols are effective ovicides, miticides and, depending on formulation are also pediculicidal. The polyols are well known compounds but the insecticidal and/or ovicidal activity thereof has not been previously known. 2-ethyl-1,3-hexanediol is well known as an insect repellent (cf. U.S. 2,407,205 and 3,836,672) and is in wide commercial use as such.
It is the object of this invention to provide new, safe and effective toxicants for insects and their ova. This and other objects of the invention will become apparent to those skilled in the art from the following detailed description.
., ~
~ .
109~9 SU~ RY OF T~IE INVENlION
This in~ention relates to ectoparasiticidal toxicants and a method of controlling ectoparasites, other biting insects and mites. More particularly, the invention relates to the use of certain polyols as to~lcants for lice, mites, and/or their ova and to toxicant compositions con-taining such polyols.
DESCRIPTION OF ~HE PREFERR~D E~lBODIMENTS
_ _ .
Certain polyols which are diols whose hydroxyl groups are in non-vicinal positions, preferably 1,3-diols, have been found to exhibit satisfactory activity. Exemplary polyols are
.
BACKGROUND OF TE~E INVENTION
There are only a relatively few ectoparasiticides which are commercially available today. The most popular pediculicidal toxicants are Lindane tgamma benzene hexa-chloride), Malathion [(S-1,2-dicarbethoxyethyl)-0,0-dimethyl phosphorodithioate], synergized pyrethrins and Cuprex (a combination of tetrahydronapthalene, copper oleate and acetone, the acetone not asserted to be active). Sulfur, LINDANE, benzyl and crotamiton are the best known agents for scabies. Because of increased concern about the overall safety of somé of the Xnown ectoparasitic toxicants, the search for new, safe and ef~ective ectoparasiticides has intensified recently.
It has now been found that certain polyols are effective ovicides, miticides and, depending on formulation are also pediculicidal. The polyols are well known compounds but the insecticidal and/or ovicidal activity thereof has not been previously known. 2-ethyl-1,3-hexanediol is well known as an insect repellent (cf. U.S. 2,407,205 and 3,836,672) and is in wide commercial use as such.
It is the object of this invention to provide new, safe and effective toxicants for insects and their ova. This and other objects of the invention will become apparent to those skilled in the art from the following detailed description.
., ~
~ .
109~9 SU~ RY OF T~IE INVENlION
This in~ention relates to ectoparasiticidal toxicants and a method of controlling ectoparasites, other biting insects and mites. More particularly, the invention relates to the use of certain polyols as to~lcants for lice, mites, and/or their ova and to toxicant compositions con-taining such polyols.
DESCRIPTION OF ~HE PREFERR~D E~lBODIMENTS
_ _ .
Certain polyols which are diols whose hydroxyl groups are in non-vicinal positions, preferably 1,3-diols, have been found to exhibit satisfactory activity. Exemplary polyols are
2-methyl-2,4-pentanediol, 2-ethyl-1,3-hexanediol, 1,3-butan~diol, 1,3-heptanediol and 1l3-nonanediol. One or a combination o* the toxic polyols of the present invention can be incorporated into an active toxicant composition which can be in the form of a liquid, powder, lotion, cream, gel or aerosol spray, or foam as the result of formulation with inert pharmaceutically acceptable carriers by procedures well known in the art. Any pharmaceutically acceptable carrier, whether aqueous or not aqueous, which is inert to the active ingredient can be employed. By inert is meant that the carrier does not have a substantlal detrimental effect on the insecticidal, miticidal or ovicidal toxicant ac*ivity of the active ingredient.
The active polyol is incorporated into the toxicant composition used to treat the substrate (human, animal or inanimate) in need of such treatme~t, belie~ed *o be in need of such treatment, or desired to be prophylactically protected in an effective toxicant amount. By such amount is meant the amount which will cause at least 50% mortality of the ecto-parasites or their ova. Wi*h respect to lice and their ova, 2.
the standard two minute in-mersion tests are described below.
The minimum concentration of polyol in the composition required to provide an efective toxic amount varies con-siderably depending on the particular polyol, the particular inert pharmaceutically acceptable carrier being employed and any other ingredients ~hich are present. Thus, in one case a 10~ concentration may sufice, while in other cases, con-centrations as high as 30 to 40~ may be required to obtain a~
effective toxic dose.
The two minute immersion tests referred to above are carried out as follows:
Pediculicidal activity: A 50 ml beaker is filled with tap water and allowsd to come to room temperature (about 24C~. Ten young adul* male and ten young adult female lice (Pediculus humanus corporis) of the same age group and from the same stock colony are placed on a 2x2 cm coarse mesh patch. The sample to be tested, maintained at roo~ temperature~
is shaken until homogeneous and placed into a 50 ml beaker.
The mesh patch is placed into the sample immediately after pouring, allowed to submerge, and after two minutes is removed and immediately plunged into the beaker containing the tap water. The patch is vigorously agitated every ten seconds and af*er one minute the patch is removed and p~aced on paper toweling. The lice are then transferred to a 4x4 cm blac~
corduroy cloth patch and this point of time is considered zero hours. Thereafter, the corduroy patch is placed in a petri dish which is covered and stored in a 30Q holding chamber for 24 hours.
Ovicidal activity: 15 adult, 5 to 10 day old, female lice (Pediculus humanus corporis) are placed on a . . _ _ . . . ~
2x2 cm nylon mesh patch which is placed in a petri dish, covered and maintained ill an incubator at 3DC for 24 hours.
The adult lice are then removed and the number of plump, viable eggs and shriveled non-fertile eggs on the patch are recorded. The sample to be tested, maintained at room temperature, is shaken until homogeneous and poured into a - 50 ml beaker. Immediately after the pou~ing, the mesh patch is placed into the beaker, allowed to submerge, and a~ter two minutes is remo~ed and immediately plunged into a 5~ ml ~eaker containing tap water at room temperature ~about 24C~. The patch is vigorously agîtated every ten seconds and after ~ne minute, the patch is removed and placed on paper toweling for one minute. The patçh is then placed in a petri dish which is covered and stored in the 30C incubator. Fourteen days following treatmen~, a number of hatched eggs and the number - o shriveled or unhatched eggs is noted.
In both the pediculicidal and ovicidal two minute immersion tests, controls are run in identical manners to that described with room tempelature ~24C) tap water substituted for the sample to be tested. The results of the tests repor~ed are net results.
It will be appreciated that the polyols of this invention can be utilized as adjunct toxicants in compositions which are otherwise insecticidal and/or ovicidal. In such compositions, the term "effective toxic amount" means the amount which will cause at least 20~ increase in the mortality of the ectoparasites exposed in the two minute ;mmersion test relative to the same composition without the polyol.
.. . .. .... ........ .... . . . ..... ..
li~)g78~
In the following table 1, the pediculicidal and ovicidal activ.ity o~ several polyols, tested in undiluted form in the two minute immersion test is se~ forth. Com-parative results for other polyols are also set forth.
Mortality, ~
Polyol OvicidalPediculicidal 2-me*hyl-2,4-pentanediol 100 o - 2-ethyl-1~3-hexan~diol 100 100 sorbitol (70~ s~l'n) 10 1,2-ethanediol 35 0 1,2-propanediol 14 - 1,3-butanediol 1~0 1 1,3-heptanediol . 100 82 1,3-nonanediol 100 47 It will be noted that the instant polyols are excellent o~icides from Table 1. The hexanediol is also an excellent pediculicidal toxicant. It was further surprisingly found that the pentanediol, while not pediculicidal in un-diluted form, imparted pediculicidal acti~ity to compositionswhich would not otherwise exhibit such activity~ e.g., aqueous aliphatic alcohol solutions and a~ueous aliphatic ester solutions. This fact is shown in the data pr`esented b010w.
Additionally~ it has been observed that the instant polyols are effective toxicants towards the rabbit ear mite, the m vitro surrogate for testing toxicants for the sarcopic mite.
Accordingly, the diols can be used to prepa~e compositions which are both ovicidal and scabicidal and, in the case of the hexanediol, also pediculicidal.
ll.t.~9 789 Table 2 sets orth the results of testing three polyols at a 15~ concentration in combination with 25%
isopropanol and 60% water. For comparative purposes, it should be noted that the combination of 25~ isopropanol and 75~ water results in zero percent ped;culicidal mortality in the same test.
Table 2 ~ortality, %
Polyol O~icidalPediculicidal . _ _ 2-methyl-2,4-pentanediol 59 15 2-ethyl-1,3-hexanediol 17 70 1,3-butanediol 44 5 In the following Table ~, the results of the two minute immersion test for ovicidal and pe~icullciaal actlvity for the three compounds a~ a concentration of 25~ in com-bination with 15~ isopropyl myristate and 60~ water is set forth. For comparison, it should be noted that 15~ isopropyl myristate emulsi~ied in 85~ water exhibit~ zero percent pediculicidal toxicity.
Table 3 ~rtat itya Polyol Ovicldal Pediculicidal 2-methyl-2,4-pentanediol 34 95 2-ethyl-1,3-hexanediol 44 100 1,3-butanediol 100 0 1~09~789 : ~ The ovicidal activity o~ a t~o minute immersion of 2-ethyl-1,3-hexanediol as a unction o-E concentration was determined in a ~ormulation which contained 25% ~w/w) isopropanol and water q.s. to 100~. The results are shown . in Table 4.
Table 4 Concentration, ~w/~) . Ova ~ortality, %
9.4 : 20 66 : 30 l~
f Tn Table S, the results of the two minute immersion test for ovicidal activity of the five polyols as a unction :~ of concentration in water q.s. to 100~ was determined.
;.~ . Table 5 ~ 2-.~iethyl-2,4-pentanediol, ~ w/wOva ~ortality,_~
" ~ .
. 70 52 ` 11~g7~39 2-EthYl-1,3-hexanediol ~ w/w Ova ~lortalityL %_ 1, 3-Butanediol, % w/w Ova Mortali~, 10D . 100 go 94 . 90 ;: 20 ~ 10 21 - '~
1, 3-Heptanediol, ~ (w~w) in 20 2~ isopropanol and ~ater q.s. ûva ~lortality, ; 50 100 lû0 - 9.4 ` 10 ` - 12 . 2 1,3-Nno~a~odiol, % ~w/~Y) in 25% isopro~ol and water q.s. Ova Mortality, The miticidal acti~ity of the instant polyols was -determined as *ollows. Into a one cubic foot chamber, held at ~oom temperat~re, is placed a co~ered microscope depression slide containing ten adult mixed sex mites, Psoroptis ~
`.~ var. can~culi. The slide is positioned at a distanc~ of ten inches horizontally and four inches below the activator of a me~hanical spray de~ice and uncove~ed~ The merhanical ; ................................................................... . pump spray de~ice delivers 50 micrograms of sample per de-pression of the activator. The sample to be tested, main- -tained at room temperature, is shaken un$il homogeneous and placed in the mechanical pump spray device. The primed acti-vator is depressed ~wice, releasing 100 micrograms ~f spray mist into-the closed chamber. The mist is allowed to settle and the slide containîng the mites is remo~ed and co~ered.
This point of time is considered zero hours. The covered slide is then held at room temperature fo~ 24 hours. ~liscro-scopic observations are noted at 0, 1, 3, and 24 hours post treatment. Cont~ols are run in an identical manner as *hat described using water or the diluting agent, and net mortality results are reported. In Table 6, the acti~ity of a SD~ ~w/w) concentration of the polyols ln water ~lY) or isopropanol tI) is reported.
Table 6 Polyol ~ite ~lortality, ` 1,3-butanediol 100 (~J) 2-methyl-2,4-pentanediol 90 tw) 2-ethyl-1,3-hs~anediol 100 (I) 1,3-heptanediol 100 (I) 1,3-nonanediol 100 ~I) Some typical end use formulations for the polyols of this invention are as follows:
~lear liquid suitable for pediciculicidal, ovicidal and miticidal mechanical spray application or inunction. -;~
2-Fthyl-1,3-hexa~ediol 75 Isopropanol 25 Clear liquid o~icidal shampoo 1,3-Butanediol 50 Triethanolamine lauryl sul~ate 20 Water 30 : Quick Breaking Ovicidal Aerosol Foam Mono and diglycerides from the glycerides of edible fats8 Isopropanol 25 1,3-nonanediol 20 1,2,3-Propanetriol 5 ~Yater 34 Isobutane 8 .~
10 .
Ovicidal ~erosol Spray 2-~lethyl-2,4-pentanediol 50 Isopropanol 25 ~ater 10 Isobutane 15 , . O~icidal Cream ., .
- Cetyl alcohol 3.0 2-Ethyl-1,3-hexanediol 30.
Glyceryl monostearate 8.0 : 10 Sorbitan monostea~ate 8.0 Xanthan gum 0.3 Wat0r 5~ 7 Various changes and modifications can be made in the instant in~ention without departing from the spirit and scope thereo. The various embodi~ents which were described herein were set forth for the purpose of further illustrating the invention but ~ere not intended to limit it~ Unless otherwise stated, all parts and percentages have been by weight and all temperatures in degrees Centigrade throughout this specification and claims.
- 11.
The active polyol is incorporated into the toxicant composition used to treat the substrate (human, animal or inanimate) in need of such treatme~t, belie~ed *o be in need of such treatment, or desired to be prophylactically protected in an effective toxicant amount. By such amount is meant the amount which will cause at least 50% mortality of the ecto-parasites or their ova. Wi*h respect to lice and their ova, 2.
the standard two minute in-mersion tests are described below.
The minimum concentration of polyol in the composition required to provide an efective toxic amount varies con-siderably depending on the particular polyol, the particular inert pharmaceutically acceptable carrier being employed and any other ingredients ~hich are present. Thus, in one case a 10~ concentration may sufice, while in other cases, con-centrations as high as 30 to 40~ may be required to obtain a~
effective toxic dose.
The two minute immersion tests referred to above are carried out as follows:
Pediculicidal activity: A 50 ml beaker is filled with tap water and allowsd to come to room temperature (about 24C~. Ten young adul* male and ten young adult female lice (Pediculus humanus corporis) of the same age group and from the same stock colony are placed on a 2x2 cm coarse mesh patch. The sample to be tested, maintained at roo~ temperature~
is shaken until homogeneous and placed into a 50 ml beaker.
The mesh patch is placed into the sample immediately after pouring, allowed to submerge, and after two minutes is removed and immediately plunged into the beaker containing the tap water. The patch is vigorously agitated every ten seconds and af*er one minute the patch is removed and p~aced on paper toweling. The lice are then transferred to a 4x4 cm blac~
corduroy cloth patch and this point of time is considered zero hours. Thereafter, the corduroy patch is placed in a petri dish which is covered and stored in a 30Q holding chamber for 24 hours.
Ovicidal activity: 15 adult, 5 to 10 day old, female lice (Pediculus humanus corporis) are placed on a . . _ _ . . . ~
2x2 cm nylon mesh patch which is placed in a petri dish, covered and maintained ill an incubator at 3DC for 24 hours.
The adult lice are then removed and the number of plump, viable eggs and shriveled non-fertile eggs on the patch are recorded. The sample to be tested, maintained at room temperature, is shaken until homogeneous and poured into a - 50 ml beaker. Immediately after the pou~ing, the mesh patch is placed into the beaker, allowed to submerge, and a~ter two minutes is remo~ed and immediately plunged into a 5~ ml ~eaker containing tap water at room temperature ~about 24C~. The patch is vigorously agîtated every ten seconds and after ~ne minute, the patch is removed and placed on paper toweling for one minute. The patçh is then placed in a petri dish which is covered and stored in the 30C incubator. Fourteen days following treatmen~, a number of hatched eggs and the number - o shriveled or unhatched eggs is noted.
In both the pediculicidal and ovicidal two minute immersion tests, controls are run in identical manners to that described with room tempelature ~24C) tap water substituted for the sample to be tested. The results of the tests repor~ed are net results.
It will be appreciated that the polyols of this invention can be utilized as adjunct toxicants in compositions which are otherwise insecticidal and/or ovicidal. In such compositions, the term "effective toxic amount" means the amount which will cause at least 20~ increase in the mortality of the ectoparasites exposed in the two minute ;mmersion test relative to the same composition without the polyol.
.. . .. .... ........ .... . . . ..... ..
li~)g78~
In the following table 1, the pediculicidal and ovicidal activ.ity o~ several polyols, tested in undiluted form in the two minute immersion test is se~ forth. Com-parative results for other polyols are also set forth.
Mortality, ~
Polyol OvicidalPediculicidal 2-me*hyl-2,4-pentanediol 100 o - 2-ethyl-1~3-hexan~diol 100 100 sorbitol (70~ s~l'n) 10 1,2-ethanediol 35 0 1,2-propanediol 14 - 1,3-butanediol 1~0 1 1,3-heptanediol . 100 82 1,3-nonanediol 100 47 It will be noted that the instant polyols are excellent o~icides from Table 1. The hexanediol is also an excellent pediculicidal toxicant. It was further surprisingly found that the pentanediol, while not pediculicidal in un-diluted form, imparted pediculicidal acti~ity to compositionswhich would not otherwise exhibit such activity~ e.g., aqueous aliphatic alcohol solutions and a~ueous aliphatic ester solutions. This fact is shown in the data pr`esented b010w.
Additionally~ it has been observed that the instant polyols are effective toxicants towards the rabbit ear mite, the m vitro surrogate for testing toxicants for the sarcopic mite.
Accordingly, the diols can be used to prepa~e compositions which are both ovicidal and scabicidal and, in the case of the hexanediol, also pediculicidal.
ll.t.~9 789 Table 2 sets orth the results of testing three polyols at a 15~ concentration in combination with 25%
isopropanol and 60% water. For comparative purposes, it should be noted that the combination of 25~ isopropanol and 75~ water results in zero percent ped;culicidal mortality in the same test.
Table 2 ~ortality, %
Polyol O~icidalPediculicidal . _ _ 2-methyl-2,4-pentanediol 59 15 2-ethyl-1,3-hexanediol 17 70 1,3-butanediol 44 5 In the following Table ~, the results of the two minute immersion test for ovicidal and pe~icullciaal actlvity for the three compounds a~ a concentration of 25~ in com-bination with 15~ isopropyl myristate and 60~ water is set forth. For comparison, it should be noted that 15~ isopropyl myristate emulsi~ied in 85~ water exhibit~ zero percent pediculicidal toxicity.
Table 3 ~rtat itya Polyol Ovicldal Pediculicidal 2-methyl-2,4-pentanediol 34 95 2-ethyl-1,3-hexanediol 44 100 1,3-butanediol 100 0 1~09~789 : ~ The ovicidal activity o~ a t~o minute immersion of 2-ethyl-1,3-hexanediol as a unction o-E concentration was determined in a ~ormulation which contained 25% ~w/w) isopropanol and water q.s. to 100~. The results are shown . in Table 4.
Table 4 Concentration, ~w/~) . Ova ~ortality, %
9.4 : 20 66 : 30 l~
f Tn Table S, the results of the two minute immersion test for ovicidal activity of the five polyols as a unction :~ of concentration in water q.s. to 100~ was determined.
;.~ . Table 5 ~ 2-.~iethyl-2,4-pentanediol, ~ w/wOva ~ortality,_~
" ~ .
. 70 52 ` 11~g7~39 2-EthYl-1,3-hexanediol ~ w/w Ova ~lortalityL %_ 1, 3-Butanediol, % w/w Ova Mortali~, 10D . 100 go 94 . 90 ;: 20 ~ 10 21 - '~
1, 3-Heptanediol, ~ (w~w) in 20 2~ isopropanol and ~ater q.s. ûva ~lortality, ; 50 100 lû0 - 9.4 ` 10 ` - 12 . 2 1,3-Nno~a~odiol, % ~w/~Y) in 25% isopro~ol and water q.s. Ova Mortality, The miticidal acti~ity of the instant polyols was -determined as *ollows. Into a one cubic foot chamber, held at ~oom temperat~re, is placed a co~ered microscope depression slide containing ten adult mixed sex mites, Psoroptis ~
`.~ var. can~culi. The slide is positioned at a distanc~ of ten inches horizontally and four inches below the activator of a me~hanical spray de~ice and uncove~ed~ The merhanical ; ................................................................... . pump spray de~ice delivers 50 micrograms of sample per de-pression of the activator. The sample to be tested, main- -tained at room temperature, is shaken un$il homogeneous and placed in the mechanical pump spray device. The primed acti-vator is depressed ~wice, releasing 100 micrograms ~f spray mist into-the closed chamber. The mist is allowed to settle and the slide containîng the mites is remo~ed and co~ered.
This point of time is considered zero hours. The covered slide is then held at room temperature fo~ 24 hours. ~liscro-scopic observations are noted at 0, 1, 3, and 24 hours post treatment. Cont~ols are run in an identical manner as *hat described using water or the diluting agent, and net mortality results are reported. In Table 6, the acti~ity of a SD~ ~w/w) concentration of the polyols ln water ~lY) or isopropanol tI) is reported.
Table 6 Polyol ~ite ~lortality, ` 1,3-butanediol 100 (~J) 2-methyl-2,4-pentanediol 90 tw) 2-ethyl-1,3-hs~anediol 100 (I) 1,3-heptanediol 100 (I) 1,3-nonanediol 100 ~I) Some typical end use formulations for the polyols of this invention are as follows:
~lear liquid suitable for pediciculicidal, ovicidal and miticidal mechanical spray application or inunction. -;~
2-Fthyl-1,3-hexa~ediol 75 Isopropanol 25 Clear liquid o~icidal shampoo 1,3-Butanediol 50 Triethanolamine lauryl sul~ate 20 Water 30 : Quick Breaking Ovicidal Aerosol Foam Mono and diglycerides from the glycerides of edible fats8 Isopropanol 25 1,3-nonanediol 20 1,2,3-Propanetriol 5 ~Yater 34 Isobutane 8 .~
10 .
Ovicidal ~erosol Spray 2-~lethyl-2,4-pentanediol 50 Isopropanol 25 ~ater 10 Isobutane 15 , . O~icidal Cream ., .
- Cetyl alcohol 3.0 2-Ethyl-1,3-hexanediol 30.
Glyceryl monostearate 8.0 : 10 Sorbitan monostea~ate 8.0 Xanthan gum 0.3 Wat0r 5~ 7 Various changes and modifications can be made in the instant in~ention without departing from the spirit and scope thereo. The various embodi~ents which were described herein were set forth for the purpose of further illustrating the invention but ~ere not intended to limit it~ Unless otherwise stated, all parts and percentages have been by weight and all temperatures in degrees Centigrade throughout this specification and claims.
- 11.
Claims (16)
OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:-
1. A method of killing ectoparasites or their ova which comprises applying to a host believed in need of such control, an effective toxic amount of at least one non-vic diol selected from the group consisting of 2-methyl-2,4-pentanediol, 1,3-butanediol, 1,3-heptainediol and 1,3-nonanediol in combination with an inert pharmaceutically acceptable carrier.
2. The method of claim 1 wherein said carrier is an aqueous carrier.
3. The method of claim 1 wherein said diol is a 2-methyl-2,4-pentanediol.
4. The method of claim 1 wherein said diol is a 1,3-butanediol.
5. The method of claim 1 wherein said diol is a 1,3-heptanediol.
6. The method of claim 1 wherein said diol is a 1,3-nonanediol.
7. The method of claim 1 wherein said ectopara-sites or their ova are pediculus ova.
8. The method of claim 1 wherein said ectopara-sites or their ova are mites.
9. The method of claim 1, wherein said diol is employed in combination with an inert pharmaceutical carrier containing isopropyl myristate.
10. The method of claim 9, wherein said isopropyl myristate is employed at a concentration of 15%.
11. In an ectoparasiticidal or ovicidal toxicant composition comprising an active toxicant and an inert pharma-ceutically acceptable carrier therefor, the improvement which comprises employing at least one non-vic diol selected from the group consisting of 2-methyl 2,4-pentanediol and 1,3-butanediol as said active toxicant.
12. The composition of claim 11 wherein said carrier is an aqueous carrier.
13. The composition of claim 12 wherein said diol is selected from the group consisting of 2-methyl-2,4-pentane-diol.
14. The composition of claim 12 wherein said diol is 1,3-butanediol.
15. The composition of claim 12 wherein said inert pharmaceutical carrier contains isopropyl myristate.
16. The composition of claim 15 wherein said iso-propyl myristate is at a concentration of 15%.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80200977A | 1977-05-31 | 1977-05-31 | |
| US802,009 | 1991-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1109789A true CA1109789A (en) | 1981-09-29 |
Family
ID=25182604
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA304,410A Expired CA1109789A (en) | 1977-05-31 | 1978-05-30 | Polyol toxicants |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS545029A (en) |
| AU (1) | AU519435B2 (en) |
| BE (1) | BE867614A (en) |
| CA (1) | CA1109789A (en) |
| CH (1) | CH630228A5 (en) |
| DE (1) | DE2823619A1 (en) |
| FR (1) | FR2392603A1 (en) |
| GB (1) | GB1604856A (en) |
| PH (1) | PH15027A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2966849B2 (en) * | 1987-12-03 | 1999-10-25 | 三井化学株式会社 | Color material for yellow sublimation transfer |
| DE3842232A1 (en) * | 1988-12-15 | 1990-06-21 | Silke Boehm | Insect repellent, in particular tick repellent |
| WO2006057616A1 (en) * | 2004-11-29 | 2006-06-01 | Ambria Dermatology Ab | A composition comprising at least 3 different diols |
| GB0105229D0 (en) * | 2001-03-02 | 2001-04-18 | Ectopharma Ltd | Pesticides |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2407205A (en) * | 1943-02-11 | 1946-09-03 | Carbide & Carbon Chem Corp | Insect repellents |
| DE961505C (en) * | 1954-02-21 | 1957-04-04 | Novum Appbau Und Vertriebs G M | Insecticidal agent |
| DE1124932B (en) * | 1957-12-20 | 1962-03-08 | Eastman Kodak Co | Process for the preparation of 2,2,4-trimethyl-1,3-pentanediol |
| US2946716A (en) * | 1958-06-27 | 1960-07-26 | Gen Aniline & Film Corp | Method of controlling and eradicating mites and ticks |
| US3046311A (en) * | 1958-07-10 | 1962-07-24 | Jefferson Chem Co Inc | Method for preparing 1, 5-pentanediols |
| US3846326A (en) * | 1971-04-23 | 1974-11-05 | Exxon Research Engineering Co | Bacteriostat soap, shampoo and shave lotion formulations |
| US3836672A (en) * | 1971-11-11 | 1974-09-17 | J Frankenfeld | Topical antifungal 1,3-diols |
| DE2204943A1 (en) * | 1972-02-03 | 1973-08-09 | Exxon Research Engineering Co | Germicidal cleaning or disinfecting compsns - contg aliphatic diols or their esters |
| US3970759A (en) * | 1972-12-11 | 1976-07-20 | Exxon Research And Engineering Company | Aliphatic diols as preservatives for cosmetics and related products |
| DE2436028C3 (en) * | 1974-07-26 | 1980-08-21 | Eduard Gerlach Gmbh Chemische Fabrik, 4990 Luebbecke | Use of diethylene glycol to destroy lice and their eggs / nits Eduard Gerlach GmbH Chemische Fabrik, 4990 Lübbecke |
| US4001215A (en) * | 1976-03-12 | 1977-01-04 | The Dow Chemical Company | 1,2,5,8-tetra hydro-2,4,6,8-tetramethyl-1,5-diazocine-2,8-diol and method of preparation |
-
1977
- 1977-10-18 GB GB32138/77A patent/GB1604856A/en not_active Expired
-
1978
- 1978-05-18 PH PH21157A patent/PH15027A/en unknown
- 1978-05-24 AU AU36433/78A patent/AU519435B2/en not_active Expired
- 1978-05-26 CH CH574578A patent/CH630228A5/en not_active IP Right Cessation
- 1978-05-30 FR FR7816050A patent/FR2392603A1/en active Granted
- 1978-05-30 BE BE188155A patent/BE867614A/en not_active IP Right Cessation
- 1978-05-30 CA CA304,410A patent/CA1109789A/en not_active Expired
- 1978-05-30 DE DE19782823619 patent/DE2823619A1/en active Granted
- 1978-05-31 JP JP6446178A patent/JPS545029A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS545029A (en) | 1979-01-16 |
| PH15027A (en) | 1982-05-13 |
| GB1604856A (en) | 1981-12-16 |
| AU519435B2 (en) | 1981-12-03 |
| FR2392603A1 (en) | 1978-12-29 |
| FR2392603B1 (en) | 1984-10-19 |
| DE2823619A1 (en) | 1978-12-14 |
| DE2823619C2 (en) | 1992-04-09 |
| CH630228A5 (en) | 1982-06-15 |
| AU3643378A (en) | 1979-11-29 |
| JPH0120125B2 (en) | 1989-04-14 |
| BE867614A (en) | 1978-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |