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
- Authority
- CA
- Canada
- Prior art keywords
- diol
- composition
- ova
- butanediol
- carrier
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000003440 toxic substance Substances 0.000 title claims abstract description 18
- 231100000167 toxic agent Toxicity 0.000 title claims description 17
- 229920005862 polyol Polymers 0.000 title abstract description 28
- 150000003077 polyols Chemical class 0.000 title abstract description 28
- 230000003151 ovacidal effect Effects 0.000 claims abstract description 15
- 231100000194 ovacidal Toxicity 0.000 claims abstract description 11
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 16
- 150000002009 diols Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- CGNJFUJNEYIYRZ-UHFFFAOYSA-N nonane-1,3-diol Chemical compound CCCCCCC(O)CCO CGNJFUJNEYIYRZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000003937 drug carrier Substances 0.000 claims description 7
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 6
- 244000078703 ectoparasite Species 0.000 claims description 6
- 241000238876 Acari Species 0.000 claims description 5
- HTXVEEVTGGCUNC-UHFFFAOYSA-N heptane-1,3-diol Chemical compound CCCCC(O)CCO HTXVEEVTGGCUNC-UHFFFAOYSA-N 0.000 claims description 5
- 231100000331 toxic Toxicity 0.000 claims description 4
- 230000002588 toxic effect Effects 0.000 claims description 4
- 230000001984 ectoparasiticidal effect Effects 0.000 claims description 2
- 229940074928 isopropyl myristate Drugs 0.000 claims 4
- 239000008365 aqueous carrier Substances 0.000 claims 2
- 241000517325 Pediculus Species 0.000 claims 1
- 230000003038 pediculicidal effect Effects 0.000 abstract description 12
- 230000003129 miticidal effect Effects 0.000 abstract description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 17
- 238000012360 testing method Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- 241001674048 Phthiraptera Species 0.000 description 6
- 235000019437 butane-1,3-diol Nutrition 0.000 description 6
- 238000007654 immersion Methods 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 235000013601 eggs Nutrition 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- 239000008399 tap water Substances 0.000 description 4
- 235000020679 tap water Nutrition 0.000 description 4
- 239000012190 activator Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N gamma-hexachlorocyclohexane Natural products ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- 241000517306 Pediculus humanus corporis Species 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 239000013057 ectoparasiticide Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- 229960002809 lindane Drugs 0.000 description 2
- 239000003595 mist Substances 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 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 1
- 150000000185 1,3-diols Chemical class 0.000 description 1
- GONFBOIJNUKKST-UHFFFAOYSA-N 5-ethylsulfanyl-2h-tetrazole Chemical compound CCSC=1N=NNN=1 GONFBOIJNUKKST-UHFFFAOYSA-N 0.000 description 1
- 206010063409 Acarodermatitis Diseases 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000005949 Malathion Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241000118205 Ovicides Species 0.000 description 1
- 241000620638 Psoroptes cuniculi Species 0.000 description 1
- 241000447727 Scabies Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000000642 acaricide Substances 0.000 description 1
- -1 aliphatic ester Chemical class 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
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- SVOAENZIOKPANY-CVBJKYQLSA-L copper;(z)-octadec-9-enoate Chemical compound [Cu+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O SVOAENZIOKPANY-CVBJKYQLSA-L 0.000 description 1
- DNTGGZPQPQTDQF-XBXARRHUSA-N crotamiton Chemical compound C/C=C/C(=O)N(CC)C1=CC=CC=C1C DNTGGZPQPQTDQF-XBXARRHUSA-N 0.000 description 1
- 229960003338 crotamiton Drugs 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229960000453 malathion Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- 229940070846 pyrethrins Drugs 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 208000005687 scabies Diseases 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 231100000816 toxic dose Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 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
- 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
Landscapes
- Health & Medical Sciences (AREA)
- 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)
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 (enrdf_load_stackoverflow) |
| AU (1) | AU519435B2 (enrdf_load_stackoverflow) |
| BE (1) | BE867614A (enrdf_load_stackoverflow) |
| CA (1) | CA1109789A (enrdf_load_stackoverflow) |
| CH (1) | CH630228A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2823619A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2392603A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1604856A (enrdf_load_stackoverflow) |
| PH (1) | PH15027A (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2966849B2 (ja) * | 1987-12-03 | 1999-10-25 | 三井化学株式会社 | 黄色系昇華転写用色材 |
| DE3842232A1 (de) * | 1988-12-15 | 1990-06-21 | Silke Boehm | Insektenrepellent, insbesondere zeckenrepellent |
| GB0105229D0 (en) | 2001-03-02 | 2001-04-18 | Ectopharma Ltd | Pesticides |
| CA2586815A1 (en) * | 2004-11-29 | 2006-06-01 | Ambria Dermatology Ab | A composition comprising at least 3 different diols |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2407205A (en) * | 1943-02-11 | 1946-09-03 | Carbide & Carbon Chem Corp | Insect repellents |
| DE961505C (de) * | 1954-02-21 | 1957-04-04 | Novum Appbau Und Vertriebs G M | Insekticides Mittel |
| DE1124932B (de) * | 1957-12-20 | 1962-03-08 | Eastman Kodak Co | Verfahren zur Herstellung von 2,2,4-Trimethyl-1,3-pentandiol |
| 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 |
| DE1277244B (de) * | 1965-02-25 | 1968-09-12 | Basf Ag | Verfahren zur Herstellung von 2, 3-Dibrombuten-(2)-diol-(1,4),2,2,3,3-Tetrabrombutandiol-(1,4) und/oder Mucobromsaeure |
| 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 (de) * | 1972-02-03 | 1973-08-09 | Exxon Research Engineering Co | Keimtoetende reinigungsmittel und desinfektionsmittel |
| US3970759A (en) * | 1972-12-11 | 1976-07-20 | Exxon Research And Engineering Company | Aliphatic diols as preservatives for cosmetics and related products |
| DE2436028C3 (de) * | 1974-07-26 | 1980-08-21 | Eduard Gerlach Gmbh Chemische Fabrik, 4990 Luebbecke | Verwendung von Diethylenglykol zum Vernichten von Läusen und deren Eiern/Nissen 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/fr not_active IP Right Cessation
- 1978-05-30 BE BE188155A patent/BE867614A/xx not_active IP Right Cessation
- 1978-05-30 FR FR7816050A patent/FR2392603A1/fr active Granted
- 1978-05-30 DE DE19782823619 patent/DE2823619A1/de active Granted
- 1978-05-30 CA CA304,410A patent/CA1109789A/en not_active Expired
- 1978-05-31 JP JP6446178A patent/JPS545029A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| CH630228A5 (en) | 1982-06-15 |
| GB1604856A (en) | 1981-12-16 |
| AU519435B2 (en) | 1981-12-03 |
| FR2392603A1 (fr) | 1978-12-29 |
| JPH0120125B2 (enrdf_load_stackoverflow) | 1989-04-14 |
| FR2392603B1 (enrdf_load_stackoverflow) | 1984-10-19 |
| DE2823619A1 (de) | 1978-12-14 |
| PH15027A (en) | 1982-05-13 |
| JPS545029A (en) | 1979-01-16 |
| DE2823619C2 (enrdf_load_stackoverflow) | 1992-04-09 |
| AU3643378A (en) | 1979-11-29 |
| BE867614A (fr) | 1978-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |