JPH0372404A - Moth-proofing and mildew-proofing agent - Google Patents
Moth-proofing and mildew-proofing agentInfo
- Publication number
- JPH0372404A JPH0372404A JP20558389A JP20558389A JPH0372404A JP H0372404 A JPH0372404 A JP H0372404A JP 20558389 A JP20558389 A JP 20558389A JP 20558389 A JP20558389 A JP 20558389A JP H0372404 A JPH0372404 A JP H0372404A
- Authority
- JP
- Japan
- Prior art keywords
- proofing
- moth
- mildew
- cinnamate
- active component
- 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.)
- Granted
Links
- -1 alkyl cinnamate Chemical compound 0.000 claims abstract description 11
- 229940114081 cinnamate Drugs 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 239000000077 insect repellent Substances 0.000 claims description 16
- 239000000417 fungicide Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 8
- 239000004480 active ingredient Substances 0.000 claims description 6
- 230000000855 fungicidal effect Effects 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 241000238876 Acari Species 0.000 abstract description 15
- CCRCUPLGCSFEDV-UHFFFAOYSA-N cinnamic acid methyl ester Natural products COC(=O)C=CC1=CC=CC=C1 CCRCUPLGCSFEDV-UHFFFAOYSA-N 0.000 abstract description 15
- CCRCUPLGCSFEDV-BQYQJAHWSA-N methyl trans-cinnamate Chemical compound COC(=O)\C=C\C1=CC=CC=C1 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0.000 abstract description 15
- 241001674044 Blattodea Species 0.000 abstract description 14
- 241000256602 Isoptera Species 0.000 abstract description 10
- 239000003795 chemical substances by application Substances 0.000 abstract description 10
- 230000000694 effects Effects 0.000 abstract description 8
- 230000000749 insecticidal effect Effects 0.000 abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 6
- 241000255925 Diptera Species 0.000 abstract description 6
- 238000002360 preparation method Methods 0.000 abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000843 powder Substances 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 2
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 239000002304 perfume Substances 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
- 239000002609 medium Substances 0.000 description 15
- 241000607479 Yersinia pestis Species 0.000 description 14
- 239000000123 paper Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 230000001580 bacterial effect Effects 0.000 description 7
- 239000002917 insecticide Substances 0.000 description 7
- 235000013305 food Nutrition 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 4
- 239000005871 repellent Substances 0.000 description 4
- 230000002940 repellent Effects 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 241000233866 Fungi Species 0.000 description 3
- 241000238631 Hexapoda Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000000843 anti-fungal effect Effects 0.000 description 3
- 239000011928 denatured alcohol Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 239000005770 Eugenol Substances 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229930016911 cinnamic acid Natural products 0.000 description 2
- 235000013985 cinnamic acid Nutrition 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000012258 culturing Methods 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 2
- 229960002217 eugenol Drugs 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 229930007744 linalool Natural products 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002728 pyrethroid Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- ZMQAAUBTXCXRIC-UHFFFAOYSA-N safrole Chemical compound C=CCC1=CC=C2OCOC2=C1 ZMQAAUBTXCXRIC-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
- ODZVUHGEGIBWOY-FMIVXFBMSA-N (2e)-n,n,3,7-tetramethylocta-2,6-dien-1-amine Chemical compound CN(C)C\C=C(/C)CCC=C(C)C ODZVUHGEGIBWOY-FMIVXFBMSA-N 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- GNEPLYVYORHREW-UHFFFAOYSA-N 1,1,3,3,6-pentamethyl-7-nitro-2h-inden-5-amine Chemical compound CC1=C(N)C=C2C(C)(C)CC(C)(C)C2=C1[N+]([O-])=O GNEPLYVYORHREW-UHFFFAOYSA-N 0.000 description 1
- 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 1
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000251730 Chondrichthyes Species 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241001128004 Demodex Species 0.000 description 1
- KBEBGUQPQBELIU-CMDGGOBGSA-N Ethyl cinnamate Chemical compound CCOC(=O)\C=C\C1=CC=CC=C1 KBEBGUQPQBELIU-CMDGGOBGSA-N 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 208000006877 Insect Bites and Stings Diseases 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000207923 Lamiaceae Species 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OLLPXZHNCXACMM-CMDGGOBGSA-N Propyl cinnamate Chemical compound CCCOC(=O)\C=C\C1=CC=CC=C1 OLLPXZHNCXACMM-CMDGGOBGSA-N 0.000 description 1
- 241000238711 Pyroglyphidae Species 0.000 description 1
- 239000006159 Sabouraud's agar Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- 241000916145 Tarsonemidae Species 0.000 description 1
- 241000223238 Trichophyton Species 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 235000012216 bentonite Nutrition 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229940095076 benzaldehyde Drugs 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229940116229 borneol Drugs 0.000 description 1
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000001405 butyl (E)-3-phenylprop-2-enoate Substances 0.000 description 1
- OHHIVLJVBNCSHV-KTKRTIGZSA-N butyl cinnamate Chemical compound CCCCOC(=O)\C=C/C1=CC=CC=C1 OHHIVLJVBNCSHV-KTKRTIGZSA-N 0.000 description 1
- 239000000073 carbamate insecticide Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 description 1
- KBEBGUQPQBELIU-UHFFFAOYSA-N cinnamic acid ethyl ester Natural products CCOC(=O)C=CC1=CC=CC=C1 KBEBGUQPQBELIU-UHFFFAOYSA-N 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 210000000078 claw Anatomy 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000005183 environmental health Effects 0.000 description 1
- 241000230247 environmental samples <Bacteria> Species 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 229940073505 ethyl vanillin Drugs 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 229960001867 guaiacol Drugs 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940046533 house dust mites Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 150000005204 hydroxybenzenes Chemical class 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 239000001572 propyl (E)-3-phenylprop-2-enoate Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000012449 sabouraud dextrose agar Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930004725 sesquiterpene Natural products 0.000 description 1
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、桂皮酸アルキルを有効成分として含有する防
虫、防カビ剤に関する。さらに詳しくは、ダニ、ゴキブ
リ、シロアリ等の各種害虫に対し優れた殺虫、防虫効果
を有し、かつ各種カビ類に対し優れた防カビ性を有する
防虫、防カビ剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an insect repellent and fungicide containing an alkyl cinnamate as an active ingredient. More specifically, the present invention relates to an insect repellent and antifungal agent that has excellent insecticidal and insect repellent effects against various pests such as mites, cockroaches, and termites, and has excellent antifungal properties against various molds.
[従来の技術]
ゴキブリ類は食品害虫としであるいは病害の伝播者とし
て不潔な害虫であり、これらの有効な防除方法あるいは
防除剤に対する要求は極めて強い。[Prior Art] Cockroaches are unclean pests as food pests and disease propagators, and there is an extremely strong demand for effective control methods or agents for controlling them.
ゴキブリの防除方法あるいは防除剤としては、ゴキブリ
の忌避作用を利用した、例えばメントール(特開昭55
−104202号公報)、N−ゲラニルジメチルアミン
、N−シトロリネ°ルジメチルアミン(特開昭58−1
13105号公報〉、シンナミルアルコール、オイゲノ
ール、サフロール(特開昭50−105821号公報〉
等が知られている。As a method or agent for controlling cockroaches, for example, menthol (Japanese Unexamined Patent Application Publication No. 55-197), which uses cockroach repellent action,
-104202), N-geranyl dimethylamine, N-citroline dimethylamine (Japanese Patent Application Laid-Open No. 58-1
No. 13105>, cinnamyl alcohol, eugenol, safrole (Japanese Patent Application Laid-open No. 105821/1982)
etc. are known.
屋内性のイエダニ等もまたアレルギー、虫咬症等の被害
を人間にもたらす害虫である。これらダニ類の防除用と
して、有機リン系殺虫剤、カーバメイト系殺虫剤、ピレ
スロイド系殺虫剤等が使用されているが、安全性の面か
らピレスロイド系殺虫剤が比較的広く使用されている。Indoor dust mites and the like are also pests that cause damage to humans, such as allergies and insect bites. Organophosphorus insecticides, carbamate insecticides, pyrethroid insecticides, and the like are used to control these mites, but pyrethroid insecticides are relatively widely used from the viewpoint of safety.
他にもゴキブリ、黒アリ、ダニ等に対して忌避作用を有
するアルキルフェノールを有効成分として含有する害虫
忌避剤(特開昭59−78105号公報)、バラフィン
系炭化水素と安息香酸ベンジルとを併用した殺ダニ剤(
特開昭61−91103号公報)、リナロールを含有し
たノミ、家バエ、蚊、ダニ等の殺虫剤(特開昭61−8
3103号公報)、イソボルニルチオシアノアセテート
を含有したダニ類の忌避剤(特開昭60−4101号公
報)等の提案がある。In addition, a pest repellent containing an alkylphenol as an active ingredient that has a repellent effect against cockroaches, black ants, mites, etc. (Japanese Patent Application Laid-Open No. 78105/1982), and a combination of paraffin hydrocarbon and benzyl benzoate are also used. Acaricide (
JP-A-61-91103), insecticides for fleas, house flies, mosquitoes, ticks, etc. containing linalool (JP-A-61-8)
3103) and a tick repellent containing isobornylthiocyanoacetate (Japanese Unexamined Patent Publication No. 60-4101).
シロアリもまた建築物、書籍、衣類、地下ケーブル等に
たいする被害を与える害虫である。この種害虫に対する
薬品としては、例えばクロルデン(1,2,4,5,6
,7,8,8−オクタクロル−2,2,3a、4.7.
7a−へキサヒドロ−4,7−メチル−IH−インデン
)等が用いられているが、安全性の面で問題があるとい
われている。さらには、グアヤコールまたはヒドロキシ
ベンゼン誘導体を含有してなるシロアリ防除剤(特開昭
64−22807号公報〉、セスキテルペン類を含有し
たシロアリ防除剤が知られている。Termites are also pests that cause damage to buildings, books, clothing, underground cables, etc. For example, chlordane (1, 2, 4, 5, 6
, 7,8,8-octachlor-2,2,3a, 4.7.
7a-hexahydro-4,7-methyl-IH-indene) and the like have been used, but it is said that there are problems in terms of safety. Furthermore, termite control agents containing guaiacol or hydroxybenzene derivatives (JP-A-64-22807) and termite control agents containing sesquiterpenes are known.
カビ類についても、冷暖房の完備した室内、浴室あるい
は厨房などの比較的湿度の高い場所だけではなく、押し
入れ、天袋あるいは冷蔵庫内の各種飲食品等にカビ類の
発生がみられ、その防止処理は大きな問題となっている
。Regarding mold, mold can be found not only in rooms with air conditioning and heating, in relatively humid places such as bathrooms or kitchens, but also in closets, top bags, and various foods and beverages in the refrigerator, so it is necessary to take preventative measures. has become a big problem.
従来香料物質でかつ防カビ能を有する化合物としては、
例えばリナロール、l−メントール、オクチルアルデヒ
ド、ベンジルアルコール、アニスアルコール、バニリン
およびビベロナール(以上PeniciJlium
SDに対して)等が知られている(日本食品工業学会誌
、第29巻、第111頁、1982年)。Compounds that are conventional fragrance substances and have antifungal properties include:
For example, linalool, l-menthol, octylaldehyde, benzyl alcohol, anis alcohol, vanillin and biveronal (PeniciJlium
SD), etc. are known (Journal of Japan Food Industry Association, Vol. 29, p. 111, 1982).
またベンズアルデヒド、シトラール、ボルネオール、シ
トロネロール、エチルバニリン、オイゲノール、ゲラニ
オール、d、l−メントール等の香料物質が防カビ能(
Aspergi 11usOrizaeに対して)を有
することが知られている(日本食品工業学会誌、第29
巻、第111頁、1982年)。In addition, fragrance substances such as benzaldehyde, citral, borneol, citronellol, ethyl vanillin, eugenol, geraniol, and d,l-menthol have antifungal properties (
Aspergi 11us Orizae) (Journal of Japan Food Industry Association, No. 29)
Vol. 111, 1982).
[発明が解決しようとする課題]
しかしながら、上記した従来提案の殺虫、防虫剤および
防カビ剤は、必ずしも満足できるものではない。[Problems to be Solved by the Invention] However, the conventionally proposed insecticides, insect repellents, and fungicides described above are not necessarily satisfactory.
本発明者らは、ゴキブリ類、ダニ類、シロアリ等のハエ
類、鮫類、羊毛害虫等の害虫類;各種カビ類に対して有
効な殺虫、防虫剤および防カビ剤を開発すべく研究を進
め、優れた殺虫、防虫性および防カビ性を示す薬剤の開
発に成功し本発明に到達した。The present inventors have conducted research to develop insecticides, insect repellents, and fungicides that are effective against cockroaches, mites, flies such as termites, insect pests such as sharks, and woolly pests; and various fungi. As a result, we succeeded in developing a drug that exhibits excellent insecticidal, insect repellent, and fungicidal properties, resulting in the present invention.
すなわち本発明の目的は、各種の害虫類およびカビ類に
対して優れた殺虫、防虫効果および防カビ効果を有し、
かつ安全性にも優れた防虫剤および防カビ剤を提供する
にある。That is, the object of the present invention is to have excellent insecticidal, insect repellent and fungicidal effects against various pests and fungi,
To provide an insect repellent and a fungicide that are also excellent in safety.
[課題を解決するための手段]
本発明は、
式
〈式中Rは炭素原子数1〜4のアルキル基を示す〉の桂
皮酸アルキルを有効成分として含有する防虫、防カビ剤
を提供する。[Means for Solving the Problems] The present invention provides an insect repellent and fungicidal agent containing an alkyl cinnamate of the formula (wherein R represents an alkyl group having 1 to 4 carbon atoms) as an active ingredient.
本発明の桂皮酸アルキル、例えば桂皮酸メチルは従来香
料の保留剤として公知の化学物質であり、OeLmum
canum 51m5(シソ科〉、メボウキO,
basilicus L、等の精油中に含まれている
物質である。また桂皮酸のメタノール溶液に塩化水素を
飽和させて煮沸する、あるいは桂皮酸のカリウム塩を冷
時WRMRメチルと、反応させたりしても得られる物質
である。他の桂皮酸アルキル例えば桂皮酸エチル、桂皮
酸プロピル、桂皮酸ブチルもまた公知の物質であり、桂
皮酸メチルと同様に公知の方法により合成できる。The alkyl cinnamate of the present invention, such as methyl cinnamate, is a chemical substance conventionally known as a fragrance retention agent, and OeLmum
canum 51m5 (Lamiaceae), Mebouki O,
It is a substance contained in essential oils such as Basilicus L. It can also be obtained by boiling a methanol solution of cinnamic acid saturated with hydrogen chloride, or by reacting a potassium salt of cinnamic acid with WRMR methyl when cold. Other alkyl cinnamates, such as ethyl cinnamate, propyl cinnamate, and butyl cinnamate, are also known substances and can be synthesized by known methods in the same manner as methyl cinnamate.
また所望により、市場で容易に入手することもできる。It can also be easily obtained on the market if desired.
桂皮酸アルキルはそのまま使用することもできるが、好
ましくは適当な有機溶媒例えば変性アルコール、エーテ
ル等で希釈、あるいは適当な担体に吸着、混合または分
散させて用いる。Although the alkyl cinnamate can be used as it is, it is preferably used after being diluted with a suitable organic solvent such as denatured alcohol or ether, or after being adsorbed, mixed or dispersed on a suitable carrier.
担体の例としては、珪藻土、アルミナ、酸性白土、木粉
、カオリン、ベントナイト、活性炭、紙、シリカ等を例
示できる。これら担体は1種または2種以上の混合物と
して用いてもよい、各種の合成樹脂に含浸または混練し
て用いてもよい、さらに使用目的により、乳化剤、分散
剤、懸濁剤、湿潤剤、安定剤等を添加し、油剤、乳剤、
水和剤、粉剤、錠剤、噴射剤等の形状で使用してもよい
。Examples of the carrier include diatomaceous earth, alumina, acid clay, wood flour, kaolin, bentonite, activated carbon, paper, and silica. These carriers may be used alone or as a mixture of two or more, or may be used by impregnating or kneading with various synthetic resins. Depending on the purpose of use, these carriers may be used as emulsifiers, dispersants, suspending agents, wetting agents, stabilizing agents, etc. Adding agents, etc., oil agents, emulsions,
It may be used in the form of wettable powders, powders, tablets, propellants, etc.
本発明の防虫剤、防カビ剤は、必要により他の殺虫剤、
防虫剤、香料、殺菌剤、防カビ剤を適宜配合して使用し
てもよい。The insect repellent and fungicide of the present invention may optionally contain other insecticides,
Insect repellents, fragrances, fungicides, and fungicides may be appropriately mixed and used.
製剤中の有効成分の濃度および施用量は、剤形、予防、
駆除、害虫の種類、害虫による被害の程度、カビの種類
等により任意に選択できる。しかし通常桂皮酸アルキル
の含有率は、液剤、粉剤等の場合には、約1〜10重量
%が実用的であり、さらに実用的には約l〜5重量%で
ある。The concentration of active ingredients in the preparation and the application rate depend on the dosage form, prophylaxis,
It can be selected arbitrarily depending on extermination, type of pest, degree of damage caused by pest, type of mold, etc. However, in the case of liquids, powders, etc., the content of alkyl cinnamate is usually about 1 to 10% by weight, more practically about 1 to 5% by weight.
本発明の防虫、防カビ剤は、有効成分そのものまたはそ
の製剤を、シロアリの場合にはその発生場所や巣、シロ
アリの被害を防止すべき土台、柱、建材部位建造物、そ
の土壌、電線またはケーブルの被覆物等に対して塗布、
吹き付け、浸漬、注入、散布、混合、練合等の手段によ
り施用する。ゴキブリの場合には、ゴキブリの棲息場所
、潜伏場所または通路等に噴霧、散布、塗布等の手1段
により殺虫あるいはある一定地域から逃避させ、ゴキブ
リによる被害を有効に防除できる。ダニ類(例:ケナガ
ダニ、コナダニ、ツメダニ、シラミダニ、ホコリダニ、
イエダニ、ニキビダニ等〉の場合には、ダニ類の棲息区
域例えば一般家庭、穀物倉庫、食堂の厨房、家具、押し
入れ、洗面所等に噴霧、散布、塗布等の手段によりダニ
類を殺虫もしくは防虫できる。The insect repellent and fungicidal agent of the present invention can contain the active ingredient itself or its preparation in the case of termites, their infestation sites and nests, foundations, pillars, building materials, structures, their soil, electric wires, etc. where termite damage should be prevented. Apply to cable sheathing, etc.
It is applied by means such as spraying, dipping, pouring, scattering, mixing, and kneading. In the case of cockroaches, damage caused by cockroaches can be effectively controlled by killing the insects or causing them to escape from a certain area by spraying, scattering, coating, etc. on the cockroaches' habitats, hiding places, passages, etc. Mites (e.g. woolly mites, white mites, claw mites, lice mites, dust mites,
In the case of house dust mites, Demodex mites, etc., the mites can be killed or repelled by spraying, spraying, coating, etc. on areas where the mites live, such as general households, grain warehouses, cafeteria kitchens, furniture, closets, washrooms, etc. .
さらにまた、他の害虫類例えば羊毛害虫類、蚊、ブヨ、
ノミ、ハエ等の害虫類、あるいはカビ類に対しても上記
と同様の手段を採用することにより有効に防虫、防カビ
効果を発揮せしめることができる。Furthermore, other pests such as woolly pests, mosquitoes, gnats,
By employing the same means as described above against pest insects such as fleas and flies, or molds, it is possible to effectively exhibit the insect-proofing and mold-proofing effects.
以下実施例に基づき本発明をより詳細に説明する。以下
の各側において、%はとくにことわりの無い限り重量%
を示す。The present invention will be explained in more detail below based on Examples. For each side below, percentages are by weight unless otherwise specified.
shows.
実施例1
ゴ ブー
縦横25cmX18cm、高さ8cmのポリプロピレン
樹脂製の容器(通気をよくするため、2側面を4cmX
7cm切り取り、そこにサラン製の網を貼ったもの)の
底に桂皮酸メチルの錠剤(−錠当たり桂皮酸メチル0.
0036gを0.0364gのエポキシ樹脂で混線した
もの)を入れた厚紙製の箱(縦横高さ5cmX9.5c
mX2cm)と入れてない箱とを置いた0箱の穴(ゴキ
ブリが入る口)は、反対向きとなるように置いた。容器
中央の底部に水をしみこませた脱脂綿の入ったシャーレ
を置いた。容器の側面にはバターを塗り、ゴキブリが逃
げ出さないようにした。Example 1 Go Boo A polypropylene resin container measuring 25 cm x 18 cm and 8 cm high (to improve ventilation, the two sides are 4 cm x 4 cm).
At the bottom of a methyl cinnamate tablet (- 0.7 cm of methyl cinnamate per tablet).
0036g mixed with 0.0364g of epoxy resin) in a cardboard box (5cm x 9.5cm)
The hole (opening for cockroaches to enter) of box 0, in which the box (m x 2 cm) and the empty box were placed, was placed so that it faced the opposite direction. A petri dish containing absorbent cotton soaked with water was placed at the bottom of the center of the container. I spread butter on the sides of the container to prevent cockroaches from escaping.
ゴキブリ成虫(渡田系、日本環境衛生センターから分与
されたもの)の個体数を変えて容器に放ち、蓋(ポリエ
チレン樹脂製、14cmX12cm切り取りサラン製の
網を貼ったもの)をした後、室温(15〜20℃)の暗
所に置いた。Varying numbers of adult cockroaches (Watata type, distributed from Japan Environmental Health Center) were released into containers, and after covering with lids (made of polyethylene resin, 14 cm x 12 cm cut out and pasted with saran mesh), they were kept at room temperature ( It was placed in a dark place at a temperature of 15-20°C.
24時間後に各箱の中にいるゴキブリ成虫の数を調べた
。After 24 hours, the number of adult cockroaches in each box was determined.
結果は第1表に示すとおりであり、優れた防虫効果を示
した。The results are shown in Table 1, and showed an excellent insect repellent effect.
第1表
実施例2
フロア1の
桂皮酸メチルをエーテルで溶解し、P紙に対し1.0%
、0.5%および0.1%となるように濾紙(2g)に
含浸させ、4時間風乾した。これらのr紙をそれぞれシ
ャーレに入れ、蒸留水3.5mlを加えた後、シロアリ
職蟻30匹、兵蟻3匹とともに恒温器に入れ14日間放
置した。Table 1 Example 2 Methyl cinnamate on floor 1 was dissolved in ether and 1.0% based on P paper.
, 0.5% and 0.1% on filter paper (2 g) and air-dried for 4 hours. Each of these r papers was placed in a Petri dish, 3.5 ml of distilled water was added, and then placed in a thermostatic oven with 30 worker termites and 3 soldier ants and left for 14 days.
シロアリの死亡状況を第2表に示す、桂皮酸メチルは優
れ〜た殺虫効果を示した。The mortality status of termites is shown in Table 2, and methyl cinnamate showed an excellent insecticidal effect.
第2表
ml、5%希釈液0.98m1をそれぞれしみこませ、
上記と同様の方法でケナガコナダニの死亡率を調べたく
実験B)。See Table 2 ml and 0.98 ml of 5% diluted solution, respectively.
Experiment B) to investigate the mortality rate of the woolly mite using the same method as above.
結果を第3表に示す、いずれの場合も優れた殺虫効果を
示した。The results are shown in Table 3. In all cases, excellent insecticidal effects were shown.
実施例3
乙二ニ毀来ぷ鷹
桂皮酸メチルおよびそれを変性アルコールで希釈した1
0%希釈液、5%希釈液を、直径5.8cmの円形濾紙
(90g/m2)に桂皮酸メチル0.28m1.10%
希釈液0.33m1.5%希釈液0.33m1をそれぞ
れしみこませ、これらの濾紙をそれぞれシャーレの底に
敷き、評紙上にケナガコナダニ約50匹を置き、和紙で
シャーレの蓋をした後、室温、湿度75%R,H,の条
件下に24時間放置して死亡率を調べた(実験A)。Example 3 Methyl cinnamate and 1 diluted with denatured alcohol
Transfer the 0% diluted solution and the 5% diluted solution to a circular filter paper (90 g/m2) with a diameter of 5.8 cm and add 0.28 ml of methyl cinnamate (1.10%).
Soak 0.33ml of the diluted solution and 0.33ml of the 1.5% diluted solution, place each of these filter papers on the bottom of a Petri dish, place about 50 woolly mites on the test paper, cover the Petri dish with Japanese paper, and leave at room temperature. The mortality rate was examined by leaving the specimens under conditions of humidity 75% R, H for 24 hours (Experiment A).
直径5.8cmの円形濾紙(90g/m”)に、桂皮酸
メチル0.85m1,10%希釈液0.98第3表
実施例4
メ ルの 2
測定方法
a、 供試菌株
食品中に有害菌としてよく見られる
Aspergillus nigerPenicil
lium cLtrinumCladosporiu
m cladosp。0.85 ml of methyl cinnamate, 10% diluted solution 0.98 Table 3 Example 4 Measuring method a Test bacterial strain harmful to food Aspergillus nigerPenicil, commonly found as a fungus
lium cLtrinum Cladosporiu
m cladosp.
ricides
Fsarium proriferalumAlt
ernaria alternataを、それぞれ
26℃で10日間培地で培養したものを冷蔵庫に保存し
、実験に際し室温に戻してから使用した。ricides Fsarium proliferalumAlt
Ernaria alternata was cultured in a medium at 26° C. for 10 days, stored in a refrigerator, and used after returning to room temperature in the experiment.
b、 培地
麦芽エキスC0X0 ID社製〉20g、ペプトン(ミ
タニ化学産業社製>Ig、ブドウ糖(関東化学社製)2
0g、寒天(ナカライテスク社製)20gおよび水10
100Oをオートクレーブで121℃、15分間滅菌後
、クリーンベンチ内で直径6cmのシャーレに約10m
1の培地を入れ、固化したものを試験用平板培地とした
。b, Medium malt extract C0X0 manufactured by ID > 20 g, peptone (manufactured by Mitani Kagaku Sangyo Co., Ltd. > Ig, glucose (manufactured by Kanto Kagaku Co., Ltd.) 2
0g, agar (manufactured by Nacalai Tesque) 20g and water 10g
After sterilizing 100O in an autoclave at 121℃ for 15 minutes, place it in a Petri dish with a diameter of 6cm for about 10m in a clean bench.
1 was added, and the solidified medium was used as a test plate medium.
また、同じ組成の培地を、シリコ栓をした試験管(内径
1.3cm、長さ16cm)に約6ml入れ、上記と同
様に操作したものを保存用斜面培地とした。In addition, approximately 6 ml of a medium with the same composition was placed in a test tube (inner diameter 1.3 cm, length 16 cm) with a silicon stopper, and the same operation as above was performed to prepare a slant medium for preservation.
C2抗菌活性の測定法
変性アルコールに溶解した20%桂皮酸メチルを直径3
cmの円形濾紙〈東洋濾紙社製、NO12〉に0.2m
1滴下し、約20分間クリーンベンチ内で乾燥させた後
、濾紙をシャーレの培地上に載せた。斜面培地に培養し
た保存菌株から胞子1白金耳を0.005%ラウリル酸
ナトリウム水溶液5mlに入れ、約2分間振どう撹拌し
て胞子を十分に懸濁し、これを胞子懸濁水とした。胞子
は、シャーレ培地上の濾紙に直接胞子懸濁水0゜2ml
を接種滴下した。その後インキュベーターで26℃、3
日間培養し、カビの成育状態から桂皮酸メチルの抗菌性
を判定した。C2 Antibacterial activity measurement method 20% methyl cinnamate dissolved in denatured alcohol was
0.2 m in cm circular filter paper (manufactured by Toyo Roshi Co., Ltd., NO12)
One drop was added, and after drying in a clean bench for about 20 minutes, the filter paper was placed on the culture medium in the petri dish. One platinum loop of spores from a preserved strain cultured on a slant medium was placed in 5 ml of a 0.005% sodium laurate aqueous solution, and the mixture was shaken for about 2 minutes to fully suspend the spores, which was used as spore suspension water. For the spores, add 0.2ml of spore suspension directly to the filter paper on a Petri dish medium.
was inoculated and dropped. Then in an incubator at 26℃ for 3
After culturing for several days, the antibacterial properties of methyl cinnamate were determined from the growth state of the mold.
d、 判定結果
各菌株に対する桂皮酸メチルの抗菌活性を第4表に示す
、いずれの菌株に対しても抗菌活性を示した。とくに、
Claciosporium%Fusariumに対し
ては優れた抗菌活性を示した。d. Judgment Results The antibacterial activity of methyl cinnamate against each bacterial strain is shown in Table 4. It showed antibacterial activity against all of the bacterial strains. especially,
It showed excellent antibacterial activity against Claciosporium%Fusarium.
第4表
注:抗菌活性強さ順序
強 ++++ +++ ++ 十
−弱実施例5
メ ルの に る
試験方法
白瘤菌に対する桂皮酸メチルの抗菌性をAATCC試験
法90−1982 (ハローテスト)に準じて試験した
。Table 4 Note: Antibacterial activity strength order of strength ++++ ++++ ++ 10
- Weak Example 5 Test Method The antibacterial properties of methyl cinnamate against white-knot bacteria were tested according to AATCC test method 90-1982 (halo test).
a、 試験菌株 Trichophyton mentagr。a. Test strain Trichophyton mentagr.
phytes IFO6124
b、 増菌用培地
5%血血液ササブロー寒天培地栄研化学)C8測定用培
地
サブロー寒天培地(栄研化学)
d、 菌液の調製
試験菌を増菌用培地に接種し、25℃で10日間培養後
、胞子を0.005%スルホコハク酸ジオクチルナトリ
ウム溶液に約10’/mlとなるように浮遊させ、これ
を菌液とした。phytes IFO6124 b, Bacterial enrichment medium 5% blood Sasabro agar medium Eiken Chemical) C8 measurement medium Sabouraud agar medium (Eiken Chemical) d, Preparation of bacterial solution Inoculate the test bacteria into the bacterium enrichment medium and heat at 25°C. After culturing for 10 days, the spores were suspended in a 0.005% dioctyl sodium sulfosuccinate solution at a concentration of about 10'/ml, and this was used as a bacterial solution.
e、 試験用平板培地の作成
菌液を測定用培地150m1に対して1mlの割合で添
加混合し、これをシャーレに15m1づつ分注して固化
させ、試験用平板培地とした。e. Preparation of test plate culture medium The bacterial solution was added and mixed at a ratio of 1 ml to 150 ml of the measurement medium, and this was dispensed into petri dishes in 15 ml portions and solidified to form a test plate medium.
f、 判定
粒状のエチレン−酢酸ビニル共重合体樹脂40mg/1
粒に桂皮酸メチル2mgを含浸させたサンプルを10粒
調製し、これらの1粒、3粒、5粒をそれぞれ試験用平
板培地の中央にのせ、密封して25℃、14日間培養後
、す・ンプルのまわりの発育阻止帯の有無を肉眼観察に
より判定した。f, Judgment Granular ethylene-vinyl acetate copolymer resin 40 mg/1
Prepare 10 samples by impregnating the particles with 2 mg of methyl cinnamate, place 1, 3, and 5 of these samples in the center of a test plate, seal it, and incubate at 25°C for 14 days.・The presence or absence of an inhibition zone around the sample was determined by visual observation.
g、 試験結果 結果を第5表に示す。g. Test results The results are shown in Table 5.
第5表 サンプルの白瘤菌に対する発育阻止帯の有無
[発明の効果]
本発明によれば、優れた殺虫、防虫作用および防カビ作
用を有する新規な防虫、防カビ剤が提供される。Table 5 Presence or absence of a growth inhibition zone against white-knot bacteria in samples [Effects of the invention] According to the present invention, a novel insect repellent and anti-mold agent having excellent insecticidal, insect repellent and anti-mold effects is provided.
Claims (1)
ビ剤[Scope of Claims] An insect repellent or fungicide containing an alkyl cinnamate of the formula ▲ Numerical formula, chemical formula, table, etc. ▼ (in the formula, R represents an alkyl group having 1 to 4 carbon atoms) as an active ingredient
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20558389A JP2821533B2 (en) | 1989-08-10 | 1989-08-10 | Insect repellent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20558389A JP2821533B2 (en) | 1989-08-10 | 1989-08-10 | Insect repellent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0372404A true JPH0372404A (en) | 1991-03-27 |
JP2821533B2 JP2821533B2 (en) | 1998-11-05 |
Family
ID=16509283
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP20558389A Expired - Fee Related JP2821533B2 (en) | 1989-08-10 | 1989-08-10 | Insect repellent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2821533B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09157116A (en) * | 1995-12-12 | 1997-06-17 | Kao Corp | Miticidal agent |
JPH09157115A (en) * | 1995-12-12 | 1997-06-17 | Kao Corp | Miticidal agent |
JP2006306835A (en) * | 2005-02-15 | 2006-11-09 | Dainippon Jochugiku Co Ltd | House dust mite repelling article |
-
1989
- 1989-08-10 JP JP20558389A patent/JP2821533B2/en not_active Expired - Fee Related
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09157116A (en) * | 1995-12-12 | 1997-06-17 | Kao Corp | Miticidal agent |
JPH09157115A (en) * | 1995-12-12 | 1997-06-17 | Kao Corp | Miticidal agent |
JP2006306835A (en) * | 2005-02-15 | 2006-11-09 | Dainippon Jochugiku Co Ltd | House dust mite repelling article |
Also Published As
Publication number | Publication date |
---|---|
JP2821533B2 (en) | 1998-11-05 |
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