JPS621394B2 - - Google Patents
Info
- Publication number
- JPS621394B2 JPS621394B2 JP12555680A JP12555680A JPS621394B2 JP S621394 B2 JPS621394 B2 JP S621394B2 JP 12555680 A JP12555680 A JP 12555680A JP 12555680 A JP12555680 A JP 12555680A JP S621394 B2 JPS621394 B2 JP S621394B2
- Authority
- JP
- Japan
- Prior art keywords
- order
- formula
- insects
- clerodane
- compound
- 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
- 229930004069 diterpene Natural products 0.000 claims description 9
- 150000004141 diterpene derivatives Chemical class 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 241000238631 Hexapoda Species 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- RTEXIPZMMDUXMR-UHFFFAOYSA-N benzene;ethyl acetate Chemical compound CCOC(C)=O.C1=CC=CC=C1 RTEXIPZMMDUXMR-UHFFFAOYSA-N 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 125000000567 diterpene group Chemical group 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 241001425390 Aphis fabae Species 0.000 description 2
- 241000239290 Araneae Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241000207923 Lamiaceae Species 0.000 description 2
- 241000244206 Nematoda Species 0.000 description 2
- 241000718000 Pulex irritans Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- UKXNCRFTOXSKTE-KFCWCOGWSA-N clerodane Chemical group C[C@H]1CCC[C@@H]2[C@](CCC(C)CC)(C)[C@H](C)CC[C@]21C UKXNCRFTOXSKTE-KFCWCOGWSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- 241001519271 Ajuga Species 0.000 description 1
- 241000722809 Armadillidium vulgare Species 0.000 description 1
- YMTCQCWFYXOJRY-UHFFFAOYSA-N Bedfordiaditerpenalcohol Natural products OCC=C(C)CCC1(C)C(C)CCC2(C)C1CCCC2=C YMTCQCWFYXOJRY-UHFFFAOYSA-N 0.000 description 1
- QVORLEZTALRJNW-UHFFFAOYSA-N Caryoptin Natural products C1C2C=COC2OC1C1(C)C(C)CC(OC(C)=O)C2(COC(C)=O)C1CCC(OC(C)=O)C21CO1 QVORLEZTALRJNW-UHFFFAOYSA-N 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241001060517 Dicranolaius bellulus Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241001149911 Isopoda Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 241000209094 Oryza Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241000866500 Reticulitermes speratus Species 0.000 description 1
- 241000256248 Spodoptera Species 0.000 description 1
- 241001161749 Stenchaetothrips biformis Species 0.000 description 1
- 241000255588 Tephritidae Species 0.000 description 1
- 241000254234 Xyeloidea Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- QVORLEZTALRJNW-SHZKAIFQSA-N [(3r,4r,4ar,5s,7r,8s,8ar)-8-[(3as,5s,6as)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1h-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate Chemical compound C([C@@]12[C@H](OC(C)=O)CC[C@H]3[C@@]1(COC(C)=O)[C@@H](OC(C)=O)C[C@H]([C@]3(C)[C@H]1O[C@@H]3OC=C[C@@H]3C1)C)O2 QVORLEZTALRJNW-SHZKAIFQSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12555680A JPS5748979A (en) | 1980-09-09 | 1980-09-09 | Clerodin diterpene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12555680A JPS5748979A (en) | 1980-09-09 | 1980-09-09 | Clerodin diterpene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5748979A JPS5748979A (en) | 1982-03-20 |
| JPS621394B2 true JPS621394B2 (https=) | 1987-01-13 |
Family
ID=14913114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12555680A Granted JPS5748979A (en) | 1980-09-09 | 1980-09-09 | Clerodin diterpene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5748979A (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63190298A (ja) * | 1987-02-02 | 1988-08-05 | 株式会社 共進電機製作所 | 放電灯の点灯装置 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112961127B (zh) * | 2021-02-05 | 2022-12-06 | 云南省烟草公司玉溪市公司 | 一种烟草源活性萜类化合物、制备方法及其应用 |
-
1980
- 1980-09-09 JP JP12555680A patent/JPS5748979A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63190298A (ja) * | 1987-02-02 | 1988-08-05 | 株式会社 共進電機製作所 | 放電灯の点灯装置 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5748979A (en) | 1982-03-20 |
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