CN103343150B - 一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 - Google Patents
一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 Download PDFInfo
- Publication number
- CN103343150B CN103343150B CN201310310010.0A CN201310310010A CN103343150B CN 103343150 B CN103343150 B CN 103343150B CN 201310310010 A CN201310310010 A CN 201310310010A CN 103343150 B CN103343150 B CN 103343150B
- Authority
- CN
- China
- Prior art keywords
- azophenlyene
- formyl hydrazine
- preparation
- biological bactericide
- pseudomonas chlororaphis
- 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.)
- Active
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 25
- 239000003899 bactericide agent Substances 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 241001646398 Pseudomonas chlororaphis Species 0.000 claims abstract description 25
- 239000007788 liquid Substances 0.000 claims description 37
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 20
- 239000000843 powder Substances 0.000 claims description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 15
- 238000004659 sterilization and disinfection Methods 0.000 claims description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- 244000068988 Glycine max Species 0.000 claims description 10
- 235000010469 Glycine max Nutrition 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 10
- 239000001888 Peptone Substances 0.000 claims description 10
- 108010080698 Peptones Proteins 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 10
- 235000011187 glycerol Nutrition 0.000 claims description 10
- 235000019319 peptone Nutrition 0.000 claims description 10
- 210000000582 semen Anatomy 0.000 claims description 10
- 230000001954 sterilising effect Effects 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 235000015097 nutrients Nutrition 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 5
- 238000013019 agitation Methods 0.000 claims description 5
- 229940043232 butyl acetate Drugs 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 239000000706 filtrate Substances 0.000 claims description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 5
- 238000005374 membrane filtration Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 235000006408 oxalic acid Nutrition 0.000 claims description 5
- 238000004321 preservation Methods 0.000 claims description 5
- 230000000813 microbial effect Effects 0.000 claims description 2
- 201000010099 disease Diseases 0.000 abstract description 17
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 17
- 241000196324 Embryophyta Species 0.000 abstract description 16
- 240000008067 Cucumis sativus Species 0.000 abstract description 12
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 abstract description 12
- 244000005700 microbiome Species 0.000 abstract description 10
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 9
- 235000009566 rice Nutrition 0.000 abstract description 9
- 241000221785 Erysiphales Species 0.000 abstract description 8
- 241000233679 Peronosporaceae Species 0.000 abstract description 7
- 244000241235 Citrullus lanatus Species 0.000 abstract description 3
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 abstract description 3
- 238000012258 culturing Methods 0.000 abstract description 3
- 238000000855 fermentation Methods 0.000 abstract description 3
- 230000004151 fermentation Effects 0.000 abstract description 3
- 230000000452 restraining effect Effects 0.000 abstract description 3
- 235000002566 Capsicum Nutrition 0.000 abstract description 2
- 240000008574 Capsicum frutescens Species 0.000 abstract description 2
- 235000009852 Cucurbita pepo Nutrition 0.000 abstract description 2
- 240000001980 Cucurbita pepo Species 0.000 abstract description 2
- 230000000853 biopesticidal effect Effects 0.000 abstract description 2
- 239000001390 capsicum minimum Substances 0.000 abstract description 2
- 238000000605 extraction Methods 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- 235000012055 fruits and vegetables Nutrition 0.000 abstract description 2
- 230000002538 fungal effect Effects 0.000 abstract description 2
- 244000053095 fungal pathogen Species 0.000 abstract description 2
- 230000005764 inhibitory process Effects 0.000 abstract description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 abstract 1
- 240000007594 Oryza sativa Species 0.000 abstract 1
- 240000003768 Solanum lycopersicum Species 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- 239000000575 pesticide Substances 0.000 description 9
- 241000209094 Oryza Species 0.000 description 8
- 239000000375 suspending agent Substances 0.000 description 8
- 241000894006 Bacteria Species 0.000 description 6
- 238000009630 liquid culture Methods 0.000 description 6
- 230000008635 plant growth Effects 0.000 description 5
- 230000001737 promoting effect Effects 0.000 description 4
- 230000003385 bacteriostatic effect Effects 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011081 inoculation Methods 0.000 description 3
- 231100000572 poisoning Toxicity 0.000 description 3
- 230000000607 poisoning effect Effects 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 241000123650 Botrytis cinerea Species 0.000 description 2
- 241000233616 Phytophthora capsici Species 0.000 description 2
- 241000589157 Rhizobiales Species 0.000 description 2
- 241000813090 Rhizoctonia solani Species 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000003223 protective agent Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FRXSZNDVFUDTIR-UHFFFAOYSA-N 6-methoxy-1,2,3,4-tetrahydroquinoline Chemical compound N1CCCC2=CC(OC)=CC=C21 FRXSZNDVFUDTIR-UHFFFAOYSA-N 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000000443 biocontrol Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000001408 fungistatic effect Effects 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 238000009629 microbiological culture Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 235000010958 polyglycerol polyricinoleate Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
病原菌 | S | H | W | G | Q | J | F |
EC50(mg/L) | 0.56 | 0.85 | 0.28 | 1.88 | 1.20 | 1.17 | 1.52 |
Claims (5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310310010.0A CN103343150B (zh) | 2013-07-22 | 2013-07-22 | 一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310310010.0A CN103343150B (zh) | 2013-07-22 | 2013-07-22 | 一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103343150A CN103343150A (zh) | 2013-10-09 |
CN103343150B true CN103343150B (zh) | 2015-10-07 |
Family
ID=49277976
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201310310010.0A Active CN103343150B (zh) | 2013-07-22 | 2013-07-22 | 一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN103343150B (zh) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103642714B (zh) * | 2013-11-13 | 2015-10-28 | 上海交通大学 | 用于生产吩嗪-1-甲酰胺的基因工程菌株及其用途 |
CN106632098A (zh) * | 2016-12-17 | 2017-05-10 | 长江大学 | 吩嗪‑1‑羧酸羧基衍生物及含其衍生物的杀菌组合物 |
CN106632099A (zh) * | 2016-12-17 | 2017-05-10 | 长江大学 | 吩嗪‑1‑羧酸双酰肼类化合物及含其化合物的杀菌组合物 |
CN106818770B (zh) * | 2017-03-21 | 2018-02-02 | 湖南农业大学 | 一种吩嗪‑1‑甲酰胺改造化合物18‑1在抑制油菜菌核病菌中的应用 |
CN106942239B (zh) * | 2017-03-21 | 2018-01-26 | 湖南农业大学 | 吩嗪‑1‑甲酰胺改造化合物18‑3在抑制油菜菌核病菌中的应用 |
CN106922679B (zh) * | 2017-03-21 | 2018-01-26 | 湖南农业大学 | 吩嗪‑1‑甲酰胺改造化合物15‑1在抑制油菜菌核病菌中的应用 |
CN106942238B (zh) * | 2017-03-21 | 2018-01-26 | 湖南农业大学 | 吩嗪‑1‑甲酰胺改造化合物18‑3在抑制草莓灰霉病菌中的应用 |
CN110144301B (zh) * | 2018-02-10 | 2022-04-01 | 河南农业大学 | 一种绿针假单胞菌及其培养方法与应用 |
CN109439561B (zh) * | 2018-07-19 | 2020-12-08 | 广西师范大学 | 一株铜绿假单胞菌及其应用 |
CN111944728B (zh) * | 2020-08-26 | 2022-02-22 | 河南大学 | 一株绿针假单孢菌及其应用 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101973946A (zh) * | 2010-10-15 | 2011-02-16 | 上海交通大学 | 吩嗪-1-羧酸系列衍生物及其制备方法 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5331237B2 (zh) * | 1971-09-30 | 1978-09-01 | ||
DE4427248A1 (de) * | 1994-08-02 | 1996-02-08 | Bayer Ag | Verfahren zur Herstellung nitrosubstituierter Arylamide und Arylamine |
-
2013
- 2013-07-22 CN CN201310310010.0A patent/CN103343150B/zh active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101973946A (zh) * | 2010-10-15 | 2011-02-16 | 上海交通大学 | 吩嗪-1-羧酸系列衍生物及其制备方法 |
Non-Patent Citations (3)
Title |
---|
Medium optimization for phenazine-1-carboxylic acid producing by a gacA qscR double mutant of Pseudomonas sp.M18 using response surface methodology;Su Jin-Jiang et al;《Bioresource Technology》;20100208;第101卷;4089-4095 * |
天然吩嗪化合物的生物合成;屈丽等;《中国抗生素杂志》;20100331;第35卷(第3期);168-174 * |
荧光假单胞菌株M18防治甜瓜蔓枯病害;祝新德等;《上海交通大学学报》;20010731;第35卷(第7期);1062-1065 * |
Also Published As
Publication number | Publication date |
---|---|
CN103343150A (zh) | 2013-10-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103343150B (zh) | 一种吩嗪-1-甲酰肼生物杀菌剂的制备方法 | |
CN103329907B (zh) | 一种吩乙霉素生物杀菌剂的制备方法 | |
CN107446847B (zh) | 一株贝莱斯芽孢杆菌gt11及其应用 | |
CN104498386B (zh) | 酸枣内生解淀粉芽孢杆菌菌株sz23及发酵液的制备方法和应用 | |
CN101891548B (zh) | 一种三株地衣芽孢杆菌制作的多效微生物菌肥 | |
CN111548976A (zh) | 一株多粘类芽孢杆菌菌株及其应用 | |
JP2017534671A (ja) | 微生物組成物及びその使用方法 | |
CN109136152A (zh) | 一株用于抑制植物病原真菌的产芽孢解淀粉芽孢杆菌及其应用 | |
CN103333845B (zh) | 一种绿针假单胞菌及其发酵培养方法 | |
CN102559562B (zh) | 一种具有防治水稻稻瘟病的水稻内生细菌及其在水稻稻瘟病防治中的用途 | |
CN109486881B (zh) | 一种春雷霉素的发酵培养基及发酵工艺 | |
US20190077721A1 (en) | Method of manufacturing organic fertilizers by using organic raw material, antagonistic microorganism, fermentative microorganism, and synthetic microorganism, and organic fertilizers manufactured by said manufacturing method | |
CN102604864A (zh) | 一种微生物杀菌剂及其应用 | |
US10427987B2 (en) | Organic fertilizer for vegetables and its preparation method | |
CN106085930A (zh) | 一种防治水稻稻瘟病的复合微生物制剂及其制备方法 | |
CN101225368A (zh) | 一株生防放线菌-淀粉酶产色链霉菌d | |
CN103131646A (zh) | 一种微生物菌剂及其制备方法和应用 | |
CN111172060A (zh) | 一种具有防治香蕉枯萎病功能的芽孢杆菌及其制备方法和应用 | |
CN105018367B (zh) | 一株诱导植物抗病抗逆的海洋生境芽孢杆菌 | |
CN108271785B (zh) | 一种利用豆腐黄水发酵生产的生物农药及其制备方法 | |
CN106754569B (zh) | 一株枯草芽孢杆菌及其应用 | |
CN116083266B (zh) | 一种石板色链霉菌、生防菌剂及应用 | |
CN104774788B (zh) | 垃圾堆肥中草坪耐盐强化复合微生物菌群的制备方法及应用 | |
CN108293480B (zh) | 利用生防菌剂防治番茄灰霉病的方法 | |
KR102132065B1 (ko) | 정균형미생물군, 발효형미생물군 및 합성형미생물군과 유기질원료로 제조된 유기비료 제조방법 및 그 제조방법으로 생성된 유기비료 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Preparation method of phenazine-1-formylhydrazine biological germicide Effective date of registration: 20190813 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS CO.,LTD. Registration number: Y2019310000006 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20201009 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS Co.,Ltd. Registration number: Y2019310000006 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A preparation method of phenazine-1-formylhydrazine biocide Effective date of registration: 20201010 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS Co.,Ltd. Registration number: Y2020310000044 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20210929 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS Co.,Ltd. Registration number: Y2020310000044 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Preparation method of phenazine-1-formyl hydrazide biological bactericide Effective date of registration: 20210930 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS Co.,Ltd. Registration number: Y2021310000091 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20230223 Granted publication date: 20151007 Pledgee: Fengxian Branch of Shanghai Rural Commercial Bank Co.,Ltd. Pledgor: SHANGHAI NONG LE BIOLOGICAL PRODUCTS CO.,LTD. Registration number: Y2021310000091 |
|
PP01 | Preservation of patent right | ||
PP01 | Preservation of patent right |
Effective date of registration: 20230831 Granted publication date: 20151007 |