Diethofencarb

Last updated
Diethofencarb
Diethofencarb.svg
Names
Preferred IUPAC name
propan-2-yl N-(3,4-diethoxyphenyl)carbamate
Other names
Diethofencarb
Identifiers
3D model (JSmol)
8393454
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.118.674 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 617-968-0
KEGG
PubChem CID
UNII
  • InChI=1S/C14H21NO4/c1-5-17-12-8-7-11(9-13(12)18-6-2)15-14(16)19-10(3)4/h7-10H,5-6H2,1-4H3,(H,15,16)
    Key: LNJNFVJKDJYTEU-UHFFFAOYSA-N
  • CCOC1=C(C=C(C=C1)NC(=O)OC(C)C)OCC
Properties
C14H21NO4
Molar mass 267.325 g·mol−1
Hazards
GHS labelling: [1]
GHS-pictogram-exclam.svg
Warning
H319
P264+P265, P280, P305+P351+P338, P337+P317
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diethofencarb is a carbamate fungicide which is used to control Botrytis infections on a variety of fruit and vegetable crops. [2] [3]

Related Research Articles

<i>Botrytis cinerea</i> Species of fungus

Botrytis cinerea is a necrotrophic fungus that affects many plant species, although its most notable hosts may be wine grapes. In viticulture, it is commonly known as "botrytis bunch rot"; in horticulture, it is usually called "grey mould" or "gray mold".

Fungicides are pesticides used to kill parasitic fungi or their spores. Fungi can cause serious damage in agriculture, resulting in critical losses of yield, quality, and profit. Fungicides are used both in agriculture and to fight fungal infections in animals. Fungicides are also used to control oomycetes, which are not taxonomically/genetically fungi, although sharing similar methods of infecting plants. Fungicides can either be contact, translaminar or systemic. Contact fungicides are not taken up into the plant tissue and protect only the plant where the spray is deposited. Translaminar fungicides redistribute the fungicide from the upper, sprayed leaf surface to the lower, unsprayed surface. Systemic fungicides are taken up and redistributed through the xylem vessels. Few fungicides move to all parts of a plant. Some are locally systemic, and some move upward. Most fungicides that can be bought retail are sold in liquid form, the active ingredient being present at 0.08% in weaker concentrates, and as high as 0.5% for more potent fungicides. Fungicides in powdered form are usually around 90% sulfur.

<span class="mw-page-title-main">Vinclozolin</span> Fungicide used on fruits and vegetables

Vinclozolin is a common dicarboximide fungicide used to control diseases, such as blights, rots and molds in vineyards, and on fruits and vegetables such as raspberries, lettuce, kiwi, snap beans, and onions. It is also used on turf on golf courses. Two common fungi that vinclozolin is used to protect crops against are Botrytis cinerea and Sclerotinia sclerotiorum. First registered in 1981, vinclozolin is widely used but its overall application has declined. As a pesticide, vinclozolin is regulated by the United States Environmental Protection Agency. In addition to these restrictions within the United States, as of 2006 the use of this pesticide was banned in several countries, including Denmark, Finland, Norway, and Sweden. It has gone through a series of tests and regulations in order to evaluate the risks and hazards to the environment and animals. Among the research, a main finding is that vinclozolin has been shown to be an endocrine disruptor with antiandrogenic effects.

<span class="mw-page-title-main">Cytochrome b</span> Membrane protein involved in the electron transport chain

Cytochrome b within both molecular and cell biology, is a protein found in the membranes of aerobic cells. In eukaryotic mitochondria and in aerobic prokaryotes, cytochrome b is a component of respiratory chain complex III — also known as the bc1 complex or ubiquinol-cytochrome c reductase. In plant chloroplasts and cyanobacteria, there is an homologous protein, cytochrome b6, a component of the plastoquinone-plastocyanin reductase, also known as the b6f complex. These complexes are involved in electron transport, the pumping of protons to create a proton-motive force (PMF). This proton gradient is used for the generation of ATP. These complexes play a vital role in cells.

<span class="mw-page-title-main">Dicarboximide fungicides</span>

Dicarboximidefungicides are a family of agricultural fungicides that include vinclozolin, iprodione, and procymidone. Dicarboximides are believed to inhibit triglyceride biosynthesis in sclerotia-forming fungi, including Botrytis cinerea. These fungicides turn into 3,5-dichloroaniline in soil rapidly. Repeated use of dicarboximides over several years reduce their effectiveness. Resistance has developed against all dicarboximides in many plant species, including vines, strawberries and protected crops, and are recommended to be used in conjunction with other fungicides.

Clonostachys rosea f. rosea, also known as Gliocladium roseum, is a species of fungus in the family Bionectriaceae. It colonizes living plants as an endophyte, digests material in soil as a saprophyte and is also known as a parasite of other fungi and of nematodes. It produces a wide range of volatile organic compounds which are toxic to organisms including other fungi, bacteria, and insects, and is of interest as a biological pest control agent.

Maria Ragland Davis was an American biologist and educator. She was associate professor of Biology at the University of Alabama in Huntsville where she studied molecular biology and plant genetics.

<span class="mw-page-title-main">6-Methoxymellein</span> Chemical compound

6-Methoxymellein is a dihydroisocoumarin, a phenolic compound found in carrots and carrot purées. It is responsible for bitterness in carrots. It is a phytoalexin, induced in carrot slices by UV-C, that allows resistance to Botrytis cinerea and other microorganisms.

Presilphiperfolanol synthase (EC 4.2.3.74, BcBOT2, CND15) is an enzyme with systematic name (2E,6E)-farnesyl-diphosphate diphosphohydrolase (presilphiperfolan-8β-ol-forming). This enzyme catalyses the following chemical reaction

<span class="mw-page-title-main">Fluxapyroxad</span> Chemical compound

Fluxapyroxad is a broad-spectrum pyrazole-carboxamide fungicide used on a large variety of commercial crops. It stunts fungus growth by inhibiting the succinate dehydrogenase (SQR) enzyme. Application of fluxapyroxad helps prevent many wilts and other fungal infections from taking hold. As with other systemic pesticides that have a long chemical half-life, there are concerns about keeping fluxapyroxad out of the groundwater, especially when combined with pyraclostrobin. There is also concern that some fungi may develop resistance to fluxapyroxad.

<i>Botrytis</i> (fungus) Genus of fungi

Botrytis is a genus of anamorphic fungi in the family Sclerotiniaceae. Botrytis belongs to the group hyphomycetes and has about 30 different species. It is a plant parasite as well as saprophytes on both agricultural and forest trees. It produces stout, dark, branching conidiophores that bear clusters of paler conidia on denticles from apical ampullae. It is a common outdoor fungus and can be detected in spore trap samples. The fungus is often found growing on indoor plants. Although no mycotoxin has been reported from this fungus, it may cause hay fever, asthma and keratomycosis. The most common species is B. cinerea, which is a plant pathogen causing gray mould on a very broad range of hosts including some common ornamental plants, such as geranium, begonia, rose, lily, dogwood, rhododendron, dahlia, magnolia, camellia and fruits and produce. This fungus is mainly of outdoor origin, although it may be from growth on fruits or flowers brought in from outdoors. Some houseplants can be infected by this fungus, such as cyclamen, poinsettia, chrysanthemum, and gerbera. Other species of Botrytis may be present, such as B. peoniae on peonies, B. squamosa on onion, and B. tulipae on tulips. These species of Botrytis share some common characteristics in pathology and ecology.

<span class="mw-page-title-main">Fludioxonil</span> Chemical compound

Fludioxonil is a synthetic phenylpyrrole chemical introduced by Ciba-Geigy in 1993 for use as a non-systemic fungicide. It is a structural analog of the natural fungicide pyrrolnitrin.

<span class="mw-page-title-main">Fluopyram</span> Chemical compound

Fluopyram is a fungicide and nematicide used in agriculture. It is used to control fungal diseases such as gray mold, powdery mildew, apple scab, Alternaria, Sclerotinia, and Monilinia. It is an inhibitor of succinate dehydrogenase.

<span class="mw-page-title-main">Thiophanate-methyl</span> Chemical compound

Thiophanate-methyl is an organic compound with the formula C6H4(NHC(S)NH(CO)OCH3)2. The compound is a colorless or white solid, although commercial samples are generally tan-colored. It is prepared from o-phenylenediamine. It is a widely used fungicide used on tree, vine, and root crops. In Europe it is applied to tomato, wine grapes, beans, wheat, and aubergine.

<span class="mw-page-title-main">Folpet</span> Chemical compound

Folpet is the tradename for the organic compound with the formula C6H4(CO)2NSCCl3. It is a fungicide derived from phthalimide (C6H4(CO)2N-) and trichloromethylsulfenyl chloride. The compound is white although commercial samples can appear brownish. It is structurally related to Captan, which is also a trichloromethylsulfenyl-containing fungicide.

<span class="mw-page-title-main">Agriculture in Maryland</span>

The US state of Maryland has large areas of fertile agricultural land in its coastal and Piedmont zones, though this land use is being encroached upon by urbanization. Agriculture is oriented to dairy farming for nearby large city milksheads, plus specialty perishable horticulture crops, such as cucumbers, watermelons, sweet corn, tomatoes, melons, squash, and peas.

<i>Botrytis elliptica</i> Species of fungus

Botrytis elliptica is a necrotrophic fungal pathogen which infects species of plants in the Lilium genus, causing the disease commonly known as Lily Gray Mold. The symptoms of Lily Gray Mold include the appearance of water-soaked spots on leaves which appear white and increase in darkness with age, ranging from gray to brown. These spots may cover the entire leaf, complemented with a gray webbing, containing the fungal spores. The leaves will appear wilted and branches may die back. In addition to leaves, petals, stems, and buds may be infected, and this gray webbing will eventually cover the plant, feigning the appearance of gray flowers. Infected buds often rot. Lily Gray Mold disease, if not properly treated, will appear each year with increasing vigor.

<span class="mw-page-title-main">Pyraclostrobin</span> Agricultural fungicide, QoI, strobilurin

Pyraclostrobin is a quinone outside inhibitor (QoI)-type fungicide used in agriculture. Among the QoIs, it lies within the strobilurin chemical class.

cv. 'Camino Real' is a cultivar of strawberry produced by the Shaw & Larson era of the UC Davis breeding program.

<span class="mw-page-title-main">Boscalid</span> Chemical compound used to kill fungi

Boscalid is a broad spectrum fungicide used in agriculture to protect crops from fungal diseases. It was first marketed by BASF in 2002 using their brand name Endura. The compound is an biphenyl amide derived inhibitor of succinate dehydrogenase.

References

  1. "Diethofencarb". pubchem.ncbi.nlm.nih.gov.
  2. Leroux P, Fritz R, Debieu D, Albertini C, Lanen C, Bach J, et al. (September 2002). "Mechanisms of resistance to fungicides in field strains of Botrytis cinerea". Pest Management Science. 58 (9): 876–888. doi:10.1002/ps.566. PMID   12233177.
  3. Liu YH, Yuan SK, Hu XR, Zhang CQ (August 2019). "Shift of Sensitivity in Botrytis cinerea to Benzimidazole Fungicides in Strawberry Greenhouse Ascribing to the Rising-lowering of E198A Subpopulation and its Visual, On-site Monitoring by Loop-mediated Isothermal Amplification". Scientific Reports. 9 (1): 11644. Bibcode:2019NatSR...911644L. doi:10.1038/s41598-019-48264-4. PMC   6690993 . PMID   31406191.