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Penthiopyrad

Carboxamide fungicide CAS# 183675-82-3

Penthiopyrad

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Penthiopyrad

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Chemical Properties of Penthiopyrad

Cas No. 183675-82-3 SDF Download SDF
PubChem ID 11388558 Appearance Powder
Formula C16H20F3N3OS M.Wt 359.41
Type of Compound N/A Storage Desiccate at -20°C
Synonyms MTF-753
Solubility DMSO : ≥ 26 mg/mL (72.34 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 1-methyl-N-[2-(4-methylpentan-2-yl)thiophen-3-yl]-3-(trifluoromethyl)pyrazole-4-carboxamide
SMILES CC(C)CC(C)C1=C(C=CS1)NC(=O)C2=CN(N=C2C(F)(F)F)C
Standard InChIKey PFFIDZXUXFLSSR-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H20F3N3OS/c1-9(2)7-10(3)13-12(5-6-24-13)20-15(23)11-8-22(4)21-14(11)16(17,18)19/h5-6,8-10H,7H2,1-4H3,(H,20,23)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Penthiopyrad

DescriptionPenthiopyrad(MTF-753) is a carboxamide fungicide used to control a broad spectrum of diseases on large variety of corps; inhibits fungal respiration by binding to mitochondrial respiratory complex II.

Penthiopyrad Dilution Calculator

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Penthiopyrad Molarity Calculator

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Preparing Stock Solutions of Penthiopyrad

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7823 mL 13.9117 mL 27.8234 mL 55.6468 mL 69.5584 mL
5 mM 0.5565 mL 2.7823 mL 5.5647 mL 11.1294 mL 13.9117 mL
10 mM 0.2782 mL 1.3912 mL 2.7823 mL 5.5647 mL 6.9558 mL
50 mM 0.0556 mL 0.2782 mL 0.5565 mL 1.1129 mL 1.3912 mL
100 mM 0.0278 mL 0.1391 mL 0.2782 mL 0.5565 mL 0.6956 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Penthiopyrad

Penthiopyrad(MTF-753) is a carboxamide fungicide used to control a broad spectrum of diseases on large variety of corps; inhibits fungal respiration by binding to mitochondrial respiratory complex II.

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References on Penthiopyrad

Haptens, bioconjugates, and antibodies for penthiopyrad immunosensing.[Pubmed:25197742]

Analyst. 2014 Nov 7;139(21):5358-61.

Haptens, bioconjugates, and antibodies for highly sensitive immunochemical analysis of the new-generation fungicide Penthiopyrad are described. Two haptens with equivalent carboxylated linkers were prepared, and the purified active esters were efficiently coupled to proteins. The results revealed slightly different antibody-eliciting capacities for the two synthetic derivatives. All of the produced antibodies were specific for Penthiopyrad, and showed affinity values in the nanomolar range.

Molecular characterization of boscalid- and penthiopyrad-resistant isolates of Didymella bryoniae and assessment of their sensitivity to fluopyram.[Pubmed:22076736]

Pest Manag Sci. 2012 Apr;68(4):645-51.

BACKGROUND: Didymella bryoniae has a history of developing resistance to single-site fungicides. A recent example is with the succinate-dehydrogenase-inhibiting fungicide (SDHI) boscalid. In laboratory assays, out of 103 isolates of this fungus, 82 and seven were found to be very highly resistant (B(VHR) ) and highly resistant (B(HR) ) to boscalid respectively. Cross-resistance studies with the new SDHI Penthiopyrad showed that the B(VHR) isolates were only highly resistant to Penthiopyrad (B(VHR) -P(HR) ), while the B(HR) isolates appeared sensitive to Penthiopyrad (B(HR) -P(S) ). In this study, the molecular mechanism of resistance in these two phenotypes (B(VHR) -P(HR) and B(HR) -P(S) ) was elucidated, and their sensitivity to the new SDHI fluopyram was assessed. RESULTS: A 456 bp cDNA amplified fragment of the succinate dehydrogenase iron sulfur gene (DbSDHB) was initially cloned and sequenced from two sensitive (B(S) -P(S) ), two B(VHR) -P(HR) and one B(HR) -P(S) isolate of D. bryoniae. Comparative analysis of the DbSDHB protein revealed that a highly conserved histidine residue involved in the binding of SDHIs and present in wild-type isolates was replaced by tyrosine (H277Y) or arginine (H277R) in the B(VHR) -P(HR) and B(HR) -P(S) variants respectively. Further examination of the role and extent of these alterations showed that the H/Y and H/R substitutions were present in the remaining B(VHR) -P(HR) and B(HR) -P(S) variants respectively. Analysis of the sensitivity to fluopyram of representative isolates showed that both SDHB mutants were sensitive to this fungicide as the wild-type isolates. CONCLUSION: The genotype-specific cross-resistance relationships between the SDHIs boscalid and Penthiopyrad and the lack of cross-resistance between these fungicides and fluopyram should be taken into account when selecting SDHIs for gummy stem blight management.

Evaluation of dodine, fluopyram and penthiopyrad for the management of leaf spot and powdery mildew of tart cherry, and fungicide sensitivity screening of Michigan populations of Blumeriella jaapii.[Pubmed:23175430]

Pest Manag Sci. 2013 Jun;69(6):747-54.

BACKGROUND: Field trials were conducted on the tart cherry cultivar Montmorency to evaluate the efficacy of dodine and the succinate dehydrogenase inhibitor (SDHI) fungicides fluopyram and Penthiopyrad for control of cherry leaf spot (CLS) and powdery mildew (PM). The in vitro sensitivity of Blumeriella jaapii (CLS) to the same fungicides was also tested. RESULTS: Treatments with dodine or fluopyram were among the most effective for controlling CLS, while fluopyram or Penthiopyrad treatments were among the most effective for controlling PM. In vitro studies detected a wide range of minimum inhibitory concentrations (MICs) among the isolates (0.05-400 microg AI mL(-1) ) in response to dodine. Orchard isolates showed reduced sensitivity to dodine as compared with baseline isolates. B. jaapii was more sensitive to fluopyram (0.01-10.0 microg AI mL(-1) ) than to Penthiopyrad (0.01-25 microg AI mL(-1) ), and orchard isolates also showed a shift towards reduced sensitivity. CONCLUSION: The results indicate that dodine remains effective in CLS control. In addition, as Penthiopyrad and fluopyram become available to growers, this research establishes baseline information that will be important for future monitoring and analysis of B. jaapii population responses to exposure to dodine and these SDHI fungicides.

Effect of the new pyrazole carboxamide fungicide penthiopyrad on late leaf spot and stem rot of peanut.[Pubmed:18785218]

Pest Manag Sci. 2009 Jan;65(1):66-73.

BACKGROUND: Management of early leaf spot (Cercospora arachidicola Hori.), late leaf spot [Cercosporidium personatum (Berk. & MA Curtis) Deighton] and stem rot (Sclerotium rolfsii Sacc.) of peanut (Arachis hypogaea L.) in the southeastern USA is heavily dependent upon sterol biosynthesis inhibitor (SBI) and quinone outside inhibitor (QoI) fungicides. Effective new fungicides with different modes of action could improve overall disease control and extend the utility of the current fungicides. Penthiopryad is a pyrazole carboxamide fungicide being evaluated for use on peanut. Field experiments were conducted from 2004 to 2007 to determine the effect of a range of rates (0-0.36 kg AI ha(-1)) of Penthiopyrad on leaf spot and stem rot and the relative efficacy of Penthiopyrad and current fungicide standards chlorothalonil, tebuconazole and azoxystrobin. RESULTS: Leaf spot control in plots treated with Penthiopyrad at 0.20 kg AI ha(-1) or higher was similar to or better than that for the chlorothalonil standard. The incidence of stem rot for all Penthiopyrad treatments was usually less than that for the tebuconazole or azoxystrobin standard treatments. Pod yields for all Penthiopyrad treatments were similar to or higher than those for the respective standards. CONCLUSION: Penthiopyrad has excellent potential for management of late leaf spot and stem rot of peanut, and may complement current SBI and QoI fungicides.

Description

Penthiopyrad(MTF-753) is a carboxamide fungicide used to control a broad spectrum of diseases on large variety of corps; inhibits fungal respiration by binding to mitochondrial respiratory complex II.

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