Penthiopyrad
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MedKoo CAT#: 581049

CAS#: 183675-82-3

Description: Penthiopyrad is a novel fungicide used in the protection of crops. Penthiopyrad has excellent potential for management of late leaf spot and stem rot of peanut, and may complement current SBI and QoI fungicides.


Chemical Structure

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Penthiopyrad
CAS# 183675-82-3

Theoretical Analysis

MedKoo Cat#: 581049
Name: Penthiopyrad
CAS#: 183675-82-3
Chemical Formula: C16H20F3N3OS
Exact Mass: 359.13
Molecular Weight: 359.411
Elemental Analysis: C, 53.47; H, 5.61; F, 15.86; N, 11.69; O, 4.45; S, 8.92

Price and Availability

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25mg USD 300
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Synonym: Penthiopyrad; DPX-LEM 17; Gaia; MTF 753.

IUPAC/Chemical Name: 1-Methyl-N-[2-(4-methylpentan-2-yl)thiophen-3-yl]-3-(trifluoromethyl)pyrazole-4-carboxamide

InChi Key: PFFIDZXUXFLSSR-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(C1=CN(C)N=C1C(F)(F)F)NC2=C(C(CC(C)C)C)SC=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 359.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Piechowicz B, Woś I, Podbielska M, Grodzicki P. The transfer of active ingredients of insecticides and fungicides from an orchard to beehives. J Environ Sci Health B. 2017 Oct 30:1-7. doi: 10.1080/03601234.2017.1369320. [Epub ahead of print] PubMed PMID: 29083963.
2: Saeed EE, Sham A, AbuZarqa A, A Al Shurafa K, S Al Naqbi T, Iratni R, El-Tarabily K, F AbuQamar S. Detection and Management of Mango Dieback Disease in the United Arab Emirates. Int J Mol Sci. 2017 Oct 20;18(10). pii: E2086. doi: 10.3390/ijms18102086. PubMed PMID: 29053600; PubMed Central PMCID: PMC5666768.
3: Chen Z, Zheng Y, Ma JA. Use of a Traceless Activating and Directing Group for the Construction of Trifluoromethylpyrazoles: One-Pot Transformation of Nitroolefins and Trifluorodiazoethane. Angew Chem Int Ed Engl. 2017 Apr 10;56(16):4569-4574. doi: 10.1002/anie.201700955. Epub 2017 Mar 22. PubMed PMID: 28328171.
4: Xiong L, Li H, Jiang LN, Ge JM, Yang WC, Zhu XL, Yang GF. Structure-Based Discovery of Potential Fungicides as Succinate Ubiquinone Oxidoreductase Inhibitors. J Agric Food Chem. 2017 Feb 8;65(5):1021-1029. doi: 10.1021/acs.jafc.6b05134. Epub 2017 Jan 31. PubMed PMID: 28110534.
5: Dooley H, Shaw MW, Mehenni-Ciz J, Spink J, Kildea S. Detection of Zymoseptoria tritici SDHI-insensitive field isolates carrying the SdhC-H152R and SdhD-R47W substitutions. Pest Manag Sci. 2016 Dec;72(12):2203-2207. doi: 10.1002/ps.4269. Epub 2016 Apr 8. PubMed PMID: 26941011.
6: Xiong L, Zhu XL, Gao HW, Fu Y, Hu SQ, Jiang LN, Yang WC, Yang GF. Discovery of Potent Succinate-Ubiquinone Oxidoreductase Inhibitors via Pharmacophore-linked Fragment Virtual Screening Approach. J Agric Food Chem. 2016 Jun 22;64(24):4830-7. doi: 10.1021/acs.jafc.6b00325. Epub 2016 Jun 8. PubMed PMID: 27225833.
7: Ishii H, Zhen F, Hu M, Li X, Schnabel G. Efficacy of SDHI fungicides, including benzovindiflupyr, against Colletotrichum species. Pest Manag Sci. 2016 Oct;72(10):1844-53. doi: 10.1002/ps.4216. Epub 2016 Feb 9. PubMed PMID: 26732510.
8: Abad-Fuentes A, Ceballos-Alcantarilla E, Mercader JV, Agulló C, Abad-Somovilla A, Esteve-Turrillas FA. Determination of succinate-dehydrogenase-inhibitor fungicide residues in fruits and vegetables by liquid chromatography-tandem mass spectrometry. Anal Bioanal Chem. 2015 May;407(14):4207-11. doi: 10.1007/s00216-015-8608-3. Epub 2015 Mar 22. PubMed PMID: 25796526.
9: Ceballos-Alcantarilla E, Abad-Fuentes A, Aloisio V, Agulló C, Abad-Somovilla A, Mercader JV. Haptens, bioconjugates, and antibodies for penthiopyrad immunosensing. Analyst. 2014 Nov 7;139(21):5358-61. doi: 10.1039/c4an00828f. PubMed PMID: 25197742.
10: Gulkowska A, Buerge IJ, Poiger T. Online solid phase extraction LC-MS/MS method for the analysis of succinate dehydrogenase inhibitor fungicides and its applicability to surface water samples. Anal Bioanal Chem. 2014 Oct;406(25):6419-27. doi: 10.1007/s00216-014-8073-4. Epub 2014 Aug 22. PubMed PMID: 25146353.
11: Johnson RC, Cantonwine EG. Post-infection activities of fungicides against Cercospora arachidicola of peanut (Arachis hypogaea). Pest Manag Sci. 2014 Aug;70(8):1202-6. doi: 10.1002/ps.3671. Epub 2013 Nov 28. PubMed PMID: 24167118.
12: Mallik I, Arabiat S, Pasche JS, Bolton MD, Patel JS, Gudmestad NC. Molecular characterization and detection of mutations associated with resistance to succinate dehydrogenase-inhibiting fungicides in Alternaria solani. Phytopathology. 2014 Jan;104(1):40-9. doi: 10.1094/PHYTO-02-13-0041-R. PubMed PMID: 23901829.
13: Proffer TJ, Lizotte E, Rothwell NL, Sundin GW. 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. Pest Manag Sci. 2013 Jun;69(6):747-54. doi: 10.1002/ps.3434. Epub 2012 Nov 22. PubMed PMID: 23175430.
14: Avenot HF, Thomas A, Gitaitis RD, Langston DB Jr, Stevenson KL. Molecular characterization of boscalid- and penthiopyrad-resistant isolates of Didymella bryoniae and assessment of their sensitivity to fluopyram. Pest Manag Sci. 2012 Apr;68(4):645-51. doi: 10.1002/ps.2311. Epub 2011 Nov 10. PubMed PMID: 22076736.
15: Ishii H, Miyamoto T, Ushio S, Kakishima M. Lack of cross-resistance to a novel succinate dehydrogenase inhibitor, fluopyram, in highly boscalid-resistant isolates of Corynespora cassiicola and Podosphaera xanthii. Pest Manag Sci. 2011 Apr;67(4):474-82. doi: 10.1002/ps.2092. Epub 2011 Jan 11. PubMed PMID: 21394880.
16: Culbreath AK, Brenneman TB, Kemerait RC Jr, Hammes GG. Effect of the new pyrazole carboxamide fungicide penthiopyrad on late leaf spot and stem rot of peanut. Pest Manag Sci. 2009 Jan;65(1):66-73. doi: 10.1002/ps.1646. PubMed PMID: 18785218.