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MedKoo Cat#: 581049 | Name: Penthiopyrad
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

Penthiopyrad
Penthiopyrad
CAS#183675-82-3

Theoretical Analysis

MedKoo Cat#: 581049

Name: Penthiopyrad

CAS#: 183675-82-3

Chemical Formula: C16H20F3N3OS

Exact Mass: 359.1279

Molecular Weight: 359.41

Elemental Analysis: C, 53.47; H, 5.61; F, 15.86; N, 11.69; O, 4.45; S, 8.92

Price and Availability

Size Price Availability Quantity
25mg USD 540.00
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Related CAS #
No Data
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

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
1: Kim SH, Lee YH, Jeong MJ, Lee YJ, Eun HR, Kim SM, Baek JW, Noh HH, Shin Y, Choi H. Comparative Biological Half-Life of Penthiopyrad and Tebufenpyrad in Angelica Leaves and Establishment of Pre-Harvest Residue Limits (PHRLs). Foods. 2024 Jun 1;13(11):1742. doi: 10.3390/foods13111742. PMID: 38890969; PMCID: PMC11172131. 2: Qian L, Zhang Y, Gao X, Jiang J, Liu S, Wang C. Effects of penthiopyrad on the hypothalamic-pituitary-thyroid (HPT) axis in zebrafish. Pestic Biochem Physiol. 2024 Jun;202:105961. doi: 10.1016/j.pestbp.2024.105961. Epub 2024 May 15. PMID: 38879309. 3: Chang J, Liao F, Xiong W, Tian W, Zhang K. Unveiling the absorption, translocation, and metabolism of penthiopyrad in pakchoi under hydroponic and soil-cultivated conditions. Pestic Biochem Physiol. 2024 May;201:105859. doi: 10.1016/j.pestbp.2024.105859. Epub 2024 Mar 11. PMID: 38685213. 4: Kerhoas M, Carteret J, Huchet L, Jouan E, Huc L, Vée ML, Fardel O. Induction of human hepatic cytochrome P-450 3A4 expression by antifungal succinate dehydrogenase inhibitors. Ecotoxicol Environ Saf. 2024 May;276:116261. doi: 10.1016/j.ecoenv.2024.116261. Epub 2024 Apr 3. PMID: 38574644. 5: Zhao Y, Ma C, Wei W, Wang Y, Cao H, Cui N, Liu Y, Liang H. Effects of single and combined exposure of virgin or aged polyethylene microplastics and penthiopyrad on zebrafish (Danio rerio). Sci Total Environ. 2024 Apr 15;921:171160. doi: 10.1016/j.scitotenv.2024.171160. Epub 2024 Feb 22. PMID: 38395170. 6: Matsuzaki Y, Harada T, Iwahashi F. In vitro and in planta investigation of succinate dehydrogenase inhibitor resistance conferred by target-site amino acid substitutions in Puccinia horiana, chrysanthemum white rust. Pest Manag Sci. 2024 Jun;80(6):2874-2880. doi: 10.1002/ps.7995. Epub 2024 Feb 12. PMID: 38345375. 7: Porras MF, Raygoza Garay JA, Brought M, López-Londoño T, Chautá A, Crone M, Rajotte EG, Phan N, Joshi NK, Peter K, Biddinger D. Fungicide ingestion reduces net energy gain and microbiome diversity of the solitary mason bee. Sci Rep. 2024 Feb 8;14(1):3229. doi: 10.1038/s41598-024-53935-y. Erratum in: Sci Rep. 2024 Mar 18;14(1):6495. doi: 10.1038/s41598-024-56482-8. PMID: 38332135; PMCID: PMC10853529. 8: Qian L, Zhang Y, Jiang J, Li L, Miao S, Huang X, Che Z, Chen G, Liu S. Assessment of reproductive toxicity in adult zebrafish (Danio rerio) following sublethal exposure to penthiopyrad. Ecotoxicol Environ Saf. 2023 Dec;268:115721. doi: 10.1016/j.ecoenv.2023.115721. Epub 2023 Nov 24. PMID: 38000300. 9: Qiu Y, Meng Y, Lian W, Jian S, Du Y, Wang M, Yang Y, Liang X, Zhang Y. Polymorphisms at amino acid positions 85 and 86 in succinate dehydrogenase subunit C of Colletotrichum siamense: Implications for fitness and intrinsic sensitivity to SDHI fungicides. Fungal Genet Biol. 2023 Dec;169:103844. doi: 10.1016/j.fgb.2023.103844. Epub 2023 Nov 19. PMID: 37989450. 10: Shin JH, Lee HK, Back CG, Kang SH, Han JW, Lee SC, Han YK. Identification of Fusarium Basal Rot Pathogens of Onion and Evaluation of Fungicides against the Pathogens. Mycobiology. 2023 Aug 18;51(4):264-272. doi: 10.1080/12298093.2023.2243759. PMID: 37711982; PMCID: PMC10498799. 11: Guo P, An X, Pan X, Xu J, Wu X, Zheng Y, Dong F. Rational understanding of chiral fungicide penthiopyrad stereoselectivity: Bioactivity, aquatic toxicity and cytotoxicity. Sci Total Environ. 2023 Dec 20;905:166969. doi: 10.1016/j.scitotenv.2023.166969. Epub 2023 Sep 11. PMID: 37699492. 12: Wang X, Diao Z, Liu Z, Qi P, Wang Z, Cang T, Chu Y, Zhao H, Zhang C, Xu H, Di S. Development of S-penthiopyrad for bioactivity improvement and risk reduction from the systemic evaluation at the enantiomeric level. Environ Pollut. 2023 Sep 15;333:122012. doi: 10.1016/j.envpol.2023.122012. Epub 2023 Jun 10. PMID: 37307862. 13: Diao Z, Di S, Liu Z, Cang T, Zhao H, Wang Z, Qi P, Zhang C, Xu H, Wang X. Enantioselective Behaviors of Chiral Fungicide Penthiopyrad in Five Kinds of Crops and Whole-Age Dietary Risk Assessments. J Agric Food Chem. 2023 Jun 14;71(23):8859-8866. doi: 10.1021/acs.jafc.3c01560. Epub 2023 May 30. PMID: 37253274. 14: Zhang C, Zhao C, Zheng H, Li L, Zheng Y, Wu Z. Design, Synthesis, and Study of the Dual Action Mode of Novel N-Thienyl-1,5-disubstituted-4-pyrazole Carboxamides against Nigrospora oryzae. J Agric Food Chem. 2023 May 17;71(19):7210-7220. doi: 10.1021/acs.jafc.3c00269. Epub 2023 May 4. PMID: 37141153. 15: Chang J, Dou L, Ye Y, Zhang K. Reduction in the Residues of Penthiopyrad in Processed Edible Vegetables by Various Soaking Treatments and Health Hazard Evaluation in China. Foods. 2023 Feb 19;12(4):892. doi: 10.3390/foods12040892. PMID: 36832967; PMCID: PMC9957162. 16: Liu H, Liu M, Chen K, Shan M, Li Y. Fertilization can modify the enantioselective persistence of penthiopyrad in relation to the co-influence on soil ecological health. Environ Res. 2023 May 1;224:115514. doi: 10.1016/j.envres.2023.115514. Epub 2023 Feb 16. PMID: 36801231. 17: Liu R, Deng Y, Wu D, Liu Y, Wang Z, Yu S, Nie Y, Zhu W, Zhou Z, Diao J. Systemic enantioselectivity study of penthiopyrad: enantioselective bioactivity, acute toxicity, degradation and influence on tomato. Pest Manag Sci. 2023 Jun;79(6):2107-2116. doi: 10.1002/ps.7388. Epub 2023 Feb 16. PMID: 36722434. 18: Poti T, Thitla T, Imaiam N, Arunothayanan H, Doungsa-Ard C, Kongtragoul P, Nalumpang S, Akimitsu K. Isolates of Colletotrichum truncatum with Resistance to Multiple Fungicides from Soybean in Northern Thailand. Plant Dis. 2023 Sep;107(9):2736-2750. doi: 10.1094/PDIS-08-22-1882-RE. Epub 2023 Sep 7. PMID: 36691275. 19: Dou L, Mu S, Yang G, Chang J, Zhang K. Dissipation, Residue and Dietary Intake Risk Assessment of Penthiopyrad in Eggplants and Its Removal Using Various Household Processing Techniques. Foods. 2022 Oct 23;11(21):3327. doi: 10.3390/foods11213327. PMID: 36359941; PMCID: PMC9655489. 20: Ren B, Liang H, Li L, Li Y, Liang H, Zhao T, Chen H, Zhao Y. Enantioselective toxic effects of the novel chiral antifungal agrochemical penthiopyrad in the early life stage of zebrafish (Danio rerio). Chem Biol Interact. 2023 Jan 5;369:110252. doi: 10.1016/j.cbi.2022.110252. Epub 2022 Nov 5. PMID: 36347316.