Pyrifenox | CAS#88283-41-4 | azole inhibitor

MedKoo Cat#: 461382 | Name: Pyrifenox

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Description:

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

Pyrifenox is an azole inhibitor and pesticide.

Chemical Structure

Pyrifenox

CAS#88283-41-4

Theoretical Analysis

MedKoo Cat#: 461382

Name: Pyrifenox

CAS#: 88283-41-4

Chemical Formula: C14H12Cl2N2O

Exact Mass: 294.0327

Molecular Weight: 295.16

Elemental Analysis: C, 56.97; H, 4.10; Cl, 24.02; N, 9.49; O, 5.42

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 260.00

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Synonym

Pyrifenox; Dorado; Ro 15-1297; Ro-15-1297; Ro15-1297;

IUPAC/Chemical Name

(Z)-1-(2,4-dichlorophenyl)-2-(pyridin-3-yl)ethan-1-one O-methyl oxime

InChi Key

CKPCAYZTYMHQEX-JXAWBTAJSA-N

InChi Code

InChI=1S/C14H12Cl2N2O/c1-19-18-14(7-10-3-2-6-17-9-10)12-5-4-11(15)8-13(12)16/h2-6,8-9H,7H2,1H3/b18-14-

SMILES Code

ClC1=CC=C(/C(CC2=CC=CN=C2)=N\OC)C(Cl)=C1

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

To be determined

Shelf Life

>3 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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Pyrifenox affects phytopathogens by inhibiting the biosynthesis of ergosterol.

In vitro activity:

This study investigated the impact of pyrifenox on fungal growth, capsule structure, and the secretion of glucuroxylomannan in Cryptococcus neoformans and Cryptococcus gattii. Pyrifenox inhibited the growth of C. neoformans more effectively than C. gattii. Pyrifenox affected the dimensions of the fungal capsules in both species, resulting in shorter and uniformly distributed GXM fibers in C. neoformans, while C. gattii showed a reduction in fiber number. Reference: Med Mycol. 2020 Oct 1;58(7):928-937. https://pubmed.ncbi.nlm.nih.gov/31915833/

In vivo activity:

To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 295.16 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.

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:

1. Furter JS, Hauser PC. Compact automated capillary electrophoresis instrument for coupling with mass spectrometry by using sheathless electrospray ionization. J Chromatogr A. 2021 Oct 25;1656:462533. doi: 10.1016/j.chroma.2021.462533. Epub 2021 Sep 4. PMID: 34537661. 2. Silva VKA, May RC, Rodrigues ML. Pyrifenox, an ergosterol inhibitor, differentially affects Cryptococcus neoformans and Cryptococcus gattii. Med Mycol. 2020 Oct 1;58(7):928-937. doi: 10.1093/mmy/myz132. PMID: 31915833.

In vitro protocol:

In vivo protocol:

To be determined

1: Kousta A, Katsis C, Tsekoura A, Chachalis D. Effectiveness and Selectivity of Pre- and Post-Emergence Herbicides for Weed Control in Grain Legumes. Plants (Basel). 2024 Jan 11;13(2):211. doi: 10.3390/plants13020211. PMID: 38256764; PMCID: PMC10818810. 2: Sahai H, García Valverde M, Murcia Morales M, Hernando MD, Aguilera Del Real AM, Fernández-Alba AR. Exploring sorption of pesticides and PAHs in microplastics derived from plastic mulch films used in modern agriculture. Chemosphere. 2023 Aug;333:138959. doi: 10.1016/j.chemosphere.2023.138959. Epub 2023 May 18. PMID: 37209851. 3: European Food Safety Authority (EFSA); Bellisai G, Bernasconi G, Brancato A, Carrasco Cabrera L, Castellan I, Ferreira L, Giner G, Greco L, Jarrah S, Leuschner R, Magrans JO, Miron I, Nave S, Pedersen R, Reich H, Robinson T, Ruocco S, Santos M, Scarlato AP, Theobald A, Verania A. Modification of the existing maximum residue level for pyridate in chives. EFSA J. 2022 Aug 16;20(8):e07537. doi: 10.2903/j.efsa.2022.7537. PMID: 35991960; PMCID: PMC9379772. 4: Shim JH, Rahman MM, Zaky AA, Lee SJ, Jo A, Yun SH, Eun JB, Kim JH, Park JW, Oz E, Proestos C, Oz F, Abd El-Aty AM. Simultaneous Determination of Pyridate, Quizalofop-ethyl, and Cyhalofop-butyl Residues in Agricultural Products Using Liquid Chromatography-Tandem Mass Spectrometry. Foods. 2022 Mar 22;11(7):899. doi: 10.3390/foods11070899. PMID: 35406986; PMCID: PMC8998043. 5: European Food Safety Authority (EFSA). Scientific support for preparing an EU position for the 52nd Session of the Codex Committee on Pesticide Residues (CCPR). EFSA J. 2021 Aug 17;19(8):e06766. doi: 10.2903/j.efsa.2021.6766. PMID: 34429776; PMCID: PMC8370139. 6: Ravi R, Rajendran D, Oh WD, Mat Rasat MS, Hamzah Z, Ishak IH, Mohd Amin MF. The potential use of Azolla pinnata as an alternative bio-insecticide. Sci Rep. 2020 Nov 6;10(1):19245. doi: 10.1038/s41598-020-75054-0. PMID: 33159109; PMCID: PMC7648075. 7: Oliveira FA, Reis LP, Soto-Blanco B, Melo MM. Pesticides residues in the Prochilodus costatus (Valenciennes, 1850) fish caught in the São Francisco River, Brazil. J Environ Sci Health B. 2015;50(6):398-405. doi: 10.1080/03601234.2015.1011946. PMID: 25844860. 8: Kos K, Celar FA. Sensitivity of the entomopathogenic fungus Beauveria bassiana (Bals.-Criv.) Vuill. to selected herbicides. Pest Manag Sci. 2013 Jun;69(6):717-21. doi: 10.1002/ps.3427. Epub 2012 Nov 9. PMID: 23139237. 9: Wang J, Leung D. Determination of 142 pesticides in fruit- and vegetable- based infant foods by liquid chromatography/electrospray ionization-tandem mass spectrometry and estimation of measurement uncertainty. J AOAC Int. 2009 Jan- Feb;92(1):279-301. PMID: 19382587. 10: Wang J, Wotherspoon D. Determination of pesticides in apples by liquid chromatography with electrospray ionization tandem mass spectrometry and estimation of measurement uncertainty. J AOAC Int. 2007 Mar-Apr;90(2):550-67. PMID: 17474525. 11: Burghardt M, Friedmann A, Schreiber L, Riederer M. Comparison of sorption and diffusion by pyridate and its polar metabolite in isolated cuticular wax of Chenopodium album and Hordeum vulgare. J Agric Food Chem. 2005 Sep 7;53(18):7150-5. doi: 10.1021/jf050908e. PMID: 16131123. 12: Lehotay SJ, de Kok A, Hiemstra M, Van Bodegraven P. Validation of a fast and easy method for the determination of residues from 229 pesticides in fruits and vegetables using gas and liquid chromatography and mass spectrometric detection. J AOAC Int. 2005 Mar-Apr;88(2):595-614. PMID: 15859089. 13: Okubo T, Yokoyama Y, Kano K, Soya Y, Kano I. Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay. Arch Environ Contam Toxicol. 2004 May;46(4):445-53. doi: 10.1007/s00244-003-3017-6. PMID: 15253041. 14: Patzoldt WL, Dixon BS, Tranel PJ. Triazine resistance in Amaranthus tuberculatus (Moq) Sauer that is not site-of-action mediated. Pest Manag Sci. 2003 Oct;59(10):1134-42. doi: 10.1002/ps.743. PMID: 14561071. 15: Pachinger A, Eisner E, Begutter H, Klus H. Determination of a metabolite of the herbicide pyridate in drinking and groundwater using high-performance liquid chromatography with amperometric detection. J Chromatogr. 1991 Oct 11;558(2):369-73. doi: 10.1016/0021-9673(91)80004-z. PMID: 1797812. 16: Kello D. WHO drinking water quality guidelines for selected herbicides. Food Addit Contam. 1989;6 Suppl 1:S79-85. doi: 10.1080/02652038909373761. PMID: 2599158. 17: Lindner W, Ruckendorfer H. HPLC--residue analysis of the herbicide pyridate in cereals. Int J Environ Anal Chem. 1983;16(3):205-18. doi: 10.1080/03067318308078362. PMID: 6679538.