Sedaxane | CAS#874967-67-6 | fungicide

MedKoo Cat#: 585203 | Name: Sedaxane

Description:

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

Sedaxane is a broad-spectrum seed treatment fungicide developed by Syngenta Crop Protection for control of seed- and soil-borne diseases in a broad range of crops.

Chemical Structure

Sedaxane

CAS#874967-67-6

Theoretical Analysis

MedKoo Cat#: 585203

Name: Sedaxane

CAS#: 874967-67-6

Chemical Formula: C18H19F2N3O

Exact Mass: 331.1496

Molecular Weight: 331.37

Elemental Analysis: C, 65.24; H, 5.78; F, 11.47; N, 12.68; O, 4.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Sedaxane

IUPAC/Chemical Name

N-(2-(1,1'-bicyclopropyl)-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide

InChi Key

XQJQCBDIXRIYRP-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H19F2N3O/c1-23-9-14(16(22-23)17(19)20)18(24)21-15-5-3-2-4-11(15)13-8-12(13)10-6-7-10/h2-5,9-10,12-13,17H,6-8H2,1H3,(H,21,24)

SMILES Code

O=C(C1=CN(C)N=C1C(F)F)NC2=CC=CC=C2C3C(C4CC4)C3

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

>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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 331.37 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

1: Walter H, Tobler H, Gribkov D, Corsi C. Sedaxane, Isopyrazam and Solatenol™: Novel Broad-spectrum Fungicides Inhibiting Succinate Dehydrogenase (SDH) - Synthesis Challenges and Biological Aspects. Chimia (Aarau). 2015 Aug 19;69(7):425-434. doi: 10.2533/chimia.2015.425. PubMed PMID: 28482975. 2: Zeun R, Scalliet G, Oostendorp M. Biological activity of sedaxane---a novel broad-spectrum fungicide for seed treatment. Pest Manag Sci. 2013 Apr;69(4):527-34. doi: 10.1002/ps.3405. Epub 2012 Oct 9. PubMed PMID: 23044852. 3: Dal Cortivo C, Conselvan GB, Carletti P, Barion G, Sella L, Vamerali T. Biostimulant Effects of Seed-Applied Sedaxane Fungicide: Morphological and Physiological Changes in Maize Seedlings. Front Plant Sci. 2017 Dec 6;8:2072. doi: 10.3389/fpls.2017.02072. eCollection 2017. PubMed PMID: 29270181; PubMed Central PMCID: PMC5723653. 4: Peffer RC, Cowie DE, Currie RA, Minnema DJ. Sedaxane-Use of Nuclear Receptor Transactivation Assays, Toxicogenomics, and Toxicokinetics as Part of a Mode of Action Framework for Rodent Liver Tumors. Toxicol Sci. 2018 Apr 1;162(2):582-598. doi: 10.1093/toxsci/kfx281. PubMed PMID: 29244179. 5: Tyagi S, Cook CD, DiDonato DA, Key JA, McKillican BP, Eberle WJ, Carlin TJ, Hunt DA, Marshall SJ, Bow NL. Bioinspired Synthesis of a Sedaxane Metabolite Using Catalytic Vanadyl Acetylacetonate and Molecular Oxygen. J Org Chem. 2015 Dec 18;80(24):11941-7. doi: 10.1021/acs.joc.5b01700. Epub 2015 Dec 7. PubMed PMID: 26619065. 6: Walter H, Tobler H, Gribkov D, Corsi C. Sedaxane, Isopyrazam and Solatenol™: Novel Broad-spectrum Fungicides Inhibiting Succinate Dehydrogenase (SDH) - Synthesis Challenges and Biological Aspects. Chimia (Aarau). 2015;69(7-8):425-34. doi: 10.2533/chimia.2015.425. Review. PubMed PMID: 26507595. 7: Ajigboye OO, Lu C, Murchie EH, Schlatter C, Swart G, Ray RV. Altered gene expression by sedaxane increases PSII efficiency, photosynthesis and growth and improves tolerance to drought in wheat seedlings. Pestic Biochem Physiol. 2017 Apr;137:49-61. doi: 10.1016/j.pestbp.2016.09.008. Epub 2016 Sep 29. PubMed PMID: 28364804. 8: Yao H, Yu J, Zhou Y, Xiang Q, Xu C. The embryonic developmental effect of sedaxane on zebrafish (Danio rerio). Chemosphere. 2018 Apr;197:299-305. doi: 10.1016/j.chemosphere.2018.01.046. Epub 2018 Jan 12. PubMed PMID: 29360593. 9: Rubbiani R, Blacque O, Gasser G. Sedaxicenes: potential new antifungal ferrocene-based agents? Dalton Trans. 2016 Apr 21;45(15):6619-26. doi: 10.1039/c5dt04231c. PubMed PMID: 26964501. 10: da Silva MP, Tylka GL, Munkvold GP. Seed Treatment Effects on Maize Seedlings Coinfected with Rhizoctonia solani and Pratylenchus penetrans. Plant Dis. 2017 Jun;101(6):957-963. doi: 10.1094/PDIS-10-16-1417-RE. Epub 2017 Mar 27. PubMed PMID: 30682922. 11: Plummer SM, Wright J, Currie RA. Dose-dependent effects on rat liver miRNAs 200a/b and 429: potential early biomarkers of liver carcinogenesis. Toxicol Rep. 2018 Feb 19;5:309-313. doi: 10.1016/j.toxrep.2018.02.004. eCollection 2018. PubMed PMID: 29556478; PubMed Central PMCID: PMC5856664. 12: Ajayi-Oyetunde OO, Butts-Wilmsmeyer CJ, Bradley CA. Sensitivity of Rhizoctonia solani to Succinate Dehydrogenase Inhibitor and Demethylation Inhibitor Fungicides. Plant Dis. 2017 Mar;101(3):487-495. doi: 10.1094/PDIS-07-16-1015-RE. Epub 2016 Dec 21. PubMed PMID: 30677351. 13: Anderson SJ, Simmons HE, Munkvold GP. Real-Time PCR Assay for Detection of Sphacelotheca reiliana Infection in Maize (Zea mays) Seedlings and Evaluation of Seed Treatment Efficacy. Plant Dis. 2015 Dec;99(12):1847-1852. doi: 10.1094/PDIS-07-14-0776-RE. Epub 2015 Oct 23. PubMed PMID: 30699512. 14: Smalling KL, Hladik ML, Sanders CJ, Kuivila KM. Leaching and sorption of neonicotinoid insecticides and fungicides from seed coatings. J Environ Sci Health B. 2018 Mar 4;53(3):176-183. doi: 10.1080/03601234.2017.1405619. Epub 2017 Dec 29. PubMed PMID: 29286873. 15: Yoshida M, Inoue K, Takahashi M. Predictive modes of action of pesticides in uterine adenocarcinoma development in rats. J Toxicol Pathol. 2015 Oct;28(4):207-16. doi: 10.1293/tox.2015-0026. Epub 2015 Aug 27. Erratum in: J Toxicol Pathol. 2016 Jan;29(1):74. PubMed PMID: 26538810; PubMed Central PMCID: PMC4604130. 16: Scalliet G, Bowler J, Luksch T, Kirchhofer-Allan L, Steinhauer D, Ward K, Niklaus M, Verras A, Csukai M, Daina A, Fonné-Pfister R. Mutagenesis and functional studies with succinate dehydrogenase inhibitors in the wheat pathogen Mycosphaerella graminicola. PLoS One. 2012;7(4):e35429. doi: 10.1371/journal.pone.0035429. Epub 2012 Apr 19. PubMed PMID: 22536383; PubMed Central PMCID: PMC3334918.