Azoxystrobin | CAS# 131860-33-8 | strobilurin fungicide

MedKoo Cat#: 573856 | Name: Azoxystrobin

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Description:

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

Azoxystrobin is a strobilurin fungicide that inhibits mitochondrial respiration by blocking electron transfer between cytochromes b and c1.

Chemical Structure

Azoxystrobin

CAS#131860-33-8

Theoretical Analysis

MedKoo Cat#: 573856

Name: Azoxystrobin

CAS#: 131860-33-8

Chemical Formula: C22H17N3O5

Exact Mass: 403.1168

Molecular Weight: 403.39

Elemental Analysis: C, 65.50; H, 4.25; N, 10.42; O, 19.83

Price and Availability

Size	Price	Availability
1g	USD 350.00	2 Weeks
2g	USD 550.00	2 Weeks
5g	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Amistar; Azoxystrobin; Bankit; HSDB 7017; HSDB7017; HSDB-7017; ICI-A 5504; ICIA-5504; ICI-A5504; Quadris

IUPAC/Chemical Name

Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (E)-

InChi Key

WFDXOXNFNRHQEC-GHRIWEEISA-N

InChi Code

1S/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+

SMILES Code

N#Cc1ccccc1Oc1ncnc(Oc2ccccc2/C(=C\OC)C(=O)OC)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

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 403.39 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: Rodrigues ET, Lopes I, Pardal MÂ. Occurrence, fate and effects of azoxystrobin in aquatic ecosystems: a review. Environ Int. 2013 Mar;53:18-28. doi: 10.1016/j.envint.2012.12.005. Epub 2013 Jan 8. PMID: 23314040. 2: Mpofu E, Alias A, Tomita K, Suzuki-Minakuchi C, Tomita K, Chakraborty J, Malon M, Ogura Y, Takikawa H, Okada K, Kimura T, Nojiri H. Azoxystrobin amine: A novel azoxystrobin degradation product from Bacillus licheniformis strain TAB7. Chemosphere. 2021 Jun;273:129663. doi: 10.1016/j.chemosphere.2021.129663. Epub 2021 Jan 18. PMID: 33515965. 3: Xu Y, Li B, Hou K, Du Z, Allen SC, Zhu L, Li W, Zhu L, Wang J, Wang J. Ecotoxicity evaluation of azoxystrobin on Eisenia fetida in different soils. Environ Res. 2021 Mar;194:110705. doi: 10.1016/j.envres.2020.110705. Epub 2021 Jan 2. PMID: 33400946. 4: Gao W, Zhang C, Li B, Oh JS. Azoxystrobin exposure impairs meiotic maturation by disturbing spindle formation in mouse oocytes. Front Cell Dev Biol. 2022 Dec 2;10:1053654. doi: 10.3389/fcell.2022.1053654. PMID: 36531942; PMCID: PMC9755494. 5: Takahashi S, Shinomiya T, Nagahara Y. Azoxystrobin Induces Apoptosis and Cell Cycle Arrest in Human Leukemia Cells Independent of p53 Expression. Anticancer Res. 2022 Mar;42(3):1307-1312. doi: 10.21873/anticanres.15598. PMID: 35220221. 6: Sun M, Wang H, Shi C, Li J, Cai L, Xiang L, Liu T, Goodwin PH, Chen X, Wang L. Effect of azoxystrobin on tobacco leaf microbial composition and diversity. Front Plant Sci. 2023 Feb 1;13:1101039. doi: 10.3389/fpls.2022.1101039. PMID: 36816485; PMCID: PMC9930646. 7: Marczewska P, Płonka M, Rolnik J, Sajewicz M. Determination of azoxystrobin and its impurity in pesticide formulations by liquid chromatography. J Environ Sci Health B. 2020;55(7):599-603. doi: 10.1080/03601234.2020.1746572. Epub 2020 Apr 7. PMID: 32253976. 8: Liu L, Wang H, Xu M, Qiu TX, Chen J. Azoxystrobin increases the infection of spring viraemia of carp virus in fish. Chemosphere. 2021 Dec;285:131465. doi: 10.1016/j.chemosphere.2021.131465. Epub 2021 Jul 9. PMID: 34329124. 9: Kang J, Bishayee K, Huh SO. Azoxystrobin Impairs Neuronal Migration and Induces ROS Dependent Apoptosis in Cortical Neurons. Int J Mol Sci. 2021 Nov 19;22(22):12495. doi: 10.3390/ijms222212495. PMID: 34830376; PMCID: PMC8622671. 10: Zhang Q, Yu Y, Jin M, Deng Y, Zheng B, Lu T, Qian H. Oral azoxystrobin driving the dynamic change in resistome by disturbing the stability of the gut microbiota of Enchytraeus crypticus. J Hazard Mater. 2022 Feb 5;423(Pt B):127252. doi: 10.1016/j.jhazmat.2021.127252. Epub 2021 Sep 17. PMID: 34844364. 11: Mohapatra S, Siddamallaiah L, Matadha NY. Behavior of acetamiprid, azoxystrobin, pyraclostrobin, and lambda-cyhalothrin in/on pomegranate tissues. Environ Sci Pollut Res Int. 2021 Jun;28(22):27481-27492. doi: 10.1007/s11356-021-12490-z. Epub 2021 Jan 28. PMID: 33506422. 12: EFSA (European Food Safety Authority); Anastassiadou M, Bernasconi G, Brancato A, Carrasco Cabrera L, Ferreira L, Greco L, Jarrah S, Kazocina A, Leuschner R, Magrans JO, Miron I, Nave S, Pedersen R, Reich H, Rojas A, Sacchi A, Santos M, Scarlato AP, Theobald A, Vagenende B, Verani A. Setting of import tolerance for azoxystrobin in sugar beet roots. EFSA J. 2021 Feb 18;19(2):e06401. doi: 10.2903/j.efsa.2021.6401. PMID: 33708267; PMCID: PMC7890444. 13: Meng Z, Yan Z, Sun W, Bao X, Feng W, Gu Y, Tian S, Wang J, Chen X, Zhu W. Azoxystrobin Disrupts Colonic Barrier Function in Mice via Metabolic Disorders Mediated by Gut Microbiota. J Agric Food Chem. 2023 Jan 11;71(1):789-801. doi: 10.1021/acs.jafc.2c05543. Epub 2023 Jan 3. PMID: 36594455. 14: Hu W, Liu CW, Jiménez JA, McCoy ES, Hsiao YC, Lin W, Engel SM, Lu K, Zylka MJ. Detection of Azoxystrobin Fungicide and Metabolite Azoxystrobin-Acid in Pregnant Women and Children, Estimation of Daily Intake, and Evaluation of Placental and Lactational Transfer in Mice. Environ Health Perspect. 2022 Feb;130(2):27013. doi: 10.1289/EHP9808. Epub 2022 Feb 24. PMID: 35200037; PMCID: PMC8869102. 15: McKnight AM, Gannon TW, Yelverton F. Phytoremediation of azoxystrobin and imidacloprid by wetland plant species Juncus effusus, Pontederia cordata and Sagittaria latifolia. Int J Phytoremediation. 2022;24(2):196-204. doi: 10.1080/15226514.2021.1932726. Epub 2021 Jun 14. PMID: 34126808. 16: El-Hak HNG, Al-Eisa RA, Ryad L, Halawa E, El-Shenawy NS. Mechanisms and histopathological impacts of acetamiprid and azoxystrobin in male rats. Environ Sci Pollut Res Int. 2022 Jun;29(28):43114-43125. doi: 10.1007/s11356-021-18331-3. Epub 2022 Jan 29. PMID: 35091933; PMCID: PMC9148279. 17: Chen H, Li L, Lu Y, Shen Y, Zhang M, Ge L, Wang M, Yang J, Tian Z, Tang X. Azoxystrobin Reduces Oral Carcinogenesis by Suppressing Mitochondrial Complex III Activity and Inducing Apoptosis. Cancer Manag Res. 2020 Nov 12;12:11573-11583. doi: 10.2147/CMAR.S280285. PMID: 33209061; PMCID: PMC7670090. 18: Wang K, Sun Z, Yang L, He L, Li X, Wang G. Respiratory Toxicity of Azoxystrobin, Pyraclostrobin and Coumoxystrobin on Chlorella vulgaris. Bull Environ Contam Toxicol. 2020 Jun;104(6):799-803. doi: 10.1007/s00128-020-02869-y. Epub 2020 May 9. PMID: 32388572. 19: Kovačević M, Stjepanović N, Hackenberger DK, Lončarić Ž, Hackenberger BK. Toxicity of fungicide azoxystrobin to Enchytraeus albidus: Differences between the active ingredient and formulated product. Pestic Biochem Physiol. 2022 Oct;187:105198. doi: 10.1016/j.pestbp.2022.105198. Epub 2022 Aug 8. PMID: 36127052. 20: Xu S, Song J, Shen F, Wang Y, Zhang L, Fang H, Yu Y. Uptake, Accumulation, and translocation of azoxystrobin by Vegetable plants in soils: influence of soil characteristics and plant species. Bull Environ Contam Toxicol. 2022 Aug;109(2):386-392. doi: 10.1007/s00128-022-03556-w. Epub 2022 Jun 7. PMID: 35670838.