Oxycarboxin | CAS#5259-88-1 | fungicide

MedKoo Cat#: 146323 | Name: Oxycarboxin

Description:

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

Oxycarboxin is a systemic fungicide used primarily to control rust diseases in crops such as wheat, barley, and soybeans. It belongs to the oxathiin class and functions by inhibiting mitochondrial respiration in fungal cells, specifically targeting the succinate dehydrogenase enzyme in the electron transport chain. This disruption limits energy production, ultimately killing the fungus.

Chemical Structure

Oxycarboxin

CAS#5259-88-1

Theoretical Analysis

MedKoo Cat#: 146323

Name: Oxycarboxin

CAS#: 5259-88-1

Chemical Formula: C12H13NO4S

Exact Mass: 267.0565

Molecular Weight: 267.30

Elemental Analysis: C, 53.92; H, 4.90; N, 5.24; O, 23.94; S, 11.99

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Oxycarboxin; Oxycarboxine;

IUPAC/Chemical Name

2-methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide 4,4-dioxide

InChi Key

AMEKQAFGQBKLKX-UHFFFAOYSA-N

InChi Code

1S/C12H13NO4S/c1-9-11(18(15,16)8-7-17-9)12(14)13-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,13,14)

SMILES Code

CC1=C(C(=O)NC2=CC=CC=C2)S(=O)(=O)CCO1

Appearance

To be determined

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

>2 years if stored properly

Drug Formulation

To be determined

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 267.30 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: Brown JE, Baughman RG. 2-Methyl-4,4-dioxo-N-phenyl-5,6-di- hydro-1,4-oxathiine-3-carboxamide (Oxycarboxin). Acta Crystallogr Sect E Struct Rep Online. 2010 Sep 30;66(Pt 10):o2654. doi: 10.1107/S1600536810037669. PMID: 21587625; PMCID: PMC2983306. 2: Balasubramanya RH, Patil RB, Bhat MV, Nagendrappa G. Degradation of carboxin (Vitavax) and oxycarboxin (Plantvax) by Pseudomonas aeruginosa isolated from soil. J Environ Sci Health B. 1980;15(5):485-505. doi: 10.1080/03601238009372198. PMID: 6776177. 3: Mathre DE. Mode of action of oxathiin systemic fungicides. I. Effect of carboxin and oxycarboxin on the general metabolism of several basidiomycetes. Phytopathology. 1970 Apr;60(4):671-6. doi: 10.1094/phyto-60-671. PMID: 5441309. 4: Tripathi RK, Bhaktavatsalam G. Silver nitrate-bromophenol blue and potassium permanganate-sulphuric acid as chromogenic reagents for the detection of carboxin and oxycarboxin in thin-layer chromatography. J Chromatogr. 1973 Dec 5;87(1):282-6. doi: 10.1016/s0021-9673(01)91552-3. PMID: 4772377. 5: Pathan AK, Cuddy W, Kimberly MO, Adusei-Fosu K, Rolando CA, Park RF. Efficacy of Fungicides Applied for Protectant and Curative Activity Against Myrtle Rust. Plant Dis. 2020 Aug;104(8):2123-2129. doi: 10.1094/PDIS-10-19-2106-RE. Epub 2020 Jun 15. PMID: 32539594. 6: Kuzukiran O, Simsek I, Yorulmaz T, Yurdakok-Dikmen B, Ozkan O, Filazi A. Multiresidues of environmental contaminants in bats from Turkey. Chemosphere. 2021 Nov;282:131022. doi: 10.1016/j.chemosphere.2021.131022. Epub 2021 May 28. PMID: 34090000. 7: Tucker AN, Lillich TT. Effect of the systemic fungicide carboxin on electron transport function in membranes of Micrococcus denitrificans. Antimicrob Agents Chemother. 1974 Nov;6(5):572-8. doi: 10.1128/AAC.6.5.572. PMID: 15825307; PMCID: PMC444694. 8: Udeogalanya AC. The rate of penetration of leaf tissues by the systemic fungicides benodanil (2-iodobenzanilide) and oxycarboxin (2,3-dihydro-6 methyl-5 phenylcarbamoyl-1,4-oxathin-4,4-dioxide). Beitr Trop Landwirtsch Veterinarmed. 1984;22(1):91-4. PMID: 6732737. 9: Wei D, Wu X, Ji M, Xu J, Dong F, Liu X, Zheng Y. Carboxin and its major metabolites residues in peanuts: Levels, dietary intake and chronic intake risk assessment. Food Chem. 2019 Mar 1;275:169-175. doi: 10.1016/j.foodchem.2018.09.087. Epub 2018 Sep 14. PMID: 30724184. 10: Valencia-Botín AJ, Jeffers SN, Palmer CL, Buck JW. Fungicides Used Alone, in Combinations, and in Rotations for Managing Gladiolus Rust in Mexico. Plant Dis. 2013 Nov;97(11):1491-1496. doi: 10.1094/PDIS-03-13-0272-RE. PMID: 30708469. 11: 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. 12: Kiseleva NI. Metody identifikatsii i opredeleniia plantvaksa i vitavaksa v vode [Methods of identifying and determining plantvax and vitavax in water]. Gig Sanit. 1984 Jun;(6):54-5. Russian. PMID: 6468988. 13: Tafuri F, Patumi M, Businelli M, Marucchini C. Determination of residues of vitavax and plantvax in grains. J Agric Food Chem. 1978 Nov-Dec;26(6):1344-6. doi: 10.1021/jf60220a015. PMID: 730946.