Dithianon | CAS#3347-22-6

MedKoo Cat#: 534844 | Name: Dithianon

Description:

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

Dithianon is a fungicide, bactericide, wood preservative.

Chemical Structure

Dithianon

CAS#3347-22-6

Theoretical Analysis

MedKoo Cat#: 534844

Name: Dithianon

CAS#: 3347-22-6

Chemical Formula: C14H4N2O2S2

Exact Mass: 295.9714

Molecular Weight: 296.32

Elemental Analysis: C, 56.75; H, 1.36; N, 9.45; O, 10.80; S, 21.64

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

Dithianon

IUPAC/Chemical Name

5,10-Dihydro-5,10-dioxonaphtho(2,3-b)-1,4-dithiin-2,3-dicarbonitrile

InChi Key

PYZSVQVRHDXQSL-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H4N2O2S2/c15-5-9-10(6-16)20-14-12(18)8-4-2-1-3-7(8)11(17)13(14)19-9/h1-4H

SMILES Code

N#CC1=C(C#N)SC(C(C2=C3C=CC=C2)=O)=C(C3=O)S1

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 296.32 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: Scariot FJ, Jahn L, Delamare APL, Echeverrigaray S. Necrotic cell death induced by dithianon on Saccharomyces cerevisiae. Pestic Biochem Physiol. 2018 Jul;149:137-142. doi: 10.1016/j.pestbp.2018.06.006. Epub 2018 Jun 30. PMID: 30033009. 2: Passoni A, Vighi M, Davoli E, Fanelli R, Bagnati R. Automated online solid- phase extraction-liquid chromatography mass spectrometric analysis of dithianon in water. Eur J Mass Spectrom (Chichester). 2016;22(5):261-267. doi: 10.1255/ejms.1447. PMID: 27882892. 3: Pöppler AC, Corlett EK, Pearce H, Seymour MP, Reid M, Montgomery MG, Brown SP. Single-crystal X-ray diffraction and NMR crystallography of a 1:1 cocrystal of dithianon and pyrimethanil. Acta Crystallogr C Struct Chem. 2017 Mar 1;73(Pt 3):149-156. doi: 10.1107/S2053229617000870. Epub 2017 Feb 6. PMID: 28257008; PMCID: PMC5391860. 4: Shi K, Wu X, Ma J, Zhang J, Zhou L, Wang H, Li L. Effects of Planting and Processing Modes on the Degradation of Dithianon and Pyraclostrobin in Chinese Yam (Dioscorea spp.). J Agric Food Chem. 2017 Dec 6;65(48):10439-10444. doi: 10.1021/acs.jafc.7b03916. Epub 2017 Nov 21. PMID: 29131625. 5: Mirković B, Tanović B, Hrustić J, Mihajlović M, Stević M, Delibašić G, Vukša P. Toxicity of copper hydroxide, dithianon, fluazinam, tebuconazole and pyraclostrobin to Didymella applanata isolates from Serbia. J Environ Sci Health B. 2015;50(3):175-83. doi: 10.1080/03601234.2015.982414. PMID: 25602150. 6: Paolini M, Mesirca R, Pozzetti L, Sapone A, Cantelli-Forti G. Biomarkers of effect in evaluating dithianon cocarcinogenesis: selective induction and suppression of murine CYP3A isoform. Cancer Lett. 1997 Feb 26;113(1-2):221-8. doi: 10.1016/s0304-3835(97)04711-3. PMID: 9065825. 7: Perocco P, Colacci A, Grilli S. In vitro cytotoxic and cell transforming activities exerted by the pesticides cyanazine, dithianon, diflubenzuron, procymidone, and vinclozolin on BALB/c 3T3 cells. Environ Mol Mutagen. 1993;21(1):81-6. doi: 10.1002/em.2850210111. PMID: 8419158. 8: Jiao X, Li Z, He J, Wang C. Enhanced photodegradation of applied dithianon fungicides on plant leaves by dissolved substances in atmosphere under simulated sunlight. Chemosphere. 2020 Sep;254:126807. doi: 10.1016/j.chemosphere.2020.126807. Epub 2020 Apr 17. PMID: 32334257. 9: Halasz I, Dinnebier R, Chiodo T, Saxell H. Structures of four polymorphs of the pesticide dithianon solved from X-ray powder diffraction data. Acta Crystallogr B. 2012 Dec;68(Pt 6):661-6. doi: 10.1107/S0108768112036191. Epub 2012 Oct 23. PMID: 23165602. 10: Wanner U, Führ F, DeGraaf AA, Burauel P. Characterization of non-extractable residues of the fungicide dithianon in soil using 13C/14C-labelling techniques. Environ Pollut. 2005 Jan;133(1):35-41. doi: 10.1016/j.envpol.2004.04.017. PMID: 15327854. 11: Pozzetti L, Paolini M, Barillari J, Cantelli-Forti G. Induction and suppression of murine CYP-mediated biotransformation by dithianon: organ- and sex-related differences. Cancer Lett. 1999 Jul 1;141(1-2):47-56. doi: 10.1016/s0304-3835(99)00081-6. PMID: 10454242. 12: Yuen SH. Spectrophotometric determination of the fungicide dithianon in aqueous formulation Delan-Col with 2,4-dinitrophenylhydrazine. Analyst. 1969 Dec;94(125):1095-8. doi: 10.1039/an9699401095. PMID: 5358919. 13: Wanner U, Führ F, Burauel P. Influence of the amendment of corn straw on the degradation behaviour of the fungicide dithianon in soil. Environ Pollut. 2005 Jan;133(1):63-70. doi: 10.1016/j.envpol.2004.04.013. PMID: 15327857. 14: Sieper H. Bestimmung und Abbau von Dithianon, Pyridinitril und Flurenol in Böden und Gewässern [Determination and disintegration of dithianon, pyridinitril and flurenol in soils and waters]. Schriftenr Ver Wasser Boden Lufthyg. 1971;34:109-15. German. PMID: 5154350. 15: Verma BC, Thakur HK, Singh J, Sharma DK. A new spectrophotometric method for the determination of dithianon in commercial formulations and its residues in foodstuffs. J AOAC Int. 1999 Nov-Dec;82(6):1298-302. PMID: 10589480. 16: Wanner U, Burauel P, Führ F. Characterisation of soil-bound residue fractions of the fungicide dithianon by gel permeation chromatography and polyacrylamide gel electrophoresis. Environ Pollut. 2000 Apr;108(1):53-9. doi: 10.1016/s0269-7491(99)00201-8. PMID: 15092966. 17: Kovacova J, Kocourek V, Kohoutkova J, Lansky M, Hajslova J. Production of apple-based baby food: changes in pesticide residues. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2014;31(6):1089-99. doi: 10.1080/19440049.2014.912356. Epub 2014 May 12. PMID: 24720736. 18: Baker PG, Clarke PG. Determination of residues of dithianon in apples by high-performance liquid chromatography. Analyst. 1984 Jan;109(1):81-3. doi: 10.1039/an9840900081. PMID: 6703332. 19: Syromyatnikov MY, Kokina AV, Lopatin AV, Starkov AA, Popov VN. Evaluation of the toxicity of fungicides to flight muscle mitochondria of bumblebee (Bombus terrestris L.). Pestic Biochem Physiol. 2017 Jan;135:41-46. doi: 10.1016/j.pestbp.2016.06.007. Epub 2016 Jun 30. PMID: 28043329. 20: Gildemacher P, Heijne B, Silvestri M, Houbraken J, Hoekstra E, Theelen B, Boekhout T. Interactions between yeasts, fungicides and apple fruit russeting. FEMS Yeast Res. 2006 Dec;6(8):1149-56. doi: 10.1111/j.1567-1364.2006.00109.x. PMID: 17156012.