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MedKoo Cat#: 412237 | Name: Thiophanate-methyl
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Description:

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

Thiophanate-methyl is a nematocide used in livestock; also has fungicidal properties.

Chemical Structure

Thiophanate-methyl
Thiophanate-methyl
CAS#23564-05-8 (methyl)

Theoretical Analysis

MedKoo Cat#: 412237

Name: Thiophanate-methyl

CAS#: 23564-05-8 (methyl)

Chemical Formula: C12H14N4O4S2

Exact Mass: 342.0456

Molecular Weight: 342.39

Elemental Analysis: C, 42.10; H, 4.12; N, 16.36; O, 18.69; S, 18.73

Price and Availability

Size Price Availability Quantity
250mg USD 214.40 2 Weeks
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Related CAS #
23564-05-8 (methyl) 23564-06-9 (free base)
Synonym
Thiophanate-methyl; BRN0937942; BRN-0937942; BRN 0937942
IUPAC/Chemical Name
Allophanic acid, 4,4'-o-phenylenebis(3-thio-, dimethyl ester
InChi Key
QGHREAKMXXNCOA-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H14N4O4S2/c1-19-11(17)15-9(21)13-7-5-3-4-6-8(7)14-10(22)16-12(18)20-2/h3-6H,1-2H3,(H2,13,15,17,21)(H2,14,16,18,22)
SMILES Code
S=C(NC1=CC=CC=C1NC(NC(OC)=O)=S)NC(OC)=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 342.39 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.

Recalculate based on batch purity %
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
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Efficacy of fungicides in controlling rice blast and dirty panicle diseases in Thailand. Sci Rep. 2020 Oct 1;10(1):16233. doi: 10.1038/s41598-020-73222-w. PMID: 33004846; PMCID: PMC7530711. 5: Gama AB, Cordova LG, Suguinoshita Rebello C, Peres NA. Validation of a decision-support system for blueberry anthracnose and fungicide sensitivity of Colletotrichum gloeosporioides isolates. Plant Dis. 2020 Sep 20. doi: 10.1094/PDIS-09-20-1961-RE. Epub ahead of print. PMID: 32954983. 6: Oliveira MS, Cordova LG, Peres NA. Efficacy and Baseline Sensitivity of Succinate-Dehydrogenase-Inhibitor Fungicides for Management of Colletotrichum Crown Rot of Strawberry. Plant Dis. 2020 Sep 18:PDIS01200083RE. doi: 10.1094/PDIS-01-20-0083-RE. Epub ahead of print. PMID: 32946349. 7: Malhat F, Abdallah O, Ahmed F, Salam SA, Anagnostopoulos C, Ahmed MT. Dissipation behavior of thiophanate-methyl in strawberry under open field condition in Egypt and consumer risk assessment. Environ Sci Pollut Res Int. 2020 Aug 22. doi: 10.1007/s11356-020-10186-4. Epub ahead of print. PMID: 32827299. 8: Jiang H, Rao Y, Mei L, Wang Y. Antifungal activity of rapamycin on Botryosphaeria dothidea and its effect against Chinese hickory canker. Pest Manag Sci. 2020 Aug 7. doi: 10.1002/ps.6035. Epub ahead of print. PMID: 32767646. 9: Smith L, Klément W, Dopavogui L, de Bock F, Lasserre F, Barretto S, Lukowicz C, Fougerat A, Polizzi A, Schaal B, Patris B, Denis C, Feuillet G, Canlet C, Jamin EL, Debrauwer L, Mselli-Lakhal L, Loiseau N, Guillou H, Marchi N, Ellero- Simatos S, Gamet-Payrastre L. Perinatal exposure to a dietary pesticide cocktail does not increase susceptibility to high-fat diet-induced metabolic perturbations at adulthood but modifies urinary and fecal metabolic fingerprints in C57Bl6/J mice. Environ Int. 2020 Nov;144:106010. doi: 10.1016/j.envint.2020.106010. Epub 2020 Jul 31. PMID: 32745781. 10: Standish JR, Brenneman T, Bock C, Stevenson KL. Spatial variation and temporal dynamics of fungicide sensitivity in Venturia effusa within a pecan orchard. Plant Dis. 2020 Jul 30. doi: 10.1094/PDIS-04-20-0889-RE. Epub ahead of print. PMID: 32729799. 11: Wu X, Bian Q, Lin Q, Sun Q, Ni X, Xu X, Qiu Y, Xuan Y, Cao Y, Li T. Sensitivity of Pucciniagraminis f. sp. tritici Isolates From China to Triadimefon and Cross-Resistance Against Diverse Fungicides. Plant Dis. 2020 Aug;104(8):2082-2085. doi: 10.1094/PDIS-01-20-0009-RE. Epub 2020 Jun 18. PMID: 32552283. 12: Chen H, Shi Q, Fu H, Hu O, Fan Y, Xu L, Zhang L, Lan W, Sun D, Yang T, She Y. Rapid detection of five pesticide residues using complexes of gold nanoparticle and porphyrin combined with ultraviolet visible spectrum. J Sci Food Agric. 2020 Sep;100(12):4464-4473. doi: 10.1002/jsfa.10487. Epub 2020 Jun 22. PMID: 32399965. 13: Nguyen Thi Nhat H, Le NTT, Phuong Phong NT, Nguyen DH, Nguyen-Le MT. Potential Application of Gold Nanospheres as a Surface Plasmon Resonance Based Sensor for In-Situ Detection of Residual Fungicides. Sensors (Basel). 2020 Apr 15;20(8):2229. doi: 10.3390/s20082229. PMID: 32326497; PMCID: PMC7218903. 14: Li P, Sun P, Dong X, Li B. Residue analysis and kinetics modeling of thiophanate-methyl, carbendazim, tebuconazole and pyraclostrobin in apple tree bark using QuEChERS/HPLC-VWD. Biomed Chromatogr. 2020 Sep;34(9):e4851. doi: 10.1002/bmc.4851. Epub 2020 Jun 25. PMID: 32307729. 15: Avenot HF, Morgan DP, Quattrini J, Michailides TJ. Resistance to Thiophanate-Methyl in Botrytis cinerea Isolates From Californian Vineyards and Pistachio and Pomegranate Orchards. Plant Dis. 2020 Apr;104(4):1069-1075. doi: 10.1094/PDIS-02-19-0353-RE. Epub 2020 Feb 5. PMID: 32027568. 16: Jia K, Cheng B, Huang L, Xiao J, Bai Z, Liao X, Cao Z, Shen T, Zhang C, Hu C, Lu H. Thiophanate-methyl induces severe hepatotoxicity in zebrafish. Chemosphere. 2020 Jun;248:125941. doi: 10.1016/j.chemosphere.2020.125941. Epub 2020 Jan 21. PMID: 32004883. 17: Liu J, Lu S, Feng J, Li C, Wang W, Pei Y, Ding S, Zhang M, Li H, Na R, Li QX. Enantioselective Synthesis and Antifungal Activity of C18 Polyacetylenes. J Agric Food Chem. 2020 Feb 19;68(7):2116-2123. doi: 10.1021/acs.jafc.9b07967. Epub 2020 Feb 6. PMID: 31986045. 18: Caglayan C, Taslimi P, Türk C, Gulcin İ, Kandemir FM, Demir Y, Beydemir Ş. Inhibition effects of some pesticides and heavy metals on carbonic anhydrase enzyme activity purified from horse mackerel (Trachurus trachurus) gill tissues. Environ Sci Pollut Res Int. 2020 Apr;27(10):10607-10616. doi: 10.1007/s11356-020-07611-z. Epub 2020 Jan 15. PMID: 31942715. 19: Bevilaqua F, Sachett A, Chitolina R, Garbinato C, Gasparetto H, Marcon M, Mocelin R, Dallegrave E, Conterato G, Piato A, Siebel AM. A mixture of fipronil and fungicides induces alterations on behavioral and oxidative stress parameters in zebrafish. 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