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MedKoo Cat#: 412577 | Name: Thiophanate (free base)

Description:

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

Thiophanate (free base) is a nematocide used in livestock; also has fungicidal properties.

Chemical Structure

Thiophanate (free base)
Thiophanate (free base)
CAS#23564-06-9 (free base)

Theoretical Analysis

MedKoo Cat#: 412577

Name: Thiophanate (free base)

CAS#: 23564-06-9 (free base)

Chemical Formula: C14H18N4O4S2

Exact Mass: 370.0769

Molecular Weight: 370.44

Elemental Analysis: C, 45.39; H, 4.90; N, 15.12; O, 17.28; S, 17.31

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 #
23564-05-8 (methyl) 23564-06-9 (free base)
Synonym
Thiophanate (free base); NF35; NF-35; NF 35
IUPAC/Chemical Name
(1,2-Phenylenebis(iminocarbonothioyl))biscarbamic acid diethyl ester
InChi Key
YFNCATAIYKQPOO-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H18N4O4S2/c1-3-21-13(19)17-11(23)15-9-7-5-6-8-10(9)16-12(24)18-14(20)22-4-2/h5-8H,3-4H2,1-2H3,(H2,15,17,19,23)(H2,16,18,20,24)
SMILES Code
S=C(NC(OCC)=O)NC1=CC=CC=C1NC(NC(OCC)=O)=S
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 370.44 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
1: Sharma VP, Kumar A, Kumar S, Barh A, Kamal S. Substrate sterilization with thiophanate-methyl and its biodegradation to carbendazim in oyster mushroom (Pleurotus ostreatus var. florida). Environ Sci Pollut Res Int. 2020 Jan;27(1):899-906. doi: 10.1007/s11356-019-07050-5. Epub 2019 Dec 9. PMID: 31820249. 2: European Food Safety Authority (EFSA), Arena M, Auteri D, Barmaz S, Bellisai G, Brancato A, Brocca D, Bura L, Byers H, Chiusolo A, Court Marques D, Crivellente F, De Lentdecker C, Egsmose M, Erdos Z, Fait G, Ferreira L, Goumenou M, Greco L, Ippolito A, Istace F, Jarrah S, Kardassi D, Leuschner R, Lythgo C, Magrans JO, Medina P, Miron I, Molnar T, Nougadere A, Padovani L, Parra Morte JM, Pedersen R, Reich H, Sacchi A, Santos M, Serafimova R, Sharp R, Stanek A, Streissl F, Sturma J, Szentes C, Tarazona J, Terron A, Theobald A, Vagenende B, Verani A, Villamar-Bouza L. Peer review of the pesticide risk assessment of the active substance thiophanate-methyl. EFSA J. 2018 Jan 17;16(1):e05133. doi: 10.2903/j.efsa.2018.5133. PMID: 32625680; PMCID: PMC7009477. 3: Hu J, Deng S, Gao T, Lamour K, Liu X, Ren H. Thiophanate-methyl resistance in Sclerotinia homoeocarpa from golf courses in China. Pestic Biochem Physiol. 2018 Nov;152:84-89. doi: 10.1016/j.pestbp.2018.09.004. Epub 2018 Sep 14. PMID: 30497716. 4: Pradhan S, Miller L, Marcillo V, Koch AR, Graf Grachet N, Molineros JE, Walker NR, Melouk H, Garzon CD. Hormetic Effects of Thiophanate-Methyl in Multiple Isolates of Sclerotinia homoeocarpa. Plant Dis. 2019 Jan;103(1):89-94. doi: 10.1094/PDIS-05-18-0872-RE. Epub 2018 Nov 6. PMID: 30398944. 5: Soliman AS, Helmy RM, Nasr IN, Abbas MS, Mahmoud HA, Jiang W. Behavior of Thiophanate Methyl and Propiconazole in Grape and Mango Fruits Under the Egyptian Field Conditions. Bull Environ Contam Toxicol. 2017 May;98(5):720-725. doi: 10.1007/s00128-017-2066-x. Epub 2017 Mar 23. PMID: 28337501. 6: 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. 7: Chen F, Tsuji SS, Li Y, Hu M, Bandeira MA, Câmara MPS, Michereff SJ, Schnabel G. Reduced sensitivity of azoxystrobin and thiophanate-methyl resistance in Lasiodiplodia theobromae from papaya. Pestic Biochem Physiol. 2020 Jan;162:60-68. doi: 10.1016/j.pestbp.2019.08.008. Epub 2019 Aug 31. PMID: 31836056. 8: Vieira WADS, Lima WG, Nascimento ES, Michereff SJ, Reis A, Doyle VP, Câmara MPS. Thiophanate-Methyl Resistance and Fitness Components of Colletotrichum musae Isolates from Banana in Brazil. Plant Dis. 2017 Sep;101(9):1659-1665. doi: 10.1094/PDIS-11-16-1594-RE. Epub 2017 Jul 6. PMID: 30677331. 9: Fernández-Loras A, Martín-Beyer B, Garner TWJ, Bosch J. Itraconazole and thiophanate-methyl fail to clear tadpoles naturally infected with the hypervirulent lineage of Batrachochytrium dendrobatidis. Dis Aquat Organ. 2018 Oct 16;131(1):73-78. doi: 10.3354/dao03282. PMID: 30324916. 10: Lee HS, Rahman MM, Chung HS, Kabir H, Yoon KS, Cho SK, Abd El-Aty AM, Shim JH. An effective methodology for simultaneous quantification of thiophanate- methyl, and its metabolite carbendazim in pear, using LC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Sep 15;1095:1-7. doi: 10.1016/j.jchromb.2018.07.010. Epub 2018 Jul 19. PMID: 30031944.