Thiophanate-methyl - analytical standard , CAS No.23564-05-8

CAS: 23564-05-8 Cat. No.: T109974 Molecular Weight: 342.39 Beilstein Registry Number: 937942 EC Number: 245-740-7 PubChem CID: 3032791
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GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
dimethyl [1,2-phenylenebis(iminocarbonothioyl)]biscarbamate | KBioSS_002242 | NF-44 | NSC 170811 | Spectrum_001761 | CHEBI:35014 | Frumidor | Sigma | Topsin NF-44 | methyl N-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate | Trevin |
Storage
Room temperature
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250mg
T109974-250mg
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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
dimethyl [1, 2-phenylenebis(iminocarbonothioyl)]biscarbamate | KBioSS_002242 | NF-44 | NSC 170811 | Spectrum_001761 | CHEBI:35014 | Frumidor | Sigma | Topsin NF-44 | methyl N-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate | Trevin |
Specifications & Purity
analytical standard
Storage
Room temperature
Shipped In
Normal
Grade
Analytical standard
Action Type
INHIBITOR
Names and Identifiers
Pubchem Sid504762340
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504762340
Canonical SmilesCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC
IUPAC Namemethyl N-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate
InChIKeyQGHREAKMXXNCOA-UHFFFAOYSA-N
INCHI1S/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)
Isomeric SMILES COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC
WGK Germany 3
RTECS BA3675000
PubChem CID 3032791
Molecular Weight 342.39
Beilstein 937942

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentBenzene and substituted derivatives
Alternative Parents Propargyl-type 1,3-dipolar organic compounds  Organosulfur compounds  Organopnictogen compounds  Organooxygen compounds  Imines  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Monocyclic benzene moiety - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Imine - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
External Descriptors Carbamate fungicides
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CXCL8 Tchem Interleukin-8 (642 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lymphoblastoid cell (5959 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Faah Anandamide amidohydrolase (3907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Oculimacula yallundae (312 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Thanatephorus cucumeris (609 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cercospora beticola (433 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium oxysporum (3998 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Botrytis cinerea (4183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum fragariae (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rhizoctonia solani (2251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sclerotinia sclerotiorum (877 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Corynespora cassiicola (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Neofusicoccum australe (78 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Podosphaera fusca (19 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pestalotiopsis microspora (57 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusarium graminearum (1554 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Curvularia pallescens (106 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Diplodia mutila (102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Neofusicoccum luteum (172 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas amygdali pv. lachrymans (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cucurbita maxima x Cucurbita moschata (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Monilinia laxa (436 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Podosphaera xanthii (125 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudoperonospora cubensis (1623 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lagenaria siceraria (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Podosphaera fuliginea (1057 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudopestalotiopsis theae (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycogone perniciosa (4 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Diaporthe ampelina (88 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ascochyta (23 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Clonostachys rosea (54 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plurivorosphaerella nawae (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum falcatum (178 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot NumberCertificate TypeDateItem
L2308515Certificate of AnalysisSep 08, 2025 T109974
L2308524Certificate of AnalysisSep 08, 2025 T109974
J1916039Certificate of AnalysisMay 08, 2023 T109974
Chemical and Physical Properties
SolubilityInsoluble in water, soluble in methanol, ethanol, acetone, chloroform, etc.
Melt Point(°C)181.5-182.5°C
Molecular Weight342.400 g/mol
XLogP32.600
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass342.046 Da
Monoisotopic Mass342.046 Da
Topological Polar Surface Area165.000 Ų
Heavy Atom Count22
Formal Charge0
Complexity407.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Jie Zhao, Zi-Yu Li, Ting Cheng, Yan-Xin Chen, Cong Dai, Jia-Hui Zhu, Yu-Shen Liu, Lu-Liang Wang.  (2023)  Synthesis of magnetic covalent organic framework composites for effective extraction of benzimidazole fungicides from food samples.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.109419]
2. Yu Ying, Huang Gengli, Luo Xueli, Lin Wanmei, Han Yong, Huang Jihong, Li Zhonghong.  (2022)  Carbon dots@Cu metal–organic frameworks hybrids for ratiometric fluorescent determination of pesticide thiophanate-methyl.  MICROCHIMICA ACTA,  189  (9): (1-9).  [PMID:35947204] [10.1007/s00604-022-05438-8]
3. Xueli Luo, Gengli Huang, Yuchen Li, Jie Guo, Xiaokai Chen, Youwen Tan, Wenzhi Tang, Zhonghong Li.  (2022)  Dual-modes of ratiometric fluorescent and smartphone-integrated colorimetric detection of glyphosate by carbon dots encapsulated porphyrin metal–organic frameworks.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2022.154368]
4. Gui-Yang Zhu, Ying Chen, Su-Yan Wang, Xin-Chi Shi, Daniela D. Herrera-Balandrano, Victor Polo, Pedro Laborda.  (2022)  Peel Diffusion and Antifungal Efficacy of Different Fungicides in Pear Fruit: Structure-Diffusion-Activity Relationships.  Journal of Fungi,  (5): (547).  [PMID:35628802] [10.3390/jof8050547]
5. Xiao-Ting Zhen, Ya-Ling Yu, Min-Zhen Shi, Si-Chen Zhu, Tian-Ci Yan, Zi-Xuan Yue, Yu-Xin Gu, Hui Zheng, Jun Cao.  (2021)  Activated carbon derived from hawthorn kernel waste for rapid adsorption of fungicides.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2021.101700]
6. Yixia Yang, Behafarid Ghalandari, Liyun Lin, Xiao Sang, Wenqiong Su, Adeleh Divsalar, Xianting Ding.  (2021)  A turn-on fluorescence sensor based on Cu2+ modulated DNA-templated silver nanoclusters for glyphosate detection and mechanism investigation.  FOOD CHEMISTRY,      [PMID:34352696] [10.1016/j.foodchem.2021.130617]
7. Yong Han, Xie He, Weixia Yang, Xueli Luo, Ying Yu, Wenzhi Tang, Tianli Yue, Zhonghong Li.  (2020)  Ratiometric fluorescent sensing carbendazim in fruits and vegetables via its innate fluorescence coupling with UiO-67.  FOOD CHEMISTRY,      [PMID:33340894] [10.1016/j.foodchem.2020.128839]
8. Xinyue Zhao, Xiaomeng Zhang, Mingwei Qin, Yuzhu Song, Jinyang Zhang, Xueshan Xia, Xiuming Cui, Kai Gao, Qinqin Han.  (2020)  Determination of carbendazim by aptamer-based fluorescence resonance energy transfer (FRET).  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2020.1849250]
9. Yong Han, Weixia Yang, Xueli Luo, Xie He, Ying Yu, Chunhua Li, Wenzhi Tang, Tianli Yue, Zhonghong Li.  (2019)  Cu2+-Triggered Carbon Dots with Synchronous Response of Dual Emission for Ultrasensitive Ratiometric Fluorescence Determination of Thiophanate-Methyl Residues.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:31618026] [10.1021/acs.jafc.9b04720]
10. Shao Hua Lu, Sha Sha Li, Bo Yin, Jia Ying Mi, Hong Lin Zhai.  (2019)  The rapid quantitative analysis of three pesticides in cherry tomatoes and red grape samples with Tchebichef image moments.  FOOD CHEMISTRY,      [PMID:31000058] [10.1016/j.foodchem.2019.03.118]
11. Chuhong Zhu, Xiujuan Wang, Xiaofei Shi, Feng Yang, Guowen Meng, Qizhong Xiong, Yan Ke, Hua Wang, Yilin Lu, Nianqiang Wu.  (2017)  Detection of Dithiocarbamate Pesticides with a Spongelike Surface-Enhanced Raman Scattering Substrate Made of Reduced Graphene Oxide-Wrapped Silver Nanocubes.  ACS Applied Materials & Interfaces,      [PMID:29058868] [10.1021/acsami.7b13479]
12. Kai Zhang, Dan Hou, Dongping Wu, Yanxia Li, Xuemei He, Tingting Sun, Jianhua Xiong, Xiaoning Liao.  (2024)  A nonenzymatic electrochemical sensor for highly sensitive detection of thiophanate methyl based on MWCNTs functionalized bimetallic Fe/Cu MOF.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.107144]
13. Xueqing Zeng, Hengye Chen, Fangyu Long, Xiangmin She, Wei Lan, Wanjun Long, Shuo Wang, Luyu Wei, Yuanbin She, Haiyan Fu.  (2025)  Cloud machine learning-enhanced peroxidase-like enzyme visual sensor for rapid detection of sulfur-containing pesticides.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2025.137448]
14. Ya Wang, Yanxin Ma, Hui Wang, Fei Shang, Bo Yang, Yong Han.  (2024)  Smartphone-assisted carbon dots fluorescent sensing platform for visual detection of Thiophanate-methyl in fruits and vegetables.  FOOD CHEMISTRY,      [PMID:38241928] [10.1016/j.foodchem.2024.138413]
15. Qian Liu, Xiaoying Yang, Longhui Luo, Wei Tian, Chao Kang, Tao Sun, Yuegang Chen, Juan Tao, Dongmei Chen.  (2025)  Rapid detection of benzimidazole fungicides by electrostatic self-assembly of MXene@PEI@AgNPs composite SERS substrate combined with chemometrics.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.108171]
16. Wen Liu, Yanjing Chen, Xurong Yin, Fei Liu, Wenshan Li, Jianna Yu, Guoxing Jing, Wenjie Liu.  (2022)  A rapid and on-site detection of pesticide residue from fruit samples based on surface swab-electrospray ionization-ion mobility spectrometry.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2022.107919]
17. Yongqing Yang, Yong Wang, Jing Gao, Zhidan Shi, Wenjin Chen, Haiyan Huangfu, Zhengnan Li, Yan Liu.  (2024)  Characterisation of Fusarium oxysporum f. sp. radicis-lycopersici in Infected Tomatoes in Inner Mongolia, China.  Journal of Fungi,  10  (9): (622).  [PMID:39330382] [10.3390/jof10090622]
18. Lina Zhao, Zhengdong Sun, Ye Shen, Zhiyang Chen, Yang Zhang, Jiyong Shi, Haroon Elrasheid Tahir, Xuechao Xu, Meng Zhang, Xiaobo Zou, Kaiyi Zheng.  (2025)  Flexible TiO2/ZrO2/AuCNAs Surface-Enhanced Raman Scattering Substrates for the Detection of Asomate in Apple Peel.  Foods,  14  (12): (2062).  [PMID:40565671] [10.3390/foods14122062]
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