MedKoo Cat#: 592113 | Name: Coumaphos
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Description:

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

Coumaphos is aorganothiophosphorus cholinesterase inhibitor that is used as an anthelmintic, insecticide, and as a nematocide.

Chemical Structure

Coumaphos
Coumaphos
CAS#56-72-4

Theoretical Analysis

MedKoo Cat#: 592113

Name: Coumaphos

CAS#: 56-72-4

Chemical Formula: C14H16ClO5PS

Exact Mass: 362.0145

Molecular Weight: 362.76

Elemental Analysis: C, 46.35; H, 4.45; Cl, 9.77; O, 22.05; P, 8.54; S, 8.84

Price and Availability

Size Price Availability Quantity
50mg USD 250.00 2 Weeks
100mg USD 450.00 2 Weeks
250mg USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Coumaphos; Coumafos; NSC 8944; NSC8944; NSC-8944; Muscatox; Asuntol; Baymix
IUPAC/Chemical Name
Coumarin, 3-chloro-7-hydroxy-4-methyl-, O-ester with O,O-diethyl phosphorothioate
InChi Key
BXNANOICGRISHX-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3
SMILES Code
O=C1OC2=C(C=CC(OP(OCC)(OCC)=S)=C2)C(C)=C1Cl
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 362.76 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: Bravo-Ramos JL, Sánchez-Otero MG, Sánchez-Montes S, Ortíz-Carbajal LA. Monitoring of resistance or susceptibility of Amblyomma mixtum (Acari: Ixodidae) to synthetic acaricides from Mexico. Vet Parasitol Reg Stud Reports. 2025 Feb;58:101208. doi: 10.1016/j.vprsr.2025.101208. Epub 2025 Feb 3. PMID: 40049996. 2: Monmany-Garzia AC, Chacoff N, Aragón R, Sosa A, Aparicio VC, Ayup MM, Galindo-Cardona A. Effects of soybean fields on the health of Apis mellifera (Hymenoptera: Apidae) in the Chaco ecoregion. J Econ Entomol. 2025 Feb 26:toaf002. doi: 10.1093/jee/toaf002. Epub ahead of print. PMID: 40036185. 3: Xiao X, Roesner J, Yoon KA, Cho S, Lee SH, Haas J, Nauen R. Unveiling Molecular Mechanisms Mediating Coumaphos Tolerance in Western Honey Bees (Apis mellifera). J Agric Food Chem. 2025 Feb 12;73(6):3389-3399. doi: 10.1021/acs.jafc.4c10195. Epub 2024 Dec 30. PMID: 39935366. 4: Robbins ZG, Striley CA, Wugofski L. Quantification of 3‑chloro-7‑hydroxy-4-methylcoumarin (CHMC) in urine as a biomarker of coumaphos exposure by high-performance liquid chromatography-fluorescence detection (HPLC- FLD). MethodsX. 2025 Jan 13;14:103171. doi: 10.1016/j.mex.2025.103171. PMID: 39906117; PMCID: PMC11791304. 5: Roth MA, Gross AD. Optimizing Feeding and Pupation Bioassays to Assess the Effects of Insecticidal and Repellent Treatments on Aethina tumida Larval Development and Pupation Success. Arch Insect Biochem Physiol. 2025 Jan;118(1):e70023. doi: 10.1002/arch.70023. PMID: 39835519; PMCID: PMC11748190. 6: Bahreini R, González-Cabrera J, Hernández-Rodríguez CS, Moreno-Martí S, Muirhead S, Labuschagne RB, Rueppell O. Arising amitraz and pyrethroids resistance mutations in the ectoparasitic Varroa destructor mite in Canada. Sci Rep. 2025 Jan 10;15(1):1587. doi: 10.1038/s41598-025-85279-6. PMID: 39794392; PMCID: PMC11724071. 7: Karakaya İ, Arslanhan BA, Önder Z. Detection of mutations in the voltage- gated sodium channel gene of Varroa destructor (Acari: Varroidae) populations. Vet Parasitol Reg Stud Reports. 2024 Nov;56:101121. doi: 10.1016/j.vprsr.2024.101121. Epub 2024 Sep 20. PMID: 39550181. 8: Xie S, Hofmann JN, Sampson JN, Josse PR, Madrigal JM, Chang VC, Deziel NC, Andreotti G, Keil AP, Ward MH, Beane Freeman LE, Friesen MC. Quantitative measures of recent and lifetime agricultural pesticide use are associated with increased pesticide concentrations in house dust. Environ Int. 2024 Nov;193:109123. doi: 10.1016/j.envint.2024.109123. Epub 2024 Nov 5. PMID: 39541787; PMCID: PMC11620478. 9: Li S, Wu WY, Liao LH, Berenbaum MR. Transcriptional responses of detoxification genes to coumaphos in a nontarget species, Galleria mellonella (greater wax moth) (Lepidoptera: Pyralidae), in the beehive environment. Pestic Biochem Physiol. 2024 Nov;205:106156. doi: 10.1016/j.pestbp.2024.106156. Epub 2024 Sep 29. PMID: 39477609. 10: Rodríguez-Vivas RI, Ojeda-Chi MM, Trinidad-Martinez I, Flota-Burgos GJ, Ojeda-Robertos NF. First documentation of dose response of Amblyomma cf. parvum population infesting dogs to amitraz, coumaphos, and cypermethrin. Vet Parasitol. 2024 Dec;332:110328. doi: 10.1016/j.vetpar.2024.110328. Epub 2024 Oct 10. PMID: 39418761. 11: Hernández-Rodríguez CS, Moreno-Martí S, Emilova-Kirilova K, González-Cabrera J. A new mutation in the octopamine receptor associated with amitraz resistance in Varroa destructor. Pest Manag Sci. 2025 Jan;81(1):308-315. doi: 10.1002/ps.8434. Epub 2024 Sep 19. PMID: 39300611; PMCID: PMC11632204. 12: St Amant J, Bisiau A, Jack C. Evaluating the Efficacy of Active Ingredients Used in Roach Baits against Small Hive Beetle (Aethina tumida) and Their Safety to Honey Bees (Apis mellifera). Insects. 2024 Jun 25;15(7):472. doi: 10.3390/insects15070472. PMID: 39057205; PMCID: PMC11277340. 13: Marsky U, Rognon B, Douablin A, Viry A, Rodríguez Ramos MA, Hammaidi A. Amitraz Resistance in French Varroa Mite Populations-More Complex Than a Single-Nucleotide Polymorphism. Insects. 2024 May 27;15(6):390. doi: 10.3390/insects15060390. PMID: 38921105; PMCID: PMC11203491. 14: Fang R, Li Y, Liu F, Liang Y, Wang Y, Zhong G, Xu Z, Hammock BD, Wang H. A new strategy to generate nanobodies for the coumaphos based on the synthesized nanobody libraries. Food Chem. 2024 Oct 15;455:139684. doi: 10.1016/j.foodchem.2024.139684. Epub 2024 May 17. PMID: 38833869; PMCID: PMC11239888. 15: Hajikhani M, Hegde A, Snyder J, Cheng J, Lin M. Integrating transformer- based machine learning with SERS technology for the analysis of hazardous pesticides in spinach. J Hazard Mater. 2024 May 15;470:134208. doi: 10.1016/j.jhazmat.2024.134208. Epub 2024 Apr 3. PMID: 38593663. 16: Shi J, Wang X, Chen Z, Mao D, Luo Y. Spatial distribution of two acaricides and five neonicotinoids in beehives and surrounding environments in China. J Hazard Mater. 2024 May 5;469:133892. doi: 10.1016/j.jhazmat.2024.133892. Epub 2024 Feb 28. PMID: 38461662. 17: Gupta S, Sangwan N, Sangwan AK, Gupta S, Kumar A, Maan S, Kumar A, Kumar S. Acaricide resistance status of deltamethrin and coumaphos in Hyalomma anatolicum ticks collected from different districts of Haryana. Exp Appl Acarol. 2024 May;92(4):809-833. doi: 10.1007/s10493-023-00894-0. Epub 2024 Mar 7. PMID: 38448756. 18: Erdem E, Koç-İnak N, Rüstemoğlu M, İnak E. Geographical distribution of pyrethroid resistance mutations in Varroa destructor across Türkiye and a European overview. Exp Appl Acarol. 2024 Apr;92(3):309-321. doi: 10.1007/s10493-023-00879-z. Epub 2024 Feb 24. PMID: 38401013; PMCID: PMC11035437. 19: Benito-Murcia M, Botías C, Martín-Hernández R, Higes M, Soler F, Pérez-López M, Míguez-Santiyán MP, Martínez-Morcillo S. Biomarker responses and lethal dietary doses of tau-fluvalinate and coumaphos in honey bees: Implications for chronic acaricide toxicity. Environ Toxicol Pharmacol. 2024 Jan;105:104330. doi: 10.1016/j.etap.2023.104330. Epub 2023 Nov 30. PMID: 38042261. 20: Fuente-Ballesteros A, Jano A, Bernal J, Ares AM. Development and validation of an analytical methodology based on solvent extraction and gas chromatography for determining pesticides in royal jelly and propolis. Food Chem. 2024 Mar 30;437(Pt 2):137911. doi: 10.1016/j.foodchem.2023.137911. Epub 2023 Nov 3. PMID: 37948804.