Synonym
Oxamyl Free Base; CCRIS1963; CCRIS-1963; CCRIS 1963
IUPAC/Chemical Name
Ethanimidothioic acid, 2-(dimethylamino)-N-(((methylamino)carbonyl)oxy)-2-oxo-, methyl ester
InChi Key
KZAUOCCYDRDERY-UITAMQMPSA-N
InChi Code
InChI=1S/C7H13N3O3S/c1-8-7(12)13-9-5(14-4)6(11)10(2)3/h1-4H3,(H,8,12)/b9-5-
SMILES Code
O=C(N(C)C)/C(SC)=N/OC(NC)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Biological target:
Oxamyl Free Base is an agricultural chemical and pesticide.
In vivo activity:
In this study, the developmental toxicity of oxamyl was demonstrated using zebrafish, which is a representative model as it is associated with rapid embryogenesis and a toxic response similar to that of other vertebrates. Analysis of transgenic zebrafish (olig2:dsRED and flk1:eGFP line) and mRNA levels of genes associated with individual organ development revealed that oxamyl exerted toxic effects on the development of neuron, notochord, and vascular system. Next, the adverse effect of oxamyl on the mitochondrial electron transport chain was examined. Treatment with oxamyl altered the PI3K/Akt signaling and p38 Mapk signaling pathways in zebrafish.
Reference: Sci Total Environ. 2023 Feb 10;859(Pt 2):160458. https://pubmed.ncbi.nlm.nih.gov/36435248/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
219.26
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 |
Formulation protocol:
An G, Hong T, Park H, Lim W, Song G. Oxamyl exerts developmental toxic effects in zebrafish by disrupting the mitochondrial electron transport chain and modulating PI3K/Akt and p38 Mapk signaling. Sci Total Environ. 2023 Feb 10;859(Pt 2):160458. doi: 10.1016/j.scitotenv.2022.160458. Epub 2022 Nov 24. PMID: 36435248.
In vivo protocol:
An G, Hong T, Park H, Lim W, Song G. Oxamyl exerts developmental toxic effects in zebrafish by disrupting the mitochondrial electron transport chain and modulating PI3K/Akt and p38 Mapk signaling. Sci Total Environ. 2023 Feb 10;859(Pt 2):160458. doi: 10.1016/j.scitotenv.2022.160458. Epub 2022 Nov 24. PMID: 36435248.
1: Oxamyl. Rev Environ Contam Toxicol. 1988;104:173-81. doi: 10.1007/978-1-4613-8785-5_14. PMID: 3062695.
2: Gallego S, Devers-Lamrani M, Rousidou K, Karpouzas DG, Martin-Laurent F. Assessment of the effects of oxamyl on the bacterial community of an agricultural soil exhibiting enhanced biodegradation. Sci Total Environ. 2019 Feb 15;651(Pt 1):1189-1198. doi: 10.1016/j.scitotenv.2018.09.255. Epub 2018 Sep 21. PMID: 30360251.
3: Rousidou K, Chanika E, Georgiadou D, Soueref E, Katsarou D, Kolovos P, Ntougias S, Tourna M, Tzortzakakis EA, Karpouzas DG. Isolation of Oxamyl- degrading Bacteria and Identification of cehA as a Novel Oxamyl Hydrolase Gene. Front Microbiol. 2016 Apr 29;7:616. doi: 10.3389/fmicb.2016.00616. PMID: 27199945; PMCID: PMC4850150.
4: Nasiou E, Thoden T, Pardavella IV, Tzortzakakis EA. Compatibility of fluazaindolizine and oxamyl with Pasteuria penetrans on spore attachment to juveniles of Meloidogyne javanica and M. incognita. J Nematol. 2020;52:1-7. doi: 10.21307/jofnem-2020-070. PMID: 32692023.
5: Murillo Pulgarín JA, García Bermejo LF, Durán AC. Chemiluminescent Determination of Oxamyl in Drinking Water and Tomato Using Online Postcolumn UV Irradiation in a Chromatographic System. J Agric Food Chem. 2018 Mar 7;66(9):2188-2193. doi: 10.1021/acs.jafc.7b06056. Epub 2018 Feb 21. PMID: 29442513.
6: Baines RC, Small RH. Effects of oxamyl on the citrus nematode, Tylenchulus semipenetrans, and on infection of sweet orange. J Nematol. 1976 Apr;8(2):122-30. PMID: 19308209; PMCID: PMC2620168.
7: Lawrence GW, McLean KS. Effect of Foliar Applications of Oxamyl with Aldicarb for the Management of Rotylenchulus reniformison Cotton. J Nematol. 2000 Dec;32(4S):542-9. PMID: 19271008; PMCID: PMC2620477.
8: Zasada IA, Walters TW. Effect of Application Timing of Oxamyl in Nonbearing Raspberry for Pratylenchus penetrans Management. J Nematol. 2016 Sep;48(3):177-182. doi: 10.21307/jofnem-2017-025. PMID: 27765991; PMCID: PMC5070930.
9: Silberman J, Taylor A. Carbamate Toxicity. 2020 May 21. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan–. PMID: 29489157.
10: Kennedy GL Jr. Chronic toxicity, reproductive, and teratogenic studies with oxamyl. Fundam Appl Toxicol. 1986 Jul;7(1):106-18. doi: 10.1016/0272-0590(86)90203-4. PMID: 3732661.
