MedKoo Cat#: 464818 | Name: Dichlorvos-d6
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Description:

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

Dichlorvos-d6 is intended for use as an internal standard for the quantification of dichlorvos by GC- or LC-MS. Dichlorvos is an organophosphate insecticide and inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 269 and 44 nM, respectively). It also binds to the M2 muscarinic receptor in rat heart homogenates. Dichlorvos is lethal to 4-week old German cockroach (B. germanica) nymphs (LD50 = 0.108 μg per insect) and silkworms (B. mori) in third instar (LC50 = 6.63 mg/L) after 24 hours. It is lethal to zebrafish (D. rerio) embryos (LC50 = 39.75 mg/L after 24 hours) and decreases swimming activity of larvae 6 days after fertilization when administered at a concentration of 25 mg/L in tank water. Dichlorvos (150 ppm for 80 weeks) also increases the incidence of benign and malignant neoplasms in male rats from 47 to 88% as compared to controls.

Chemical Structure

Dichlorvos-d6
CAS#203645-53-8

Theoretical Analysis

MedKoo Cat#: 464818

Name: Dichlorvos-d6

CAS#: 203645-53-8

Chemical Formula: C4HD6Cl2O4P

Exact Mass: 225.9836

Molecular Weight: 227.01

Elemental Analysis: C, 21.16; H, 5.77; Cl, 31.23; O, 28.19; P, 13.64

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
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Synonym
Dichlorvos-d6; Dichlorvos d6; DDVP-d6; Dichlorovinyl Dimethyl Phosphate-d6;
IUPAC/Chemical Name
2,2-dichlorovinyl bis(methyl-d3) phosphate
InChi Key
OEBRKCOSUFCWJD-WFGJKAKNSA-N
InChi Code
InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3/i1D3,2D3
SMILES Code
Cl/C(Cl)=C\OP(OC([2H])([2H])[2H])(OC([2H])([2H])[2H])=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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 227.01 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: Zhang Y, Zhang W, Li J, Pang S, Mishra S, Bhatt P, Zeng D, Chen S. Emerging Technologies for Degradation of Dichlorvos: A Review. Int J Environ Res Public Health. 2021 May 28;18(11):5789. doi: 10.3390/ijerph18115789. PMID: 34071247; PMCID: PMC8199373. 2: Amri F, Septiani NLW, Rezki M, Iqbal M, Yamauchi Y, Golberg D, Kaneti YV, Yuliarto B. Mesoporous TiO2-based architectures as promising sensing materials towards next-generation biosensing applications. J Mater Chem B. 2021 Feb 15;9(5):1189-1207. doi: 10.1039/d0tb02292f. PMID: 33406200. 3: Michalovicz LT, Kelly KA, Sullivan K, O'Callaghan JP. Acetylcholinesterase inhibitor exposures as an initiating factor in the development of Gulf War Illness, a chronic neuroimmune disorder in deployed veterans. Neuropharmacology. 2020 Jul;171:108073. doi: 10.1016/j.neuropharm.2020.108073. Epub 2020 Apr 2. PMID: 32247728; PMCID: PMC7398580. 4: Lorke DE, Petroianu GA. The Experimental Oxime K027-A Promising Protector From Organophosphate Pesticide Poisoning. A Review Comparing K027, K048, Pralidoxime, and Obidoxime. Front Neurosci. 2019 May 22;13:427. doi: 10.3389/fnins.2019.00427. PMID: 31191210; PMCID: PMC6547910. 5: Gavahian M, Khaneghah AM. Cold plasma as a tool for the elimination of food contaminants: Recent advances and future trends. Crit Rev Food Sci Nutr. 2020;60(9):1581-1592. doi: 10.1080/10408398.2019.1584600. Epub 2019 Mar 29. PMID: 30924347. 6: Okoroiwu HU, Iwara IA. Dichlorvos toxicity: A public health perspective. Interdiscip Toxicol. 2018 Aug;11(2):129-137. doi: 10.2478/intox-2018-0009. Epub 2019 Mar 2. PMID: 31719784; PMCID: PMC6829687. 7: Flora SJ. Arsenic and dichlorvos: Possible interaction between two environmental contaminants. J Trace Elem Med Biol. 2016 May;35:43-60. doi: 10.1016/j.jtemb.2016.01.012. Epub 2016 Jan 30. PMID: 27049126. 8: Narayanan KB, Ali M, Barclay BJ, Cheng QS, D'Abronzo L, Dornetshuber-Fleiss R, Ghosh PM, Gonzalez Guzman MJ, Lee TJ, Leung PS, Li L, Luanpitpong S, Ratovitski E, Rojanasakul Y, Romano MF, Romano S, Sinha RK, Yedjou C, Al-Mulla F, Al-Temaimi R, Amedei A, Brown DG, Ryan EP, Colacci A, Hamid RA, Mondello C, Raju J, Salem HK, Woodrick J, Scovassi AI, Singh N, Vaccari M, Roy R, Forte S, Memeo L, Kim SY, Bisson WH, Lowe L, Park HH. Disruptive environmental chemicals and cellular mechanisms that confer resistance to cell death. Carcinogenesis. 2015 Jun;36 Suppl 1(Suppl 1):S89-110. doi: 10.1093/carcin/bgv032. PMID: 26106145; PMCID: PMC4565614. 9: Ribeiro AR, Nunes OC, Pereira MF, Silva AM. An overview on the advanced oxidation processes applied for the treatment of water pollutants defined in the recently launched Directive 2013/39/EU. Environ Int. 2015 Feb;75:33-51. doi: 10.1016/j.envint.2014.10.027. Epub 2014 Nov 15. PMID: 25461413. 10: Emerick GL, DeOliveira GH, dos Santos AC, Ehrich M. Mechanisms for consideration for intervention in the development of organophosphorus-induced delayed neuropathy. Chem Biol Interact. 2012 Sep 30;199(3):177-84. doi: 10.1016/j.cbi.2012.07.002. Epub 2012 Jul 20. PMID: 22819951. 11: Barrett K, Jaward FM. A review of endosulfan, dichlorvos, diazinon, and diuron--pesticides used in Jamaica. Int J Environ Health Res. 2012;22(6):481-99. doi: 10.1080/09603123.2012.667794. Epub 2012 Jun 22. PMID: 22720746. 12: Binukumar BK, Gill KD. Cellular and molecular mechanisms of dichlorvos neurotoxicity: cholinergic, nonchlolinergic, cell signaling, gene expression and therapeutic aspects. Indian J Exp Biol. 2010 Jul;48(7):697-709. PMID: 20929053. 13: Pancetti F, Olmos C, Dagnino-Subiabre A, Rozas C, Morales B. Noncholinesterase effects induced by organophosphate pesticides and their relationship to cognitive processes: implication for the action of acylpeptide hydrolase. J Toxicol Environ Health B Crit Rev. 2007 Dec;10(8):623-30. doi: 10.1080/10937400701436445. PMID: 18049927. 14: Booth ED, Jones E, Elliott BM. Review of the in vitro and in vivo genotoxicity of dichlorvos. Regul Toxicol Pharmacol. 2007 Dec;49(3):316-26. doi: 10.1016/j.yrtph.2007.08.011. Epub 2007 Sep 1. PMID: 17936460. 15: Ishmael J, MacGregor JA, Manley A. Dichlorvos--a comprehensive review of 11 rodent carcinogenicity studies. Regul Toxicol Pharmacol. 2006 Apr;44(3):238-48. doi: 10.1016/j.yrtph.2005.12.004. Epub 2006 Jan 24. PMID: 16439043. 16: Lotti M, Moretto A. Organophosphate-induced delayed polyneuropathy. Toxicol Rev. 2005;24(1):37-49. doi: 10.2165/00139709-200524010-00003. PMID: 16042503. 17: Lumaret JP, Errouissi F. Use of anthelmintics in herbivores and evaluation of risks for the non target fauna of pastures. Vet Res. 2002 Sep- Oct;33(5):547-62. doi: 10.1051/vetres:2002038. PMID: 12387489. 18: Van Maele-Fabry G, Laurent C, Willems JL. Dichlorvos and carcinogenicity: a systematic approach to a regulatory decision. Regul Toxicol Pharmacol. 2000 Feb;31(1):13-21. doi: 10.1006/rtph.1999.1364. PMID: 10715220. 19: Mennear JH. Dichlorvos: a regulatory conundrum. Regul Toxicol Pharmacol. 1998 Jun;27(3):265-72. doi: 10.1006/rtph.1998.1217. PMID: 9693077. 20: Martin RJ. Modes of action of anthelmintic drugs. Vet J. 1997 Jul;154(1):11-34. doi: 10.1016/s1090-0233(05)80005-x. PMID: 9265850.