VX

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

MedKoo CAT#: 462699

CAS#: 50782-69-9

Description: VX is an extremely toxic synthetic chemical compound in the organophosphorus class, specifically, a thiophosphonate. In the class of nerve agents, it was developed for military use in chemical warfare after translation of earlier discoveries of organophosphate toxicity in pesticide research. In its pure form, VX is an oily, relatively non-volatile, liquid that is amber-like in color. Because of its low volatility, VX persists in environments where it is dispersed.

Chemical Structure

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VX
CAS# 50782-69-9
Instruction

Theoretical Analysis

MedKoo Cat#: 462699
Name: VX
CAS#: 50782-69-9
Chemical Formula: C11H26NO2PS
Exact Mass: 267.14
Molecular Weight: 267.368
Elemental Analysis: C, 49.42; H, 9.80; N, 5.24; O, 11.97; P, 11.58; S, 11.99

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Nerve agent; HSDB6459; HSDB 6459; HSDB-6459;

IUPAC/Chemical Name: S-(2-(diisopropylamino)ethyl) O-ethyl methylphosphonothioate

InChi Key: JJIUCEJQJXNMHV-UHFFFAOYSA-N

InChi Code: InChI=1S/C11H26NO2PS/c1-7-14-15(6,13)16-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3

SMILES Code: CCOP(C)(SCCN(C(C)C)C(C)C)=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: 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 267.37 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Langston JL, Myers TM. VX toxicity in the Göttingen minipig. Toxicol Lett. 2016 Dec 15;264:12-19. doi: 10.1016/j.toxlet.2016.10.011. Epub 2016 Oct 20. PMID: 27773723.

2: Lee JY, Kim C, Lee YH. Simultaneous Time-concentration Analysis of Soman and VX Adducts to Butyrylcholinesterase and Albumin by LC-MS-MS. J Anal Toxicol. 2018 Jun 1;42(5):293-299. doi: 10.1093/jat/bkx066. PMID: 29618078.

3: Dalton C, Graham S, Jenner J. Effect of aqueous dilution on the absorption of the nerve agent VX through skin in vitro. Toxicol In Vitro. 2018 Dec;53:121-125. doi: 10.1016/j.tiv.2018.08.003. Epub 2018 Aug 9. PMID: 30099087.

4: Greathouse B, Zahra F, Brady MF. Acetylcholinesterase Inhibitors (Sarin, Soman, VX) Toxicity. 2020 Jul 16. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2020 Jan–. PMID: 30571049.

5: Loo TW, Clarke DM. Corrector VX-809 promotes interactions between cytoplasmic loop one and the first nucleotide-binding domain of CFTR. Biochem Pharmacol. 2017 Jul 15;136:24-31. doi: 10.1016/j.bcp.2017.03.020. Epub 2017 Mar 31. PMID: 28366727.

6: Sciuto AM, Peng X. Pulmonary toxicity following inhalation exposure to VX in anesthetized rats: Possible roles for compromised immunity and oxidative stress- induced lung injury. Exp Lung Res. 2018 Oct-Nov;44(8-9):379-396. doi: 10.1080/01902148.2018.1519003. Epub 2019 Feb 22. PMID: 30793995.

7: Thors L, Lindberg S, Johansson S, Koch B, Koch M, Hägglund L, Bucht A. RSDL decontamination of human skin contaminated with the nerve agent VX. Toxicol Lett. 2017 Mar 5;269:47-54. doi: 10.1016/j.toxlet.2017.02.001. Epub 2017 Feb 6. PMID: 28179194.

8: Cuquel AC, Dorandeu F, Ceppa F, Renard C, Burnat P. Le VR, version russe du neurotoxique organophosphoré VX [The VR, the Russian version of the nerve agent VX]. Ann Pharm Fr. 2015 May;73(3):180-9. French. doi: 10.1016/j.pharma.2014.11.005. Epub 2015 Jan 13. PMID: 25592653.

9: Gore A, Lazar S, Yacov G, Gez R, Rabinowitz I, Nili U, Egoz I, Kadar T. Ocular surface histopathological insult following sarin and VX exposure and potential treatments in the rat model. Toxicol Lett. 2019 Oct 10;314:153-163. doi: 10.1016/j.toxlet.2019.08.002. Epub 2019 Aug 10. PMID: 31408696.

10: Chao CK, Balasubramanian N, Gerdes JM, Thompson CM. The inhibition, reactivation and mechanism of VX-, sarin-, fluoro-VX and fluoro-sarin surrogates following their interaction with HuAChE and HuBuChE. Chem Biol Interact. 2018 Aug 1;291:220-227. doi: 10.1016/j.cbi.2018.06.019. Epub 2018 Jun 18. PMID: 29920286; PMCID: PMC6061941.

11: Kopeikin Z, Yuksek Z, Yang HY, Bompadre SG. Combined effects of VX-770 and VX-809 on several functional abnormalities of F508del-CFTR channels. J Cyst Fibros. 2014 Sep;13(5):508-14. doi: 10.1016/j.jcf.2014.04.003. Epub 2014 May 3. PMID: 24796242.

12: Bae SY, Winemiller MD. Trace Level Analysis of Sarin and VX in Food Using Normal Phase Silica Gel and Ultra-Performance Liquid Chromatography-Time-of- Flight Mass Spectrometry (UPLC-TOF-MS). J Agric Food Chem. 2018 Jul 25;66(29):7846-7856. doi: 10.1021/acs.jafc.8b01756. Epub 2018 Jul 11. PMID: 29920090.

13: Stanton BA, Coutermarsh B, Barnaby R, Hogan D. Pseudomonas aeruginosa Reduces VX-809 Stimulated F508del-CFTR Chloride Secretion by Airway Epithelial Cells. PLoS One. 2015 May 27;10(5):e0127742. doi: 10.1371/journal.pone.0127742. PMID: 26018799; PMCID: PMC4446214.

14: Lydon H, Hall C, Matar H, Dalton C, Chipman JK, Graham JS, Chilcott RP. The percutaneous toxicokinetics of VX in a damaged skin porcine model and the evaluation of WoundStat™ as a topical decontaminant. J Appl Toxicol. 2018 Mar;38(3):318-328. doi: 10.1002/jat.3542. Epub 2017 Oct 10. PMID: 29023806.

15: Peterson MW, Fairchild SZ, Otto TC, Mohtashemi M, Cerasoli DM, Chang WE. VX hydrolysis by human serum paraoxonase 1: a comparison of experimental and computational results. PLoS One. 2011;6(5):e20335. doi: 10.1371/journal.pone.0020335. Epub 2011 May 31. PMID: 21655255; PMCID: PMC3105050.

16: Columbus I, Waysbort D, Marcovitch I, Yehezkel L, Mizrahi DM. VX fate on common matrices: evaporation versus degradation. Environ Sci Technol. 2012 Apr 3;46(7):3921-7. doi: 10.1021/es300404y. Epub 2012 Mar 20. PMID: 22413893.

17: Wetherell JR, Armstrong SJ, Read RW, Clough GF. VX Penetration Following Percutaneous Poisoning: A Dermal Microdialysis Study in the Guinea Pig. Toxicol Mech Methods. 2008;18(4):313-21. doi: 10.1080/15376510701884944. PMID: 20020896.

18: Bester SM, Guelta MA, Cheung J, Winemiller MD, Bae SY, Myslinski J, Pegan SD, Height JJ. Structural Insights of Stereospecific Inhibition of Human Acetylcholinesterase by VX and Subsequent Reactivation by HI-6. Chem Res Toxicol. 2018 Dec 17;31(12):1405-1417. doi: 10.1021/acs.chemrestox.8b00294. Epub 2018 Dec 4. PMID: 30462502.

19: Bloch-Shilderman E, Yacov G, Cohen L, Egoz I, Gutman H, Gez R, Rabinovitz I, Nili U. Repetitive antidotal treatment is crucial in eliminating eye pathology, respiratory toxicity and death following whole-body VX vapor exposure in freely moving rats. Arch Toxicol. 2019 May;93(5):1365-1384. doi: 10.1007/s00204-019-02401-0. Epub 2019 Feb 7. PMID: 30729277.

20: Joosen MJ, van der Schans MJ, Kuijpers WC, van Helden HP, Noort D. Timing of decontamination and treatment in case of percutaneous VX poisoning: a mini review. Chem Biol Interact. 2013 Mar 25;203(1):149-53. doi: 10.1016/j.cbi.2012.10.002. Epub 2012 Oct 16. PMID: 23085122.