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MedKoo Cat#: 461111 | Name: Tetrachlorvinphos

Description:

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

Tetrachlorvinphos is an organophosphate cholinesterase inhibitor that is used as an insecticide. It has low mammalian toxicity.

Chemical Structure

Tetrachlorvinphos
CAS#22248-79-9

Theoretical Analysis

MedKoo Cat#: 461111

Name: Tetrachlorvinphos

CAS#: 22248-79-9

Chemical Formula: C10H9Cl4O4P

Exact Mass: 363.8993

Molecular Weight: 365.95

Elemental Analysis: C, 32.82; H, 2.48; Cl, 38.75; O, 17.49; P, 8.46

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Tetrachlorvinphos; Stirofos;
IUPAC/Chemical Name
(Z)-2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate
InChi Key
UBCKGWBNUIFUST-YHYXMXQVSA-N
InChi Code
InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-
SMILES Code
COP(OC)(O/C(c1c(Cl)cc(Cl)c(Cl)c1)=C\Cl)=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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 365.95 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: Guyton KZ, Loomis D, Grosse Y, El Ghissassi F, Benbrahim-Tallaa L, Guha N, Scoccianti C, Mattock H, Straif K; International Agency for Research on Cancer Monograph Working Group, IARC, Lyon, France. Carcinogenicity of tetrachlorvinphos, parathion, malathion, diazinon, and glyphosate. Lancet Oncol. 2015 May;16(5):490-1. doi: 10.1016/S1470-2045(15)70134-8. Epub 2015 Mar 20. PubMed PMID: 25801782. 2: Yáñez-Ocampo G, Sánchez-Salinas E, Ortiz-Hernández ML. Removal of methyl parathion and tetrachlorvinphos by a bacterial consortium immobilized on tezontle-packed up-flow reactor. Biodegradation. 2011 Nov;22(6):1203-13. doi: 10.1007/s10532-011-9475-z. Epub 2011 May 1. PubMed PMID: 21533773. 3: Ogawa Y, Suzuki S, Takada K, Sai K, Kamata E, Umemura T, Kaneko T, Kurokawa Y. [Twenty-eight-day repeated dose toxicity test for tetrachlorvinphos in Wistar rat]. Eisei Shikenjo Hokoku. 1990;(108):45-51. Japanese. PubMed PMID: 1364360. 4: Noblet GP. Tetrachlorvinphos as an ineffective feed additive in control of gastrointestinal nematodes of beef cattle. Am J Vet Res. 1978 Jun;39(6):1033-6. PubMed PMID: 666078. 5: Berger J, Valdez S, Puschner B, Leutenegger CM, Gardner IA, Madigan JE. Effects of oral tetrachlorvinphos fly control (Equitrol) administration in horses: physiological and behavioural findings. Vet Res Commun. 2008 Jan;32(1):75-92. Epub 2007 May 24. PubMed PMID: 17522960. 6: Davis MK, Boone JS, Moran JE, Tyler JW, Chambers JE. Assessing intermittent pesticide exposure from flea control collars containing the organophosphorus insecticide tetrachlorvinphos. J Expo Sci Environ Epidemiol. 2008 Nov;18(6):564-70. doi: 10.1038/sj.jes.7500647. Epub 2008 Jan 2. PubMed PMID: 18167506. 7: Tetrachlorvinphos. IARC Monogr Eval Carcinog Risk Chem Hum. 1983 Jan;30:197-206. PubMed PMID: 6578180. 8: Hamm RL, Kaufman PE, Reasor CA, Rutz DA, Scott JG. Resistance to cyfluthrin and tetrachlorvinphos in the lesser mealworm, Alphitobius diaperinus, collected from the eastern United States. Pest Manag Sci. 2006 Jul;62(7):673-7. PubMed PMID: 16770758. 9: Akhtar MH. In vitro metabolism of desmethyl tetrachlorvinphos by soluble fraction (105000g) from chicken liver homogenates. J Agric Food Chem. 1978 Jul-Aug;26(4):932-5. PubMed PMID: 670574. 10: Karanth S, Pope C. In vitro inhibition of blood cholinesterase activities from horse, cow, and rat by tetrachlorvinphos. Int J Toxicol. 2003 Nov-Dec;22(6):429-33. PubMed PMID: 14680990. 11: Gromysz-Kałkowska K, Szubartowska E. Toxicity of tetrachlorvinphos to Rana temporaria L. Comp Biochem Physiol C. 1993 Jun;105(2):285-90. PubMed PMID: 8103733. 12: Amer SM, Mikhael E. Cytological effects of the insecticide tetrachlorvinphos. Toxicol Lett. 1983 Sep;18(3):231-4. PubMed PMID: 6665795. 13: Nayudu PL, Kiesel PS, Nowshari MA, Hodges JK. Abnormal in vitro development of ovarian follicles explanted from mice exposed to tetrachlorvinphos. Reprod Toxicol. 1994 May-Jun;8(3):261-8. PubMed PMID: 8075515. 14: Akhtar MH, Foster TS. Metabolism and excretion of tetrachlorvinphos in dairy cows. J Agric Food Chem. 1980 Jul-Aug;28(4):698-704. PubMed PMID: 7462487. 15: Akhtar MH. Degradation of tetrachlorvinphos and its major metabolite 2,4,5-trichlorophenacyl chloride in aqueous media. J Agric Food Chem. 1977 Jul-Aug;25(4):848-51. PubMed PMID: 18498. 16: Akhtar MH, Foster TS. Metabolism of tetrachlorvinphos by the soluble fraction (105 000g) from chicken liver homogenates. J Agric Food Chem. 1977 Sep-Oct;25(5):1017-22. PubMed PMID: 893823. 17: Brooks TM, Dean BJ, Hutson DH, Potter D. Microbial mutation studies with tetrachlorvinphos (Gardona)). Mutat Res. 1982 Oct;105(4):211-21. PubMed PMID: 6752704. 18: Akhtar MH, Foster TS. Tetrachlorvinphos metabolism in laying hens. J Agric Food Chem. 1981 Jul-Aug;29(4):766-71. PubMed PMID: 7276381. 19: Zayed SM, Mostafa IY, Adam Y, Hegazi B. In vivo methylation of guanine by the organophosphorus insecticide tetrachlorvinphos. J Environ Sci Health B. 1983 Dec;18(6):767-79. PubMed PMID: 6199402. 20: Zayed SM, Mostafa IY, Hegazi B. Alkylation of urinary guanine in mice by the organophosphorus insecticide tetrachlorvinphos. Ecotoxicol Environ Saf. 1984 Jun;8(3):205-7. PubMed PMID: 6734497.