Terbufos

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

MedKoo CAT#: 571431

CAS#: 13071-79-9

Description: Terbufos is an insecticide and nematocide. It is toxic and may be mutagenic.

Chemical Structure

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Terbufos
CAS# 13071-79-9
Instruction

Theoretical Analysis

MedKoo Cat#: 571431
Name: Terbufos
CAS#: 13071-79-9
Chemical Formula: C9H21O2PS3
Exact Mass: 288.04
Molecular Weight: 288.420
Elemental Analysis: C, 37.48; H, 7.34; O, 11.09; P, 10.74; S, 33.35

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: Terbufos; Contraven; AC 92100; AC92100; AC-92100

IUPAC/Chemical Name: Phosphorodithioic acid, O,O-diethyl S-(((1,1-dimethylethyl)thio)methyl) ester

InChi Key: XLNZEKHULJKQBA-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H21O2PS3/c1-6-10-12(13,11-7-2)15-8-14-9(3,4)5/h6-8H2,1-5H3

SMILES Code: S=P(OCC)(SCSC(C)(C)C)OCC

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: >2 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 288.42 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: Hung JH, Chen CY, Omar HA, Huang KY, Tsao CC, Chiu CC, Chen YL, Chen PH, Teng YN. Reactive oxygen species mediate Terbufos-induced apoptosis in mouse testicular cell lines via the modulation of cell cycle and pro-apoptotic proteins. Environ Toxicol. 2016 Dec;31(12):1888-1898. doi: 10.1002/tox.22190. Epub 2015 Sep 15. PubMed PMID: 26370073.

2: Lorke DE, Nurulain SM, Hasan MY, Kuča K, Petroianu GA. Prophylactic administration of non-organophosphate cholinesterase inhibitors before acute exposure to organophosphates: assessment using terbufos sulfone. J Appl Toxicol. 2014 Oct;34(10):1096-103. doi: 10.1002/jat.2939. Epub 2013 Oct 18. PubMed PMID: 24136594.

3: Choung CB, Hyne RV, Stevens MM, Hose GC. Toxicity of the insecticide terbufos, its oxidation metabolites, and the herbicide atrazine in binary mixtures to Ceriodaphnia cf dubia. Arch Environ Contam Toxicol. 2011 Apr;60(3):417-25. doi: 10.1007/s00244-010-9560-z. Epub 2010 Jul 3. PubMed PMID: 20602097.

4: Bonner MR, Williams BA, Rusiecki JA, Blair A, Beane Freeman LE, Hoppin JA, Dosemeci M, Lubin J, Sandler DP, Alavanja MC. Occupational exposure to terbufos and the incidence of cancer in the Agricultural Health Study. Cancer Causes Control. 2010 Jun;21(6):871-7. doi: 10.1007/s10552-010-9514-9. Epub 2010 Feb 13. PubMed PMID: 20155313; PubMed Central PMCID: PMC2935663.

5: Wu JC, Hseu YC, Tsai JS, Chen LC, Chye SM, Chen CH, Ching Chen S. Fenthion and terbufos induce DNA damage, the expression of tumor-related genes, and apoptosis in HEPG2 cells. Environ Mol Mutagen. 2011 Aug;52(7):529-37. doi: 10.1002/em.20652. Epub 2011 Apr 27. PubMed PMID: 21538558.

6: Nurulain SM, Shafiullah M, Yasin J, Adem A, Kaabi JA, Tariq S, Adeghate E, Ojha S. Terbufos-sulfone exacerbates cardiac lesions in diabetic rats: a sub-acute toxicity study. Arh Hig Rada Toksikol. 2016 Jun 1;67(2):126-35. doi: 10.1515/aiht-2016-67-2776. PubMed PMID: 27331300.

7: Wilson CR, Mulligan CC, Strueh KD, Stevenson GW, Hooser SB. Rapid detection of terbufos in stomach contents using desorption electrospray ionization mass spectrometry. J Vet Diagn Invest. 2014 May;26(3):428-430. Epub 2014 Mar 26. PubMed PMID: 24670950.

8: Rahman MM, Choi JH, Abd El-Aty AM, Abid MD, Park JH, Na TW, Kim YD, Shim JH. Pepper leaf matrix as a promising analyte protectant prior to the analysis of thermolabile terbufos and its metabolites in pepper using GC-FPD. Food Chem. 2012 Jul 15;133(2):604-10. doi: 10.1016/j.foodchem.2012.01.074. Epub 2012 Jan 31. PubMed PMID: 25683440.

9: Nurulain SM, Adeghate E, Sheikh A, Yasin J, Kamal MA, Sharma C, Adem A, Ojha S. Sub-chronic exposure of non-observable adverse effect dose of terbufos sulfone: neuroinflammation in diabetic and non-diabetic rats. CNS Neurol Disord Drug Targets. 2014;13(8):1397-405. PubMed PMID: 25345510.

10: Choung CB, Hyne RV, Stevens MM, Hose GC. A low concentration of atrazine does not influence the acute toxicity of the insecticide terbufos or its breakdown products to Chironomus tepperi. Ecotoxicology. 2010 Nov;19(8):1536-44. doi: 10.1007/s10646-010-0538-4. Epub 2010 Aug 29. PubMed PMID: 20803314.

11: Wu RJ, Chen CC, Chen MH, Lu CS. Titanium dioxide-mediated heterogeneous photocatalytic degradation of terbufos: parameter study and reaction pathways. J Hazard Mater. 2009 Mar 15;162(2-3):945-53. doi: 10.1016/j.jhazmat.2008.05.121. Epub 2008 May 29. PubMed PMID: 18599202.

12: Felsot A, Wei L, Wilson J. Environmental chemodynamic studies with terbufos (Counter) insecticide in soil under laboratory and field conditions. J Environ Sci Health B. 1982;17(6):649-73. PubMed PMID: 7166627.

13: Gan Q, Jans U. Nucleophilic reactions of phorate and terbufos with reduced sulfur species under anoxic conditions. J Agric Food Chem. 2007 May 2;55(9):3546-54. Epub 2007 Apr 7. PubMed PMID: 17417867.

14: Bowman BT, Sans WW. Adsorption, desorption, soil mobility, aqueous persistence and octanol-water partitioning coefficients of terbufos, terbufos sulfoxide and terbufos sulfone. J Environ Sci Health B. 1982;17(5):447-62. PubMed PMID: 7175096.

15: Stone J, Guo C, Stahr HM, Shelley MC. Granular terbufos exposure and cleanup of glove materials. Bull Environ Contam Toxicol. 1997 Aug;59(2):187-93. PubMed PMID: 9211687.

16: Choung CB, Hyne RV, Stevens MM, Hose GC. The ecological effects of a herbicide-insecticide mixture on an experimental freshwater ecosystem. Environ Pollut. 2013 Jan;172:264-74. doi: 10.1016/j.envpol.2012.09.002. Epub 2012 Oct 16. PubMed PMID: 23078997.

17: Boermans HJ, Black WD, Chesney J, Robb R, Shewfelt W. Terbufos poisoning in a dairy herd. Can Vet J. 1984 Sep;25(9):335-8. PubMed PMID: 17422448; PubMed Central PMCID: PMC1790649.

18: Hong F, Win KY, Pehkonen SO. Hydrolysis of terbufos using simulated environmental conditions: rates, mechanisms, and product analysis. J Agric Food Chem. 2001 Dec;49(12):5866-73. PubMed PMID: 11743776.

19: Simonovska B. Preparation of some toxic metabolites of disulfoton, phorate, and terbufos, their separation by thin-layer chromatography and confirmation by electron impact mass spectrometry. J AOAC Int. 1997 May-Jun;80(3):688-92. PubMed PMID: 9170663.

20: Devine JM, Kinoshita GB, Peterson RP, Picard GL. Farm worker exposure to terbufos [phosphorodithioic acid, S-(tert-butylthio) methyl O,O-diethyl ester] during planting operations of corn. Arch Environ Contam Toxicol. 1986 Jan;15(1):113-9. PubMed PMID: 3947134.