Temefos | CAS# 3383-96-8 | Insecticide

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

MedKoo CAT#: 571328

CAS#: 3383-96-8

Description: Temefos is an organothiophosphate insecticide.

Chemical Structure

Temefos

CAS# 3383-96-8

Instruction

Theoretical Analysis

MedKoo Cat#: 571328
Name: Temefos
CAS#: 3383-96-8
Chemical Formula: C16H20O6P2S3
Exact Mass: 465.99
Molecular Weight: 466.460
Elemental Analysis: C, 41.20; H, 4.32; O, 20.58; P, 13.28; S, 20.62

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 235
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Temefos; Abate; Bithion; Lyphor; Procida

IUPAC/Chemical Name: Phosphorothioic acid, O,O'-(thiodi-4,1-phenylene) O,O,O',O'-tetramethyl este

InChi Key: WWJZWCUNLNYYAU-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3

SMILES Code: S=P(OC)(OC)OC1=CC=C(SC2=CC=C(OP(OC)(OC)=S)C=C2)C=C1

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 466.46 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:
In vitro protocol:
In vivo protocol:

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1: Thirugnanam M, Forgash AJ. Environmental impact of mosquito pesticides: influence of temefos on the brain acetylcholinesterase of killifish. Environ Physiol Biochem. 1975;5(6):451-9. PubMed PMID: 1213034.

2: Fitzpatrick G, Sutherland DJ. Uptake of the mosquito larvicide Temefos by the salt marsh snail, New Jersey--1973-1974. Pestic Monit J. 1976 Jun;10(1):4-6. PubMed PMID: 59917.

3: Lima EP, de Oliveira Filho AM, de Oliveira Lima JW, Ramos Júnior AN, de Góes Cavalcanti LP, Pontes RJ. [Aedes aegypti resistance to temefos in counties of Ceará State]. Rev Soc Bras Med Trop. 2006 May-Jun;39(3):259-63. Portuguese. PubMed PMID: 16906249.

4: Porretta D, Epis S, Mastrantonio V, Ferrari M, Bellini R, Favia G, Urbanelli S. How heterogeneous is the involvement of ABC transporters against insecticides? Acta Trop. 2016 May;157:131-5. doi: 10.1016/j.actatropica.2016.02.002. Epub 2016 Feb 6. Review. PubMed PMID: 26855383.

5: Sandeep C, Venugopala KN, Gleiser RM, Chetram A, Padmashali B, Kulkarni RS, Venugopala R, Odhav B. Greener synthesis of indolizine analogues using water as a base and solvent: study for larvicidal activity against Anopheles arabiensis. Chem Biol Drug Des. 2016 Dec;88(6):899-904. doi: 10.1111/cbdd.12823. Epub 2016 Sep 9. PubMed PMID: 27440719.

6: Muthusamy R, Shivakumar MS. Susceptibility status of Aedes aegypti (L.) (Diptera: Culicidae) to temephos from three districts of Tamil Nadu, India. J Vector Borne Dis. 2015 Jun;52(2):159-65. PubMed PMID: 26119549.

7: Benitez-Trinidad AB, Herrera-Moreno JF, Vázquez-Estrada G, Verdín-Betancourt FA, Sordo M, Ostrosky-Wegman P, Bernal-Hernández YY, Medina-Díaz IM, Barrón-Vivanco BS, Robledo-Marenco ML, Salazar AM, Rojas-García AE. Cytostatic and genotoxic effect of temephos in human lymphocytes and HepG2 cells. Toxicol In Vitro. 2015 Jun;29(4):779-86. doi: 10.1016/j.tiv.2015.02.008. Epub 2015 Mar 5. PubMed PMID: 25746384.

8: George L, Lenhart A, Toledo J, Lazaro A, Han WW, Velayudhan R, Runge Ranzinger S, Horstick O. Community-Effectiveness of Temephos for Dengue Vector Control: A Systematic Literature Review. PLoS Negl Trop Dis. 2015 Sep 15;9(9):e0004006. doi: 10.1371/journal.pntd.0004006. eCollection 2015. Review. PubMed PMID: 26371470; PubMed Central PMCID: PMC4570708.

9: Bellinato DF, Viana-Medeiros PF, Araújo SC, Martins AJ, Lima JB, Valle D. Resistance Status to the Insecticides Temephos, Deltamethrin, and Diflubenzuron in Brazilian Aedes aegypti Populations. Biomed Res Int. 2016;2016:8603263. doi: 10.1155/2016/8603263. Epub 2016 Jun 21. PubMed PMID: 27419140; PubMed Central PMCID: PMC4932163.

10: Melo AR, Castro DS, Alves SN. RESPONSE OF Culex quinquefasciatus LARVAE TO THREE INSECTICIDES. Rev Inst Med Trop Sao Paulo. 2015 Dec;57(6):540. doi: 10.1590/S0036-46652015000600016. PubMed PMID: 27049713; PubMed Central PMCID: PMC4727145.

11: Ong SQ, Jaal Z. Investigation of mosquito oviposition pheromone as lethal lure for the control of Aedes aegypti (L.) (Diptera: Culicidae). Parasit Vectors. 2015 Jan 15;8:28. doi: 10.1186/s13071-015-0639-2. PubMed PMID: 25588346; PubMed Central PMCID: PMC4299678.

12: Pereira BB, de Campos Júnior EO. Enzymatic Alterations and Genotoxic Effects Produced by Sublethal Concentrations of Organophosphorous Temephos in Poecilia reticulata. J Toxicol Environ Health A. 2015;78(16):1033-7. doi: 10.1080/15287394.2015.1050566. Epub 2015 Aug 7. PubMed PMID: 26252754.

13: Diniz DF, de Melo-Santos MA, Santos EM, Beserra EB, Helvecio E, de Carvalho-Leandro D, dos Santos BS, de Menezes Lima VL, Ayres CF. Fitness cost in field and laboratory Aedes aegypti populations associated with resistance to the insecticide temephos. Parasit Vectors. 2015 Dec 30;8:662. doi: 10.1186/s13071-015-1276-5. PubMed PMID: 26715037; PubMed Central PMCID: PMC4696322.

14: Gonzalez PV, Harburguer L, González-Audino PA, Masuh HM. The use of Aedes aegypti larvae attractants to enhance the effectiveness of larvicides. Parasitol Res. 2016 Jun;115(6):2185-90. doi: 10.1007/s00436-016-4960-2. Epub 2016 Feb 27. PubMed PMID: 26922177.

15: Lima EP, Goulart MO, Rolim Neto ML. Evaluation of the role of ATP-binding cassette transporters as a defence mechanism against temephos in populations of Aedes aegypti. Mem Inst Oswaldo Cruz. 2014 Nov;109(7):964-6. PubMed PMID: 25411004; PubMed Central PMCID: PMC4296506.

16: Gholivand K, Ebrahimi Valmoozi AA, Bonsaii M. Synthesis and crystal structure of new temephos analogues as cholinesterase inhibitor: molecular docking, QSAR study, and hydrogen bonding analysis of solid state. J Agric Food Chem. 2014 Jun 25;62(25):5761-71. doi: 10.1021/jf5011726. Epub 2014 Jun 16. PubMed PMID: 24893121.

17: Muthusamy R, Shivakumar MS. Effect of lambda cyhalothrin and temephos on detoxification enzyme systems in Culex quinquefasciatus (Diptera: Culicidae). J Environ Biol. 2015 Jan;36(1):235-9. PubMed PMID: 26536798.

18: Yadav K, Rabha B, Dhiman S, Veer V. Multi-insecticide susceptibility evaluation of dengue vectors Stegomyia albopicta and St. aegypti in Assam, India. Parasit Vectors. 2015 Mar 3;8:143. doi: 10.1186/s13071-015-0754-0. PubMed PMID: 25886449; PubMed Central PMCID: PMC4359396.

19: Belinato TA, Valle D. The Impact of Selection with Diflubenzuron, a Chitin Synthesis Inhibitor, on the Fitness of Two Brazilian Aedes aegypti Field Populations. PLoS One. 2015 Jun 24;10(6):e0130719. doi: 10.1371/journal.pone.0130719. eCollection 2015. PubMed PMID: 26107715; PubMed Central PMCID: PMC4481264.

20: Paiva MH, Lovin DD, Mori A, Melo-Santos MA, Severson DW, Ayres CF. Identification of a major Quantitative Trait Locus determining resistance to the organophosphate temephos in the dengue vector mosquito Aedes aegypti. Genomics. 2016 Jan;107(1):40-8. doi: 10.1016/j.ygeno.2015.11.004. Epub 2015 Nov 11. PubMed PMID: 26576515.

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