MedKoo Cat#: 571226 | Name: Dieldrin

Description:

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

Dieldrin is an organochlorine insecticide whose use has been cancelled or suspended in the United States. It has been used to control locusts, tropical disease vectors, in termite control by direct soil injection, and non-food seed and plant treatment. It is a human carcinogen.

Chemical Structure

Dieldrin
CAS#60-57-1

Theoretical Analysis

MedKoo Cat#: 571226

Name: Dieldrin

CAS#: 60-57-1

Chemical Formula: C12H8Cl6O

Exact Mass: 377.8706

Molecular Weight: 380.90

Elemental Analysis: C, 37.84; H, 2.12; Cl, 55.84; O, 4.20

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 #
No Data
Synonym
Dieldrin; Termitox
IUPAC/Chemical Name
1,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro, endo,exo-
InChi Key
DFBKLUNHFCTMDC-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2
SMILES Code
ClC1(Cl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C3C(C4)C(O5)C5C4C23
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

Preparing Stock Solutions

The following data is based on the product molecular weight 380.90 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: Stern AH. Hazard identification of the potential for dieldrin carcinogenicity to humans. Environ Res. 2014 May;131:188-214. doi: 10.1016/j.envres.2014.02.007. Epub 2014 Apr 12. Review. PubMed PMID: 24727642. 2: Dail MB, Pickin R, Crow JA, Chambers JE. The effect of in vitro dieldrin exposure on the rat paraoxonase 1 (pon1) promoter. J Biochem Mol Toxicol. 2014 May;28(5):224-31. doi: 10.1002/jbt.21557. Epub 2014 Mar 10. PubMed PMID: 24615737. 3: Allen EM, Florang VR, Davenport LL, Jinsmaa Y, Doorn JA. Cellular localization of dieldrin and structure-activity relationship of dieldrin analogues in dopaminergic cells. Chem Res Toxicol. 2013 Jul 15;26(7):1043-54. doi: 10.1021/tx300458b. Epub 2013 Jun 27. PubMed PMID: 23763672; PubMed Central PMCID: PMC4327868. 4: Gaytán BD, Loguinov AV, Lantz SR, Lerot JM, Denslow ND, Vulpe CD. Functional profiling discovers the dieldrin organochlorinated pesticide affects leucine availability in yeast. Toxicol Sci. 2013 Apr;132(2):347-58. doi: 10.1093/toxsci/kft018. Epub 2013 Jan 28. PubMed PMID: 23358190; PubMed Central PMCID: PMC3595527. 5: Andrade NA, Centofanti T, McConnell LL, Hapeman CJ, Torrents A, Nguyen A, Beyer WN, Chaney RL, Novak JM, Anderson MO, Cantrell KB. Utilizing thin-film solid-phase extraction to assess the effect of organic carbon amendments on the bioavailability of DDT and dieldrin to earthworms. Environ Pollut. 2014 Feb;185:307-13. doi: 10.1016/j.envpol.2013.11.008. Epub 2013 Dec 5. PubMed PMID: 24316068. 6: Yamada H, Jandric Z, Chhem-Kieth S, Vreysen MJ, Rathor MN, Gilles JR, Cannavan A. Anopheles arabiensis egg treatment with dieldrin for sex separation leaves residues in male adult mosquitoes that can bioaccumulate in goldfish (Carassius auratus auratus). Environ Toxicol Chem. 2013 Dec;32(12):2786-91. doi: 10.1002/etc.2371. Epub 2013 Oct 21. PubMed PMID: 23983078; PubMed Central PMCID: PMC4312974. 7: Briz V, Molina-Molina JM, Sánchez-Redondo S, Fernández MF, Grimalt JO, Olea N, Rodríguez-Farré E, Suñol C. Differential estrogenic effects of the persistent organochlorine pesticides dieldrin, endosulfan, and lindane in primary neuronal cultures. Toxicol Sci. 2011 Apr;120(2):413-27. doi: 10.1093/toxsci/kfr019. Epub 2011 Jan 27. PubMed PMID: 21278053. 8: Murano H, Otani T, Seike N. Dieldrin-dissolving abilities of the xylem saps of several plant families, particularly Cucurbita pepo L. Environ Toxicol Chem. 2010 Oct;29(10):2269-77. doi: 10.1002/etc.288. PubMed PMID: 20872691. 9: Sharma H, Zhang P, Barber DS, Liu B. Organochlorine pesticides dieldrin and lindane induce cooperative toxicity in dopaminergic neurons: role of oxidative stress. Neurotoxicology. 2010 Mar;31(2):215-22. doi: 10.1016/j.neuro.2009.12.007. Epub 2009 Dec 29. PubMed PMID: 20036686. 10: Kataoka R, Takagi K, Kamei I, Kiyota H, Sato Y. Biodegradation of dieldrin by a soil fungus isolated from a soil with annual endosulfan applications. Environ Sci Technol. 2010 Aug 15;44(16):6343-9. doi: 10.1021/es1000227. PubMed PMID: 20704234. 11: Purnomo AS, Nawfa R, Martak F, Shimizu K, Kamei I. Biodegradation of Aldrin and Dieldrin by the White-Rot Fungus Pleurotus ostreatus. Curr Microbiol. 2017 Mar;74(3):320-324. doi: 10.1007/s00284-016-1184-8. Epub 2017 Jan 18. Erratum in: Curr Microbiol. 2017 Apr 10;:. Curr Microbiol. 2017 Jul;74(7):889. PubMed PMID: 28101603. 12: Rowland GA, Bausch AR, Grannas AM. Photochemical processing of aldrin and dieldrin in frozen aqueous solutions under arctic field conditions. Environ Pollut. 2011 May;159(5):1076-84. doi: 10.1016/j.envpol.2011.02.026. Epub 2011 Mar 10. PubMed PMID: 21396757. 13: Murano H, Otani T, Seike N, Sakai M. Dieldrin uptake and translocation in plants growing in hydroponic medium. Environ Toxicol Chem. 2010 Jan;29(1):142-8. doi: 10.1002/etc.10. PubMed PMID: 20821429. 14: Matsumoto E, Kawanaka Y, Yun SJ, Oyaizu H. Bioremediation of the organochlorine pesticides, dieldrin and endrin, and their occurrence in the environment. Appl Microbiol Biotechnol. 2009 Aug;84(2):205-16. doi: 10.1007/s00253-009-2094-5. Epub 2009 Jul 4. Review. PubMed PMID: 19578846. 15: Gallego-Iniesta M, Pertierra-Rimada E, Gálvez M. Factors in the accumulation of dieldrin in broiler organs: doses administered with feed; dose-organ-dieldrin accumulated relationship; toxicological consequences. Comp Biochem Physiol C. 1987;86(2):289-94. PubMed PMID: 2882919. 16: Buser HR, Müller MD, Buerge IJ, Poiger T. Composition of aldrin, dieldrin, and photodieldrin enantiomers in technical and environmental samples. J Agric Food Chem. 2009 Aug 26;57(16):7445-52. doi: 10.1021/jf901049c. PubMed PMID: 19645510. 17: Cameron HL, Foster WG. Developmental and lactational exposure to dieldrin alters mammary tumorigenesis in Her2/neu transgenic mice. PLoS One. 2009;4(1):e4303. doi: 10.1371/journal.pone.0004303. Epub 2009 Jan 28. PubMed PMID: 19173004; PubMed Central PMCID: PMC2628733. 18: Caro JH, Taylor AW, Freeman HP. Comparative behavior of dieldrin and carbofuran in the field. Arch Environ Contam Toxicol. 1975-1976;3(4):437-47. PubMed PMID: 1235817. 19: Elbashir AB, Abdelbagi AO, Hammad AM, Elzorgani GA, Laing MD. Levels of organochlorine pesticides in the blood of people living in areas of intensive pesticide use in Sudan. Environ Monit Assess. 2015 Mar;187(3):68. doi: 10.1007/s10661-015-4269-0. Epub 2015 Feb 3. PubMed PMID: 25647792. 20: Donnarumma L, Pompi V, Faraci A, Conte E. Dieldrin uptake by vegetable crops grown in contaminated soils. J Environ Sci Health B. 2009 Jun;44(5):449-54. doi: 10.1080/03601230902935113. PubMed PMID: 20183049.