Difethialone | CAS#104653-34-1 | anticoagulant rodenticide

MedKoo Cat#: 471124 | Name: Difethialone

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Description:

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

Difethialone is an anticoagulant rodenticide and a vitamin K antagonist.

Chemical Structure

Difethialone

CAS#104653-34-1

Theoretical Analysis

MedKoo Cat#: 471124

Name: Difethialone

CAS#: 104653-34-1

Chemical Formula: C31H23BrO2S

Exact Mass: 538.0600

Molecular Weight: 539.49

Elemental Analysis: C, 69.02; H, 4.30; Br, 14.81; O, 5.93; S, 5.94

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 585.00	2 Weeks

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Related CAS #

No Data

Synonym

Difethialone; Difethiarol; Difethiaro; LM 2219; LM-2219; LM2219

IUPAC/Chemical Name

3-[3-[4-(4-bromophenyl)phenyl]-1,2,3,4-tetrahydronaphthalen-1-yl]-2-hydroxythiochromen-4-one

InChi Key

JHELOZJAKXYVBE-UHFFFAOYSA-N

InChi Code

InChI=1S/C31H23BrO2S/c32-24-15-13-20(14-16-24)19-9-11-21(12-10-19)23-17-22-5-1-2-6-25(22)27(18-23)29-30(33)26-7-3-4-8-28(26)35-31(29)34/h1-16,23,27,33H,17-18H2

SMILES Code

O=C1C(C2CC(C3=CC=C(C4=CC=C(Br)C=C4)C=C3)CC5=C2C=CC=C5)=C(O)C6=CC=CC=C6S1

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Preparing Stock Solutions

The following data is based on the product molecular weight 539.49 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

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Comparative biological properties of the four stereoisomers of difethialone, a second- generation anticoagulant rodenticide, in rats: development of a model allowing to choose the appropriate stereoisomeric ratio. Arch Toxicol. 2020 Mar;94(3):795-801. doi: 10.1007/s00204-020-02662-0. Epub 2020 Feb 11. PMID: 32047980. 4: Nosal DG, Feinstein DL, Chen L, van Breemen RB. Separation and Quantification of Superwarfarin Rodenticide Diastereomers-Bromadiolone, Difenacoum, Flocoumafen, Brodifacoum, and Difethialone-in Human Plasma. J AOAC Int. 2020 Jun 1;103(3):770-778. doi: 10.1093/jaoacint/qsaa007. PMID: 33241367; PMCID: PMC7372953. 5: Soliman MI, Mikhail MW. Response of predominant rodent borne diseases to difethialone anticoagulant rodenticide under laboratory conditions. J Egypt Soc Parasitol. 2010 Dec;40(3):631-40. PMID: 21268533. 6: Kamijo Y, Sato C, Yoshimura K, Soma K. Notable pink excreta and severe myocardial suppression in superwarfarin (difethialone) intoxication. Intern Med. 2011;50(22):2819-22. doi: 10.2169/internalmedicine.50.5881. Epub 2011 Nov 15. PMID: 22082896. 7: Saravanan K, Kanakasabai R. Evaluation of secondary poisoning of difethialone, a new second-generation anticoagulant rodenticide to barn owl, Tyto alba Hartert under captivity. Indian J Exp Biol. 2004 Oct;42(10):1013-6. PMID: 15511007. 8: Nahas K, Lorgue G, Mazallon M. Difethialone (LM-2219): a new anticoagulant rodenticide for use against warfarin-resistant and -susceptible strains of Rattus norvegicus and Mus musculus. Ann Rech Vet. 1989;20(2):159-64. PMID: 2751229. 9: Saravanan K, Kanakasabai R, Thiyagesan K. Field evaluation of difethialone, a new second generation anticoagulant rodenticide in the rice fields. Indian J Exp Biol. 2003 Jun;41(6):655-8. PMID: 15266918. 10: Lefebvre S, Rannou B, Besse S, Benoit E, Lattard V. Origin of the gender differences of the natural resistance to antivitamin K anticoagulants in rats. Toxicology. 2016 Feb 17;344-346:34-41. doi: 10.1016/j.tox.2016.02.002. Epub 2016 Feb 6. PMID: 26860702. 11: Goldade DA, Primus TM, Johnston JJ, Zapien DC. Reversed-Phase Ion-Pair High- Performance Liquid Chromatographic Quantitation of Difethialone Residues in Whole-Body Rodents with Solid-Phase Extraction Cleanup. J Agric Food Chem. 1998 Feb 16;46(2):504-508. doi: 10.1021/jf970715u. PMID: 10554270. 12: Chaudhary V, Tripathi RS, Poonia FS. Effect of supplementary feeding of vitamin K1 on difethialone treated Indian gerbil, Tatera indica Hardwicke in laboratory. Indian J Exp Biol. 2004 Mar;42(3):297-302. PMID: 15233301. 13: Thornton GL, Stevens B, French SK, Shirose LJ, Reggeti F, Schrier N, Parmley EJ, Reid A, Jardine CM. Anticoagulant rodenticide exposure in raptors from Ontario, Canada. Environ Sci Pollut Res Int. 2022 May;29(23):34137-34146. doi: 10.1007/s11356-022-18529-z. Epub 2022 Jan 16. PMID: 35034316. 14: Grobosch T, Angelow B, Schönberg L, Lampe D. Acute bromadiolone intoxication. J Anal Toxicol. 2006 May;30(4):281-6. doi: 10.1093/jat/30.4.281. PMID: 16803669. 15: Hopf-Dennis C, Kaye S, Hollingshead N, Brooks M, Bunting E, Abou-Madi N. Prevalence of anticoagulant rodenticide exposure in red-tailed hawks (Buteo jamaicensis) and utility of clotting time assays to detect coagulopathy. Ecotoxicology. 2022 Aug;31(6):919-932. doi: 10.1007/s10646-022-02558-y. Epub 2022 May 27. PMID: 35622198. 16: Esther A, Endepols S, Freise J, Klemann N, Runge M, Pelz HJ. Rodentizidresistenz und Konsequenzen [Rodenticide resistance and consequences]. Bundesgesundheitsblatt Gesundheitsforschung Gesundheitsschutz. 2014 May;57(5):519-23. German. doi: 10.1007/s00103-013-1930-z. PMID: 24781908. 17: Jung JC, Oh S. Practical synthesis of hydroxychromenes and evaluation of their biological activity. Molecules. 2011 Dec 28;17(1):240-7. doi: 10.3390/molecules17010240. PMID: 22205090; PMCID: PMC6269019. 18: Seljetun KO, Sandvik M, Vindenes V, Eliassen E, Øiestad EL, Madslien K, Moe L. Comparison of anticoagulant rodenticide concentrations in liver and feces from apparently healthy red foxes. J Vet Diagn Invest. 2020 Jul;32(4):560-564. doi: 10.1177/1040638720927365. Epub 2020 Jun 1. PMID: 32476615; PMCID: PMC7438647. 19: Baxter MA, Buckle AP, Endepols S, Prescott CV. Anticoagulant rodenticide blood-clotting dose-responses and resistance factors for Tyrosine139Cysteine (Y139C) heterozygous- and homozygous-resistant house mice (Mus musculus). Pest Manag Sci. 2022 Nov;78(11):4480-4487. doi: 10.1002/ps.7066. Epub 2022 Aug 18. PMID: 36181415; PMCID: PMC9804629. 20: Seljetun KO, Eliassen E, Madslien K, Viljugrein H, Vindenes V, Øiestad EL, Moe L. PREVALENCE OF ANTICOAGULANT RODENTICIDES IN FECES OF WILD RED FOXES (VULPES VULPES) IN NORWAY. J Wildl Dis. 2019 Oct;55(4):834-843. Epub 2019 May 21. PMID: 31112468.