A dioxin-like polychlorinated dibenzofuran
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1,2,3,7,8-Pentachlorodibenzofuran

Item No. 38625

Technical Information
CAS Number
57117-41-6
Synonyms
  • PCDF 94
  • 1,2,3,7,8-PeCDF
Molecular Formula
C12H3Cl5O
Formula Weight
Purity
≥98%
Formulation
A solid
Chloroform: Slightly solubleEthyl Acetate: Very slightly soluble
SMILES
ClC1=C(Cl)C(Cl)=C2C3=C(C=C(C(Cl)=C3)Cl)OC2=C1
InChi Code
InChI=1S/C12H3Cl5O/c13-5-1-4-8(2-6(5)14)18-9-3-7(15)11(16)12(17)10(4)9/h1-3H
InChi Key
SBMIVUVRFPGOEB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1,2,3,7,8-Pentachlorodibenzofuran is a dioxin-like polychlorinated dibenzofuran (PCDF). It induces expression of the genes encoding aryl hydrocarbon hydroxylase (AHH) and ethoxyresorufin-O-deethylase (EROD) in H-4-II-E rat hepatoma cells (EC50s = 2.54 and 3.06 nM, respectively).1 1,2,3,7,8-Pentachlorodibenzofuran has been found in the soil near municipal waste incinerators and in freshwater fish.2,3 It accumulates in the liver, fat, and skin in mice when administered at a dose of 30 ng/kg per day.4 1,2,3,7,8-Pentachlorodibenzofuran (100, 150, and 200 µg/kg) decreases maternal weight and increases the percentage of mouse fetuses with cleft palates or hydronephrosis in pregnant dams.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bandiera, S., Sawyer, T., Romkes, M., et alPolychlorinated dibenzofurans (PCDFs): Effects of structure on binding to the 2,3,7,8-TCDD cytosolic receptor protein, AHH induction and toxicity. Toxicology 32(2), 131-144 (1984).

    2. Harnly, M., Stephens, R., McLaughlin, C., et alPolychlorinated dibenzo-p-dioxin and dibenzofuran contamination at metal recovery facilities, open burn sites, and a railroad car incineration facility. Environ. Sci. Technol. 29(3), 667-684 (1995).

    3. Zacharewski, T., Safe, L., Safe, S., et alComparative analysis of polychlorinated dibenzo-p-dioxin and dibenzofuran congeners in Great Lakes fish extracts by gas chromatography-mass spectrometry and in-vitro enzyme induction activities. Environ. Sci. Technol. 23(6), 730-735 (1989).

    4. DeVito, M.J., Ross, D.G., Dupuy, A.E., Jr., et alDose-response relationships for disposition and hepatic sequestration of polyhalogenated dibenzo-p-dioxins, dibenzofurans, and biphenyls following subchronic treatment in mice. Toxicol. Sci. 46(2), 223-234 (1998).

    5. Birnbaum, L.S., Harris, M.W., Barnhart, E.R., et alTeratogenicity of three polychlorinated dibenzofurans in C57BL/6N mice. Toxicol. Appl. Pharmacol. 90(2), 206-216 (1987).