An organochlorine pesticide
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p,p'-DDT

Item No. 24243

Technical Information
Formal Name
1,1'-(2,2,2-trichloroethylidene)bis[4-chloro-benzene]
CAS Number
50-29-3
Synonyms
  • 4,4'-DDT
  • 4,4'-Dichlorodiphenyltrichloroethane
  • p,p'-Dichlorodiphenyltrichloroethane
  • Dicophaner
  • NSC 8939
Molecular Formula
C14H9Cl5
Formula Weight
Purity
≥98%
Formulation
A solid
Chloroform: Slightly SolubleMethanol: Heated
SMILES
ClC1=CC=C(C(C(Cl)(Cl)Cl)C2=CC=C(Cl)C=C2)C=C1
InChi Code
InChI=1S/C14H9Cl5/c15-11-5-1-9(2-6-11)13(14(17,18)19)10-3-7-12(16)8-4-10/h1-8,13H
InChi Key
YVGGHNCTFXOJCH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    p,p'-DDT is an organochlorine pesticide that induces 94.2% mortality of malaria mosquito (A. quadrimaculatus) fourth-instar larvae and 100% mortality of A. aegypti larvae when used at concentrations of 0.01 and 0.05 ppm, respectively.1,2 It increases secretion of estradiol by granulosa and theca cell co-cultures isolated from porcine ovarian follicles when used at concentrations of greater than or equal to 4 ng/ml and increases apoptosis in isolated human peripheral blood mononuclear cells (PBMCs) when used at concentrations ranging from 80 to 150 µg/ml.3,4 p,p'-DDT (5 nmol/kg, i.p.) increases tumor growth in a DLD1 colorectal adenocarcinoma nude mouse xenograft model.5 It induces 100% mortality of C. auratus (goldfish) at 0.25 ppm and is lethal to rats but not hamsters (LD50s = 120 and ~5,000 mg/kg, respectively).6,1 p,p'-DDT is a persistent organic pollutant (POP) and is elevated in the sera of pregnant women in malaria-endemic regions of South Africa.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ginsburg, J.M. Comparative toxicity of DDT isomers and related compounds to mosquito larvae and fish. Science 105(2722), 233-234 (1947).

    2. Jones, H.A., Incho, H.H., and Deonier, C.C. Comparative toxicity of p,p'- and o,p'-DDT to larvae of Anopheles quadrimaculatus. J. Econ. Entomol. 39(5), 672 (1946).

    3. Pérez-Maldonado, I.N., Díaz-Barriga, F., de la Fuente, H., et alDDT induces apoptosis in human mononuclear cells in vitro and is associated with increased apoptosis in exposed children. Environ. Res. 94(1), 38-46 (2004).

    4. Wójtowicz, A.K., Gregoraszczuk, E.L., Ptak, A., et alEffect of single and repeated in vitro exposure of ovarian follicles to o,p'-DDT and p,p'-DDT and their metabolites. Pol. J. Pharmacol. 56(4), 465-472 (2004).

    5. Song, L.Z., J., Jin, X., Li, Z., et alThe organochlorine p,p'-dichlorodiphenyltrichloroethane induces colorectal cancer growth through Wnt/β-catenin signaling. Toxicol. Lett. 229(1), 284-291 (2014).

    6. Truhaut, R., Gak, J.C., and Graillot, C. Modality and mechanism of the toxic action of organochlorine insecticides. I. Comparative study of the acute toxic effects on the hamster and the rat. Eur. J. Toxicol. Environ. Hyg. 7(3), 159-166 (1974).

    7. Röllin, H.B., Sandanger, T.M., Hansen, L., et alConcentration of selected persistent organic pollutants in blood from delivering women in South Africa. Sci. Total. Environ. 408(1), 146-152 (2009).