An AEBS ligand
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DPPE (fumarate)

Item No. 35360

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-diethyl-2-[4-(phenylmethyl)phenoxy]-ethanamine
CAS Number
1185241-83-1
Synonyms
  • BMS-217380-01
  • Tesmilifene
Molecular Formula
C19H25NO • C4H4O4
Formula Weight
399.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C(C=CC(O)=O)O.CCN(CC)CCOC1=CC=C(CC2=CC=CC=C2)C=C1
InChi Code
InChI=1S/C19H25NO.C4H4O4/c1-3-20(4-2)14-15-21-19-12-10-18(11-13-19)16-17-8-6-5-7-9-17;5-3(6)1-2-4(7)8/h5-13H,3-4,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)
InChi Key
ZOOMDYHTGZSGDD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $32

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    5 mg

    $109

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    10 mg

    $141

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    25 mg

    $310

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    Cayman Chemical
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    Product Description

    DPPE is a ligand for the antiestrogen-binding site (AEBS; Ki = 55.6 nM in rat liver microsomes) and derivative of tamoxifen (Item No. 11629).1 It is selective for the AEBS over the estrogen receptor when used at a concentration of 10 µM. DPPE is cytotoxic to S10 and MCF-7 cells (IC50s = 7.5 and 12 µM) and inhibits antigen-induced histamine release in isolated rat mast cells (IC50 = 65-85 µM).2,3 It decreases uterine size in immature oophorectomized rats in a dose-dependent manner.4 DPPE (4 mg/kg) protects bone marrow progenitor cells from cytotoxicity induced by doxorubicin (Item No. 15007) in mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Poirot, M., De Medina, P., Delarue, F., et al. Synthesis, binding and structure-affinity studies of new ligands for the microsomal anti-estrogen binding site (AEBS). Bioorg. Med. Chem. 8(8), 2007-2016 (2000).

    2. Brandes, L.J., Labella, F.S., and Warrington, R.C. Increased therapeutic index of antineoplastic drugs in combination with intracellular histamine antagonists. J. Natl. Cancer Inst. 83(18), 1329-1336 (1991).

    3. Grosman, N. Influence of DPPE on histamine release from isolated rat mast cells. Agents Actions 41(1-2), 1-4 (1994).

    4. Brandes, L.J., and Hogg, G.R. Study of the in-vivo antioestrogenic action of N,N-diethyl-2-[4-(phenylmethyl)phenoxy]ethanamine HCl (DPPE), a novel intracellular histamine antagonist and antioestrogen binding site ligand. J. Reprod. Fertil. 89(1), 59-67 (1990).