A specific estrogen receptor α antagonist
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Methylpiperidino pyrazole

Item No. 13863

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[1-(4-hydroxyphenyl)-4-methyl-5-[4-[2-(1-piperidinyl)ethoxy]phenyl]-1H-pyrazol-3-yl]-phenol
CAS Number
289726-02-9
Synonyms
  • MPP
Molecular Formula
C29H31N3O3
Formula Weight
469.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS (pH 7.2) (1:8): 0.11 mg/mlDMSO: 5 mg/mlEthanol: 3 mg/ml
λmax
204, 256 nm
SMILES
CC1=C(C2=CC=C(OCCN3CCCCC3)C=C2)N(C4=CC=C(O)C=C4)N=C1C5=CC=C(O)C=C5
InChi Code
InChI=1S/C29H31N3O3/c1-21-28(22-5-11-25(33)12-6-22)30-32(24-9-13-26(34)14-10-24)29(21)23-7-15-27(16-8-23)35-20-19-31-17-3-2-4-18-31/h5-16,33-34H,2-4,17-20H2,1H3
InChi Key
TXLGPGWHIIHRHH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Estrogen action is mediated through two estrogen receptor (ER) subtypes, ERα and ERβ, which have distinct target tissue distributions and functional activities.1 Methylpiperidino pyrazole is an ER antagonist that is highly selective for ERα compared to ERβ (Kis = 5.6 nM and 2.3 μM, respectively).2 It can inhibit ERα transcriptional activation with an IC50 value of 80 nM.3 It has been used to evaluate the role of ERα in various estrogen-responsive systems, including certain cancers.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hall, J.M., Couse, J.F., and Korach, K.S. The multifaceted mechanisms of estradiol and estrogen receptor signaling. The Journal of Biological Chemisty 276(40), 36869-26872 (2001).

    2. Sun, J., Huang, Y.R., Harrington, W.R., et al. Antagonists selective for estrogen receptor α. Endocrinology 143(3), 941-947 (2002).

    3. Zhou, H.B., Carlson, K.E., Stossi, F., et al. Analogs of methyl-piperidinopyrazole (MPP): Antiestrogens with estrogen receptor α selective activity. Bioorg. Med. Chem. Lett. 19(1), 108-110 (2009).

    4. Davis, A.M., Mao, J., Naz, B., et al. Comparative effects of estradiol, methyl-piperidino-pyrazole, raloxifene, and ICI 182 780 on gene expression in the murine uterus. J. Mol. Endocrinol. 41(4), 205-217 (2008).