An α1-adrenergic receptor antagonist
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Labeled Version(s)
33811Naftopidil-d5
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Naftopidil (hydrochloride)

Item No. 21122

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(2-methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol, monohydrochloride
CAS Number
1164469-60-6
Molecular Formula
C24H28N2O3 • HCl
Formula Weight
429.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mLDMF:PBS (pH 7.2) (1:4): 0.2 mg/mLDMSO: 3 mg/mL
λmax
211, 231, 288 nm
SMILES
COC1=C(N2CCN(CC(COC3=CC=CC4=C3C=CC=C4)O)CC2)C=CC=C1.Cl
InChi Code
InChI=1S/C24H28N2O3.ClH/c1-28-24-11-5-4-10-22(24)26-15-13-25(14-16-26)17-20(27)18-29-23-12-6-8-19-7-2-3-9-21(19)23;/h2-12,20,27H,13-18H2,1H3;1H
InChi Key
VQAAEWMEVIOHTJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 mg

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    Cayman Chemical
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    Product Description

    Naftopidil is an α1-adrenergic receptor antagonist that competitively inhibits α-adrenoceptor-mediated contractions induced by noradrenaline with pA2 values of 6.73-8.15 in various blood vessels from dog, rabbit, guinea pig, and rat.1 It binds to the cloned human α1-adrenergic receptors with Ki values of 3.7, 20, and 1.2 nM for α1A, α1B and α1D, respectively.2 Clinical formulations of naftopidil are used in the treatment of benign prostatic hyperplasia in Japan.2 Naftopidil also exhibits antiproliferative activity, inhibiting the growth of androgen-sensitive LNcaP cells and androgen-insensitive PC-3 cancer cell lines with IC50 values of 22.2 and 33.2 µM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Muramatsu, I., Yamanaka, K., and Kigoshi, S. Pharmacological profile of the novel α-adrenoceptor antagonist KT-611 (naftopidil). Jpn. J. Pharmacol. 55(3), 391-398 (1991).

    2. Masumori, N. Naftopidil for the treatment of urinary symptoms in patients with benign prostatic hyperplasia. Ther. Clin. Risk Manag. 7, 227-238 (2011).

    3. Kanda, H., Ishii, K., Ogura, Y., et al. Naftopidil, a selective α-1 adrenoceptor antagonist, inhibits growth of human prostate cancer cells by G1 cell cycle arrest. Int. J. Cancer 122(2), 444-451 (2008).