A typical antipsychotic
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Penfluridol

Item No. 26071

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol
CAS Number
26864-56-2
Synonyms
  • R-16341
Molecular Formula
C28H27ClF5NO
Formula Weight
524.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly Soluble: 1-10 mg/ml
λmax
220, 266, 272 nm
SMILES
FC1=CC=C(C(CCCN2CCC(C3=CC=C(Cl)C(C(F)(F)F)=C3)(O)CC2)C4=CC=C(F)C=C4)C=C1
InChi Code
InChI=1S/C28H27ClF5NO/c29-26-12-7-21(18-25(26)28(32,33)34)27(36)13-16-35(17-14-27)15-1-2-24(19-3-8-22(30)9-4-19)20-5-10-23(31)11-6-20/h3-12,18,24,36H,1-2,13-17H2
InChi Key
MDLAAYDRRZXJIF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Cayman Chemical
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    Product Description

    Penfluridol is a first generation typical antipsychotic that binds to dopamine receptors (IC50 = 5.6 nM).1 It binds to dopamine D4 receptors and also to serotonin (5-HT) receptors (Kis = 31 and 63.1 nM, respectively).2,3 Penfluridol (1.25 and 2.5 mg/kg) inhibits stereotypic behavior induced by apomorphine (Item No. 16094) in cynomolgus monkeys.4 It also inhibits proliferation of triple-negative breast cancer cells (TNBCs; IC50s = 6-8 µM), as well as inhibits migration and invasion of TNBCs and decreases the expression of integrin α6 and β4.5 Penfluridol reduces tumor growth and metastasis in a 4T1 orthotopic mouse model when administered at a dose of 10 mg/kg per day.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Burt, D.R., Creese, I., and Snyder, S.H. Properties of [3H]haloperidol and [3H]dopamine binding associated with dopamine receptors in calf brain membranes. Mol. Pharmacol. 12(5), 800-812 (1976).

    2. Roth, B.L., Tandra, S., Burgess, L.H., et al. D4 dopamine receptor binding affinity does not distinguish between typical and atypical antipsychotic drugs. Psychopharmacology (Berl) 120(3), 365-368 (1995).

    3. Roth, B.L., Craigo, S.C., Choudhary, M.S., et al. Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors. J. Pharmacol. Exp. Ther. 268(3), 1403-1410 (1994).

    4. Shintomi, K., and Yamamura, M. Effects of penfluridol and other drugs on apomorphine-induced stereotyped behavior in monkeys. Eur. J. Pharmacol. 31(2), 273-280 (1975).

    5. Ranjan, A., Gupta, P., and Srivastava, S.K. Penfluridol: An antipsychotic agent suppresses metastatic tumor growth in triple-negative breast cancer by inhibiting integrin signaling axis. Cancer Res. 76(4), 877-890 (2016).