Synonym
Penfluridol; McN-JR-16341; R-16341; McNJR16341; R16341; McN JR 16341; R 16341; Acemap; Semap
IUPAC/Chemical Name
1-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol
InChi Key
MDLAAYDRRZXJIF-UHFFFAOYSA-N
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
SMILES Code
OC1(C2=CC=C(Cl)C(C(F)(F)F)=C2)CCN(CCCC(C3=CC=C(F)C=C3)C4=CC=C(F)C=C4)CC1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
523.97
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Ranjan A, Gupta P, Srivastava SK. Penfluridol: An Antipsychotic Agent Suppresses Metastatic Tumor Growth in Triple-Negative Breast Cancer by Inhibiting Integrin Signaling Axis. Cancer Res. 2016 Feb 15;76(4):877-90. doi: 10.1158/0008-5472.CAN-15-1233. Epub 2015 Dec 1. PubMed PMID: 26627008; PubMed Central PMCID: PMC4755811.
2: Wu L, Liu YY, Li ZX, Zhao Q, Wang X, Yu Y, Wang YY, Wang YQ, Luo F. Anti-tumor effects of penfluridol through dysregulation of cholesterol homeostasis. Asian Pac J Cancer Prev. 2014;15(1):489-94. PubMed PMID: 24528079.
3: Ranjan A, Srivastava SK. Penfluridol suppresses pancreatic tumor growth by autophagy-mediated apoptosis. Sci Rep. 2016 May 18;6:26165. doi: 10.1038/srep26165. PubMed PMID: 27189859; PubMed Central PMCID: PMC4870635.
4: Chien W, Sun QY, Lee KL, Ding LW, Wuensche P, Torres-Fernandez LA, Tan SZ, Tokatly I, Zaiden N, Poellinger L, Mori S, Yang H, Tyner JW, Koeffler HP. Activation of protein phosphatase 2A tumor suppressor as potential treatment of pancreatic cancer. Mol Oncol. 2015 Apr;9(4):889-905. doi: 10.1016/j.molonc.2015.01.002. Epub 2015 Jan 15. PubMed PMID: 25637283; PubMed Central PMCID: PMC4387089.
5: Enyeart JJ, Enyeart JA. Adrenal fasciculata cells express T-type and rapidly and slowly activating L-type Ca2+ channels that regulate cortisol secretion. Am J Physiol Cell Physiol. 2015 Jun 1;308(11):C899-918. doi: 10.1152/ajpcell.00002.2015. Epub 2015 Mar 18. PubMed PMID: 25788571; PubMed Central PMCID: PMC4451351.
6: Lu L, Wang W, Peng Y, Li J, Wang L, Wang X. Electrophysiology and pharmacology of tandem domain potassium channel TREK-1 related BDNF synthesis in rat astrocytes. Naunyn Schmiedebergs Arch Pharmacol. 2014 Apr;387(4):303-12. doi: 10.1007/s00210-013-0952-2. Epub 2014 Jan 9. PubMed PMID: 24402080.
7: Soares BG, Lima MS. Penfluridol for schizophrenia. Cochrane Database Syst Rev. 2006 Apr 19;(2):CD002923. Review. PubMed PMID: 16625563.
8: Keegan FP, Blum JJ. Inhibition of growth and of thymidine incorporation into DNA in Tetrahymena by chlorpromazine, pimozide and penfluridol. J Protozool. 1983 May;30(2):397-402. PubMed PMID: 6415270.
9: Wang RI, Larson C, Treul SJ. Study of penfluridol and chlorpromazine in the treatment of chronic schizophrenia. J Clin Pharmacol. 1982 May-Jun;22(5-6):236-42. PubMed PMID: 7107969.
10: Suárez Richards M, Mario Zelaschi N, Canero E. [Activity of a new neuroleptic, penfluridol (R-16341) in long-term treatments]. Acta Psiquiatr Psicol Am Lat. 1976 Sep;22(3):205-10. Spanish. PubMed PMID: 983750.
