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MedKoo Cat#: 563621 | Name: Fendiline HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fendiline HCl is a potent acid sphingomyelinase (ASM) inhibitor, reducing the phosphatidylserine (PtdSer) and cholesterol content of the inner plasma membrane and inhibiting calcium function in muscle cells in excitation-contraction coupling.

Chemical Structure

Fendiline HCl
Fendiline HCl
CAS#13636-18-5

Theoretical Analysis

MedKoo Cat#: 563621

Name: Fendiline HCl

CAS#: 13636-18-5

Chemical Formula: C23H26ClN

Exact Mass: 351.1754

Molecular Weight: 351.91

Elemental Analysis: C, 78.50; H, 7.45; Cl, 10.07; N, 3.98

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
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Related CAS #
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Synonym
Fendiline Hydrochloride; Fendiline HCl;
IUPAC/Chemical Name
3,3-Diphenyl-N-(1-phenylethyl)propan-1-amine hydrochloride
InChi Key
NJXWZWXCHBNOOG-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H25N.ClH/c1-19(20-11-5-2-6-12-20)24-18-17-23(21-13-7-3-8-14-21)22-15-9-4-10-16-22;/h2-16,19,23-24H,17-18H2,1H3;1H
SMILES Code
CC(NCCC(C1=CC=CC=C1)C2=CC=CC=C2)C3=CC=CC=C3.[H]Cl
Appearance
Solid powder
Purity
>95% (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
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Fendiline hydrochloride is a nonselective calcium channel blocker.
In vitro activity:
It was found that treatment of MiaPaCa2 (Figure 2A, 2B and 2E) and Panc1 (Figure 2C, 2D and 2F) cells with fendiline for 24h resulted in significant enrichment of cells in the G1 phase. There was a corresponding reduction in the number of cells in S and G2 phases, suggesting a G1/S arrest (Figure 2E and 2F). These results, along with the data from BrdU incorporation studies suggest that fendiline inhibits PDAC cell proliferation by inducing G1 arrest. Reference: Oncotarget. 2015 Nov 3; 6(34): 35931–35948. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4742152/
In vivo activity:
Fendiline administered immediately prior to the CPP test inhibited expression of meth-induced CPP in rats with a fendiline treatment history of 10 once-daily injections (p < 0.05) or those that received two injections that corresponded to the last 2 days of the 10-day treatment (p < 0.05). Reference: Int J Mol Sci. 2019 May 16;20(10):2423. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3988275/
Solvent mg/mL mM
Solubility
DMSO 41.3 117.36
DMF 20.0 56.83
Ethanol 11.0 31.31
PBS (pH 7.2) 0.1 0.28
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 351.91 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.

Recalculate based on batch purity %
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
Formulation protocol:
1. Woods N, Trevino J, Coppola D, Chellappan S, Yang S, Padmanabhan J. Fendiline inhibits proliferation and invasion of pancreatic cancer cells by interfering with ADAM10 activation and β-catenin signaling. Oncotarget. 2015 Nov 3;6(34):35931-48. doi: 10.18632/oncotarget.5933. PMID: 26440150; PMCID: PMC4742152. 2. van der Hoeven D, Cho KJ, Ma X, Chigurupati S, Parton RG, Hancock JF. Fendiline inhibits K-Ras plasma membrane localization and blocks K-Ras signal transmission. Mol Cell Biol. 2013 Jan;33(2):237-51. doi: 10.1128/MCB.00884-12. Epub 2012 Nov 5. PMID: 23129805; PMCID: PMC3554123. 3. Alhothali M, Mathew M, Iyer G, Lawrence HR, Yang S, Chellappan S, Padmanabhan J. Fendiline Enhances the Cytotoxic Effects of Therapeutic Agents on PDAC Cells by Inhibiting Tumor-Promoting Signaling Events: A Potential Strategy to Combat PDAC. Int J Mol Sci. 2019 May 16;20(10):2423. doi: 10.3390/ijms20102423. PMID: 31100813; PMCID: PMC6567171.
In vitro protocol:
1. Woods N, Trevino J, Coppola D, Chellappan S, Yang S, Padmanabhan J. Fendiline inhibits proliferation and invasion of pancreatic cancer cells by interfering with ADAM10 activation and β-catenin signaling. Oncotarget. 2015 Nov 3;6(34):35931-48. doi: 10.18632/oncotarget.5933. PMID: 26440150; PMCID: PMC4742152. 2. van der Hoeven D, Cho KJ, Ma X, Chigurupati S, Parton RG, Hancock JF. Fendiline inhibits K-Ras plasma membrane localization and blocks K-Ras signal transmission. Mol Cell Biol. 2013 Jan;33(2):237-51. doi: 10.1128/MCB.00884-12. Epub 2012 Nov 5. PMID: 23129805; PMCID: PMC3554123.
In vivo protocol:
1. Alhothali M, Mathew M, Iyer G, Lawrence HR, Yang S, Chellappan S, Padmanabhan J. Fendiline Enhances the Cytotoxic Effects of Therapeutic Agents on PDAC Cells by Inhibiting Tumor-Promoting Signaling Events: A Potential Strategy to Combat PDAC. Int J Mol Sci. 2019 May 16;20(10):2423. doi: 10.3390/ijms20102423. PMID: 31100813; PMCID: PMC6567171.
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Novel cell-based in vitro screen to identify small-molecule inhibitors against intracellular replication of Cryptococcus neoformans in macrophages. Int J Antimicrob Agents. 2016 Jul;48(1):69-77. doi: 10.1016/j.ijantimicag.2016.04.018. Epub 2016 May 26. PubMed PMID: 27289450; PubMed Central PMCID: PMC4942879. 5: Reimão JQ, Mesquita JT, Ferreira DD, Tempone AG. Investigation of Calcium Channel Blockers as Antiprotozoal Agents and Their Interference in the Metabolism of Leishmania (L.) infantum. Evid Based Complement Alternat Med. 2016;2016:1523691. doi: 10.1155/2016/1523691. Epub 2016 Jan 28. PubMed PMID: 26941821; PubMed Central PMCID: PMC4749844. 6: Cho KJ, van der Hoeven D, Zhou Y, Maekawa M, Ma X, Chen W, Fairn GD, Hancock JF. Inhibition of Acid Sphingomyelinase Depletes Cellular Phosphatidylserine and Mislocalizes K-Ras from the Plasma Membrane. Mol Cell Biol. 2015 Nov 16;36(2):363-74. doi: 10.1128/MCB.00719-15. Print 2016 Jan 15. PubMed PMID: 26572827; PubMed Central PMCID: PMC4719297. 7: Woods N, Trevino J, Coppola D, Chellappan S, Yang S, Padmanabhan J. Fendiline inhibits proliferation and invasion of pancreatic cancer cells by interfering with ADAM10 activation and β-catenin signaling. Oncotarget. 2015 Nov 3;6(34):35931-48. doi: 10.18632/oncotarget.5933. PubMed PMID: 26440150; PubMed Central PMCID: PMC4742152. 8: Wakchaure VN, Kaib PS, Leutzsch M, List B. Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines. Angew Chem Int Ed Engl. 2015 Sep 28;54(40):11852-6. doi: 10.1002/anie.201504052. Epub 2015 Aug 14. PubMed PMID: 26382289. 9: Cunningham JJ, Orr E, Lothian BC, Morgen J, Brebner K. Effects of fendiline on cocaine-seeking behavior in the rat. Psychopharmacology (Berl). 2015 Dec;232(24):4401-10. doi: 10.1007/s00213-015-4061-4. Epub 2015 Sep 8. PubMed PMID: 26345344. 10: Lee GR, Hyun MH. Liquid chromatographic resolution of fendiline and its analogues on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Molecules. 2014 Dec 19;19(12):21386-97. doi: 10.3390/molecules191221386. PubMed PMID: 25532838. 11: St-Onge M, Dubé PA, Gosselin S, Guimont C, Godwin J, Archambault PM, Chauny JM, Frenette AJ, Darveau M, Le Sage N, Poitras J, Provencher J, Juurlink DN, Blais R. Treatment for calcium channel blocker poisoning: a systematic review. Clin Toxicol (Phila). 2014 Nov;52(9):926-44. doi: 10.3109/15563650.2014.965827. Epub 2014 Oct 6. Review. PubMed PMID: 25283255; PubMed Central PMCID: PMC4245158. 12: Voigt RM, Riddle JL, Napier TC. Effect of fendiline on the maintenance and expression of methamphetamine-induced conditioned place preference in Sprague-Dawley rats. Psychopharmacology (Berl). 2014 May;231(9):2019-29. doi: 10.1007/s00213-013-3347-7. Epub 2013 Nov 22. 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