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PF-543 (hydrochloride)

CAT: 0804-HY-15425BSize: 1 EachDry Ice: NoHazardous: No
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Description
PF-543 hydrochloride (Sphingosine Kinase 1 Inhibitor II hydrochloride) is a potent, selective, reversible and sphingosine-competitive SPHK1 inhibitor with an IC50 of 2 nM and a Ki of 3.6 nM. PF-543 hydrochloride is >100-fold selectivity for SPHK1 over SPHK2. PF-543 hydrochloride is an effective potent inhibitor of sphingosine 1-phosphate (S1P) formation in whole blood with an IC50 of 26.7 nM. PF-543 hydrochloride induces apoptosis, necrosis, and autophagy[1][2][3].
CAS Number
1706522-79-3
Product Name Alternative
Sphingosine Kinase 1 Inhibitor II (hydrochloride)
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis; Autophagy; LPL Receptor; SphK
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; GPCR/G Protein; Immunology/Inflammation
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/pf-543-hydrochloride.html
Solubility
10 mM in DMSO
Smiles
[H]Cl.O=S(C1=CC=CC=C1)(CC2=CC(C)=CC(OCC3=CC=C(CN4[C@@H](CO)CCC4)C=C3)=C2)=O
Molecular Formula
C27H32ClNO4S
Molecular Weight
502.07
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Schnute ME, et al. Modulation of cellular S1P levels with a novel, potent and specific inhibitor of sphingosine kinase-1. Biochem J. 2012 May 15;444 (1) :79-88.|[2]MacRitchie N, et al. Effect of the sphingosine kinase 1 selective inhibitor, PF-543 on arterial and cardiac remodelling in a hypoxic model of pulmonary arterial hypertension. Cell Signal. 2016 Aug;28 (8) :946-55.|[3]Hamada M, et al. Induction of autophagy by sphingosine kinase 1 inhibitor PF-543 in head and neck squamous cell carcinoma cells. Cell Death Discov. 2017 Aug 14;3:17047.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
SphK1
Citation 01
FASEB J. 2024 Jan 31;38 (2) :e23417.|Arch Pharm Res. 2025 Aug;48 (7-8) :798-813.|Cancer Commun (Lond) . 2025 Jul 16.|Cancer Sci. 2020 Jul;111 (7) :2259-2274.|Cell Death Dis. 2024 Aug 1;15 (8) :552.|Curr Res Pharmacol Drug Discov. 2025 Jan 9:8:100212.|Dig Dis Sci. 2025 Jun 5.|Environ Pollut. 2025 Jul 16:383:126846.|Hum Cell. 2020 Jan;33 (1) :57-66.|Inflammation. 2021 Dec;44 (6) :2170-2179.|Pflugers Arch. 2025 Jun;477 (6) :815-826.|Phytomedicine. 2025 Sep 19:148:157271.|Phytother Res. 2025 Aug;39 (8) :3419-3431.|Ren Fail. 2025 Dec;47 (1) :2568972.|Sci China Life Sci. 2022 Feb;65 (2) :341-361.|Sci Rep. 2020 Aug 14;10 (1) :13834.|Mol Cell. 2020 Mar 19;77 (6) :1294-1306.e5.

Chemical Information

PF 543 HCl
CAS Number1706522-79-3
PubChem CID121230770
IUPAC Name[(2R)-1-[[4-[[3-(benzenesulfonylmethyl)-5-methylphenoxy]methyl]phenyl]methyl]pyrrolidin-2-yl]methanol;hydrochloride
Molecular FormulaC27H32ClNO4S
Molecular Weight502.1
Topological Polar Surface Area75.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Heavy Atom Count34
Formal Charge0
Complexity679
SMILES
CC1=CC(=CC(=C1)OCC2=CC=C(C=C2)CN3CCC[C@@H]3CO)CS(=O)(=O)C4=CC=CC=C4.Cl
InChI
InChI=1S/C27H31NO4S.ClH/c1-21-14-24(20-33(30,31)27-7-3-2-4-8-27)16-26(15-21)32-19-23-11-9-22(10-12-23)17-28-13-5-6-25(28)18-29;/h2-4,7-12,14-16,25,29H,5-6,13,17-20H2,1H3;1H/t25-;/m1./s1
InChIKey
WNKWAZFYPZMDGJ-VQIWEWKSSA-N
Chemical Structure
2D Structure
2D structure of PF 543 HCl
CAS: 1706522-79-3
CID: 121230770
Formula: C27H32ClNO4S
MW: 502.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight502.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Exact Mass501.1740574
Monoisotopic Mass501.1740574
Topological Polar Surface Area75.2 Ų
Heavy Atom Count34
Formal Charge0
Complexity679
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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