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Merck
CN

PZ0311

PF-05089771

≥98% (HPLC)

Synonym(s):

4-[2-(3-Amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-4-thiazolyl-benzenesulfonamide 4-methylbenzenesulfonate (1:1), 4-[2-(5-Amino-1H-pyrazol-4-yl)-4-chloro-phenoxy]-5-chloro-2-fluoro-N-thiazol-4-yl-benzenesulfonamide p-toluene sulfonate salt, PF-05089771 p-toluene sulfonate salt

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About This Item

Empirical Formula (Hill Notation):
C18H12Cl2FN5O3S2 · C7H8O3S
CAS Number:
1430806-04-4
Molecular Weight:
672.56
UNSPSC Code:
12352200
PubChem Substance ID:
329823831
NACRES:
NA.77

Key Documents

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SMILES string

ClC1=CC(C2=C(N)NN=C2)=C(OC3=C(Cl)C=C(S(NC4=CSC=N4)(=O)=O)C(F)=C3)C=C1.CC5=CC=C(S(=O)(O)=O)C=C5

InChI

1S/C18H12Cl2FN5O3S2.C7H8O3S/c19-9-1-2-14(10(3-9)11-6-24-25-18(11)22)29-15-5-13(21)16(4-12(15)20)31(27,28)26-17-7-30-8-23-17;1-6-2-4-7(5-3-6)11(8,9)10/h1-8,26H,(H3,22,24,25);2-5H,1H3,(H,8,9,10)

InChI key

NVKBPDYKPNYMDR-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 30 mg/mL, clear

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

PF-05089771 is a selective and potent inhibitor of the human voltage-gated sodium ion channel Nav1.7 with an IC50 value of 11 nM. PF-05089771 targets the voltage-sensing domain, preferentially interacting with, and stabilizing, inactivated channel conformations by interaction with the voltage-sensor domain (VSD) of Domain 4. Nav1.7 is expressed in sensory neurons and is critical for pain processing. PF-05089771 is being investigated for the treatment of chronic neuropathic pain.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000489025
0000489024
0000489024
0000489025
0000416542

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Aristos J Alexandrou et al.
PloS one, 11(4), e0152405-e0152405 (2016-04-07)
Human genetic studies show that the voltage gated sodium channel 1.7 (Nav1.7) is a key molecular determinant of pain sensation. However, defining the Nav1.7 contribution to nociceptive signalling has been hampered by a lack of selective inhibitors. Here we report
Sooyeon Jo et al.
Molecular pharmacology, 97(6), 377-383 (2020-03-21)
PF-05089771 is an aryl sulfonamide Nav1.7 channel blocker that binds to the inactivated state of Nav1.7 channels with high affinity but binds only weakly to channels in the resting state. Such aryl sulfonamide Nav1.7 channel blockers bind to the extracellular

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