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179528-45-1

179528-45-1 Structure

179528-45-1 Structure
IdentificationBack Directory
[Name]

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID
[CAS]

179528-45-1
[Synonyms]

CS-2366
PD 150606
PD150606 (PD 150606
PD150606;PD-150606;PD 150606
(Z)-3-(4-iodophenyl)-2-mercaptoacrylic acid
(Z)-3-(4-IODOPHENYL)-2-SULFANYLPROP-2-ENOIC ACID
(Z)-3-(4-Iodophenyl)-2-mercapto-2-propenoic acid
3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID
(2Z)-3-(4-iodophenyl)-2-mercapto-2-Propenoic acid
PD-123319-d6 Bis(Trifluoroacetic Acid Salt) Salt Hydrate
[Molecular Formula]

C9H7IO2S
[MDL Number]

MFCD00949076
[MOL File]

179528-45-1.mol
[Molecular Weight]

306.12
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMSO: >20mg/mL
[form ]

powder
[color ]

yellowish
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25-37/38-41-43
[Safety Statements ]

26-36/37/39-45
[RIDADR ]

UN 2811 6.1 / PGIII
Hazard InformationBack Directory
[Description]

PD-150606 (179528-45-1) is a selective, cell-permeable non-peptide calpain inhibitor (Ki for μ- and m-calpains = 0.21 and 0.37 μM respectively). Acts at the calcium binding site of calpain rather than the substrate-binding site. Inhibits calpain activity in two intact cell systems. Attenuates hypoxic/hypoglycemic injury to cerebrocortical neurons in culture and excitotoxic injury to Purkinje cells in cerebellar slices.1 PD-150606 displays cytoprotective effects in oxidant- and calcium ionophore-induced cell death.2 Some protective effects may be due to inhibition of MMP activity.3
[Uses]

PD 150606 is a novel mercaptoacrylate based compound and a potent inhibitor of Ca2+-dependent activation of calpain-1, a Ca2+-activated cytosolic cysteine protease. PD 150606 may potentially be developed as an anti-inflammatory agent.
[Definition]

ChEBI: An organoiodine compound that is acrylic acid in which the vinylic hydrogens at positions 2 and 3 are replaced by mercapto and 4-iodophenyl groups respectively (the Z geoisomer).
[Biochem/physiol Actions]

PD 150606 is a selective; cell-permeable; non-peptide; uncompetitive calpain inhibitor.
[storage]

Store at -20°C
[References]

1) Wang?et al. (1996),?An alpha-mercaptoacrylic acid derivative is a selective nonpeptide cell-permeable calpain inhibitor and is neuroprotective; Proc. Natl. Acad. Sci. USA,?93?6687 2) Waters?et al. (1997),?Calpains mediate calcium and chloride influx during the late phase of cell injury; J. Pharmacol. Exp. Therap.,?283?1177 3) Ali?et al. (2012), Calpain inhibitors exhibit matrix metalloproteinase-2 inhibitory activity; Biochem. Biophys. Res. Commun.,?423?1
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