3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID Chemical Properties

Boiling point:

410.4±45.0 °C(Predicted)

Density 

1.901±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMSO: >20mg/mL

form 

powder

pka

2.98±0.10(Predicted)

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 Information

Hazard Codes 

T

Risk Statements 

25-37/38-41-43

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID Usage And Synthesis

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. Neuroprotective product.

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

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID(179528-45-1)Related Product Information

• Resveratrol
• diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate
• ROLIPRAM
• GF109203X