3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID Property

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

Hazard Codes 

T

Risk Statements 

25-37/38-41-43

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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