| Identification | Back 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 Properties | Back Directory | [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. |
| Hazard Information | Back 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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Sigma-Aldrich
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