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

CAS No.
179528-45-1
Chemical Name:
3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID
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-mercapto-2-propenoic acid;3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID;(Z)-3-(4-IODOPHENYL)-2-SULFANYLPROP-2-ENOIC ACID;(2Z)-3-(4-iodophenyl)-2-mercapto-2-Propenoic acid;2-Propenoic acid, 3-(4-iodophenyl)-2-mercapto-, (2Z)-
CBNumber:
CB6767143
Molecular Formula:
C9H7IO2S
Molecular Weight:
306.12
MDL Number:
MFCD00949076
MOL File:
Mol file
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID 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
pka 2.98±0.10(Predicted)
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H315-H317-H318-H335
Precautionary statements  P261-P280-P301+P310-P305+P351+P338
Hazard Codes  T
Risk Statements  25-37/38-41-43
Safety Statements  26-36/37/39-45
RIDADR  UN 2811 6.1 / PGIII
NFPA 704
0
3 0

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D5946 PD 150606 ≥97% (HPLC) 179528-45-1 5mg $127 2024-03-01 Buy
Sigma-Aldrich D5946 PD 150606 ≥97% (HPLC) 179528-45-1 25mg $505 2024-03-01 Buy
Cayman Chemical 13859 PD 150606 ≥98% 179528-45-1 5mg $85 2024-03-01 Buy
Cayman Chemical 13859 PD 150606 ≥98% 179528-45-1 25mg $332 2024-03-01 Buy
Tocris 1269 PD 150606 ≥95%(HPLC) 179528-45-1 10 $173 2021-12-16 Buy
Product number Packaging Price Buy
D5946 5mg $127 Buy
D5946 25mg $505 Buy
13859 5mg $85 Buy
13859 25mg $332 Buy
1269 10 $173 Buy

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

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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179528-45-1(3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID)Related Search:

3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID PD 150606 PD-123319-d6 Bis(Trifluoroacetic Acid Salt) Salt Hydrate (2Z)-3-(4-iodophenyl)-2-mercapto-2-Propenoic acid (Z)-3-(4-IODOPHENYL)-2-SULFANYLPROP-2-ENOIC ACID (Z)-3-(4-iodophenyl)-2-mercaptoacrylic acid PD150606;PD-150606;PD 150606 CS-2366 PD150606 (PD 150606 (Z)-3-(4-Iodophenyl)-2-mercapto-2-propenoic acid 2-Propenoic acid, 3-(4-iodophenyl)-2-mercapto-, (2Z)- 179528-45-1 C9H7IO2S Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds