ChemicalBook > CAS DataBase List > 3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID

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

Product Name
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;(2Z)-3-(4-iodophenyl)-2-sulfanylprop-2-enoic acid
CBNumber
CB6767143
Molecular Formula
C9H7IO2S
Formula Weight
306.12
MOL File
Mol file
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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.
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Safety

Hazard Codes 
T
Risk Statements 
25-37/38-41-43
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2811 6.1 / PGIII
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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.

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N-Bromosuccinimide Price

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

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

Raw materials

Preparation Products

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

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179528-45-1, 3-(4-IODOPHENYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACIDRelated 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)-
  • (2Z)-3-(4-iodophenyl)-2-sulfanylprop-2-enoic acid
  • 179528-45-1
  • C9H7IO2S
  • Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds