| Identification | Back Directory | [Name]
PD 151746 | [CAS]
179461-52-0 | [Synonyms]
CS-1888
PD 151746
PD-151746;PD 151746;PD151746
PD 151746 - CAS 179461-52-0 - Calbiochem
3-(5-FLUORO-3-INDOLYL)-2-MERCAPTO-(Z)-2-PROPENOIC ACID
3-(5-fluoro-1H-indol-3-yl)-2-mercapto-2-propenoic acid
2-Propenoic acid, 3-(5-fluoro-1H-indol-3-yl)-2-mercapto-
PD 151746, 96%, cell permeable, selective, calpain inhibitor
PD151746 3-(5-fluoro-1H-indol-3-yl)-2-mercapto-2-Propenoic acid | [Molecular Formula]
C11H8FNO2S | [MDL Number]
MFCD03453564 | [MOL File]
179461-52-0.mol | [Molecular Weight]
237.25 |
| Chemical Properties | Back Directory | [Boiling point ]
481.4±45.0 °C(Predicted) | [density ]
1.525±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: soluble15mg/mL (clear orange solution) | [form ]
powder | [pka]
3.19±0.19(Predicted) | [color ]
light orange to dark orange | [InChI]
InChI=1S/C11H8FNO2S/c12-7-1-2-9-8(4-7)6(5-13-9)3-10(16)11(14)15/h1-5,13,16H,(H,14,15) | [InChIKey]
HWMQHECFXSVZGN-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C(S)=CC1C2=C(NC=1)C=CC(F)=C2 |
| Hazard Information | Back Directory | [Uses]
PD 151746 acts as a cell-permeable calpain inhibitor which induce pertussis toxin (PTx)-sensitive chemotaxis in neutrophils and human monocytes. This results in an inhibition of inflammation. | [Enzyme inhibitor]
This cell-permeable thiol-reactive agent (FW = 237.25 g/mol; CAS 179461-
52-0), also named (Z) -3- (5-fluoroindol-3-yl) -2-mercapto-2-propenoate,
inhibits μ-calpain (Ki = 0.21 μM) decreases oxLDL-induced cytotoxicity,
whereas the general caspase inhibitor BAF (t-butoxycarbonyl-Asp-
methoxyfluoromethylketone) is without effect. Note that the structurally
related inhibitor (Z) -3- (4-iodophenyl) -2-mercapto-2-propenoate does not
appear to react at the active site, instead targeting the calcium ion binding
site. (See also (Z) -3- (4-Iodophenyl) -2-mercapto-2-propenoate) | [storage]
Desiccate at -20°C |
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