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480060

Sigma-Aldrich

Necrosis Inhibitor, IM-54

The Necrosis Inhibitor, IM-54, also referenced under CAS 861891-50-1, selectively blocks oxidative stress-induced necrotic cell death. This small molecule/inhibitor is primarily used for Cancer applications.

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Synonym(s):
Necrosis Inhibitor, IM-54, 2-(1H-Indol-3-yl)-3-pentylamino-maleimide
Empirical Formula (Hill Notation):
C19H23N3O2
CAS Number:
Molecular Weight:
325.40
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow-orange

solubility

methanol: 10 mg/mL
DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C19H23N3O2/c1-4-5-8-11-20-17-16(18(23)22(3)19(17)24)14-12-21(2)15-10-7-6-9-13(14)15/h6-7,9-10,12,20H,4-5,8,11H2,1-3H3

InChI key

SGLOMINNEBLJFF-UHFFFAOYSA-N

General description

A cell-permeable mono-indolylmaleimide compound that selectively blocks oxidative stress-induced necrotic cell death (~3 µM IM-54 prevented ~50% cell death in HL60 cells exposed to 100 µM H2O2). Does not offer protection against Etoposide- (Cat. No. 341205) induced apoptosis or display antioxidant properties. Does not affect the kinase activities of S6K1 and PKC isozymes even at concentrations as high as 50 µM.
A cell-permeable mono-indolylmaleimide compound that selectively blocks oxidative stress-induced necrotic cell death (~3 µM IM-54 prevented ~50% cell death in HL60 cells exposed to 100 µM H2O2). Does not offer protection against Etoposide- (Cat. No. 341205) induced apoptosis or display antioxidant properties. Does not affect the kinase activities of S6K1 and PKC isozymes even at concentrations as high as 50 µM.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Blocks oxidative stress-induced necrotic cell death
Product does not compete with ATP.
Reversible: no
Target IC50: (~3 µM prevented ~50% cell death in HL60 cells exposed to 100 µM H₂O₂).

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Dodo, K., et al. 2005. Bioorg. Med. Chem. Lett.15, 3114.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Toria Tomasek et al.
Biochemical and biophysical research communications, 556, 199-206 (2021-04-14)
Circulating cell-free hemoglobin (CFH) contributes to endothelial injury in several inflammatory and hemolytic conditions. We and others have shown that CFH causes increased endothelial permeability, but the precise mechanisms of CFH-mediated endothelial barrier dysfunction are not fully understood. Based on

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