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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.

Synonym(s):

Necrosis Inhibitor, IM-54, 2-(1H-Indol-3-yl)-3-pentylamino-maleimide

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About This Item

Empirical Formula (Hill Notation):
C19H23N3O2
CAS Number:
Molecular Weight:
325.40
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

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$226.00


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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

SMILES string

N1(C(=O)C(=C(C1=O)c2c3c([n](c2)C)cccc3)NCCCCC)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

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This Item
480073SML0412203290
IM-54 ≥98% (HPLC)

SML0412

IM-54

assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

form

solid

form

solid

form

powder

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

methanol: 10 mg/mL, DMSO: 100 mg/mL

solubility

DMSO: 100 mg/mL

solubility

DMSO: 5 mg/mL (clear solution)

solubility

DMSO: 10 mg/mL

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.

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

Storage Class

11 - Combustible Solids

wgk_germany

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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