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SML0412

Sigma-Aldrich

IM-54

≥98% (HPLC)

Synonym(s):

1-Methyl-3-(1-methyl-1H-indol-3-yl)-4-(pentylamino)-1H-pyrrole-2,5-dione, 2-(1H-Indol-3-yl)-3-pentylamino-maleimide

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About This Item

Empirical Formula (Hill Notation):
C19H23N3O2
CAS Number:
861891-50-1
Molecular Weight:
325.40
MDL number:
MFCD18382109
UNSPSC Code:
12352200
PubChem Substance ID:
329825407
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

light orange to dark orange

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

CCCCCNC1=C(C(=O)N(C)C1=O)c2cn(C)c3ccccc23

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

Biochem/physiol Actions

IM-54 is a cell permeable, potent and selective inhibitor of necrosis. The compound inhibits necrosis induced by oxidative stress. IM-54 does not inhibit apoptosis induced by anticancer drugs.

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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Wen Sun et al.
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Necroptosis is a form of programmed necrosis mediated by signaling complexes with receptor-interacting protein 1 (RIP1) and RIP3 kinases as the main mediators. However, the underlying execution pathways of this phenomenon have yet to be elucidated in detail. In this
Longhao Sun et al.
Autophagy, 13(4), 703-714 (2017-01-26)
Pancreatic ductal adenocarcinoma (PDAC) is the most aggressive and lethal cancer. The role of autophagy in the pathobiology of PDAC is intricate, with opposing functions manifested in different cellular contexts. MIR506 functions as a tumor suppressor in many cancer types
Hexin Shi et al.
Nature communications, 12(1), 1379-1379 (2021-03-04)
Many immune responses depend upon activation of NF-κB, an important transcription factor in the elicitation of a cytokine response. Here we show that N4BP1 inhibits TLR-dependent activation of NF-κB by interacting with the NF-κB signaling essential modulator (NEMO, also known
Mabel Lum et al.
International journal of medical microbiology : IJMM, 304(5-6), 530-541 (2014-04-24)
Shigella infection in epithelial cells induces cell death which is accompanied by mitochondrial dysfunction. In this study the role of the mitochondrial fission protein, Drp1 during Shigella infection in HeLa cells was examined. Significant lactate dehydrogenase (LDH) release was detected

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