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Key Documents

I2784

Sigma-Aldrich

INH2BP

≥98% (HPLC), solid

Synonym(s):

5-Iodo-6-amino-1,2-benzopyrone

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About This Item

Empirical Formula (Hill Notation):
C9H6INO2
CAS Number:
Molecular Weight:
287.05
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

assay

≥98% (HPLC)

form

solid

solubility

DMSO: soluble 31 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Nc1ccc2OC(=O)C=Cc2c1I

InChI

1S/C9H6INO2/c10-9-5-1-4-8(12)13-7(5)3-2-6(9)11/h1-4H,11H2

InChI key

WWRAFPGUBABZSD-UHFFFAOYSA-N

Biochem/physiol Actions

Inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1); anti-apoptotic.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Raquel M Forsythe et al.
Shock (Augusta, Ga.), 17(3), 180-184 (2002-03-20)
Studies indicate that endotoxin (LPS) causes intestinal injury, increases inducible nitric oxide synthase (iNOS) activity, leads to increased NO production, and promotes bacterial translocation (BT). To investigate the mechanism by which LPS causes gut injury and to test the hypothesis
G S Scott et al.
Journal of neuroimmunology, 117(1-2), 78-86 (2001-06-30)
Peroxynitrite formation has been demonstrated during experimental allergic encephalomyelitis (EAE). Furthermore, peroxynitrite has been identified as an activator of poly(ADP-ribose) synthetase (PARS), an enzyme implicated in neurotoxicity. In the current study, we examined the role of PARS activation in the
Lina Du et al.
The Journal of biological chemistry, 278(20), 18426-18433 (2003-03-11)
Poly(ADP-ribosylation), primarily via poly(ADP-ribose) polymerase-1 (PARP-1), is a pluripotent cellular process important for maintenance of genomic integrity and RNA transcription in cells. However, during conditions of oxidative stress and energy depletion, poly(ADP-ribosylation) paradoxically contributes to mitochondrial failure and cell death.
P I Bauer et al.
Biochimie, 77(5), 374-377 (1995-01-01)
A non-covalently binding inhibitory ligand of poly(ADP-ribose) polymerase, 5-iodo-6-amino-1,2-benzopyrone, when incubated at 5-600 microM external concentration with an E-ras-transformed tumorigenic cell line or with human prostatic carcinoma cells for 40 to 60 days converts both cancer cells to a non-tumorigenic
M Endres et al.
European journal of pharmacology, 351(3), 377-382 (1998-08-28)
Peroxynitrite triggers DNA single-strand breakage, which activates the nuclear enzyme poly(ADP-ribose) synthetase (PARS). Activation of PARS depletes its substrate, NAD+, slowing the rate of glycolysis, electron transport, and ATP formation, resulting in cell necrosis. Here, we demonstrate that inhibition of

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