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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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nadezhda I Ryabokon et al.
Acta biochimica Polonica, 56(2), 243-248 (2009-04-30)
Poly(ADP-ribose) polymerase (PARP) plays a crucial role in DNA repair. Modulation of its activity by stimulation or inhibition is considered as a potentially important strategy in clinical practice, especially to sensitize tumor cells to chemo- and radiotherapy through inhibition of
G A Cole et al.
Biochemical and biophysical research communications, 180(2), 504-514 (1991-10-31)
The effects of two adenosine diphosphoribose transferase (ADPRT) enzyme inhibitory ligands, 6-amino-1,2-benzopyrone and its 5-iodo-derivative, were determined in AA-2 and MT-2 cell cultures on the replication of HIV-1 IIIb, assayed by an immunochemical test for the HIV protein p24, and
E Kirsten et al.
International journal of molecular medicine, 5(3), 279-281 (2000-02-26)
The cellular pharmacologic actions, as measured by cell killing, of INH2BP, DIME and INO2BA (+ BSO) were determined in three types of cancer cells and compared to their action on quiescent confluent human foreskin fibroblast (HSF) and pre-confluent growing fibroblasts.
Allison B Haugrud et al.
Breast cancer research and treatment, 147(3), 539-550 (2014-09-13)
The unique metabolism of breast cancer cells provides interest in exploiting this phenomenon therapeutically. Metformin, a promising breast cancer therapeutic, targets complex I of the electron transport chain leading to an accumulation of reactive oxygen species (ROS) that eventually lead
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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