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Merck
CN

I138

1,5-Isoquinolinediol

≥98% (HPLC), powder

Synonym(s):

1,5-Dihydroxyisoquinoline, 5-Hydroxy-1(2H)-isoquinolinone, DiQ

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
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InChI

1S/C9H7NO2/c11-8-3-1-2-7-6(8)4-5-10-9(7)12/h1-5,11H,(H,10,12)

SMILES string

Oc1cccc2c(O)nccc12

InChI key

LFUJIPVWTMGYDG-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

mp

279-281  °C

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

DiQ is a potent inhibitor of Poly(ADP-ribose) synthetase which is activated by nitric oxide; neuroprotective agent.

Disclaimer

Light sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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G M Shah et al.
Biochimica et biophysica acta, 1312(1), 1-7 (1996-06-05)
Activation of the poly(ADP-ribose) polymerase after oxidative damage is implicated in different responses of the cells, for example, cell recovery after sublethal damage or cell death after lethal damage. However, the extent and mechanism of involvement of the enzyme in
J C Docherty et al.
British journal of pharmacology, 127(6), 1518-1524 (1999-08-24)
The cardioprotective properties of inhibition of poly (ADP-ribose) synthetase (PARS) were investigated in the isolated perfused heart of the rat. Hearts were perfused in the Langendorff mode and subjected to 23 min total global ischaemia and reperfused for 60 min.
T Ruscetti et al.
The Journal of biological chemistry, 273(23), 14461-14467 (1998-06-11)
The DNA-dependent protein kinase (DNA-PK) is a heterotrimeric enzyme that binds to double-stranded DNA and is required for the rejoining of double-stranded DNA breaks in mammalian cells. It has been proposed that DNA-PK functions in this DNA repair pathway by
G M Wray et al.
Shock (Augusta, Ga.), 10(1), 13-19 (1998-08-04)
The nuclear enzyme poly(ADP-ribose) synthetase (PARS) is activated by DNA strand breakage, caused, for example by nitric oxide (NO), peroxynitrite, or oxygen-derived free radicals. Activation of PARS can cause intracellular energy depletion and cell death in vitro and may play
J Zhang et al.
Science (New York, N.Y.), 263(5147), 687-689 (1994-02-04)
Poly(adenosine 5'-diphosphoribose) synthetase (PARS) is a nuclear enzyme which, when activated by DNA strand breaks, adds up to 100 adenosine 5'-diphosphoribose (ADP-ribose) units to nuclear proteins such as histones and PARS itself. This activation can lead to cell death through

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