1,5-Isoquinolinediol

Names

[ Name ]:
1,5-Isoquinolinediol

[Synonym ]:
isoquinoline-1,5-diol
5-Hydroxyisocarbostyril
5-Hydroxy-1(2H)-isoquinolinone
5-Hydroxyisoquinoline-1(2H)-one
1(2H)-Isoquinolinone, 5-hydroxy-
1,5-Dihydroxyisoquinoline 5-Hydroxy-1(2H)-isoquinolinone DiQ
5-hydroxy-2H-isoquinolin-1-one
MFCD00006900
5-Hydroxyisoquinolin-1(2H)-one
1,5-Isoquinolinediol

Biological Activity

[Description]:

1,5-Isoquinolinediol is a potent PARP inhibitor, with an IC50 of 0.18-0.37 µM. 1,5-Isoquinolinediol attenuates diabetes-induced NADPH oxidase-derived oxidative stress in retina[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PARP

Research Areas >> Metabolic Disease

Signaling Pathways >> Cell Cycle/DNA Damage >> PARP

[Target]

PARP:0.18-0.37 μM (IC50)

[In Vitro]

1,5-isoquinolinediol leads to an increase up to 8-fold in the absolute frequency of gene targeting in the correction of the mutation at the stable integrated HSV tk gene[1]. 1,5-Isoquinolinediol is a potent PARP antagonist and decreases cleaved PARP in diabetic retina.1,5-Isoquinolinediol (500 μM H2O2; 24 hours) attenuates H2O2-induced upregulation of cleaved PARP-1 expression in retinal Muller cells. 1,5-Isoquinolinediol attenuates diabetes-induced upregulation of retinal nitrated protein expression. 1,5-Isoquinolinediol attenuates diabetes-induced activation of NADPH oxidase in the retina[2].

[References]

[1]. Crockett SL, et al. Role of dopamine and selective dopamine receptor agonists on mouse ductus arteriosus tone and responsiveness. Pediatr Res. 2019 Dec 9.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
501.1±30.0 °C at 760 mmHg

[ Melting Point ]:
270-275 °C

[ Molecular Formula ]:
C₉H₇NO₂

[ Molecular Weight ]:
161.157

[ Flash Point ]:
256.8±24.6 °C

[ Exact Mass ]:
161.047684

[ PSA ]:
53.35000

[ LogP ]:
-0.17

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.743

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: >36 mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933499090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933499090

[ Summary ]:
2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Inhibitors of poly (ADP-ribose) synthetase protect rat cardiomyocytes against oxidant stress.

Cardiovasc. Res. 41(1) , 126-34, (1999)

Inhibitors of poly (ADP-ribose) synthetase (PARS) activity reduce the infarct size caused by regional myocardial ischaemia and reperfusion in the rabbit and rat in vivo. The mechanism of action of the...

Prevention of the degeneration of human dopaminergic neurons in an astrocyte co-culture system allowing endogenous drug metabolism.

Br. J. Pharmacol. 172 , 4119-32, (2015)

Few neuropharmacological model systems use human neurons. Moreover, available test systems rarely reflect functional roles of co-cultured glial cells. There is no human in vitro counterpart of the wid...

Modulation of the poly (ADP-ribose) polymerase inhibitor response and DNA recombination in breast cancer cells by drugs affecting endogenous wild-type p53.

Carcinogenesis 35(10) , 2273-82, (2014)

Synthetic lethal interactions between poly (ADP-ribose) polymerase (PARP) and homologous recombination (HR) repair pathways have been exploited for the development of novel mono- and combination cance...