| Identification | More | [Name]
1,5-ISOQUINOLINEDIOL | [CAS]
5154-02-9 | [Synonyms]
DHQ
DIQ
NSC 65585
1,5-ISOQUINOLINEDIOL
isoquinoline-1,5-diol
5-HYDROXYISOCARBOSTYRIL
1,5-Isoquinolinediol,98%
5-Hydroxy-isoquinolinone
1,5-Isoquinolinediol ,97%
1,5-DIHYDROXYISOQUINOLINE
5-HYDROXY-1(2H)-ISOQUINOLINE
5-HYDROXY-1(2H)-ISOQUINOLINONE
5-hydroxyisoquinolin-1(2H)-one
5-Hydroxyisoquinoline-1(2H)-one
1(2H)-Isoquinolinone, 5-hydroxy-
1,5-dihydroxy-1(2H)-isoquinoline
Isoquinolinediol, 1,5- - NSC 65585
5-hydroxy-1,2-dihydroisoquinolin-1-one
1,5-ISOQUINOLINEDIOL(1,5-DIHYDROXYISOQUI NO-LINE)
1,5-Dihydroxyisoquinoline, 5-Hydroxy-1(2H)-isoquinolinone, DiQ | [EINECS(EC#)]
637-104-6 | [Molecular Formula]
C9H7NO2 | [MDL Number]
MFCD00006900 | [Molecular Weight]
161.16 | [MOL File]
5154-02-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white solid | [Melting point ]
270-275 °C | [Boiling point ]
287.44°C (rough estimate) | [density ]
1.2480 (rough estimate) | [refractive index ]
1.5050 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
DMSO: >36 mg/mL
| [form ]
solid
| [pka]
8.52±0.20(Predicted) | [color ]
off-white
| [InChI]
InChI=1S/C9H7NO2/c11-8-3-1-2-7-6(8)4-5-10-9(7)12/h1-5,11H,(H,10,12) | [InChIKey]
LFUJIPVWTMGYDG-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C(O)=CC=C2)C=CN1 | [CAS DataBase Reference]
5154-02-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29337900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
The poly(ADP-ribose) polymerases (PARPs) form a family of enzymes with roles in DNA repair and apoptosis.1 1,5-Isoquinolinediol is an inhibitor of poly(ADP-ribose) synthetase (PARP1; IC50 = 0.39 μM).2 It has been used to study the role of PARP1 in both DNA repair and oxidant stress-induced cell death.3,4,5 This compound can be used with cells in culture and in animals.4,6,7 | [Chemical Properties]
white to off-white solid | [Uses]
1,5-Isoquinolinediol can be used as a reagent in the preparation of PARP inhibitor.
| [Uses]
Reagent used in the preparation of PARP inhibitor. | [Definition]
ChEBI: An isoquinolinol that is isoquinoline in which the hydrogens at positions 1 and 5 are replaced by hydroxy groups. | [General Description]
A potent inhibitor of poly(ADP-ribose) polymerase (PARP; IC50 = 390 nM). Reported to partially block SNAP (CN 487910)- induced cell death in SH-SYSY human neuroblastoma cells. | [Biochem/physiol Actions]
Cell permeable: yes | [storage]
+4°C | [References]
[1] M BANASIK. Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase.[J]. The Journal of Biological Chemistry, 1992, 267 3: 1569-1575.
[2] T RUSCETTI. Stimulation of the DNA-dependent protein kinase by poly(ADP-ribose) polymerase.[J]. The Journal of Biological Chemistry, 1998, 273 23: 14461-14467. DOI: 10.1074/jbc.273.23.14461
[3] PRABAL K. CHATTERJEE. Inhibitors of poly (ADP-ribose) synthetase reduce renal ischemia-reperfusion injury in the anesthetized rat in vivo[J]. FASEB Journal, 2000, 14 5: 641-651. DOI: 10.1096/fasebj.14.5.641
[4] J BOWES. Inhibitors of poly (ADP-ribose) synthetase protect rat cardiomyocytes against oxidant stress.[J]. Cardiovascular Research, 1999, 41 1: 126-134. DOI: 10.1016/s0008-6363(98)00221-1
[5] JOO-YUN BYUN. Reactive oxygen species-dependent activation of Bax and poly(ADP-ribose) polymerase-1 is required for mitochondrial cell death induced by triterpenoid pristimerin in human cervical cancer cells.[J]. Molecular Pharmacology, 2009, 76 4: 734-744. DOI: 10.1124/mol.109.056259
[6] YOUNG-HEE KANG. Caspase-independent cell death by arsenic trioxide in human cervical cancer cells: reactive oxygen species-mediated poly(ADP-ribose) polymerase-1 activation signals apoptosis-inducing factor release from mitochondria.[J]. Cancer research, 2004, 64 24: 8960-8967. DOI: 10.1158/0008-5472.can-04-1830 |
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Biokitchen Gold
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