Basic information
- CAS
5154-02-9- Standard SMILES
O=c1[nH]ccc2c(O)cccc12- InChIKey
LFUJIPVWTMGYDG-UHFFFAOYSA-N- Molecular formula
- C9H7NO2
- Average molar mass
- 161.16 g/mol
- Monoisotopic mass
- 161.04767847
Overview
Isoquinoline-1,5-diol is an isoquinolinol that is isoquinoline in which the hydrogens at positions 1 and 5 are replaced by hydroxy groups. It has a role as an EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor.
Names & identifiers
- Preferred name
- 1,5-Isoquinolinediol
- IUPAC
- 5-hydroxy-2H-isoquinolin-1-one
- English name
- 1,5-Isoquinolinediol
- Molecular formula
- C9H7NO2
- Molecular weight
- 161.16
Names & synonyms
1,5-isoquinolinediol5154-02-91,5-DihydroxyisoquinolineRefChem:73483637-104-6isoquinoline-1,5-diol5-HYDROXYISOQUINOLINE-1(2H)-ONE5-Hydroxy-1(2H)-isoquinolinone5-HYDROXYISOQUINOLIN-1(2H)-ONE5-hydroxy-2H-isoquinolin-1-one5-HydroxyisocarbostyrilMFCD00006900
Show more names
DHQDIQPARP Inhibitor IV, IQD1,5-Isoquinolinediol,98%5-Hydroxy-isoquinolinone1,5-Isoquinolinediol ,97%
NSC 65585CHEMBL3383141(2H)-Isoquinolinone, 5-hydroxy-NSC-65585F2135-08004pntDTXSID60199505LFUJIPVWTMGYDG-UHFFFAOYSA-N
Database identifiers
- CAS
5154-02-9- PubChem CID
- 1340
- DTXSID
DTXSID60199505- ChEMBL
CHEMBL338314- ChEBI
CHEBI:64044- UNII
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 49.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 225
Physicochemical properties
- Melting point
- 270 · 270-275 °C
- Boiling point
- 287.44 °C · 287.44°C (rough estimate)
- Density
- 1.248 · 1.2480 (rough estimate)
- refractive index
- 1.505 · 1.5050 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- 36 mg/mL · DMSO: >36 mg/mL
- form
- solid
- pka
- 8.52 · 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 · 5154-02-9(CAS DataBase Reference)
- UNSPSC Code
- 12352202 · 12352202
- NACRES
- 77 · NA.77
- Symbol(GHS)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29337900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationChemicals and drugs that inhibit the action of POLY(ADP-RIBOSE)POLYMERASES.
Applications
DescriptionThe poly(ADP-ribose) polymerases (PARPs) form a family of enzymes with roles in DNA repair and apoptosis. 1,5-Isoquinolinediol is an inhibitor of poly(ADP-ribose) synthetase (PARP1; IC50 = 0.39 μM). It has been used to study the role of PARP1 in both DNA repair and oxidant stress-induced cell death. This compound can be used with cells in culture and in animals.
UsesReagent used in the preparation of PARP inhibitor.
Uses1,5-Isoquinolinediol can be used as a reagent in the preparation of PARP inhibitor.
General DescriptionA 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.
Upstream & downstream products
Downstream products
Suppliers62 total
韶远科技(上海)有限公司4000665055 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
Related reactions
3 records
Compound notes
Loading…