6-Bromo-3,4-dihydro-2H-isoquinolin-1-one

HCID 21865450CAS 147497-32-3

Substructure search Find similar structures

Basic information

Standard SMILES: O=C1NCCc2cc(Br)ccc21
InChIKey: FQPKKECSRKYXIZ-UHFFFAOYSA-N
Molecular formula: C9H8BrNO
Average molar mass: 226.07 g/mol
Monoisotopic mass: 224.97892598

Names & identifiers

Preferred name: 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
IUPAC: 6-bromo-3,4-dihydro-2H-isoquinolin-1-one
English name: 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
Molecular formula: C9H8BrNO
Molecular weight: 226.07

Names & synonyms

6-Bromo-3,4-dihydro-2H-isoquinolin-1-oneRefChem:540839818-974-8147497-32-36-bromo-3,4-dihydroisoquinolin-1(2H)-one1(2H)-ISOQUINOLINONE, 6-BROMO-3,4-DIHYDRO-MFCD041148586-Bromo-3,4-dihydro-1(2H)-isoquinolinone6-bromo-1,2,3,4-tetrahydroisoquinolin-1-oneCHEMBL4565268SCHEMBL581700SCHEMBL1002712

Show more names

6-BROMO-3,4-1(1H)-ISOQUINOLINONE6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ON6-BROMO-3,4-DIHYDRO-1(1H)-ISOQUINOLINONE6-BroMo-1-oxo-1,2,3,4-tetrahydroisoquinoline1(2H)-Isoquinolinone, 6-bromo-3,4-dihydro- , 97%min

DTXSID10619066FQPKKECSRKYXIZ-UHFFFAOYSA-NCS-D0456BDBM50503861AKOS015900182EBC-610867FS-2432PB27642

Database identifiers

CAS: 147497-32-3
PubChem CID: 21865450
DTXSID: DTXSID10619066
ChEMBL: CHEMBL4565268
EC Number: 818-974-8
Nikkaji: J3.151.680C

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 29.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 195

Physicochemical properties

Melting point: 170 · 170.0-173.1 °C
Boiling point: 453.3 · 453.3±45.0 °C(Predicted)
Density: 1.559 · 1.559±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: powder
pka: 14.22 · 14.22±0.20(Predicted)
color: Yellow
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
HS Code: 2933499090 · 2933499090

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.

Warning

H302+H312+H332 (25%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Safety data

hs_code: 2933499090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses6-bromo-3,4-dihydroisoquinolin-1(2H)-one is an intermediate used in the synthesis of benzolactams as dopamine D3 receptor ligands.IT is also used in the synthesis of new, selective 3-aminopyrazole based MK2-inhibitors that was proved to inhibit intracellular phosphorylation of hsp27 as well as LPS-induced TNFα release in cells.