7-Amino-3,4-dihydroisoquinolin-1(2H)-one

Base Information

• Chemical Name: 7-Amino-3,4-dihydroisoquinolin-1(2H)-one
• CAS No.: 66491-03-0
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• Hs Code.: 2933790090
• European Community (EC) Number: 850-951-8
• DSSTox Substance ID: DTXSID70522441
• Nikkaji Number: J413.019G
• Wikidata: Q82387702
• Mol file: 66491-03-0.mol

Synonyms:66491-03-0;7-Amino-3,4-dihydroisoquinolin-1(2H)-one;7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;1(2H)-Isoquinolinone, 7-amino-3,4-dihydro-;7-AMINO-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE;7-AMINO-1,2,3,4-TETRAHYDROISOQUINOLIN-1-ONE;SCHEMBL793492;SCHEMBL11616211;DTXSID70522441;VNUQVKZHEBCTNT-UHFFFAOYSA-N;MFCD08437645;AKOS013464071;AB45199;CS-W005442;DS-11486;AM20120493;1(2H)-Isoquinolinone,7-amino-3,4-dihydro-;EN300-119893;A835475;F2189-0632

Chemical Property of 7-Amino-3,4-dihydroisoquinolin-1(2H)-one

Chemical Property:

• Vapor Pressure: 5.69E-10mmHg at 25°C
• Melting Point: 123-125 °C
• Boiling Point: 495.9oC at 760 mmHg
• PKA: 14.96±0.20(Predicted)
• Flash Point: 253.7oC
• PSA: 55.12000
• Density: 1.237g/cm3
• LogP: 1.46470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

7-Amino-3,4-dihydro-2H-isoquinolin-1-one 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(=O)C2=C1C=CC(=C2)N
• Uses: 7-Amino-3,4-dihydro-2H-isoquinolin-1-one is used as a reactant in the preparation of dihydroisoquinolinones as potent inhibitors of poly(ADP-?ribose) polymerase.

Technology Process of 7-Amino-3,4-dihydroisoquinolin-1(2H)-one

There total 11 articles about 7-Amino-3,4-dihydroisoquinolin-1(2H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.7%

7-nitro-3,4-dihydro-2H-isoquinolin-1-one (22245-96-1) → 7-amino-3,4-dihydroisoquinoline-1(2H)-one (66491-03-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 3h;

Reference yield:

3,4-dihydroisoquinolin-1(2H)-one (1196-38-9) → 7-amino-3,4-dihydroisoquinoline-1(2H)-one (66491-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃; H₂SO₄ / 0 °C

2: H₂ / Pd/C / methanol

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In methanol;

DOI:10.1021/jm020113o

Reference yield:

ethyl-N-(2-phenethyl)carbamate (6970-83-8) → 7-amino-3,4-dihydroisoquinoline-1(2H)-one (66491-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: polyphosphoric acid / 6 h / 115 - 120 °C

2.1: potassium nitrate; sulfuric acid / 3 h / 0 - 20 °C

2.2: 20 °C

3.1: hydrogen / palladium 10% on activated carbon / methanol / 3.5 h / 20 °C / Inert atmosphere

With sulfuric acid; hydrogen; potassium nitrate; palladium 10% on activated carbon; In methanol;

upstream raw materials:

7-nitro-3,4-dihydro-2H-isoquinolin-1-one

1,2,3,4-tetrahydroisoquinoline

3,4-dihydroisoquinolin-1(2H)-one

3,4-dihydro-2H-isoquinoline-1-thione

Downstream raw materials:

7-iodo-3,4-dihydro-1(1H)-isoquinolinone

3,4-dihydroisoquinolin-1(2H)-one

7-bromo-3,4-dihydroisoquinolin-1(2 H)-one

1-(8-amino-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-3-(2,6-dichloro-phenyl)-thiourea