ChemicalBook > CAS DataBase List > 7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

Product Name
7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
CAS No.
66491-03-0
Chemical Name
7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
Synonyms
7-aMino-3;7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;7-Amino-3,4-dihydro-1(2H)-isoquinolinone;1(2H)-Isoquinolinone, 7-aMino-3,4-dihydro-;2-Propenoicacid,2-methyl-,2-(4-hydroxyethoxy)ethylester
CBNumber
CB8451286
Molecular Formula
C9H10N2O
Formula Weight
162.19
MOL File
66491-03-0.mol
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7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Property

Melting point:
123-125 °C
Boiling point:
495.9±45.0 °C(Predicted)
Density 
1.237±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
crystalline solid
pka
14.96±0.20(Predicted)
color 
Amber/tan
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Safety

HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Ark Pharm
Product number
P000159581
Product name
7-Amino-3,4-dihydroisoquinolin-1(2H)-one
Purity
95%
Packaging
100mg
Price
$74
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA140944
Product name
7-Amino-3,4-dihydro-2H-isoquinolin-1-one
Packaging
100mg
Price
$80
Updated
2021/12/16
Apolloscientific
Product number
OR54677
Product name
7-Amino-3,4-dihydro-2H-isoquinolin-1-one
Purity
97%
Packaging
250mg
Price
$105
Updated
2021/12/16
Ark Pharm
Product number
P000159581
Product name
7-Amino-3,4-dihydroisoquinolin-1(2H)-one
Purity
95%
Packaging
250mg
Price
$123
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA140944
Product name
7-Amino-3,4-dihydro-2H-isoquinolin-1-one
Packaging
250mg
Price
$160
Updated
2021/12/16
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7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Chemical Properties,Usage,Production

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.

Synthesis

22245-96-1

66491-03-0

General procedure for the synthesis of 7-amino-3,4-dihydroisoquinolin-1(2H)-one from 7-nitro-3,4-dihydroisoquinolin-1(2H)-one: 7-nitro-3,4-dihydroisoquinolin-1(2H)-one (700 mg, 3.6 mmol) was dissolved in methanol (25 mL), and 10% palladium/carbon catalyst (catalytic amount) was added. The reaction was stirred under hydrogen (60 psi) atmosphere for 1 hour. Upon completion of the reaction, the mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated under vacuum to afford 7-amino-3,4-dihydroisoquinolin-1(2H)-one (500 mg, 86% yield). The product was characterized by 1H NMR (400 MHz, CD3OD): δ 2.81 (t, J = 6.59 Hz, 2H), 3.42 (t, J = 6.55 Hz, 2H), 6.84 (dd, J = 8.13,2.42 Hz, 1H), 7.02 (d, J = 7.91 Hz, 1H), 7.26 (d, J = 2.64 Hz, 1H ).

References

[1] Journal of Organic Chemistry, 1983, vol. 48, # 19, p. 3220 - 3234
[2] Patent: WO2008/79759, 2008, A1. Location in patent: Page/Page column 98
[3] Patent: WO2008/79836, 2008, A2. Location in patent: Page/Page column 86
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 6, p. 2799 - 2808
[5] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 12, p. 1077 - 1081

7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Suppliers

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66491-03-0, 7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONERelated Search:

3,4-Dihydro-2H-isoquinolin-1-one 3-DIFLUOROMETHYL-7-NITRO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 7-NITRO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 7-AMINO-4H-ISOQUINOLINE-1,3-DIONE 7-ETHOXYCARBONYLAMINO-1-OXO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE 3-(FLUOROMETHYL)-3,4-DIHYDRO-7-NITROISOQUINOLIN-1(2H)-ONE

  • 7-AMINO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
  • 7-aMino-3
  • 1(2H)-Isoquinolinone, 7-aMino-3,4-dihydro-
  • 7-Amino-3,4-dihydro-1(2H)-isoquinolinone
  • 2-Propenoicacid,2-methyl-,2-(4-hydroxyethoxy)ethylester
  • 66491-03-0