ChemicalBook > CAS DataBase List > 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

Product Name
6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
CAS No.
147497-32-3
Chemical Name
6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
Synonyms
6-bromo-3,4-dihydroisoquinolin-1(2H)-one;6-broMo-1,2,3,4-tetrahydroisoquinolin-1-one;6-BROMO-3,4-1(1H)-ISOQUINOLINONE;6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ON;6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;6-BROMO-3,4-DIHYDRO-1(1H)-ISOQUINOLINONE;6-Bromo-3,4-dihydro-1(2H)-isoquinolinone;1(2H)-Isoquinolinone, 6-bromo-3,4-dihydro-;6-BroMo-1-oxo-1,2,3,4-tetrahydroisoquinoline;1(2H)-Isoquinolinone, 6-bromo-3,4-dihydro- , 97%min
CBNumber
CB2147125
Molecular Formula
C9H8BrNO
Formula Weight
226.07
MOL File
147497-32-3.mol
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6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Property

Melting point:
170.0-173.1 °C
Boiling point:
453.3±45.0 °C(Predicted)
Density 
1.559±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder
pka
14.22±0.20(Predicted)
color 
Yellow
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Safety

HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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

TRC
Product number
B683520
Product name
6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
Packaging
1g
Price
$195
Updated
2021/12/16
Ark Pharm
Product number
P000213853
Product name
6-Bromo-3,4-dihydroisoquinolin-1(2H)-one
Purity
98%
Packaging
250mg
Price
$26
Updated
2021/12/16
Ark Pharm
Product number
P000213853
Product name
6-Bromo-3,4-dihydroisoquinolin-1(2H)-one
Purity
98%
Packaging
1g
Price
$52
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB19108
Product name
6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
Packaging
250mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB19108
Product name
6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
Packaging
500mg
Price
$100
Updated
2021/12/16
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6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Chemical Properties,Usage,Production

Uses

6-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.

Synthesis

34598-49-7

147497-32-3

1. 5-bromo-1-indanone (8a) (1.08 g, 5.1 mmol) was weighed into a 100 mL round bottom flask. 2. dichloromethane (30 mL), methanesulfonic acid (15 mL) and sodium azide (0.5 g, 7.7 mmol) were added sequentially to the reaction flask at 0°C. The reaction was carried out at room temperature. 3. The reaction mixture was stirred at room temperature for 3 hours. 4. Upon completion of the reaction, 1.0 M aqueous sodium hydroxide (50 mL) was slowly added to the reaction solution to quench the reaction. 5. The aqueous phase was extracted with dichloromethane (100 mL x 1) and the organic phases were combined. 6. The organic phase was washed with saturated brine (40 mL×1), dried over anhydrous sodium sulfate and filtered. 7. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, v/v=3:1) to afford 6-bromo-3,4-dihydro-2H-isoquinolin-1-one (8b) as a gray solid (0.45 g, 39% yield).

References

[1] Patent: US2010/4231, 2010, A1. Location in patent: Page/Page column 67-68
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 9, p. 2670 - 2674
[3] Patent: US2016/251376, 2016, A1. Location in patent: Paragraph 0852; 0853; 0854
[4] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0088
[5] Patent: CN107879975, 2018, A. Location in patent: Paragraph 0132; 0134

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6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Suppliers

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View Lastest Price from 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE manufacturers

Honest Joy Holdings Limited
Product
6-Bromo-3,4-dihydro-2h-isoquinolin-1-one 147497-32-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98.6%
Supply Ability
100 tons
Release date
2022-02-08

147497-32-3, 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONERelated Search:


  • 6-broMo-1,2,3,4-tetrahydroisoquinolin-1-one
  • 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
  • 6-bromo-3,4-dihydroisoquinolin-1(2H)-one
  • 6-BROMO-3,4-1(1H)-ISOQUINOLINONE
  • 6-BROMO-3,4-DIHYDRO-1(1H)-ISOQUINOLINONE
  • 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ON
  • 1(2H)-Isoquinolinone, 6-bromo-3,4-dihydro-
  • 6-Bromo-3,4-dihydro-1(2H)-isoquinolinone
  • 6-BroMo-1-oxo-1,2,3,4-tetrahydroisoquinoline
  • 1(2H)-Isoquinolinone, 6-bromo-3,4-dihydro- , 97%min
  • 147497-32-3
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