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
5g
Price
$198
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB19108
Product name
6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
Packaging
1g
Price
$180
Updated
2021/12/16
SynQuest Laboratories
Product number
4H48-9-96
Product name
6-Bromo-3,4-dihydroisoquinolin-1(2H)-one
Packaging
1g
Price
$192
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB19108
Product name
6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
Packaging
2g
Price
$320
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

6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Preparation Products And Raw materials

Raw materials

Sodium sulfate Sodium chloride Triethylamine Ethyl chloroformate Polyphosphoric acid Tetrahydrofuran Diethyl ether Ethyl acetate Lithium Aluminum Hydride Hydrochloric acid Sodium bicarbonate Dichloromethane Methanol Sodium hydroxide Magnesium sulfate Sulfuric acid 3-Bromophenylacetonitrile

Preparation Products

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

Canada 1 China 137 India 2 United Kingdom 2 United States 18 Global 160
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
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China
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40228
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Tetranov Biopharm
Tel
13526569071
Email
sales@leadmedpharm.com
Country
China
ProdList
7892
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64
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
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China
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11035
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Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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info@hanhongsci.com
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China
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42934
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Chemsky（shanghai）International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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China
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32321
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
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18270980682
Fax
021 51613951
Email
mlcheng@sunwaypharm.cn
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China
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8669
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Tongchuang Pharma(Suzhou). Co., Ltd.
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0512-63263366 18912765016
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0512-6326 3366
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tongtf110@sina.com
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China
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993
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Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
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info@topbiochem.com
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China
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9510
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
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19913
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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:

Hydrogen bromide Citalopram hydrobromide tablets Dextromethorphan hydrobromide monohydrate DiethylaMine hydrobroMide 3,4-Dihydro-2H-isoquinolin-1-one 7-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 6-bromo-1,2,3,4-tetrahydroisoquinoline 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

  • 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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