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
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
Safety
- HS Code
- 2933499090
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.
N-Bromosuccinimide Price
- Product number
- B683520
- Product name
- 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
- Packaging
- 1g
- Price
- $195
- Updated
- 2021/12/16
- Product number
- P000213853
- Product name
- 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one
- Purity
- 98%
- Packaging
- 5g
- Price
- $198
- Updated
- 2021/12/16
- Product number
- FB19108
- Product name
- 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 4H48-9-96
- Product name
- 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one
- Packaging
- 1g
- Price
- $192
- Updated
- 2021/12/16
- Product number
- FB19108
- Product name
- 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one
- Packaging
- 2g
- Price
- $320
- Updated
- 2021/12/16
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
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View Lastest Price from 6-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE manufacturers
- 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