5-Acetyl-8-(phenylmethoxy)-2-quinolinone
- Product Name
- 5-Acetyl-8-(phenylmethoxy)-2-quinolinone
- CAS No.
- 93609-84-8
- Chemical Name
- 5-Acetyl-8-(phenylmethoxy)-2-quinolinone
- Synonyms
- Indacaterol int1;Indacaterol Impurity 6;CarMoterol interMediate;Indacaterol Impurity 32;Indacaterol Impurity 39;5-Acetyl-8-benzyloxy-2-quinolone;5-Acetyl-8-(benzyloxy)carbostyril;5-Acetyl-8-benzyloxy-2(1H)-quinolinone;5-Acetyl-8-benzyloxy-1H-quinolin-2-one;5-Acetyl-8-benzyloxy-1H-quinoline-2-one
- CBNumber
- CB62534817
- Molecular Formula
- C18H15NO3
- Formula Weight
- 293.32
- MOL File
- 93609-84-8.mol
5-Acetyl-8-(phenylmethoxy)-2-quinolinone Property
- Melting point:
- 174-176℃
- Density
- 1.230
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- color
- Light Orange
- InChI
- InChI=1S/C18H15NO3/c1-12(20)14-7-9-16(18-15(14)8-10-17(21)19-18)22-11-13-5-3-2-4-6-13/h2-10H,11H2,1H3,(H,19,21)
- InChIKey
- MVYPGJMOODJFAZ-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(C(C)=O)=CC=C2OCC2=CC=CC=C2)C=CC1=O
Safety
- HS Code
- 2914390090
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.
N-Bromosuccinimide Price
- Product number
- KOB0028
- Product name
- 5-Acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one
- Packaging
- 1G
- Price
- $259
- Updated
- 2025/07/31
- Product number
- A187530
- Product name
- 5-Acetyl-8-(phenylmethoxy)-2-quinolinone
- Packaging
- 500mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- FA17096
- Product name
- 5-Acetyl-8-(phenylmethoxy)-2-quinolinone
- Packaging
- 2mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- OR61366
- Product name
- 5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one
- Packaging
- 500mg
- Price
- $160
- Updated
- 2021/12/16
- Product number
- 5896AC
- Product name
- 5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one
- Packaging
- 5g
- Price
- $172
- Updated
- 2021/12/16
5-Acetyl-8-(phenylmethoxy)-2-quinolinone Chemical Properties,Usage,Production
Chemical Properties
White or off-white solid powder
Uses
5-Acetyl-8-(phenylmethoxy)-2-quinolinone can be used in the preparation of phenylethanolamine derivatives as β2 adrenoreceptor agonists.
Synthesis
100-39-0
62978-73-8
93609-84-8
The general procedure for the synthesis of 5-acetyl-8-benzyloxy-1H-quinolin-2-one from 5-acetyl-8-hydroxyquinolin-2(1H)-one (8.13 g, 40 mmol, 1.0 eq.) and benzyl bromide (7.52 g, 44 mmol, 1.10 eq.) was as follows: crude 5-acetyl-8-hydroxyquinolin-2(1H)-one was added to acetone (64 mL) containing N ,N-diisopropylethylamine (6.46 g, 50 mmol, 1.25 equiv) in acetone (64 mL). After heating the suspension to reflux temperature, water (8.2 mL) was added. Benzyl bromide was slowly added dropwise and the reaction mixture was kept at reflux temperature for 6-7 hours until the feedstock was completely consumed. Upon completion of the reaction, water (20 mL) was added at 58°C and the mixture was cooled to 20-25°C. The product was collected by filtration and washed sequentially with acetone/water (1:1, 2 x 8.5 mL) and water (4 x 8 mL). The crude product was dried under vacuum at 60 °C overnight to give 10.77 g (91.7% yield) of 5-acetyl-8-benzyloxy-1H-quinolin-2-one with 99.5% purity of the crude product. The product can be further purified by recrystallization from acetone/water system.
References
[1] Patent: WO2004/87668, 2004, A1. Location in patent: Page 29
[2] Patent: WO2005/123684, 2005, A2. Location in patent: Page/Page column 34
[3] Patent: US2004/224982, 2004, A1. Location in patent: Page 10
[4] Patent: US2004/242622, 2004, A1. Location in patent: Page 29
[5] Patent: US2004/167167, 2004, A1. Location in patent: Page/Page column 32
5-Acetyl-8-(phenylmethoxy)-2-quinolinone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Acetyl-8-(phenylmethoxy)-2-quinolinone manufacturers
- Product
- 5-Acetyl-8-(phenylmethoxy)-2-quinolinone 93609-84-8
- Price
- US $1.00/g
- Min. Order
- 100g
- Purity
- 99%
- Supply Ability
- G/KG/T
- Release date
- 2019-12-20