ChemicalBook > CAS DataBase List > 5-Acetyl-8-(phenylmethoxy)-2-quinolinone

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
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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
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Safety

HS Code 
2914390090
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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

Sigma-Aldrich
Product number
KOB0028
Product name
5-Acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one
Packaging
1G
Price
$259
Updated
2025/07/31
TRC
Product number
A187530
Product name
5-Acetyl-8-(phenylmethoxy)-2-quinolinone
Packaging
500mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17096
Product name
5-Acetyl-8-(phenylmethoxy)-2-quinolinone
Packaging
2mg
Price
$120
Updated
2021/12/16
Apolloscientific
Product number
OR61366
Product name
5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one
Packaging
500mg
Price
$160
Updated
2021/12/16
AK Scientific
Product number
5896AC
Product name
5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one
Packaging
5g
Price
$172
Updated
2021/12/16
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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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5-Acetyl-8-(phenylmethoxy)-2-quinolinone Suppliers

Canada 1 China 98 India 3 United Kingdom 3 United States 7 Global 112
Cato Research Chemicals Inc.
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+86-020-81960175-877 4000-868-328
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tianwen.zhan@cato-chem.com
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United States
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tp@aladdinsci.com
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United States
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Matrix Scientific
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NE Scientific
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View Lastest Price from 5-Acetyl-8-(phenylmethoxy)-2-quinolinone manufacturers

Career Henan Chemical Co
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

93609-84-8, 5-Acetyl-8-(phenylmethoxy)-2-quinolinoneRelated Search:

INDENO(1,2,3-C,D)PYRENE 8-Benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline N-benzyl-5,6-diethyl-2,3-dihydro-1H-inden-2-amine 2(1H)-Quinolinone, 5-[(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)(phenylmethyl)amino]-1-hydroxyethyl]-8-(phenylmethoxy)- Indacaterol interMediate 5,6-Diethyl-2,3-dihydro-1H-inden-2-amine hydrochloride 2(1H)-Quinolinone, 5-[(1S)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-(phenylmethoxy)- 2(1H)-Quinolinone, 5,5'-[[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)imino]bis(1-hydroxy-2,1-ethanediyl)]bis[8-(phenylmethoxy)- (S)-Indacaterol Indacaterol Impurity 12 5-ForMyl-8-hydroxycarbostyril 8-HYDROXY-QUINOLINE-5-CARBALDEHYDE 8-Benzyloxy-5-((R)-2-broMo-1-hydroxyethyl)-1H-quinolinone Indacaterol Impurity 34 2-Aminoindan hydrochloride 5-ACETYL-8-HYDROXY-1H-QUINOLIN-2-ONE 2(1H)-Quinolinone, 8-hydroxy-5-[(1R,2R)-1-hydroxy-2-[(1-methylethyl)amino]butyl]-, rel- Indacaterol Impurity 13 (Mixture of Diastereomers)

  • 5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one
  • CarMoterol interMediate
  • 5-Acetyl-8-(benzyloxy)carbostyril
  • 5-Acetyl-8-benzyloxy-1H-quinolin-2-one
  • 5-Acetyl-8-benzyloxy-2(1H)-quinolinone
  • 5-Acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one
  • 8-(Benzyloxy)-5-(1-oxoethyl)-1H-quinolin-2-one
  • 5-Acetyl-8-(phenylMethoxy)-2-quinolinone
  • 2(1H)-Quinolinone, 5-acetyl-8-(phenylmethoxy)-
  • 5-acetyl-8-phenylmethoxy-1H-quinolin-2-one
  • 5-Acetyl-8-(benzyloxy)-1,2-dihydro-2-oxoquinoline, 1-[8-(Benzyloxy)-1,2-dihydro-2-oxoquinolin-5-yl]ethan-1-one
  • Indacaterol Impurity 6
  • Indacaterol int1
  • Indacaterol Impurity 32
  • 5-Acetyl-8-(phenylmethoxy)-2-quinolinone ISO 9001：2015 REACH
  • Indacaterol Impurity 39
  • 5-Acetyl-8-benzyloxy-1H-quinoline-2-one
  • 5-Acetyl-8-benzyloxy-2-quinolone
  • 5-Acetyl-8-benzyloxyl-1H-quinolin-2-one/indole
  • 93609-84-8
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals