6-Hydroxy-2(1H)-3,4-dihydroquinolinone
- Product Name
- 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
- CAS No.
- 54197-66-9
- Chemical Name
- 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
- Synonyms
- 6-HYDROXY-3,4-DIHYDROQUINOLIN-2(1H)-ONE;6-HYDROXY-3,4-DIHYDRO-2(1H)-QUINOLINONE;Q-2;6-HQ;in-2(1H)-one;AURORA KA-4814;6-Hydroxy-2-oxo-1;Cilostazol USP RC A;4-tetrahydroquinoline;Brexpiprazole Impurity 72
- CBNumber
- CB9143232
- Molecular Formula
- C9H9NO2
- Formula Weight
- 163.17
- MOL File
- 54197-66-9.mol
6-Hydroxy-2(1H)-3,4-dihydroquinolinone Property
- Melting point:
- 236-240 °C
- Boiling point:
- 424.5±45.0 °C(Predicted)
- Density
- 1.282±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- form
- solid
- pka
- 9.86±0.20(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C9H9NO2/c11-7-2-3-8-6(5-7)1-4-9(12)10-8/h2-3,5,11H,1,4H2,(H,10,12)
- InChIKey
- HOSGXJWQVBHGLT-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(O)C=C2)CCC1=O
- CAS DataBase Reference
- 54197-66-9(CAS DataBase Reference)
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
-
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
- PHR2855
- Product name
- Cilostazol Related Compound A
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 100MG
- Price
- $499
- Updated
- 2025/07/31
- Product number
- 1134164
- Product name
- Cilostazol Related Compound A
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 50mg
- Price
- $1200
- Updated
- 2025/07/31
- Product number
- 675350
- Product name
- 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone
- Purity
- 97%
- Packaging
- 1g
- Price
- $27.1
- Updated
- 2023/06/20
- Product number
- D3448
- Product name
- 3,4-Dihydro-6-hydroxy-2(1H)-quinolinone
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $53
- Updated
- 2025/07/31
- Product number
- D3448
- Product name
- 3,4-Dihydro-6-hydroxy-2(1H)-quinolinone
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 25g
- Price
- $160
- Updated
- 2025/07/31
6-Hydroxy-2(1H)-3,4-dihydroquinolinone Chemical Properties,Usage,Production
Chemical Properties
6-Hydroxy-2(1H)-3,4-dihydroquinolinone Appearance is white to almost white powder to crystal, Melting point 238°C, Store at -20° C.
Uses
A metabolite of Cilostazole.
Synthesis
19313-87-2
54197-66-9
2) 98 g of 3-chloro-N-(4-methoxyphenyl)acrylamide obtained from step 1) was mixed with N-(4-methoxyphenyl)-3-chloroacrylamide, 500 mL of tetrahydrofuran and 98 g of palladium chloride. The reaction mixture was heated to 100 °C under 5 MPa pressure and maintained at that temperature. Upon completion of the reaction, it was cooled to room temperature and then maintained at 110°C for 3 hours. Subsequently, filtration was performed and the filtrate was rotary evaporated to dryness to obtain 6-hydroxy-3,4-dihydro-2(1H)-quinolone crude.3) The 6-hydroxy-3,4-dihydro-2(1H)-quinolone crude obtained in step 2) was dissolved in 50 mL of ethanol, recrystallized and decolorized using activated carbon. After filtration, 74 g of 6-hydroxy-3,4-dihydro-2(1H)-quinolinone was obtained as an off-white solid in 95% yield. The total yield was 85%.
References
[1] Patent: CN108383781, 2018, A. Location in patent: Paragraph 0033; 0034
[2] Patent: CN107325078, 2017, A. Location in patent: Paragraph 0039-0040; 0043-0044; 0046-0047; 0049-0050; 0052
[3] Journal of the Chinese Chemical Society, 2000, vol. 47, # 1, p. 155 - 162
[4] Heterocycles, 2009, vol. 78, # 1, p. 189 - 195
[5] Asian Journal of Chemistry, 2011, vol. 23, # 4, p. 1655 - 1660
6-Hydroxy-2(1H)-3,4-dihydroquinolinone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-Hydroxy-2(1H)-3,4-dihydroquinolinone manufacturers
- Product
- 6-Hydroxy-3,4-dihydroquinolin-2(1H)-one 54197-66-9
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 1000kg
- Release date
- 2025-06-13
- Product
- 6-Hydroxy-2(1H)-3,4-dihydroquinolinone 54197-66-9
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99.8%
- Supply Ability
- 100tons
- Release date
- 2024-08-23
- Product
- 6-Hydroxy-2(1H)-3,4-dihydroquinolinone 54197-66-9
- Price
- US $886.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2020-06-28