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CAS No.: 54197-66-9
Name: 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
Article Data: 22
Molecular Structure:
Molecular Structure of 54197-66-9 (6-Hydroxy-2(1H)-3,4-dihydroquinolinone)
Formula: C9H9NO2
Molecular Weight: 163.176
Synonyms: Carbostyril,3,4-dihydro-6-hydroxy- (7CI);Hydrocarbostyril, 6-hydroxy- (6CI);2-Oxo-1,2,3,4-tetrahydroquinolin-6-ol;3,4-Dihydro-6-hydroxy-2(1H)-quinolinone;3,4-Dihydro-6-hydroxycarbostyril;6-Hydroxy-1,2,3,4-tetrahydro-2-quinolinone;6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline;6-Hydroxy-3,4-dihydro-1H-quinolin-2-one;6-Hydroxy-3,4-dihydro-2(1H)-quinolinone;6-Hydroxy-3,4-dihydrocarbostyril;
EINECS: 611-111-4
Density: 1.282 g/cm3
Melting Point: 229-237 °C
Boiling Point: 424.5 °C at 760 mmHg
Flash Point: 210.5 °C
Appearance: Off-white solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
PSA: 49.33000
LogP: 1.41490
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Specification

The IUPAC name of 6-Hydroxy-2(1H)-3,4-dihydroquinolinone is 6-hydroxy-3,4-dihydro-1H-quinolin-2-one. With the CAS registry number 54197-66-9, it is also named as 3,4-Dihydro-6-hydroxycarbostyril-2(1H)quinolinone. The product's categories are Fluorobenzene; Alcohols and Derivatives; Heterocycles; Aromatic Ethers; Quinoline Derivatives; API Intermediates; Various Metabolites and Impurities; Intermediates & Fine Chemicals. It is off-white solid which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.6; (4)ACD/LogD (pH 7.4): 0.59; (5)ACD/BCF (pH 5.5): 1.67; (6)ACD/BCF (pH 7.4): 1.67; (7)ACD/KOC (pH 5.5): 50.23; (8)ACD/KOC (pH 7.4): 50.1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.604; (14)Molar Refractivity: 43.78 cm3; (15)Molar Volume: 127.2 cm3; (16)Surface Tension: 51.7 dyne/cm; (17)Enthalpy of Vaporization: 70.52 kJ/mol; (18)Vapour Pressure: 8.35E-08 mmHg at 25°C; (19)Tautomer Count: 24; (20)Exact Mass: 163.063329; (21)MonoIsotopic Mass: 163.063329; (22)Topological Polar Surface Area: 49.3; (23)Heavy Atom Count: 12; (24)Complexity: 193.

Preparation of 6-Hydroxy-2(1H)-3,4-dihydroquinolinone: It can be obtained by 4-amino-phenol and 3-chloro-propionyl chloride. This reaction needs heating. And the yield is 59%.

Uses of 6-Hydroxy-2(1H)-3,4-dihydroquinolinone: It is used as intermediate of cilostazol. It also can react with 1,4-dibromo-butane to get 6-(4-bromo-butoxy)-3,4-dihydro-1H-quinolin-2-one. This reaction needs reagent NaOEt and solvent ethanol by heating. The reaction time is 12 hours. The yield is 52%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C2Nc1ccc(O)cc1CC2
2. InChI:InChI=1/C9H9NO2/c11-7-2-3-8-6(5-7)1-4-9(12)10-8/h2-3,5,11H,1,4H2,(H,10,12)
3. InChIKey:HOSGXJWQVBHGLT-UHFFFAOYAF