8-HYDROXY-3,4-DIHYDRO-2-QUINOLINONE

Base Information

• Chemical Name: 8-HYDROXY-3,4-DIHYDRO-2-QUINOLINONE
• CAS No.: 52749-50-5
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2933790090
• Mol file: 52749-50-5.mol

Synonyms:8-Hydroxy-2(1H)-3,4-dihydroquinolinone;

Chemical Property of 8-HYDROXY-3,4-DIHYDRO-2-QUINOLINONE

Chemical Property:

• Appearance/Colour: light yellow crystal or powder
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Melting Point: 196 °C
• Refractive Index: 1.604
• Boiling Point: 381.9 °C at 760 mmHg
• PKA: 9.22±0.20(Predicted)
• Flash Point: 184.8 °C
• PSA: 49.33000
• Density: 1.282 g/cm³
• LogP: 1.41490

Purity/Quality:

99% ^*data from raw suppliers

8-Hydroxy-3,4-dihydro-2(1H)-quinolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Hydroxy-3,4-dihydro-2(1H)-quinolinone is used in the studies of salvianolic acid B metabolites. Aripiprazole Impurity 5

Technology Process of 8-HYDROXY-3,4-DIHYDRO-2-QUINOLINONE

There total 4 articles about 8-HYDROXY-3,4-DIHYDRO-2-QUINOLINONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 7.0%

3,4-dihydro-2(1H)-quinolone (553-03-7) → 3,4-dihydro-8-hydroxy-2(1H)-quinolinone (52749-50-5) + 4-hydroxy-3,4-dihydroquinolin-2(1H)-one + 3,4-dihydro-6-hydroxy-2(1H)-quinolinone (54197-66-9) + 2-quinolone (59-31-4,70254-42-1,493-62-9)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/S₇₂H/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/A₃₃₀W/L₃₅₃I mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol; at 20 ℃; for 36h; pH=8.4; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/anie.201904157

Reference yield: 4.0%

3,4-dihydro-2(1H)-quinolone (553-03-7) → 3,4-dihydro-8-hydroxy-2(1H)-quinolinone (52749-50-5) + 4-hydroxy-3,4-dihydroquinolin-2(1H)-one + 2-quinolone (59-31-4,70254-42-1,493-62-9)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/S₇₂W/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/A₃₃₀W/L₃₅₃I mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol; at 20 ℃; for 16h; pH=8.4; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/anie.201904157

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 3,4-dihydro-8-hydroxy-2(1H)-quinolinone (52749-50-5) + 4-hydroxy-3,4-dihydroquinolin-2(1H)-one + 3,4-dihydro-6-hydroxy-2(1H)-quinolinone (54197-66-9) + 2-quinolone (59-31-4,70254-42-1,493-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ A₈₂M/F₈₇A/H₁₇₁L/E₂₆₇F/Q₃₀₇H/N₃₁₉Y mutant; D-glucose; glucose dehydrogenase; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾ / ethanol; aq. phosphate buffer / 4 h / 20 °C / pH 8.4 / Enzymatic reaction

2: cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/S₇₂H/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/A₃₃₀W/L₃₅₃I mutant; D-glucose; glucose dehydrogenase; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾ / ethanol; aq. phosphate buffer / 36 h / 20 °C / pH 8.4 / Enzymatic reaction

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ A₈₂M/F₈₇A/H₁₇₁L/E₂₆₇F/Q₃₀₇H/N₃₁₉Y mutant; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/S₇₂H/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/A₃₃₀W/L₃₅₃I mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol;

DOI:10.1002/anie.201904157

upstream raw materials:

3,4-dihydro-2(1H)-quinolone

1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(Z)-8-[2-(hydroxyimino)-2-(4-methoxyphenyl)ethoxy]-3,4-dihydroquinolin-2(1H)-one

(Z)-8-[2-(4-fluorophenyl)-2-(hydroxyimino)ethoxy]-3,4-dihydroquinolin-2(1H)-one

(Z)-8-[2-(hydroxyimino)-2-phenylethoxy]-3,4-dihydroquinolin-2(1H)-one

(Z)-8-[2-(biphenyl-4-yl)-2-(hydroxyimino)ethoxy]-3,4-dihydroquinolin-2(1H)-one

Refernces