COELENTERAZINE F

Base Information

• Chemical Name: COELENTERAZINE F
• CAS No.: 123437-16-1
• Molecular Formula: C26H20FN3O2
• Molecular Weight: 425.45
• Mol file: 123437-16-1.mol

Synonyms:Coelenterazinef;8-benzyl-2-(4-fluorobenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one;Imidazo[1,2-a]pyrazin-3(7H)-one, 2-[(4-fluorophenyl)methyl]-6-(4-hydroxyphenyl)-8-(phenylmethyl)-;

Chemical Property of COELENTERAZINE F

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 7.81E-15mmHg at 25°C
• Melting Point: >200℃
• Refractive Index: 1.666
• Boiling Point: 596.7 °C at 760 mmHg
• Flash Point: 314.7 °C
• Density: 1.3 g/cm³
• Storage Temp.: −20°C
• Solubility.: Soluble in ethanol, methanol

Purity/Quality:

99.0% ^*data from raw suppliers

Coelenterazine F ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of COELENTERAZINE F

There total 7 articles about COELENTERAZINE F 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: 87.0%

4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol (37156-84-6) + 3-(4-fluorophenyl)-2-hydroxy-2-propen-1-al → 2-(4-fluorophenylmethyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo[1,2-a]pyrazine-3-one (123437-16-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 80 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00100-X

Reference yield:

1-diazo-3-(4-fluoro-phenyl)-propan-2-one (423184-24-1) → 2-(4-fluorophenylmethyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo[1,2-a]pyrazine-3-one (123437-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 890 mg / 47 percent HBr / acetic acid / 0 - 20 °C

2: CH₂Cl₂ / 3 h / 70 °C

3: aq. NaOH / 0 - 20 °C

4: 503 mg / aq. H₂SO₄ / 1.5 h / 20 °C

5: 87 percent / aq. HCl / H₂O; dioxane / 2 h / 80 °C

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydrogen bromide; In 1,4-dioxane; dichloromethane; water; acetic acid;

DOI:10.1016/S0040-4020(02)00100-X

Reference yield:

1-bromo-3-(4-fluorophenyl)-propan-2-one (423184-29-6) → 2-(4-fluorophenylmethyl)-6-(4-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo[1,2-a]pyrazine-3-one (123437-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 3 h / 70 °C

2: aq. NaOH / 0 - 20 °C

3: 503 mg / aq. H₂SO₄ / 1.5 h / 20 °C

4: 87 percent / aq. HCl / H₂O; dioxane / 2 h / 80 °C

With hydrogenchloride; sodium hydroxide; sulfuric acid; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4020(02)00100-X

upstream raw materials:

4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol

1-diazo-3-(4-fluoro-phenyl)-propan-2-one

1-bromo-3-(4-fluorophenyl)-propan-2-one

p-Fluorophenylacetic acid

Refernces