6-HYDROXYWARFARIN

Base Information

• Chemical Name: 6-HYDROXYWARFARIN
• CAS No.: 17834-02-5
• Molecular Formula: C19H16O5
• Molecular Weight: 324.333
• Hs Code.: 2932209090
• Mol file: 17834-02-5.mol

Synonyms:Coumarin,3-(a-acetonylbenzyl)-4,6-dihydroxy-(8CI);6-Hydroxywarfarin;

Chemical Property of 6-HYDROXYWARFARIN

Chemical Property:

• Appearance/Colour: Pale Brown Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 119-120 °C
• Refractive Index: 1.659
• Boiling Point: 581.674 °C at 760 mmHg
• Flash Point: 214.384 °C
• PSA: 87.74000
• Density: 1.384 g/cm³
• LogP: 3.31520
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

6-HydroxyWarfarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: A CYP1A2/2C9 metabolite of R-Warfarin A metabolite of Warfarin (W498500) in humans.

Technology Process of 6-HYDROXYWARFARIN

There total 8 articles about 6-HYDROXYWARFARIN 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: 46.0%

3-carbethoxy-4,6-dihydroxycoumarin (100037-65-8) + 1-Phenylbut-1-en-3-one (122-57-6) → 6-Hydroxywarfarin (17834-02-5,63740-75-0,63740-80-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 336h; Heating;

Reference yield:

warfarin (81-81-2) → 8-Hydroxywarfarin (17834-04-7) + 6-Hydroxywarfarin (17834-02-5,63740-75-0,63740-80-7) + 7-Hydroxywarfarin (17834-03-6)

Guidance literature:

With NADP⁺; D-glucose-6-; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 1h; pH=7.4; Enzymatic reaction;

DOI:10.1124/dmd.113.051953

Reference yield:

2,5-bis(acetyloxy)benzoic acid (1084-96-4) → 6-Hydroxywarfarin (17834-02-5,63740-75-0,63740-80-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / toluene / 0.75 h

2: toluene

3: 1) NaOH, 2) acetic acid / 1) 2 h, 2) pH 4.5

4: 46 percent / Et₃N / dioxane; H₂O / 336 h / Heating

With sodium hydroxide; acetic acid; triethylamine; In 1,4-dioxane; water; toluene;

upstream raw materials:

3-carbethoxy-4,6-dihydroxycoumarin

1-Phenylbut-1-en-3-one

2,5-diacetoxybenzoyl chloride

2,5-bis(acetyloxy)benzoic acid

Downstream raw materials:

[14C]-(R)-6-Hydroxywarfarin

[13C]-(S)-6-Hydroxywarfarin

6-hydroxycyclocoumarol