8-HYDROXYWARFARIN

Base Information

• Chemical Name: 8-HYDROXYWARFARIN
• CAS No.: 17834-04-7
• Molecular Formula: C19H16 O5
• Molecular Weight: 324.333
• Hs Code.: 2932209090
• Mol file: 17834-04-7.mol

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

Chemical Property of 8-HYDROXYWARFARIN

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 185-187 °C
• Boiling Point: 519.6°Cat760mmHg
• Flash Point: 189.3°C
• PSA: 87.74000
• Density: 1.384g/cm³
• LogP: 3.31520
• Storage Temp.: 2-8°C
• Solubility.: Acetic Acid (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

8-HydroxyWarfarin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: A minor CYP1A2 metabolite of R-Warfarin

Technology Process of 8-HYDROXYWARFARIN

There total 6 articles about 8-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: 57.0%

3-carbethoxy-4,8-dihydrocoumarin (100037-67-0) + 1-Phenylbut-1-en-3-one (122-57-6) → 8-Hydroxywarfarin (17834-04-7)

Guidance literature:

With 1,4-piperazinebis(ethane sulfonic acid) 1.5-Na salt; In 1,4-dioxane; water; for 264h; 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:

2,3-Dihydroxybenzoic acid (303-38-8) → 8-Hydroxywarfarin (17834-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / H₂SO₄ / 0.42 h / Heating

2: thionyl chloride / diethyl ether; benzene

3: 50 percent aq. NaOH / 1,2-dimethoxy-ethane; H₂O

4: 57 percent / 1,4-piperazinebis(ethane sulfonic acid) 1.5-Na salt / dioxane; H₂O / 264 h / Heating

With sodium hydroxide; thionyl chloride; 1,4-piperazinebis(ethane sulfonic acid) 1.5-Na salt; sulfuric acid; In 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; water; benzene;

upstream raw materials:

3-carbethoxy-4,8-dihydrocoumarin

1-Phenylbut-1-en-3-one

2,3-Dihydroxybenzoic acid

2,3-diacetoxybenzoic acid

Refernces

• 1、 Obaseki, Andrew O.,Steffen, James E.,Porter, William R.. "Analogs of 3-(1-Phenyl-3-oxobutyl)-4-hydroxycoumarin (Warfarin) Prepared from Substituted Salicylic Acids". . p. 529 - 533. Retrieved 2007/10/02.