4-Hydroxy Duloxetine b-D-Glucuronide

Base Information

• Chemical Name: 4-Hydroxy Duloxetine b-D-Glucuronide
• CAS No.: 741693-83-4
• Molecular Formula: C₂₄H₂₇NO₈S
• Molecular Weight: 489.546
• Mol file: 741693-83-4.mol

Synonyms:LY550408

Chemical Property of 4-Hydroxy Duloxetine b-D-Glucuronide

Chemical Property:

• Vapor Pressure: 9.7E-26mmHg at 25°C
• Melting Point: >190°C (dec.)
• Refractive Index: 1.674
• Boiling Point: 781.8°C at 760 mmHg
• Flash Point: 426.6°C
• PSA: 165.95000
• Density: 1.45g/cm³
• LogP: 2.29280
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

98% ^*data from raw suppliers

4-HydroxyDuloxetineβ-D-GlucuronideSodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxy Duloxetine Glucuronide is a derivative of 4-Hydroxy Duloxetine (H941800), a major metabolite of Duloxetine (D721000), which acts as an antidepressant and a dual serotonin and norepinephrine reuptake inhibitor (SNRI). Exhibits linear pharmacokinetics in mice and is not associated in any drastic changes of blood pressure or heart rate.

Technology Process of 4-Hydroxy Duloxetine b-D-Glucuronide

There total 8 articles about 4-Hydroxy Duloxetine b-D-Glucuronide 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:

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[4-((S)-3-methylamino-1-thiophen-2-yl-propoxy)-naphthalen-1-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester (741693-99-2) → 4-Hydroxy-Duloxetine Glucuronide (741693-83-4)

Guidance literature:

With lithium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2004.04.066

Reference yield:

1-Fluoronaphthalene (321-38-0) → 4-Hydroxy-Duloxetine Glucuronide (741693-83-4)

Guidance literature:

Multi-step reaction with 8 steps

1: SnCl₄ / CH₂Cl₂ / 0 °C

2: m-CPBA

3: NaOH

4: PPTs / 20 °C

5: NaH / dimethylformamide

6: aq. AcOH / 20 °C

7: LiOH / methanol

8: aq. LiOH / methanol

With lithium hydroxide; sodium hydroxide; pyridinium p-toluenesulfonate; tin(IV) chloride; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Baeyer-Villiger rearrangement;

DOI:10.1016/j.bmcl.2004.04.066

Reference yield:

4-fluoro-1-hydroxynaphthalene (315-53-7) → 4-Hydroxy-Duloxetine Glucuronide (741693-83-4)

Guidance literature:

Multi-step reaction with 5 steps

1: PPTs / 20 °C

2: NaH / dimethylformamide

3: aq. AcOH / 20 °C

4: LiOH / methanol

5: aq. LiOH / methanol

With lithium hydroxide; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.04.066

upstream raw materials:

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[4-((S)-3-methylamino-1-thiophen-2-yl-propoxy)-naphthalen-1-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

1-Fluoronaphthalene

4-fluoro-1-hydroxynaphthalene

4-fluoro-1-naphthalenecarbaldehyde

Refernces