{4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid

Base Information

• Chemical Name: {4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid
• CAS No.: 317318-84-6
• Deprecated CAS: 848749-45-1,861854-14-0
• Molecular Formula: C21H17 F4 N O3 S2
• Molecular Weight: 471.496
• UNII: 4PZK9FJC4Z
• DSSTox Substance ID: DTXSID9040760
• Nikkaji Number: J2.054.791J
• Wikipedia: GW0742
• Wikidata: Q15409438
• Pharos Ligand ID: GJF9H9JBGBA7
• ChEMBL ID: CHEMBL38508
• Mol file: 317318-84-6.mol

Synonyms:(4-(((2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-methyl-1,3-thiazol-5-yl)methyl)sulfanyl)-2-methylphenoxy)acetic acid;GW 0742;GW-0742;GW0742

Chemical Property of {4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid

Chemical Property:

• Appearance/Colour: White to off-white solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 134.5-135.5 °C
• Boiling Point: 591.476oC at 760 mmHg
• PKA: 3.17±0.10(Predicted)
• Flash Point: 311.514oC
• PSA: 112.96000
• Density: 1.462g/cm3
• LogP: 6.34050
• Storage Temp.: 2-8°C
• Solubility.: DMSO: >5 mg/mL
• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 471.05859840
• Heavy Atom Count: 31
• Complexity: 612

Purity/Quality:

99% ^*data from raw suppliers

GW0742 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC(=C(C=C3)C(F)(F)F)F)C)OCC(=O)O
• Description: GW0742 is a PPARδ/β agonist very similar in molecular structure to GW501516 (Cardarine) — with the exception of one atom. It is often mentioned in comparison with Cardarine. This drug is mostly used by athletes to improve their stamina. The fat affecting properties of GW0742 also make it a good promoter of energy in the body. Additionally, this drug helps increase the oxidative abilities of your body muscles.
• Uses: GW0742 is a small molecule agonist of the human Peroxisome Proliferator-Activated Recept δ (PPAR δ). It shows an EC50 of 1.1 nM against PPAR δ with 100-fold selectivity over the other human subtypes.

Technology Process of {4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid

There total 16 articles about {4-[({2-[3-Fluoro-4-(Trifluoromethyl)phenyl]-4-Methyl-1,3-Thiazol-5-Yl}methyl)sulfanyl]-2-Methylphenoxy}acetic Acid 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: 81.0%

→ GW 0742 (317318-84-6)

Guidance literature:

Reference yield:

C25H25F4NO3S2 → GW 0742 (317318-84-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acscombsci.7b00066

Reference yield:

tert-butyl 2-(4-(((2-bromo-4-methylthiazol-5-yl)methyl)thio)-2-methylphenoxy)acetate → GW 0742 (317318-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / 1,2-dimethoxyethane / 0.5 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium carbonate; trifluoroacetic acid; In 1,2-dimethoxyethane; dichloromethane; 1: |Suzuki Coupling;

DOI:10.1021/acscombsci.7b00066

upstream raw materials:

4-hydroxy-3-methylphenyl methyl ketone

(4-mercapto-2-methyl-phenoxy)-acetic acid methyl ester

methyl (4-hydroxy-2-methylphenoxy)acetate

(4-acetyl-2-methylphenoxy)acetic acid methyl ester

Refernces

• 1、 -. "Medicaments". . . Retrieved 2008/06/13.
• 2、 -. "Activator of PPAR delta". . . Retrieved 2008/06/13.