methyl 2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetate

• ChemBase ID: 169819
• Molecular Formular: C22H20F3NO3S2
• Molecular Mass: 467.5243096
• Monoisotopic Mass: 467.08367017
• SMILES: c1(ccc(cc1C)SCc1c(nc(s1)c1ccc(cc1)C(F)(F)F)C)OCC(=O)OC
• Canonical SMILES: COC(=O)COc1ccc(cc1C)SCc1sc(nc1C)c1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C22H20F3NO3S2/c1-13-10-17(8-9-18(13)29-11-20(27)28-3)30-12-19-14(2)26-21(31-19)15-4-6-16(7-5-15)22(23,24)25/h4-10H,11-12H2,1-3H3
• InChIKey: QODOIZHAPCCMJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetate
• IUPAC Traditional name: methyl 2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetate
• Synonyms: 2-[2-Methyl-4-[[[4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]methyl]thio]phenoxy]acetic Acid; Methyl-methyl-trifluoromethylphenyl-thiazolyl-methylsulfanyl-phenoxy-acetic Acid Methyl Ester; GW 1516 Methyl Ester; GW 501516 Methyl Ester

Database IDs

• CAS Number: 317318-69-7
• PubChem SID: 162263951
• PubChem CID: 11259888

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.02681
• LogD (pH = 7.4): 6.0270042
• Log P: 6.0270066
• Molar Refractivity: 126.6501 cm^3
• Polarizability: 44.391125 Å^3
• Polar Surface Area: 48.42 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 93-95°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G931510

Precursor to GW 501516.

REFERENCES

• Pereira, R., et al.: Bioorg. Med. Chem. Lett., 16, 49 (2006)