methyl 2-bis(2H5)phenylmethanesulfinylacetate

• ChemBase ID: 174438
• Molecular Formular: C16H16O3S
• Molecular Mass: 288.36144
• Monoisotopic Mass: 288.08201537
• SMILES: c1ccccc1C([S@](=O)CC(=O)OC)c1ccccc1
• Canonical SMILES: COC(=O)C[S@@](=O)C(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C16H16O3S/c1-19-15(17)12-20(18)16(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11,16H,12H2,1H3/t20-/m1/s1
• InChIKey: JFMZFATUMFWKEA-HXUWFJFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-bis(^2H₅)phenylmethanesulfinylacetate
• IUPAC Traditional name: methyl 2-[(R)-bis(^2H₅)phenylmethanesulfinyl]acetate
• Synonyms: 2-[(R)-(Diphenylmethyl-d10)sulfinyl]-acetic Acid Methyl Ester; Methyl (R)-(benzhydrylsulfinyl-d10)acetate; (R)-Modafinil-d10 Carboxylate Methyl Ester

Database IDs

• PubChem SID: 164230348
• PubChem CID: 71750648

CALCULATED PROPERTIES

• Acid pKa: 14.538776
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.485671
• LogD (pH = 7.4): 2.485671
• Log P: 2.485671
• Molar Refractivity: 80.3355 cm^3
• Polarizability: 31.70665 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M482482

Labelled modafinil derivative.

REFERENCES

• Lehr, H., et al.: J. Med. Chem., 6, 136 (1963)
• Saikawa, I., et al.: Chem. Pharm. Bull., 33, 5534 (1963)