2-diphenylmethanesulfinylacetic acid

• ChemBase ID: 174433
• Molecular Formular: C15H14O3S
• Molecular Mass: 274.33486
• Monoisotopic Mass: 274.06636531
• SMILES: c1ccccc1C([S@](=O)CC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C[S@@](=O)C(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C15H14O3S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H,16,17)/t19-/m1/s1
• InChIKey: QARQPIWTMBRJFX-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-diphenylmethanesulfinylacetic acid
• IUPAC Traditional name: (R)-diphenylmethanesulfinylacetic acid
• Synonyms: 2-[(R)-(Diphenyl-methyl)sulfinyl]-acetic Acid; (R)-(-)-Modafinil Acid; (R)-Modafinil Carboxylate

Database IDs

• CAS Number: 112111-45-2
• PubChem SID: 164230343
• PubChem CID: 11300303

CALCULATED PROPERTIES

• Acid pKa: 4.0638003
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.89144456
• LogD (pH = 7.4): -0.7815634
• Log P: 2.339777
• Molar Refractivity: 75.5664 cm^3
• Polarizability: 29.565556 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 166-168°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M482460

Used for treatment of human or animal oligospermia and ovum-deficient disease.

REFERENCES

• Holland, H., et al.: Bioorg. Med. Chem., 2, 647 (1994)
• Turner, D., et al.: Biol. Psychiat., 55, 1031 (1994)