3-[(2,2,3,3-2H4)cyclopropylmethoxy]-4-(difluoromethoxy)benzoic acid

• ChemBase ID: 165267
• Molecular Formular: C12H12F2O4
• Molecular Mass: 258.2180864
• Monoisotopic Mass: 258.0703653
• SMILES: c1(c(cc(cc1)C(=O)O)OCC1CC1)OC(F)F
• Canonical SMILES: FC(Oc1ccc(cc1OCC1CC1)C(=O)O)F
• InChI: InChI=1S/C12H12F2O4/c13-12(14)18-9-4-3-8(11(15)16)5-10(9)17-6-7-1-2-7/h3-5,7,12H,1-2,6H2,(H,15,16)
• InChIKey: IGFDIFLMMLWKKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2,2,3,3-^2H₄)cyclopropylmethoxy]-4-(difluoromethoxy)benzoic acid
• IUPAC Traditional name: 3-[(2,2,3,3-^2H₄)cyclopropylmethoxy]-4-(difluoromethoxy)benzoic acid
• Synonyms: 3-Cyclopropylmethoxy-4-difluoromethoxybenzoic-d4 Acid

Database IDs

• PubChem SID: 162259400
• PubChem CID: 71315100

CALCULATED PROPERTIES

• Acid pKa: 4.0592546
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5701396
• LogD (pH = 7.4): -0.10128154
• Log P: 3.0228217
• Molar Refractivity: 58.1915 cm^3
• Polarizability: 22.156172 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - C988722

A labelled impurity and intermediate in the preparation of selective phosphodiesterase 4 (PDE4) inhibitor, Roflumilast (R639700).