3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-hydroxybenzamide

• ChemBase ID: 166206
• Molecular Formular: C16H14Cl2N2O3
• Molecular Mass: 353.19996
• Monoisotopic Mass: 352.03814768
• SMILES: c1(c(cc(cc1)C(=O)Nc1c(cncc1Cl)Cl)OCC1CC1)O
• Canonical SMILES: O=C(c1ccc(c(c1)OCC1CC1)O)Nc1c(Cl)cncc1Cl
• InChI: InChI=1S/C16H14Cl2N2O3/c17-11-6-19-7-12(18)15(11)20-16(22)10-3-4-13(21)14(5-10)23-8-9-1-2-9/h3-7,9,21H,1-2,8H2,(H,19,20,22)
• InChIKey: IJTMJUHUWQHBEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-hydroxybenzamide
• IUPAC Traditional name: 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-hydroxybenzamide
• Synonyms: 3-(Cyclopropylmethoxy)-N-(3,5-dichloro-4-pyridinyl)-4-hydroxybenzamide; 4-O-Des(difluoromethyl) Roflumilast

Database IDs

• CAS Number: 475271-62-6
• PubChem SID: 162260339
• PubChem CID: 66778561

CALCULATED PROPERTIES

• Acid pKa: 8.199216
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.3736992
• LogD (pH = 7.4): 3.3134453
• Log P: 3.3748882
• Molar Refractivity: 89.4303 cm^3
• Polarizability: 33.844112 Å^3
• Polar Surface Area: 71.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289055

4-O-Des(difluoromethyl) Roflumilast is an impurity in the preparation of Roflumilast (R639700).

REFERENCES

• Antoni, G. et al.: Synth. Appl. Isotop. Lab. Comp. Proc. Int. Symp., 7, 375 (2001)