4-({[2-(dimethylamino)ethyl](pyridin-2-yl)amino}methyl)phenol

• ChemBase ID: 166545
• Molecular Formular: C16H21N3O
• Molecular Mass: 271.35744
• Monoisotopic Mass: 271.16846231
• SMILES: c1cnc(cc1)N(CCN(C)C)Cc1ccc(cc1)O
• Canonical SMILES: CN(CCN(c1ccccn1)Cc1ccc(cc1)O)C
• InChI: InChI=1S/C16H21N3O/c1-18(2)11-12-19(16-5-3-4-10-17-16)13-14-6-8-15(20)9-7-14/h3-10,20H,11-13H2,1-2H3
• InChIKey: FCFBHFOEKQWQBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({[2-(dimethylamino)ethyl](pyridin-2-yl)amino}methyl)phenol
• IUPAC Traditional name: 4-({[2-(dimethylamino)ethyl](pyridin-2-yl)amino}methyl)phenol
• Synonyms: 4-[[[2-(Dimethylamino)ethyl]-2-pyridinylamino]methyl]phenol; O-Desmethyl Pyrilamine

Database IDs

• CAS Number: 57830-29-2
• PubChem SID: 162260678
• PubChem CID: 14076877

CALCULATED PROPERTIES

• Acid pKa: 9.563854
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.3696645
• LogD (pH = 7.4): 1.5146927
• Log P: 2.580585
• Molar Refractivity: 83.2558 cm^3
• Polarizability: 31.511383 Å^3
• Polar Surface Area: 39.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 131-133°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D292195

A metabolite of the antihistamine Pyrilamine.

REFERENCES

• Chung, B.C., et al.: Xenobiotica, 24, 451 (1994)