1-N-(pyridin-4-yl)benzene-1,2-diamine

• ChemBase ID: 159725
• Molecular Formular: C11H11N3
• Molecular Mass: 185.22514
• Monoisotopic Mass: 185.09529737
• SMILES: c1ccc(c(c1)N)Nc1ccncc1
• Canonical SMILES: Nc1ccccc1Nc1ccncc1
• InChI: InChI=1S/C11H11N3/c12-10-3-1-2-4-11(10)14-9-5-7-13-8-6-9/h1-8H,12H2,(H,13,14)
• InChIKey: WDRQNOGGIOMQNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N-(pyridin-4-yl)benzene-1,2-diamine
• IUPAC Traditional name: 1-N-(pyridin-4-yl)benzene-1,2-diamine
• Synonyms: N1-4-Pyridinyl-1,2-benzenediamine; NSC 155702; 4-(2-Aminoanilino)pyridine

Database IDs

• CAS Number: 65053-26-1
• PubChem SID: 162253860
• PubChem CID: 291132

CALCULATED PROPERTIES

• Acid pKa: 18.735727
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.39172614
• LogD (pH = 7.4): 0.8438067
• Log P: 1.3665732
• Molar Refractivity: 57.0877 cm^3
• Polarizability: 21.309725 Å^3
• Polar Surface Area: 50.94 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethylformamide; DMSO
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - A583160

An intermediate used to prepare Timiperone as well as cyclooxygenase-2 inhibitors and adrenergic agents

REFERENCES

• Eftink, M.R., et al.: J. Phys. Chem., 99, 5713 (1995)
• Palmer, B.D., et al.: J. Med. Chem., 41, 5457 (1995)
• Pinto, I., et al.: J. Med. Chem., 51, 7205 (1995)