6-methyl-1-N-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine

• ChemBase ID: 66799
• Molecular Formular: C16H15N5
• Molecular Mass: 277.3238
• Monoisotopic Mass: 277.13274551
• SMILES: c1(nc(ccn1)c1cnccc1)Nc1c(ccc(c1)N)C
• Canonical SMILES: Nc1ccc(c(c1)Nc1nccc(n1)c1cccnc1)C
• InChI: InChI=1S/C16H15N5/c1-11-4-5-13(17)9-15(11)21-16-19-8-6-14(20-16)12-3-2-7-18-10-12/h2-10H,17H2,1H3,(H,19,20,21)
• InChIKey: QGAIPGVQJVGBIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methyl-1-N-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine
• IUPAC Traditional name: 6-methyl-1-N-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine
• Synonyms: 4-methyl-N~3~-(4-pyridin-3-ylpyrimidin-2-yl)benzene-1,3-diamine; 4-Methyl-3-[4-(3-pyridyl)pyrimidin-2-ylamino]aniline; 4-Methyl-N3-[4-(3-pyridinyl)-2-pyrimidinyl]-1,3-benzenediamine; N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine

Database IDs

• CAS Number: 152460-10-1
• MDL Number: MFCD09028125
• PubChem SID: 162032535
• PubChem CID: 9965429

CALCULATED PROPERTIES

• Acid pKa: 13.628238
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5675325
• LogD (pH = 7.4): 2.6669621
• Log P: 2.668346
• Molar Refractivity: 83.5034 cm^3
• Polarizability: 32.26061 Å^3
• Polar Surface Area: 76.72 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 133-135°C
• Partition Coefficient: 1.628

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A618220

A selective inhibitor of protein kinase C (PKC).

REFERENCES

• Szczylik, C., et al.: Science, 253, 562 (1991)
• Geissler, J., et al.: Cancer Res., 52, 4492 (1991)
• Paul, R., et al.: J. Med. Chem., 36, 2716 (1991)