1-(2-methyl-5-nitrophenyl)guanidine; nitric acid

• ChemBase ID: 175352
• Molecular Formular: C8H11N5O5
• Molecular Mass: 257.20344
• Monoisotopic Mass: 257.07601848
• SMILES: c1(ccc(c(c1)NC(=N)N)C)[N+](=O)[O-].[N+](=O)([O-])O
• Canonical SMILES: NC(=N)Nc1cc(ccc1C)[N+](=O)[O-].[O-][N+](=O)O
• InChI: InChI=1S/C8H10N4O2.HNO3/c1-5-2-3-6(12(13)14)4-7(5)11-8(9)10;2-1(3)4/h2-4H,1H3,(H4,9,10,11);(H,2,3,4)
• InChIKey: IINMQQJNRFDBMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-methyl-5-nitrophenyl)guanidine; nitric acid
• IUPAC Traditional name: 1-(2-methyl-5-nitrophenyl)guanidine; acid, nitric
• Synonyms: N-(2-Methyl-5-nitrophenyl)guanidine Nitrate; 5-Nitro-2-methylphenylguanidine Nitrate; 3-Nitro-6-methylphenylguanidine Nitrate

Database IDs

• CAS Number: 152460-08-7
• PubChem SID: 164231262
• PubChem CID: 11528991

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.0069801
• LogD (pH = 7.4): -0.62778366
• Log P: 1.4006444
• Molar Refractivity: 64.5577 cm^3
• Polarizability: 18.84742 Å^3
• Polar Surface Area: 107.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 218-221°C

DETAILS

Toronto Research Chemicals - N503755

Used for the preparation of N-(pyridylpyrimidinylaminophenyl) amides as protein kinase inhibitors.

REFERENCES

• Fowler, J., et al.: J. Nucl. Med., 40, 1154 (1999)
• Buchdunger, E., et al.: J. Pharmacol. Exp. Ther., 295, 139 (1999)
• Nagar, B., et al.: Cancer Res., 62, 4236 (1999)
• Antonescu, C., et al.: Clin. Cancer Res., 9, 3329 (1999)
• Ramadori, G., et al.: Antica