2-[methyl(nitroso)amino]-3-phenylpropanoic acid

• ChemBase ID: 175486
• Molecular Formular: C10H12N2O3
• Molecular Mass: 208.21388
• Monoisotopic Mass: 208.08479225
• SMILES: C(C(N(C)N=O)C(=O)O)c1ccccc1
• Canonical SMILES: O=NN(C(C(=O)O)Cc1ccccc1)C
• InChI: InChI=1S/C10H12N2O3/c1-12(11-15)9(10(13)14)7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3,(H,13,14)
• InChIKey: NXGUHURLWSHFBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[methyl(nitroso)amino]-3-phenylpropanoic acid
• IUPAC Traditional name: 2-[methyl(nitroso)amino]-3-phenylpropanoic acid
• Synonyms: α-(Methylnitrosoamino)benzenepropanoic Acid; N-Methyl-N-nitrosophenylalanine; N-Nitroso-N-methyl-DL-phenylalanine

Database IDs

• CAS Number: 41867-08-7
• PubChem SID: 164231396
• PubChem CID: 46782565

CALCULATED PROPERTIES

• Acid pKa: 4.0542483
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.2411964
• LogD (pH = 7.4): -1.4116881
• Log P: 1.6589683
• Molar Refractivity: 55.248 cm^3
• Polarizability: 20.716246 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 132-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N529950

An intermediate for sydnone imines, a new class of mesoionic compounds and some sydnones related to natural α-amino acids.

REFERENCES

• Liberek, B., et al.: J. Chromatog., 95, 223 (1974)