4-{[2-(methylamino)-5-nitrophenyl]carbamoyl}butanoic acid

• ChemBase ID: 88501
• Molecular Formular: C12H15N3O5
• Molecular Mass: 281.2646
• Monoisotopic Mass: 281.1011706
• SMILES: OC(=O)CCCC(=O)Nc1cc(ccc1NC)[N+](=O)[O-]
• Canonical SMILES: CNc1ccc(cc1NC(=O)CCCC(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C12H15N3O5/c1-13-9-6-5-8(15(19)20)7-10(9)14-11(16)3-2-4-12(17)18/h5-7,13H,2-4H2,1H3,(H,14,16)(H,17,18)
• InChIKey: IEBOWQSCVIKQHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[2-(methylamino)-5-nitrophenyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-{[2-(methylamino)-5-nitrophenyl]carbamoyl}butanoic acid
• Synonyms: 5-{[2-(Methylamino)-5-nitrophenyl]amino}-5-oxopentanoic acid; 2'-(Methylamino)-5'-nitro-glutaranilic Acid; 5-[[2-(Methylamino)-5-nitrophenyl]amino]-5-oxo-pentanoic Acid; Glutaric Acid-2-methylamino-5-nitromonoanilide

Database IDs

• CAS Number: 91644-13-2
• PubChem SID: 162075447
• PubChem CID: 13086947

CALCULATED PROPERTIES

• Acid pKa: 3.525838
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.0741001
• LogD (pH = 7.4): -2.4744952
• Log P: 0.8931499
• Molar Refractivity: 73.9338 cm^3
• Polarizability: 26.243752 Å^3
• Polar Surface Area: 124.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Crystalline Solid
• Melting Point: 170.5-171.5°C

Safety Information

• Storage Warning: Harmful/Irritant

DETAILS

Toronto Research Chemicals - G598050

Intermediate in the production of Bendamustine