4-{[(tert-butoxy)carbonyl](methyl)amino}benzoic acid

• ChemBase ID: 38801
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: c1cc(ccc1N(C)C(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: CN(c1ccc(cc1)C(=O)O)C(=O)OC(C)(C)C
• InChI: InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14(4)10-7-5-9(6-8-10)11(15)16/h5-8H,1-4H3,(H,15,16)
• InChIKey: VRQKKKZQZSNRKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(tert-butoxy)carbonyl](methyl)amino}benzoic acid
• IUPAC Traditional name: 4-[(tert-butoxycarbonyl)(methyl)amino]benzoic acid
• Synonyms: 4-[[(1,1-Dimethylethoxy)carbonyl]methylamino]benzoic Acid; 4-[(tert-Butoxycarbonyl)-(methyl)amino]benzoic Acid; 4-[N-(tert-Butoxycarbonyl)-N-methylamino]benzoic Acid; 4-N-Boc-N-methylaminobenzoic Acid; 4-(N-Boc-methylamino)benzoic acid; Boc-4-methylaminobenzoic acid; 4-(N-Boc-甲基氨)苯甲酸

Database IDs

• CAS Number: 263021-30-3
• MDL Number: MFCD04972273
• PubChem SID: 161002108
• PubChem CID: 11172762

CALCULATED PROPERTIES

• Acid pKa: 4.1028895
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9948688
• LogD (pH = 7.4): -0.6912656
• Log P: 2.405856
• Molar Refractivity: 66.7223 cm^3
• Polarizability: 25.623816 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - B601300

An intermediate for Methotrexate (M260675) derivatives as antitumor agents.

REFERENCES

• O'Brien, D., et al.: J. Med. Chem., 9, 573 (1966)
• Pinna, A., et al.: Life Sci., 77, 3259 (1966)
• Gillespie, R., et al.: Bioorg. Med. Chem. Lett., 18, 2920 (1966)