methyl 3-amino-4-hydroxybenzoate

• ChemBase ID: 43538
• Molecular Formular: C8H9NO3
• Molecular Mass: 167.16196
• Monoisotopic Mass: 167.05824315
• SMILES: C(=O)(c1cc(c(cc1)O)N)OC
• Canonical SMILES: COC(=O)c1ccc(c(c1)N)O
• InChI: InChI=1S/C8H9NO3/c1-12-8(11)5-2-3-7(10)6(9)4-5/h2-4,10H,9H2,1H3
• InChIKey: VNQABZCSYCTZMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-amino-4-hydroxybenzoate
• IUPAC Traditional name: orthoform
• Synonyms: 3-Amino-4-hydroxybenzoic Acid Methyl Ester; Orthoform; 1-Hydroxy-2-amino-4-carbomethoxybenzene; Aminobenz; Methyl 4-Hydroxy-3-aminobenzoate; Methyl 3-Amino-4-hydroxybenzoate; Methyl m-Amino-p-hydroxybenzoate; Orthocaine; Orthoderm; Orthocaine; Methyl 3-amino-4-hydroxybenzenecarboxylate; 2-Hydroxy-5-(methoxycarbonyl)aniline; 2-Amino-4-(methoxycarbonyl)phenol; Methyl 3-amino-4-hydroxybenzoate

Database IDs

• CAS Number: 536-25-4
• MDL Number: MFCD00017095
• PubChem SID: 162048301
• PubChem CID: 10815

CALCULATED PROPERTIES

• Acid pKa: 9.30391
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.8429549
• LogD (pH = 7.4): 0.8388511
• Log P: 0.8442315
• Molar Refractivity: 44.7646 cm^3
• Polarizability: 16.529335 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Beige Solid
• Melting Point: 141 - 143 °C; 141-143°C; 87-89°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; 95+%; 97%

DETAILS

Toronto Research Chemicals - O697500

Anesthetic (topical).

REFERENCES

• Olson, L., et al.: J. Imaging Sci. Technol., 51, 217 (2007)