methyl 4-acetamido-2-hydroxybenzoate

• ChemBase ID: 40838
• Molecular Formular: C10H11NO4
• Molecular Mass: 209.19864
• Monoisotopic Mass: 209.06880784
• SMILES: c1(c(cc(NC(=O)C)cc1)O)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc(cc1O)NC(=O)C
• InChI: InChI=1S/C10H11NO4/c1-6(12)11-7-3-4-8(9(13)5-7)10(14)15-2/h3-5,13H,1-2H3,(H,11,12)
• InChIKey: LCXHOHRQXZMSQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-acetamido-2-hydroxybenzoate
• IUPAC Traditional name: methyl 4-acetamido-2-hydroxybenzoate
• Synonyms: Methyl 4-(acetylamino)-2-hydroxybenzenecarboxylate; Methyl 4-(acetylamino)-2-hydroxybenzoate; Methyl 4-acetamidosalicylate; 3-Hydroxy-4-(methoxycarbonyl)acetanilide; Methyl 4-acetamido-2-hydroxybenzoate; 4-(Acetylamino)-2-hydroxy-benzoic Acid Methyl Ester; 4-Acetylaminosalicylic Acid Methyl Ester; Methyl 2-Hydroxy-4-(acetylamino)benzoate; Methyl 4-(Acetylamino)salicylate; Methyl 4-Acetamido-2-hydroxybenzoate

Database IDs

• CAS Number: 4093-28-1
• MDL Number: MFCD00458326
• PubChem SID: 162045601
• PubChem CID: 77719

CALCULATED PROPERTIES

• Acid pKa: 9.407305
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5608145
• LogD (pH = 7.4): 1.5566529
• Log P: 1.5608678
• Molar Refractivity: 54.9272 cm^3
• Polarizability: 20.298733 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Light Brown Solid
• Melting Point: 142-146°C; 146 - 147 °C; 146-147°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - M275280

Reagent used in the synthesis of Mosapride.

REFERENCES

• Kakigami, T., et al.: Chem. Pharm. Bull., 46, 42 (1998)
• Zhang, J., et al.: Bioorg. Med. Chem., 16, 3839 (1998)