methyl 3-amino-5-chloro-2-hydroxybenzoate

• ChemBase ID: 159917
• Molecular Formular: C8H8ClNO3
• Molecular Mass: 201.60702
• Monoisotopic Mass: 201.0192708
• SMILES: c1c(c(c(cc1Cl)C(=O)OC)O)N
• Canonical SMILES: COC(=O)c1cc(Cl)cc(c1O)N
• InChI: InChI=1S/C8H8ClNO3/c1-13-8(12)5-2-4(9)3-6(10)7(5)11/h2-3,11H,10H2,1H3
• InChIKey: YPSOMLZFAVONTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-amino-5-chloro-2-hydroxybenzoate
• IUPAC Traditional name: methyl 3-amino-5-chloro-2-hydroxybenzoate
• Synonyms: 3-Amino-5-chloro-2-hydroxy-benzoic Acid Methyl Ester; 3-Amino-5-chloro Salicylic Acid Methyl Ester; Methyl 3-amino-5-chloro-2-hydroxybenzoate

Database IDs

• CAS Number: 5043-81-2
• PubChem SID: 162254052
• PubChem CID: 687991

CALCULATED PROPERTIES

• Acid pKa: 10.020729
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0980005
• LogD (pH = 7.4): 2.0972412
• Log P: 2.0982761
• Molar Refractivity: 49.5694 cm^3
• Polarizability: 18.467447 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: Light Brown Solid
• Melting Point: 71-73°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A603330

Intermediate in the preparation of Azasetron.

REFERENCES

• Kawakita, T., et al.: Chem. Pharm. Bull., 40, 624 (1992)