2-methoxy-5-sulfamoylbenzoic acid

• ChemBase ID: 87823
• Molecular Formular: C8H9NO5S
• Molecular Mass: 231.22576
• Monoisotopic Mass: 231.02014339
• SMILES: OC(=O)c1c(ccc(c1)S(=O)(=O)N)OC
• Canonical SMILES: COc1ccc(cc1C(=O)O)S(=O)(=O)N
• InChI: InChI=1S/C8H9NO5S/c1-14-7-3-2-5(15(9,12)13)4-6(7)8(10)11/h2-4H,1H3,(H,10,11)(H2,9,12,13)
• InChIKey: SQAILWDRVDGLGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 2-methoxy-5-sulfamoylbenzoic acid
• Synonyms: 2-Methoxy-5-sulfamoyl benzoic acid; 2-Methoxy-5-sulfamidobenzoic Acid; 2-Methoxy-5-sulfonamidobenzoic Acid; 5-(Aminosulfonyl)-2-methoxybenzoic Acid; 5-Sulfamoyl-o-anisic Acid; 3-Carboxy-4-methoxybenzenesulfonamide; 2-Methoxy-5-sulfamoylbenzoic acid; 3-Carboxy-4-methoxybenzenesulphonamide; 2-Methoxy-5-sulphamoylbenzoic acid; 2-methoxy-5-sulfamoylbenzoic acid; 2-甲氧基-5-氨磺酰苯甲酸

Database IDs

• CAS Number: 22117-85-7
• EC Number: 244-789-1
• MDL Number: MFCD00129997
• PubChem SID: 162074863
• PubChem CID: 89601

CALCULATED PROPERTIES

• Acid pKa: 3.375272
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.032016
• LogD (pH = 7.4): -3.3301258
• Log P: 0.07918823
• Molar Refractivity: 51.9353 cm^3
• Polarizability: 20.629976 Å^3
• Polar Surface Area: 106.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224 - 226°C
• Hydrophobicity(logP): 0.106

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 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 - M326640

2-Methoxy-5-sulfamoylbenzoic Acid is a metabolite of the antipsychotic drug, Sulpiride (S689145).

REFERENCES

• Dross, K. et al.: Pharmakopsych./Neuro-Psychopharmakol., 12, 438 (1979)