4-chloro-2-hydroxy-5-sulfamoylbenzoic acid

• ChemBase ID: 76889
• Molecular Formular: C7H6ClNO5S
• Molecular Mass: 251.64424
• Monoisotopic Mass: 250.96552098
• SMILES: Oc1cc(c(cc1C(=O)O)S(=O)(=O)N)Cl
• Canonical SMILES: OC(=O)c1cc(c(cc1O)Cl)S(=O)(=O)N
• InChI: InChI=1S/C7H6ClNO5S/c8-4-2-5(10)3(7(11)12)1-6(4)15(9,13)14/h1-2,10H,(H,11,12)(H2,9,13,14)
• InChIKey: FHNZKRYMWHCXME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-hydroxy-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 4-chloro-2-hydroxy-5-sulfamoylbenzoic acid
• Synonyms: 5-(Aminosulfonyl)-4-chloro-2-hydroxy-benzoic Acid; 4-Chloro-5-sulfamoyl-salicylic Acid; 4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid; 4-Chloro-5-sulphamoylsalicylic acid; 4-Chloro-2-hydroxy-5-sulphamoylbenzoic acid; 4-氯水杨酸-5-磺酰胺

Database IDs

• CAS Number: 14556-98-0
• EC Number: 238-602-2
• MDL Number: MFCD00988990
• PubChem SID: 162041789; 24878852
• PubChem CID: 84524

CALCULATED PROPERTIES

• Acid pKa: 2.4895494
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.7087394
• LogD (pH = 7.4): -2.3288162
• Log P: 1.1873388
• Molar Refractivity: 52.2578 cm^3
• Polarizability: 20.77065 Å^3
• Polar Surface Area: 117.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 247-249°C (dec.); 251-256 °C (dec.)(lit.); 251-256°C(dec.)°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 96%
• Linear Formula: H2NO2SC6H2(OH)(Cl)CO2H

DETAILS

Sigma Aldrich - 545805

Packaging
25 g in glass bottle

Toronto Research Chemicals - C380025

Xipamide intermediate.

REFERENCES

• Smirnov, V., et al.: Pharm. Chem. J., 34, 198 (2000)