4-chloro-3-nitro-5-sulfamoylbenzoic acid

• ChemBase ID: 152293
• Molecular Formular: C7H5ClN2O6S
• Molecular Mass: 280.6424
• Monoisotopic Mass: 279.95568457
• SMILES: c1c(cc(c(c1[N+](=O)[O-])Cl)S(=O)(=O)N)C(=O)O
• Canonical SMILES: OC(=O)c1cc([N+](=O)[O-])c(c(c1)S(=O)(=O)N)Cl
• InChI: InChI=1S/C7H5ClN2O6S/c8-6-4(10(13)14)1-3(7(11)12)2-5(6)17(9,15)16/h1-2H,(H,11,12)(H2,9,15,16)
• InChIKey: ACYLUAGCBGTEJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-3-nitro-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 4-chloro-3-nitro-5-sulfamoylbenzoic acid
• Synonyms: 4-Chloro-3-nitro-5-sulfamoylbenzoic acid; 3-(Aminosulfonyl)-4-chloro-5-nitro-benzoic Acid; 4-Chloro-3-nitro-5-sulfamoyl-benzoic Acid; 5-Aminosulfonyl-4-chloro-3-nitrobenzoic Acid; 4-Chloro-3-nitro-5-sulfamoylbenzoic Acid; 4-氯-3-硝基-5-磺酰胺基苯甲酸

Database IDs

• CAS Number: 22892-96-2
• EC Number: 245-310-9
• MDL Number: MFCD00058688
• Beilstein Number: 820150
• PubChem SID: 162246438
• PubChem CID: 89893

CALCULATED PROPERTIES

• Acid pKa: 3.4685886
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.2411642
• LogD (pH = 7.4): -2.621099
• Log P: 0.7808884
• Molar Refractivity: 57.6016 cm^3
• Polarizability: 22.206905 Å^3
• Polar Surface Area: 143.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 143 - 147°C; 227-231 °C
• Hydrophobicity(logP): 0.77

Safety Information

• 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: ≥90% (S); 95%
• Grade: technical
• Empirical Formula (Hill Notation): C7H5ClN2O6S

DETAILS

Sigma Aldrich - 25619

Packaging
10 g in poly bottle

Toronto Research Chemicals - C369580

Intermediate in the production of Bumetanide

REFERENCES

• Feit, P., et al.: J. Mem. Biol., 103, 135 (1988)