4-amino-6-chlorobenzene-1,3-disulfonamide

• ChemBase ID: 53527
• Molecular Formular: C6H8ClN3O4S2
• Molecular Mass: 285.72842
• Monoisotopic Mass: 284.96447543
• SMILES: S(=O)(=O)(c1cc(S(=O)(=O)N)c(cc1N)Cl)N
• Canonical SMILES: Nc1cc(Cl)c(cc1S(=O)(=O)N)S(=O)(=O)N
• InChI: InChI=1S/C6H8ClN3O4S2/c7-3-1-4(8)6(16(10,13)14)2-5(3)15(9,11)12/h1-2H,8H2,(H2,9,11,12)(H2,10,13,14)
• InChIKey: IHJCXVZDYSXXFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-6-chlorobenzene-1,3-disulfonamide
• IUPAC Traditional name: salmid
• Synonyms: 4-Amino-6-chloro-1,3-benzenedisulfonamide; 3-Chloroaniline-4,6-disulfonamide; 4-Amino-6-chlorobenzene-1,3-disulfonamide; 4-Amino-6-chloro-1,3-benzenedisulfonamide; 1-AMINO-3-CHLORO-4,6-BENZENEDISULFONAMIDE; 4-Amino-6-chloro-m-benzenedisulfonamide; 3-Chloro-4,6-disulfamoylaniline; 5-Chloro-2,4-disulfamoylaniline; Chloraminophenamide; Chloroaminophenamide; Idorese; Salamid; Salamide; NSC 93772; 4-Amino-6-chlorobenzene-1,3-disulphonamide; 4-氨基-6-氯-1,3-苯二磺酰胺; 5-氯-2,4-二磺酰胺基苯胺; 4-氨基-6-氯-1,3-苯二磺酰胺

Database IDs

• CAS Number: 121-30-2
• EC Number: 204-463-1
• MDL Number: MFCD00007933
• Beilstein Number: 1083877
• PubChem SID: 24858677; 162058290
• PubChem CID: 67136

CALCULATED PROPERTIES

• Acid pKa: 9.1929035
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.039652
• LogD (pH = 7.4): -1.0457361
• Log P: -1.0395739
• Molar Refractivity: 59.879 cm^3
• Polarizability: 24.235086 Å^3
• Polar Surface Area: 146.34 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Brown Solid
• Melting Point: 250-252°C; 257-261 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Pharmacology Properties

• Gene Information: human ... CA1(759), CA2(760), CA5A(763), CA5B(11238), CA9(768)

Product Information

• Purity: 98%
• Linear Formula: H2NC6H2(Cl)(SO2NH2)2

DETAILS

MP Biomedicals - 05220224

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 308560

Packaging
5, 100 g in glass bottle

Toronto Research Chemicals - A603375

Diuretic.

REFERENCES

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Joshi, S., et al.: J. Pharm. Biomed. Anal., 52, 362 (2009)
• Castillo-Garit, J., et al.: Eur. J. Pharm. Sci., 39, 30 (2009)