4-amino-5,6-dichlorobenzene-1,3-disulfonamide hydrochloride

• ChemBase ID: 159816
• Molecular Formular: C6H8Cl3N3O4S2
• Molecular Mass: 356.63442
• Monoisotopic Mass: 354.90218079
• SMILES: c1(c(c(c(c(c1)S(=O)(=O)N)Cl)Cl)N)S(=O)(=O)N.Cl
• Canonical SMILES: Clc1c(N)c(cc(c1Cl)S(=O)(=O)N)S(=O)(=O)N.Cl
• InChI: InChI=1S/C6H7Cl2N3O4S2.ClH/c7-4-2(16(10,12)13)1-3(17(11,14)15)6(9)5(4)8;/h1H,9H2,(H2,10,12,13)(H2,11,14,15);1H
• InChIKey: OANDTPKPHRJPTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5,6-dichlorobenzene-1,3-disulfonamide hydrochloride
• IUPAC Traditional name: 4-amino-5,6-dichlorobenzene-1,3-disulfonamide hydrochloride
• Synonyms: 4-Amino-5,6-dichloro-1,3-benzenedisulfonamide Hydrochloride; 4-Amino-5,6-dichloro-1,3-benzenedisulfonamide Hydrochloride

Database IDs

• PubChem SID: 162253951
• PubChem CID: 71313150

CALCULATED PROPERTIES

• Acid pKa: 9.051429
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.43563733
• LogD (pH = 7.4): -0.44404528
• Log P: -0.43552923
• Molar Refractivity: 64.6838 cm^3
• Polarizability: 26.255974 Å^3
• Polar Surface Area: 146.34 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol

DETAILS

Toronto Research Chemicals - A604645

Intermediate in the preparation of Hydrochlorothiazide derivatives.

REFERENCES

• Singh, J., et al.: Chemical Biology & Drug Design (2008)
• 71(2008)
• 244-259. CODEN: CBDDAL ISSN:1747-0277. CAN 148:462503 AN 2008:324682 CAPLUSSethi, K., et al.: Bioorg. Med. Chem. Lett., 20, 3089 (2008)