6-chloro-4-(6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamidomethyl)-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 160484
• Molecular Formular: C15H16Cl2N6O8S4
• Molecular Mass: 607.48894
• Monoisotopic Mass: 605.92895086
• SMILES: c1(c(cc2c(c1)S(=O)(=O)NCN2CNS(=O)(=O)c1c(cc2c(c1)S(=O)(=O)NCN2)Cl)Cl)S(=O)(=O)N
• Canonical SMILES: Clc1cc2NCNS(=O)(=O)c2cc1S(=O)(=O)NCN1CNS(=O)(=O)c2c1cc(Cl)c(c2)S(=O)(=O)N
• InChI: InChI=1S/C15H16Cl2N6O8S4/c16-8-1-10-14(34(28,29)20-5-19-10)4-13(8)33(26,27)21-6-23-7-22-35(30,31)15-3-12(32(18,24)25)9(17)2-11(15)23/h1-4,19-22H,5-7H2,(H2,18,24,25)
• InChIKey: ARZJHXODDVTRLY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-4-(6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamidomethyl)-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 6-chloro-4-(6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamidomethyl)-1,1-dioxo-2,3-dihydro-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: HCTZ-CH2-HCTZ; Hydrochlorothiazide Impurity C; N-[[7-(Aminosulfonyl)-6-chloro-2,3-dihydro-1,1-dioxo-4H-1,2,4-benzothiadiazin-4-yl]methyl]-6-chloro-3,4-dihydro-1,1-dioxo-2H-1,2,4-benzothiadiazine-7-sulfonamideHydrochlorothiazide Impurity C;

Database IDs

• CAS Number: 402824-96-8
• PubChem SID: 162254619
• PubChem CID: 24983689

CALCULATED PROPERTIES

• Acid pKa: 8.736437
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -0.3539411
• LogD (pH = 7.4): -0.3713166
• Log P: -0.35371774
• Molar Refractivity: 128.1912 cm^3
• Polarizability: 51.805138 Å^3
• Polar Surface Area: 213.94 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetonitrile; DMSO
• Apperance: White to Off-White Solid
• Melting Point: 208-212°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A629375

An impurity in bulk Hydrochlorothiazide. Dimer Impurity C.

REFERENCES

• Daniels, S.L., et al.: J. Pharm. Sci., 70, 211 (1981)
• Fang, X., et al.: Pharm. Res., 14, 691 (1981)