6-chloro-1,1-dioxo(3-13C,2-15N)-4H-1λ6,2,4-benzothiadiazine-7-(15N)sulfonamide

• ChemBase ID: 164638
• Molecular Formular: C7H6ClN3O4S2
• Molecular Mass: 298.70271263
• Monoisotopic Mass: 297.94624999
• SMILES: c1(c(cc2c(c1)S(=O)(=O)[15N]=[13CH]N2)Cl)S(=O)(=O)[15NH2]
• Canonical SMILES: Clc1cc2N[13CH]=[15N]S(=O)(=O)c2cc1S(=O)(=O)[15NH2]
• InChI: InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13)/i3+1,9+1,11+1
• InChIKey: JBMKAUGHUNFTOL-FWIHXHLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1,1-dioxo(3-^1^3C,2-^1^5N)-4H-1λ^6,2,4-benzothiadiazine-7-(^1^5N)sulfonamide
• IUPAC Traditional name: 6-chloro-1,1-dioxo(3-^1^3C,2-^1^5N)-4H-1λ^6,2,4-benzothiadiazine-7-(^1^5N)sulfonamide
• Synonyms: 6-Chloro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide-13C,15N2; 6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide-13C,15N2 1,1-dioxide; Chlorthiazide-13C,15N2; Chlotride-13C,15N2; Diuril-13C,15N2; Saluric-13C,15N2; Chlorothiazide-13C,15N2

Database IDs

• CAS Number: 1189440-79-6
• PubChem SID: 162258773
• PubChem CID: 46781007

CALCULATED PROPERTIES

• Acid pKa: 9.1031065
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.44231102
• LogD (pH = 7.4): -0.44985485
• Log P: -0.4421815
• Molar Refractivity: 62.5082 cm^3
• Polarizability: 24.935616 Å^3
• Polar Surface Area: 118.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Gray Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C380002

Diuretic; antihypertensive.

REFERENCES

• Brittain, H.G., et al.: Anal. Profiles Drug Subs., 18, 33 (1989)
• Yoshida, F., et al.: J. Med. Chem., 43, 2575 (1989)
• Luan, F., et al.: Chem. Res. Toxicol., 18, 198 (1989)
• Si, H., et al.: Bioorg. Med. Chem., 14, 4834 (1989)