3-[(2H5)benzyl]-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 161187
• Molecular Formular: C15H14F3N3O4S2
• Molecular Mass: 421.4145696
• Monoisotopic Mass: 421.0377826
• SMILES: c1(c(cc2c(c1)NC(NS2(=O)=O)Cc1ccccc1)S(=O)(=O)N)C(F)(F)F
• Canonical SMILES: O=S1(=O)NC(Cc2ccccc2)Nc2c1cc(c(c2)C(F)(F)F)S(=O)(=O)N
• InChI: InChI=1S/C15H14F3N3O4S2/c16-15(17,18)10-7-11-13(8-12(10)26(19,22)23)27(24,25)21-14(20-11)6-9-4-2-1-3-5-9/h1-5,7-8,14,20-21H,6H2,(H2,19,22,23)
• InChIKey: HDWIHXWEUNVBIY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(^2H₅)benzyl]-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 3-[(^2H₅)benzyl]-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 3,4-Dihydro-3-(phenylmethyl-d5)-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; 3-(Benzyl-d5)-3,4-dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; Aprinox-d5; Be 724A-d5; Bendrofluazide-d5; (+/-)-Bendroflumethiazide-d5; Bristuron-d5; Centyl-d5; Corzide-d5; FT 81-d5; Flumersil-d5; Naturine-d5; Sinesaline-d5; Sodiuretic-d5; Thiazidico-d5; Urlea-d5; rac Bendroflumethiazide-d5

Database IDs

• CAS Number: 1330183-13-5
• PubChem SID: 162255322
• PubChem CID: 71313654

CALCULATED PROPERTIES

• Acid pKa: 9.043274
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6982855
• LogD (pH = 7.4): 1.6896976
• Log P: 1.698396
• Molar Refractivity: 93.6846 cm^3
• Polarizability: 35.932446 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 210-215°C (dec)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B133502

Labelled Bendroflumethiazide (B133500). Diuretic; antihypertensive.

REFERENCES

• Atkinson, A., et al.: Drug Metab. Dispos., 33, 1637 (2005)
• Ayrton, A., et al.: Xenobiotica, 38, 676 (2005)
• Diao, L., et al.: Pharm. Res., 26, 1890 (2005)