6-hydroxy-3-(propan-2-yl)-3,4-dihydro-1H-2λ6,1,3-benzothiadiazine-2,2,4-trione

• ChemBase ID: 170138
• Molecular Formular: C10H12N2O4S
• Molecular Mass: 256.27828
• Monoisotopic Mass: 256.05177787
• SMILES: c1c(cc2c(c1)NS(=O)(=O)N(C2=O)C(C)C)O
• Canonical SMILES: CC(N1C(=O)c2cc(O)ccc2NS1(=O)=O)C
• InChI: InChI=1S/C10H12N2O4S/c1-6(2)12-10(14)8-5-7(13)3-4-9(8)11-17(12,15)16/h3-6,11,13H,1-2H3
• InChIKey: PVKWIOBXPPFARA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-3-(propan-2-yl)-3,4-dihydro-1H-2λ^6,1,3-benzothiadiazine-2,2,4-trione
• IUPAC Traditional name: 6-hydroxy-3-isopropyl-1H-2λ^6,1,3-benzothiadiazine-2,2,4-trione
• Synonyms: 6-Hydroxy-3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-Dioxide; 6-Hydroxybentazone; 6-Hydroxy Bentazon

Database IDs

• CAS Number: 60374-42-7
• PubChem SID: 164226048
• PubChem CID: 92361

CALCULATED PROPERTIES

• Acid pKa: 8.382682
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.4528481
• LogD (pH = 7.4): 0.41310853
• Log P: 0.45336124
• Molar Refractivity: 61.7393 cm^3
• Polarizability: 23.98945 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 169-171°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H806500

A metabolite of Bentazon, a selective post-emergence herbicide.

REFERENCES

• Klibanov, A., et al.: Science, 221, 259 (1983)
• Huber, R., et al.: Rev. Environ. Contam. Toxicol., 137, 111 (1983)
• Roper, J., et al.: Wat. Res., 29, 2720 (1983)