7-{[2-(methanesulfonylsulfanyl)ethyl]amino}-2,1,3-benzoxadiazole-4-sulfonamide

• ChemBase ID: 154088
• Molecular Formular: C9H12N4O5S3
• Molecular Mass: 352.41038
• Monoisotopic Mass: 351.9969825
• SMILES: CS(=O)(=O)SCCNc1ccc(c2c1non2)S(=O)(=O)N
• Canonical SMILES: CS(=O)(=O)SCCNc1ccc(c2c1non2)S(=O)(=O)N
• InChI: InChI=1S/C9H12N4O5S3/c1-20(14,15)19-5-4-11-6-2-3-7(21(10,16)17)9-8(6)12-18-13-9/h2-3,11H,4-5H2,1H3,(H2,10,16,17)
• InChIKey: KWTVZGWKNPGWAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[2-(methanesulfonylsulfanyl)ethyl]amino}-2,1,3-benzoxadiazole-4-sulfonamide
• IUPAC Traditional name: 7-{[2-(methanesulfonylsulfanyl)ethyl]amino}-2,1,3-benzoxadiazole-4-sulfonamide
• Synonyms: ABD-MTS; N-[4-(Aminosulfonyl)-2,1,3-benzoxadiazol-7-yl]-2-aminoethyl methanethiosulfonate; N-[4-(Aminosulfonyl)-2,1,3-benzoxadiazol-7-yl]-2-aminoethyl Methanethiosulfonate

Database IDs

• CAS Number: 352000-01-2
• MDL Number: MFCD01863340
• PubChem SID: 162248227
• PubChem CID: 3261475

CALCULATED PROPERTIES

• Acid pKa: 9.263185
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.0856842
• LogD (pH = 7.4): -1.0908504
• Log P: -1.0856178
• Molar Refractivity: 80.1406 cm^3
• Polarizability: 32.41118 Å^3
• Polar Surface Area: 145.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Orange Solid
• Melting Point: 167-169°C
• Fluorescence: λex 424 nm; λem 593 nm in 0.1 M phosphate pH 7.0

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Suitability: corresponds for coupling to thiols; suitable for fluorescence
• Empirical Formula (Hill Notation): C9H12N4O5S3

DETAILS

Toronto Research Chemicals - A629350

A pH dependent thiol reactive MTS-Benzoxadiazole fluorophore derived from ABD-F. Combines the fast and selective reactivity of the MTS functionality with the fluorescence properties of ABD-F.