5-(dimethylamino)-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]naphthalene-1-sulfonamide

• ChemBase ID: 154985
• Molecular Formular: C18H19N3O4S
• Molecular Mass: 373.42616
• Monoisotopic Mass: 373.1096271
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NCCN1C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1CCNS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C18H19N3O4S/c1-20(2)15-7-3-6-14-13(15)5-4-8-16(14)26(24,25)19-11-12-21-17(22)9-10-18(21)23/h3-10,19H,11-12H2,1-2H3
• InChIKey: GFVSIWWKMOVBJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(dimethylamino)-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]naphthalene-1-sulfonamide
• IUPAC Traditional name: 5-(dimethylamino)-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]naphthalene-1-sulfonamide
• Synonyms: N-(2-Maleimidoethyl)-5-dimethylamino-1-naphthalenesulfonamide; N-(2-Maleimidoethyl)dansylamide; N-[2-(Dansylamino)ethyl]maleimide

Database IDs

• CAS Number: 160291-45-2
• MDL Number: MFCD10565629
• PubChem SID: 162249123
• PubChem CID: 10384719

CALCULATED PROPERTIES

• Acid pKa: 9.909824
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2619681
• LogD (pH = 7.4): 1.3147999
• Log P: 1.3167214
• Molar Refractivity: 100.2705 cm^3
• Polarizability: 39.29611 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 327 nm; λem 547 nm in 0.1 M phosphate pH 7.0, 2-mercaptoethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C18H19N3O4S