N-(2-aminoethyl)-5-(dimethylamino)naphthalene-1-sulfonamide

• ChemBase ID: 165371
• Molecular Formular: C14H19N3O2S
• Molecular Mass: 293.38456
• Monoisotopic Mass: 293.11979786
• SMILES: c1ccc2c(c1N(C)C)cccc2S(=O)(=O)NCCN
• Canonical SMILES: NCCNS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C14H19N3O2S/c1-17(2)13-7-3-6-12-11(13)5-4-8-14(12)20(18,19)16-10-9-15/h3-8,16H,9-10,15H2,1-2H3
• InChIKey: CSJXLKVNKAXFSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-5-(dimethylamino)naphthalene-1-sulfonamide
• IUPAC Traditional name: N-(2-aminoethyl)-5-(dimethylamino)naphthalene-1-sulfonamide
• Synonyms: (2-Aminoethyl)dansylamide; N-(2-Aminoethyl)-5-(dimethylamino)-1-naphthalenesulfonamide; 2-(5-Dimethylamino-1-naphthalenesulfonamido)ethylamine; NSC 666752; Dansyl Ethylenediamine

Database IDs

• CAS Number: 35060-08-3
• PubChem SID: 162259504
• PubChem CID: 161851

CALCULATED PROPERTIES

• Acid pKa: 9.979867
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8856562
• LogD (pH = 7.4): -0.61118686
• Log P: 0.76420814
• Molar Refractivity: 81.9412 cm^3
• Polarizability: 33.141525 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 145-146°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D179500

A fluorescent reagent.

REFERENCES

• Doyle, E.L., et al.: J. Am. Chem. Soc., 125, 4593 (2003)
• Hwang, S., et al.: Bioorg. Med. Chem. Lett., 16, 5773 (2003)