5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid

• ChemBase ID: 74362
• Molecular Formular: C12H14N2O3S
• Molecular Mass: 266.31616
• Monoisotopic Mass: 266.07251332
• SMILES: S(=O)(=O)(c1cccc2c1cccc2NCCN)O
• Canonical SMILES: NCCNc1cccc2c1cccc2S(=O)(=O)O
• InChI: InChI=1S/C12H14N2O3S/c13-7-8-14-11-5-1-4-10-9(11)3-2-6-12(10)18(15,16)17/h1-6,14H,7-8,13H2,(H,15,16,17)
• InChIKey: SJQRQOKXQKVJGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid
• IUPAC Traditional name: 5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid; edans
• Synonyms: N-(Aminoethyl)-5-naphthylamine-1-sulfonic Acid; 1,5-EDANS; 5-[(2-Aminoethyl)amino]-1-sulphonaphthalene; 5-[(2-Aminoethyl)amino]naphthalene-1-sulphonic acid; N-(Aminoethyl)-5-naphthylamine-1-sulfonic acid; 5-(2-Aminoethylamino)-1-naphthalenesulfonic acid; N-[Aminoethyl]-5-naphthylamine-1-sulfonic acid; 5-(2-AMINOETHYLAMINO)-1-NAPHTHALENESULFONIC ACID

Database IDs

• CAS Number: 50402-56-7
• EC Number: 256-575-5
• MDL Number: MFCD00066932
• PubChem SID: 162039281; 24891099
• PubChem CID: 92329

CALCULATED PROPERTIES

• Acid pKa: -1.592021
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.19035502
• LogD (pH = 7.4): -0.19260974
• Log P: -0.19026396
• Molar Refractivity: 71.2743 cm^3
• Polarizability: 28.750511 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Gray-yellow Crystalline Powder
• Melting Point: >350°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Harmful
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-43
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97%
• Suitability: suitable for fluorescence

DETAILS

MP Biomedicals - 02154740

(N-[Aminoethyl]-5-naphthylamine-1-sulfonic acid; 1,5-EDANS) Free Acid Crystalline

Apollo Scientific Ltd - OR0920T

A fluorescent reagent which reacts readily with sulfhydryl groups in proteins to yield a photostable covalent derivative.

Toronto Research Chemicals - A609200

A fluorescent reagent with a terminal amine for derivatization. 1,5-EDANS has similar spectral properties to the naphthalenesulfonic acids. Fluorescence: max. Abs. 335nm; max. Em. 493nm; e x 10-3: 5.9

REFERENCES

• Warfield, R., et al.: Org. Biomol. Chem., 4, 3626 (2006)
• Elston, C., et al.: Anal. Biochem., 368, 87 (2006)