5-(dimethylamino)naphthalene-1-sulfonamide

• ChemBase ID: 2579
• Molecular Formular: C12H14N2O2S
• Molecular Mass: 250.31676
• Monoisotopic Mass: 250.0775987
• SMILES: c1(cccc2c(cccc12)N(C)C)S(=O)(=O)N
• Canonical SMILES: CN(c1cccc2c1cccc2S(=O)(=O)N)C
• InChI: InChI=1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)
• InChIKey: TYNBFJJKZPTRKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(dimethylamino)naphthalene-1-sulfonamide
• IUPAC Traditional name: dansylamide
• Synonyms: Dansyl amide; Dansyl amide; 5-Dimethylamino-1-naphthalenesulfonamide; Dansyl amide; Dansylamide; 5-[Dimethylamino]-1-naphthalenesulfonamide; DNSA; 5-(Dimethylamino)-1-naphthalenesulfonamide; 丹酰胺; 丹磺酰胺; 5-(二甲氨基)-1-萘磺酰胺

Database IDs

• CAS Number: 1431-39-6
• EC Number: 215-854-1
• MDL Number: MFCD00004000
• Beilstein Number: 2217203
• PubChem SID: 24853099; 160966029; 24864438; 46505185
• PubChem CID: 65077
• Chemspider ID: 58587
• Wikipedia Title: Dansyl_amide

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.965948
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6217656
• LogD (pH = 7.4): 1.6750154
• Log P: 1.6767972
• Molar Refractivity: 69.0947 cm^3
• Polarizability: 27.928822 Å^3
• Polar Surface Area: 63.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.92
• LOG S: -3.07
• Solubility (Water): 2.12e-01 g/l

PROPERTIES

Physical Property

• Melting Point: 218-221 °C(lit.); 218-221°C
• Fluorescence: λem 580 in ethanol; λex 280 nm; λem 470 nm (bound to carbon anhydrase)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.5% (TLC); 98%; 99%
• Grade: for fluorescence
• Linear Formula: (CH3)2NC10H6SO2NH2

DETAILS

MP Biomedicals - 02157520

(5-[Dimethylamino]-1-naphthalenesulfonamide)

DrugBank - DB02866

Drug information: experimental

Sigma Aldrich - 218898

Packaging
1 g in glass bottle

Sigma Aldrich - 39225

Other Notes
Active-site probe for carbonic anhydrase1,2

REFERENCES

• Active site probe for enzymes.