5-aminonaphthalene-2-sulfonic acid

• ChemBase ID: 5863
• Molecular Formular: C10H9NO3S
• Molecular Mass: 223.24836
• Monoisotopic Mass: 223.03031415
• SMILES: S(=O)(=O)(O)c1cc2cccc(c2cc1)N
• Canonical SMILES: Nc1cccc2c1ccc(c2)S(=O)(=O)O
• InChI: InChI=1S/C10H9NO3S/c11-10-3-1-2-7-6-8(15(12,13)14)4-5-9(7)10/h1-6H,11H2,(H,12,13,14)
• InChIKey: UWPJYQYRSWYIGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-aminonaphthalene-2-sulfonic acid
• IUPAC Traditional name: cleve β-acid
• Synonyms: 1-Naphthylamine-6-Sulfonic Acid; Cleve's β-Acid; 6-Sulfo-1-naphthylamine; NSC 31506; NSC 4984; 5-Amino-2-naphthalenesulfonic Acid, ~90%; 1-NAPHTHAYLAMINE-6-SULFONIC ACID; 5-AMINO-NAPHTALENE-2-MONOSULFONATE; 5-Amino-2-naphthalenesulfonic acid; 1,6-Cleve's Acid; 5-Aminonaphthalene-2-sulfonic acid; 5-amino-2-Naphthalenesulfonic acid; 1-aminoNaphthalene-6-sulfonic acid; 5-氨基-2-萘磺酸; 5-氨基萘-2-磺酸

Database IDs

• CAS Number: 119-79-9; 51548-48-2
• EC Number: 204-351-2
• MDL Number: MFCD00004030
• Beilstein Number: 1819887
• Merck Index: 142350
• PubChem SID: 99444709; 24856865; 160969290
• PubChem CID: 8408

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.188718
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.6303014
• LogD (pH = 7.4): -1.0523889
• Log P: 1.0919676
• Molar Refractivity: 57.8311 cm^3
• Polarizability: 23.53796 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.81
• LOG S: -2.54
• Solubility (Water): 6.44e-01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Purple Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: QK1285000
• German water hazard class: 1
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; 97%
• Linear Formula: H2NC10H6SO3H

DETAILS

MP Biomedicals - 05204111

MP Biomedicals Rare Chemical collection

DrugBank - DB08238

Drug information: experimental

Sigma Aldrich - 285072

Packaging
5, 100 g in glass bottle

Toronto Research Chemicals - A618325

Fluorescent reagent.

REFERENCES

• Briggs, J., et al.: Anal. Biochem., 389, 40 (2009)
• Baqi, Y., et al.: J. Med. Chem., 53, 2076 (2009)