8-Anilino-1-naphthalenesulfonic acid

Base Information

• Chemical Name: 8-Anilino-1-naphthalenesulfonic acid
• CAS No.: 82-76-8
• Deprecated CAS: 54784-66-6
• Molecular Formula: C16H13NO3S
• Molecular Weight: 299.35
• Hs Code.: DERIVATION
• European Community (EC) Number: 201-438-7
• NSC Number: 1746
• UNII: 630I4V6051
• DSSTox Substance ID: DTXSID7058882
• Nikkaji Number: J4.618C
• Wikipedia: 8-Anilinonaphthalene-1-sulfonic_acid
• Wikidata: Q4644260
• Pharos Ligand ID: GT4SFCMD76L1
• Metabolomics Workbench ID: 52234
• ChEMBL ID: CHEMBL285527
• Mol file: 82-76-8.mol

Synonyms:8-anilino-1-naphthalenesulfonate;8-anilino-1-naphthalenesulfonic acid;8-anilinonaphthalene-1-sulfonate;8-anilinonaphthalene-1-sulfonic acid;8-ANSA cpd

Chemical Property of 8-Anilino-1-naphthalenesulfonic acid

Chemical Property:

• Appearance/Colour: Light green to gray needle-like or flake crystal
• Melting Point: 215-217 °C
• PKA: 0.19±0.40(Predicted)
• PSA: 74.78000
• Density: 1.41 g/cm³
• LogP: 4.98390
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMF: soluble50mg/mL
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 299.06161445
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

99.5% ^*data from raw suppliers

8-Anilino-1-naphthalenesulfonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC3=C2C(=CC=C3)S(=O)(=O)O
• Description: 1,8-ANS is a fluorescent dye that binds with high affinity to hydrophobic surfaces of proteins. 1,8-ANS has an excitation maximum of 350 nm. It has an emission maximum of 520 nm when free in solution but undergoes a blue shift with an increase in fluorescence intensity when bound to protein; for example, when bound to intestinal fatty acid binding protein (FABP2) it has emission maxima of 468-477 nm. 1,8-ANS binds to low polarity regions of protein surfaces making it well suited for determining the affinity of hydrophobic ligands to their corresponding binding proteins, such as the binding of free fatty acids to FABPs. 1,8-ANS binds to FABP2 with a Kd value of approximately 9.7 μM at 24.5°C.
• Uses: 8-Anilino-1-naphthalenesulfonic Acid is used as a fluorescent probe to identify hydrophobic sites. Dyes and metabolites.

Technology Process of 8-Anilino-1-naphthalenesulfonic acid

There total 4 articles about 8-Anilino-1-naphthalenesulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

aniline (62-53-3) + 8-anilino-1-naphthalenesulfonate (82-75-7) → 8-Anilino-1-naphthalenesulfonic acid (82-76-8)

Guidance literature:

With sulfuric acid; at 120 - 155 ℃; Industrial scale;

Reference yield:

aniline (62-53-3) → 8-Anilino-1-naphthalenesulfonic acid (82-76-8)

Guidance literature:

at 180 ℃;

Reference yield:

aniline (62-53-3) → 8-Anilino-1-naphthalenesulfonic acid (82-76-8)

Guidance literature:

at 180 ℃;

upstream raw materials:

aniline hydrochloride

aniline

8-anilino-1-naphthalenesulfonate

Downstream raw materials:

C₄₂H₇₀O₃₅*C₁₆H₁₃NO₃S

N-phenyl-1-naphthylamine

C₃₇H₄₆N₄*C₁₆H₁₃NO₃S

C₃₄H₄₀N₄*C₁₆H₁₃NO₃S

Refernces