82-76-8

Basic information

• Product Name: 8-Anilino-1-naphthalenesulfonic acid
• Synonyms: 1,8-ANS;1-ANILINONAPHTHALENE-8-SULFONIC ACID;8-ANILINO-1-NAPHTHALENESULFONIC ACID;ANS;ANSA;N-Phenyl-8-naphthylamine-1-sulfonic acid;N-PHENYL-1-NAPHTHYLAMINE-8-SULFONIC ACID;N-PHENYL PERI ACID
• CAS NO: 82-76-8
• Molecular Formula: C₁₆H₁₃NO₃S
• Molecular Weight: 299.34
• EINECS: 201-438-7
• Product Categories: Intermediates of Dyes and Pigments;Intermediates
• Mol File: 82-76-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 215-217 °C (dec.)(lit.)
• Appearance: Dark green to brown to black/Powder
• Density: 1.41 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMF: soluble50mg/mL
• PKA: 0.19±0.40(Predicted)
• Merck: 13,664
• BRN: 1843887
• CAS DataBase Reference: 8-Anilino-1-naphthalenesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Anilino-1-naphthalenesulfonic acid(82-76-8)
• EPA Substance Registry System: 8-Anilino-1-naphthalenesulfonic acid(82-76-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36
• TSCA: Yes
• Hazardous Substances Data: 82-76-8(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)/p-1

Upstream product

• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 82-75-7 8-anilino-1-naphthalenesulfonate 

Downstream Products

• 79392-39-5 5-amino-8-anilino-naphthalene-1-sulfonic acid 
• 71643-78-2 [3-(2-chloro-phenothiazin-10-yl)-propyl]-dimethyl-amine; mono-(8-anilino-naphthalene-1-sulfonate) 
• 123789-11-7 C₄₂H₇₀O₃₅*C₁₆H₁₃NO₃S 
• 90-30-2 N-phenyl-1-naphthylamine 
• 81667-88-1 C₃₇H₄₆N₄*C₁₆H₁₃NO₃S 
• 74043-84-8 C₃₄H₄₀N₄*C₁₆H₁₃NO₃S 
• 82-31-5 8-anilino-5-(4-hydroxy-anilino)-naphthalene-1-sulfonic acid 

Relevant articles and documents

Preparation method of N-phenyl-1- naphthylamino-8-sulfonic acid

The invention discloses a preparation method of N-phenyl-1- naphthylamino-8-sulfonic acid, which comprises the following steps: 1. condensation: adding aniline into a pot, starting stirring, adding concentrated sulfuric acid, adding 1-naphthylamino-8-sulfonic acid, dehydrating, and condensing at 155+/-2 DEG C; 2. neutralization: adding a soda ash solution to perform neutralization, transferring into a neutralization pot, and regulating the material of the material to 9-11; 3. vapor distillation: regulating the volume of the material with aniline water, adding vat powder to perform vapor distillation, and carrying out extraction when the aniline content in the solution is less than 3+/-0.5%, wherein the aniline content of 2-4% in the solution is used as the switch point; 4. decolorization: starting stirring, regulating the pH value of the liquid to 6.5-7.0, adding activated carbon, and heating to 94-95 DEG C; and 5. acid precipitation: adding dilute sulfuric acid until the residual acid content of the acid precipitation solution is 1.8-2.0%, cooling, discharging to obtain the N-phenyl-1- naphthylamino-8-sulfonic acid, and washing with 1.0-2.0% acid water twice.