573-89-7

Basic information

• Product Name: 4-[(2-hydroxy-1-naphthyl)azo]benzenesulphonic acid
• Synonyms: 4-[(2-hydroxy-1-naphthyl)azo]benzenesulphonic acid;4-(2-Hydroxy-1-naphtylazo)benzenesulfonic acid;4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid
• CAS NO: 573-89-7
• Molecular Formula: C₁₆H₁₂N₂O₄S
• Molecular Weight: 328.34248
• EINECS: 209-362-6
• Mol File: 573-89-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.43g/cm³
• Refractive Index: 1.676
• PKA: -1.03±0.50(Predicted)
• CAS DataBase Reference: 4-[(2-hydroxy-1-naphthyl)azo]benzenesulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(2-hydroxy-1-naphthyl)azo]benzenesulphonic acid(573-89-7)
• EPA Substance Registry System: 4-[(2-hydroxy-1-naphthyl)azo]benzenesulphonic acid(573-89-7)

Safety Data

• Hazardous Substances Data: 573-89-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12N2O4S/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22/h1-10,17H,(H,20,21,22)/b18-16-

Upstream product

• 135-19-3 β-naphthol 
• 121-57-3 4-aminobenzene sulfonic acid 
• 6118-33-8 p-sulfobenzenediazonium chloride 
• 305-80-6 4-diazobenzenesulfonic acid 
• 515-74-2 sodium sulfanilate 

Downstream Products

• 93679-75-5 4-(2-hydroxy-[1]naphthylazo)-benzenesulfonic acid methyl ester 
• 6410-10-2 para red 
• 50380-74-0 1-amino-4-cyano-2-hydroxynaphthalene 
• 58068-72-7 4-(2-hydroxy-[1]naphthylazo)-benzenesulfonyl chloride 
• 116-63-2 1-amino-2-naphthol-4-sulfonic acid 
• 305-80-6 4-diazobenzenesulfonic acid 
• 2834-92-6 1-amino-2-naphthol 
• 2814-77-9 1-[(2-chloro-4-nitrophenyl)azo]-2-naphthol 
• 78128-64-0 barium uns-cis-mer-[p-(2-hydroxy-1-naphthylazo)benzenesulfonato](ethylenediamine-N,N'-diacetato)cobaltate(III)*6.5H₂O 
• 78184-57-3 barium uns-cis-fac-[p-(2-hydroxy-1-naphthylazo)benzenesulfonato](ethylenediamine-N,N'-diacetato)cobaltate(III)*9H₂O 
• 124-38-9 carbon dioxide 
• 550-60-7 1-nitro-2-naphthol 
• 138-42-1 p-nitrobenzenesulfonic acid 
• 89961-94-4 Pd(C₁₀H₆ON₂C₆H₄SO₃H)Cl*H₂O 

Relevant articles and documents

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Novel analogs of sulfasalazine as system xc ? antiporter inhibitors: Insights from the molecular modeling studies

System xc ? (Sxc ?), a cystine-glutamate antiporter, is established as an interesting target for the treatment of several pathologies including epileptic seizures, glioma, neurodegenerative diseases, and multiple sclerosis. Erastin, sorafenib, and sulfasalazine (SSZ) are a few of the established inhibitors of Sxc ?. However, its pharmacological inhibition with novel and potent agents is still very much required due to potential issues, for example, potency, bioavailability, and blood–brain barrier (BBB) permeability, with the current lead molecules such as SSZ. Therefore, in this study, we report the synthesis and structure–activity relationships (SAR) of SSZ derivatives along with molecular docking and dynamics simulations using the developed homology model of xCT chain of Sxc ? antiporter. The generated homology model attempted to address the limitations of previously reported comparative protein models, thereby increasing the confidence in the computational modeling studies. The main objective of the present study was to derive a suitable lead structure from SSZ eliminating its potential issues for the treatment of glioblastoma multiforme (GBM), a deadly and malignant grade IV astrocytoma. The designed compounds with favorable Sxc ? inhibitory activity following in vitro Sxc ? inhibition studies, showed moderately potent cytotoxicity in patient-derived human glioblastoma cells, thereby generating potential interest in these compounds. The xCT-ligand model can be further optimized in search of potent lead molecules for novel drug discovery and development studies.

Electrolytic preparation of azo-dyes.

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