21460-89-9

Basic information

• Product Name: 2-hydroxy-5-phenylazobenzoic acid methyl ester
• Synonyms: 2-hydroxy-5-phenylazobenzoic acid methyl ester
• CAS NO: 21460-89-9
• Molecular Weight: 256.261
• Mol File: 21460-89-9.mol

Chemical Properties

• CAS DataBase Reference: 2-hydroxy-5-phenylazobenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-5-phenylazobenzoic acid methyl ester(21460-89-9)
• EPA Substance Registry System: 2-hydroxy-5-phenylazobenzoic acid methyl ester(21460-89-9)

Safety Data

• Hazardous Substances Data: 21460-89-9(Hazardous Substances Data)

Upstream product

• 2684-02-8 benzenediazonium 
• 119-36-8 methyl salicylate 
• 100-34-5 benzene diazonium chloride 
• 69-72-7 salicylic acid 
• 67-56-1 methanol 
• 3147-53-3 2-hydroxy-5-phenylazo-benzoic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 16000-09-2 4,4'-Bis-(α-(4-benzolazo-2-methoxycarbonyl-phenoxy)-benzylidenamino)-azobenzol 
• 89-57-6 5-Aminosalicylic Acid 
• 16080-25-4 N,N'-(1,5-Naphthylen)-bis-benzimidsaeure-bis-(4-benzolazo-2-methoxycarbonyl-phenylester) 
• 15926-63-3 N,N'-(2,6-Anthrachinonylen)-bis-benzimidsaeure-(4-benzolazo-2-methoxycarbonyl-phenylester) 
• 16080-26-5 N,N'-Bis-(4-benzolazo-N-benzoyl-2-methoxycarbonylanilino)azobenzol 
• 16000-07-0 N,N'-(4,4'-Biphenylylen)-bis-benzimidsaeure-bis-(4-benzolazo-2-methoxycarbonyl-phenylester) 
• 16000-05-8 N,N'-(p-Phenylen)-bis-benzimidsaeure-bis-(4-benzolazo-2-methoxycarbonyl-phenylester) 

Relevant articles and documents

Amino and chlorambucil analogues of pentamidine - Synthesis and biological examinations

The amino analogues of pentamidine with a polymethylene (n = 3-6) chain and their chlorambucil derivatives were synthesized. The obtained compounds revealed cytotoxic effect on MCF-7 human breast cancer cell line (IC 50 = 22-95 ± 2 μM), mainly by the induction of apoptosis. The topoisomerase I/II inhibition assay and the ethidium displacement assay with the use of pBR322 plasmid DNA were used to the study of mechanism by which the obtained compounds could act. All the compounds are able to bind with DNA and interfere in vitro with the activity of topoisomerase (I and II). The determination of association constants with the use of calf thymus DNA, T4 coliphage DNA, poly(dA-dT)2 and poly(dG-dC)2 showed that the tested compounds bind within minor groove of B-DNA, but not selectively. The alkylating activity of chlorambucil derivatives determined in vitro using a Preussmann test was similar to the activity of chlorambucil. The influence of all the compounds on the amidolytic activity of plasmin and trypsin was also examined. The plasmin activity was inhibited by pentamidine, chlorambucil and aromatic bis-amines (IC50 = 0.1-8 mM), whereas the trypsin activity was influenced only by pentamidine.

Novel salicylazo polymers for colon drug delivery: Dissolving polymers by means of bacterial degradation

Novel azo polymers were prepared for colonic drug delivery with a release mechanism based on structural features of azo derivatives designed for rapid bacterial degradation leading to soluble polymers. Two Salicylazo derivatives were prepared and conjugated as side chains at different ratios to methacrylic acid-methyl methacrylate copolymers (Eudragits). The azo compounds were designed to have a hydrophilic and a hydrophobic part on opposite sides of the azo bond. Upon reduction of the azo bonds, the hydrophobic part is released, resulting in a more water soluble polymer. The solubility of the polymeric films was studied relative to Eudragit S known to dissolve toward the end of the small intestine. One of the two azo derivatives prepared gave rise to polymers, which showed reduced solubility relative to Eudragit S. These polymers were subjected to reduction tests in anaerobic rat cecal suspensions by following the release of the hydrophobic product. Reduction rate was found to be rapid, comparable to that of Sulfasalazine. Studies on the azopolymeric films in anaerobic rat cecal suspensions, showed that these polymers dissolve faster than in sterilized suspensions. Solid dosage forms may be coated with these polymers to provide an efficient delivery system to the colon with a rapid release mechanism.