55198-39-5

Upstream product

• 111-87-5 octanol 
• 118-92-3 anthranilic acid 
• 118-48-9 isatoic anhydride 
• 134-20-3 2-carbomethoxyaniline 
• 111-83-1 1-bromo-octane 
• 37960-65-9 potassium anthranilate 

Downstream Products

• 101689-32-1 2-(4-Hydroxy-3,6-dioxo-5-undecyl-cyclohexa-1,4-dienylamino)-benzoic acid octyl ester 
• 1415326-11-2 C₁₅H₂₁N₃O₂ 

Relevant academic research and scientific papers

Synthesis and cytotoxicity of some d-mannose click conjugates with aminobenzoic acid derivatives

Two sets of new conjugates obtained from d-mannose derivatives and o-, m-, and p-substituted benzoic acid esters interconnected through a triazole ring were synthesized by Cu(I) catalyzed azide-alkyne cycloaddition. All synthesized compounds were tested for their in vitro cytotoxic activity against seven cancer cell lines with/without multidrug resistance phenotype as well as non-tumor MRC-5 and BJ fibroblasts. Butyl ester of 4-aminobenzoic acid 6c showed the highest activity among all tested compounds, however, it was active only against K562 myeloid leukemia cells. N-Glycosyltriazole conjugates, both acetylated and nonacetylated at mannose moiety, were almost completely inactive. In contrast, some of the acetylated O-glycosyl conjugates showed cytotoxic activity which was cell line dependent and strongly affected by position of benzoic acid substitution as well as a length of its ester alkyl chain; the most potent compound was acetylated mannoside conjugated with octyl ester of m-substituted benzoic acid. However, deacetylation resulting in hydrophilicity increase of the glycosides almost completely abolished their cytotoxic potency.

Selection of Alcohols Through Plackett-Burman Design in Lipase-Catalyzed Synthesis of Anthranilic Acid Esters

Lipase-catalyzed synthesis of esters of anthranilic acid was attempted by employing alcohols of carbon chain-length C1-C18 using Plackett-Burman experimental design. Of the alcohols employed, methanol, decanol, cetyl alcohol, and stearyl alcohols showed 99.9 percent significance. Esterification of anthranilic acid with methanol gave the highest yield at 45.6 percent. This study allows the selection of better alcohols for esterification of anthranilic acid.

CONVENIENT SYNTHESIS OF ESTERS OF 2-PYRROLECARBOXYLIC ACID AND OF PYRIDINECARBOXYLIC ACIDS BY SOLID-LIQUID PHASE TRANSFER CATALYSIS WITHOUT ADDED SOLVENT

By reaction of aromatic K-carboxylates having nucleophilic N-atom in solid-liquid phase transfer catalysis (PTC) conditions without added solvent (catalyst : tetraalkylammonium halide) with alkylating reagents, the corresponding esters are prepared.By a judicious choice of experimental conditions, the amounts of N-alkylated products can be lowered.From 2-pyrrolecarboxylic acid, the three isomers of pyridinecarboxylic acid and o-aminobenzoic acid, corresponding esters of ethyl, benzyl, n-octyl and n-cetyl, generally are obtained with good yields.

2,2,4-Trimethylpentyl-N-naphthyl anthranilate

Lubricants are stabilized against oxidative degradation by adding thereto a stabilizing amount of an ester of an anthranilic acid. An example of a suitable material is n-octyl N-naphthylanthranilate (n-octyl N-phenyl-1-naphthyl-2'-carboxylate).