75446-60-5

Usage

Uses

Used in Horticulture and Agriculture:
(1-NAPHTHOYLAMINO)ACETIC ACID is used as a herbicide for promoting cell division and root formation in plants. This application enhances plant growth and development, making it valuable in horticulture and agriculture.
Used in Medicinal Products:
(1-NAPHTHOYLAMINO)ACETIC ACID is used as a potential antioxidant and anti-inflammatory agent. Its properties indicate potential uses in medicinal products for treating various conditions.
Used in Cosmetic Products:
(1-NAPHTHOYLAMINO)ACETIC ACID is used as a potential ingredient in cosmetic products due to its antioxidant and anti-inflammatory properties, which can contribute to skin health and protection.
Further research is needed to fully understand the range of applications and potential benefits of (1-NAPHTHOYLAMINO)ACETIC ACID, as its potential uses in various industries are still being explored.

InChI:InChI=1/C13H11NO3/c15-12(16)8-14-13(17)11-7-3-5-9-4-1-2-6-10(9)11/h1-7H,8H2,(H,14,17)(H,15,16)

Upstream product

• 56-40-6 glycine 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 101090-27-1 N-[1]naphthoyl-glycine ethyl ester 

Relevant academic research and scientific papers

Synthesis and characterization of 4-ethoxymethylene-2-[1]-naphthyl-5(4H)-oxazolone and its fluorescent amino acid derivatives

4-Ethoxymethylene-2-[1]-naphthyl-5(4H)-oxazolone 1b was synthesized from 1-naphthoyl-glycine and triethyl orthoformate as a fluorescent analogue of the hapten 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone. A simple and general method has been devised to prepare conjugates of type 6 between 1b and amines and amino acids by direct reaction. Compounds 6 are stable in solid form and in aqueous solution at 20°C, but are a mixture of two isomers. 1H- and 13C-NMR experiments on model compounds have identified the more stable isomer. Comparative analysis of fluorescence properties of 1b and of amino acid derivatives has identified the spectral properties of two chromophores. An intense and pH-sensitive emission band centered at λ=460 nm (λex=360 nm) in aqueous solution has been discovered. This feature might be useful for monitoring cellular compartments of different pH.

Novel naphthylamide derivatives as dual-target antifungal inhibitors: Design, synthesis and biological evaluation

Fungal infections have become a serious medical problem due to the high infection rate and the frequent emergence of drug resistance. Squalene epoxidase (SE) and 14α-demethylase (CYP51) are considered as the important antifungal targets, they can show the synergistic effect on antifungal therapy. In the study, a series of active fragments were screened through the method of De Novo Link, and these active fragments with the higher Ludi_Scores were selected, which can show the obvious binding ability with the dual targets (SE, CYP51). Subsequently, three series of target compounds with naphthyl amide scaffolds were constructed by connecting these core fragments, and their structures were synthesized. Most of compounds showed the antifungal activity in the treatment of pathogenic fungi. It was worth noting that compounds 10b-5 and 17a-2 with the excellent broad-spectrum antifungal properties also exhibited the obvious antifungal effects against drug-resistant fungi. Preliminary mechanism study has proved these target compounds can block the biosynthesis of ergosterol by inhibiting the activity of dual targets (SE, CYP51). Furthermore, target compounds 10–5 and 17a-2 with low toxicity side effects also demonstrated the excellent pharmacological effects in vivo. The molecular docking and ADMET prediction were performed, which can guide the optimization of subsequent lead compounds.

Synthesis and DNA cleavage evaluation of epoxypiperidine derivatives bearing a dehydroamino acid unit

Epoxypiperidine derivatives bearing a dehydroamino acid unit were designed and synthesized as novel DNA alkylating agents based on the structure of azinomycins. A relaxation assay of plasmid DNA revealed that the epoxypiperidine derivative 3 has a DNA cle

Relative Structure-Inhibition Analyses of the N-Benzoyl and N-(Phenylsulfonyl) Amino Acid Aldose Reductase Inhibitors

A number of N-benzoyl amino acids were synthesized and tested to compare structure-inhibition relationships with the isosteric N-(phenylsulfonyl) amino acid (PS-amino acid) aldose reductase inhibitors.Inhibition analyses with these series reveals that their kinetic mechanisms of inhibition are similar, but that significant differences in structure-inhibition relationships exist.For example, while the PS-alanines and PS-2-phenylglycines produce enantioselective inhibition (S > R), no consistent pattern of enantioselectivity is observed with the isosteric N-benzoylalanines and 2-phenylglycines.Also, N-methyl and N-phenyl substitution in the PS-amino acid series does not substantially alter inhibitory activity, while similar substitutions in the N-benzoyl series (particularly N-phenyl) results in a significant increase in inhibitory activity.Proton NMR analysis of the N-benzoylsarcosines reveals that these compounds exist as a mixture of rotamers in solutions including the enzyme assay buffer and that the preferred conformer is one in which the carboxymethyl moiety is trans to the aromatic ring.Similar analyses with the N-benzoyl-N-phenylglycines demonstrate that these derivatives exist exclusively in the trans rotameric conformation in solution.No such N-substituent effects on conformation were observed in the PS-amino acid series.These results suggest that the differences in structure-inhibition trends between these structurally related series may result from the effect of substituents on preferred conformation.

Composition containing a penem or carbapenem antibiotic and the use of the same

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially.

Composition containing a penem or carbapenem antibiotic

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. The composition may be prepared by simple mixing.

SYNTHESIS AND SPECTRAL-LUMINISCENCE PROPERTIES OF 2-ARYL-4-BENZYLIDENE-5-OXAZOLONES

A number of 2-aryl-4-benzylidene-5-oxazolones was obtained by condensation of benzaldehyde with N-acylglycines.The absorption and fluorescence spectra in chloroform at 77 deg K were measured.The spectral characteristics of the investigated and previously

LUMINESCENCE PROPERTIES OF COMPOUNDS CONTAINING BOTH 2,5-DIARYLOXAZOLE AND 5-OXAZOLE UNITS.

Compounds which contain the 2,5-diaryloxazole unit in addition to the oxazolone ring are analyzed concerning the effect of this structural modification on the fluorescence properties of luminophores of the oxazolone series in the solid state and, in view of the intense emission of 2,5-diaryloxazoles in solution, the possibility of preparing 5-oxazolone derivatives that fluoresce in organic solvents is examined.