1929-87-9

Usage

Uses

Used in X-ray Sensitive Acid-Generator Applications:
(2-NAPHTHOXY)ACETIC ACID METHYL ESTER is used as an acid-generator in the production of X-ray sensitive materials. Its acidic nature allows it to generate acids upon exposure to X-rays, which is crucial for the development of X-ray films and other imaging applications.
Used in Agricultural Industry:
(2-NAPHTHOXY)ACETIC ACID METHYL ESTER is used as a synergistic component in selective herbicide mixtures. Its application in this industry aids in enhancing the effectiveness of herbicides, leading to better weed control and improved crop yields. The synergistic effect of (2-NAPHTHOXY)ACETIC ACID METHYL ESTER with other herbicides allows for more targeted and efficient weed management, reducing the need for higher concentrations of potentially harmful chemicals.

InChI:InChI=1/C13H12O3/c1-15-13(14)9-16-12-7-6-10-4-2-3-5-11(10)8-12/h2-8H,9H2,1H3

Upstream product

• 120-23-0 (2-naphthoyl)oxyacetic acid 
• 67-56-1 methanol 
• 96-32-2 bromoacetic acid methyl ester 
• 135-19-3 β-naphthol 

Downstream Products

• 36304-47-9 1-(2-naphthyloxyacetyl)hydrazine 
• 1259569-18-0 C₂₈H₂₄N₄O₄ 
• 1259569-17-9 C₂₇H₂₂N₄O₃ 
• 1259569-19-1 C₂₈H₂₄N₄O₃ 
• 107491-95-2 (S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid methyl ester 
• 120-23-0 (2-naphthoyl)oxyacetic acid 

Relevant academic research and scientific papers

Thermally Triggered Isomerization in a Naphthalene-Based Acylhydrazone with Solid-State Optical Nonlinearity Response

Under the assistance of the state-of-the-art meta-dynamics simulations, in this contribution, we report a push-pull-type acylhydrazone 4(Z) ([Z)-2-(naphthalen-2-yloxy)-N'-(pyridine-2-ylmethylene)acetohydrazide] connecting an electron-donating naphthalene ether group with an accepting pyridyl unit, which could be thermally converted to its configurational isomer 4(E) ([E)-2-(naphthalen-2-yloxy)-N'-(pyridine-2-ylmethylene)acetohydrazide]. The thermally triggered Z-to-E configurational isomerization not only involves up to five chemical bonds undergoing 180° rotation in the backbone of acylhydrazone, but changes the crystal packing symmetry from a centrosymmetric space group to a non-centrosymmetric one. Most impressively, the acentric crystal arrangement of 4(E) exhibits a second-harmonic generation (SHG) active response, about 2.5 times than that of KH2PO4 (KDP) standard.

2-Oxo-1,2-ethylenedioxy group as a linker for solution-, liquid-, and solid-phase syntheses to discover drug-like small molecules

2-Oxo-1,2-ethylenedioxy (2-OED) functionality has been prepared on a soluble MPEG polymer and solid (HM resin and Lanterns) supports as platforms for discovery of drug-like small molecules. The functionality is cleaved either by Yb(OTf)3 or TMSCHN2 in MeOH, or by various amines to release small molecules synthesized on the platform in good yield. Application of these platforms aiming for discovery of potent agonists for growth hormone secretagogue is reported by using the Ugi four-component coupling reaction.

Dual Fluorescence Response of Newly Synthesized Naphthalene Appended Calix[4]arene Derivative towards Cu2+ and I?

In the present work new naphthalene appended calix[4]arene (NAC4) i.e. 5,11,17,23-tetra-tert-butyl-25,27-di((2-amido(1-naphthlene)ethyl)-26,28-dihydroxy calix[4]arene (6) was designed and successfully synthesized. NAC4 was characterized by 1HNM

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

SELECTIVE NON-CYCLIC NUCLEOTIDE ACTIVATORS FOR THE CAMP SENSOR EPAC1

The invention relates generally to novel EPAC1 activators, such as Formula (I) and (II) and the preparation thereof as well as the use of EPAC1 activators disclosed herein as to selectively activate EPAC1 in cells.

Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators

Exchange proteins directly activated by cAMP (EPAC) play a central role in various biological functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, we report the synthesis and biochemical evaluation of a series of noncyclic nucleotide EPAC1 activators. Several potent EPAC1 binders were identified including 25g, 25q, 25n, 25u, 25e, and 25f, which promote EPAC1 guanine nucleotide exchange factor activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity toward EPAC over protein kinase A and G protein-coupled receptors. Moreover, 25e, 25f, 25n, and 25u exhibited improved selectivity toward activation of EPAC1 over EPAC2 in cells. Of these, 25u was found to robustly inhibit IL-6-activated signal transducer and activator of transcription 3 (STAT3) and subsequent induction of the pro-inflammatory vascular cell adhesion molecule 1 (VCAM1) cell-adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacological tools for elucidation of EPAC function and promising drug leads for the treatment of relevant human diseases.

Synthesis, biological evaluation and molecular modeling study of 3,4-disubstituted 5-mercapto-1,2,4-triazoles

Based on the outcome of computational docking to the active site of cytochrome P450 14α-demethylase (CYP51), diverse 3,4-disubstituted 5-mercapto-1,2,4-triazoles were prepared and screened for antioxidant and antifungal activities. The docking study of synthesized compounds showed promising binding affinity towards docked enzyme, sterol 14α-demethylase(CYP51) from trypanosome cruzi obtained from a RCSB protein data bank (PDB ID: 3KHM). The synthesized compounds were characterized by IR, 1H NMR and Mass spectral data. Among the novel synthesized compounds IV-6, IV-1 and IV-2 showed maximum antifungal activity against A. Niger and C. albicans organism when compared the standard fluconazole. For antioxidant activity, all the compounds showed moderate activity but compound IV-6 and IV-7 showed significant activity when compared to standard ascorbic acid.

Syntheses of biologically active 1-(substituted aminomethyl)- 3-(2′-naphthoxyacetylhydrazono)indolin-2-ones

2-Naphthoxyacetic acid hydrazide (1) was condensed with indole- 2,3-dione in ethanol to yield 3-(2′-naphthoxyacetylhydrazono)indolin- 2-one (2) which on aminomethylation with formaldehyde and different amines furnished 1-(substituted aminomethyl)-3-(2′-naphthoxyacetyl hydrazono)indolin-2- ones. The structures of the newly synthesized compounds have been established by analytical and spectral methods. These compounds have shown promising biological activity.

An efficient synthesis of benzofurans and their application in the preparation of natural products of the genus Calea

The intramolecular cyclization of the β-substituted olefins methyl 2-aryloxy-3-dimethylaminopropenoates 3a-3f catalyzed by Lewis acids leads to a short and novel synthesis of benzofurans 2a-2f. When the olefins 4-dimethylamino-3-aryloxy-3-buten-2-ones 4a-4f were used, the cyclization process was faster and provided the corresponding substituted 2-acetylbenzofurans 1a-1f. Among the latter, naturally occurring compounds calebertin (1a), caleprunin A (1b), and caleprunin B (1c) were prepared in good overall yields. These benzofurans were also obtained by direct treatment under MW irradiation of the precursors 1-aryloxypropan-2-ones 7a-7c with DMFDMA, followed by addition of the catalyst, resulting in a route that was one step shorter.