5438-74-4

Usage

Uses

Used in Agriculture:
4-Bromo-1-naphthaleneacetic acid is used as a plant growth regulator for its ability to stimulate root formation and prevent premature fruit drop in certain crops. It is applied to enhance the growth and yield of various agricultural crops.
Used in Research:
4-Bromo-1-naphthaleneacetic acid is used as a research chemical to study its potential applications in promoting plant growth and development. It helps researchers understand the mechanisms of action of plant hormones and their role in crop production.
It is important to handle 4-Bromo-1-naphthaleneacetic acid with care, as it may have toxic effects if mishandled or ingested. Proper safety measures should be taken during its use to minimize any potential risks.

InChI:InChI=1/C12H9BrO2/c13-11-6-5-8(7-12(14)15)9-3-1-2-4-10(9)11/h1-6H,7H2,(H,14,15)

Upstream product

• 86-87-3 naphth-1-yl acetic acid 
• 3163-27-7 2-(bromomethyl)naphthalene 
• 90-12-0 1-Methylnaphthalene 
• 79996-99-9 1-bromo-4-bromomethyl-naphthalene 
• 90-11-9 1-Bromonaphthalene 
• 79-11-8 chloroacetic acid 
• 108-24-7 acetic anhydride 
• 30098-50-1 2-(4-bromonaphth-1-yl)acetonitrile 

Downstream Products

• 86-87-3 naphth-1-yl acetic acid 
• 4022-43-9 2-(4-phenylnaphthalen-1-yl)acetic acid 
• 34841-59-3 ethyl 2-(4-bromonaphthalen-1-yl)acetate 
• 1423683-38-8 C₃₁H₂₅ClN₂O₅ 
• 1423683-36-6 C₃₃H₂₉ClN₂O₅ 

Relevant academic research and scientific papers

Catalytic Enantioselective Synthesis of Atropisomeric Biaryls: A Cation-Directed Nucleophilic Aromatic Substitution Reaction

A catalytic enantioselective nucleophilic aromatic substitution reaction which yields axially chiral biaryl derivatives in excellent yields with e.r. values of up to 97:3 has been developed. This process uses a chiral counterion to direct the addition of thiophenolate to a prochiral dichloropyrimidine by a tandem desymmetrization/kinetic resolution mechanism. The products can be derivatized to a range of atropisomeric structures without any reduction in enantioenrichment, thus offering access to unexplored chiral biaryl architectures.

LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS

Compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or diagnose diseases, disorders, or conditions associated with one or more of the lysophosphatidic acid receptors are provided.

Rational design of a pirinixic acid derivative that acts as subtype-selective PPARγ modulator

Peroxisome proliferator-activated receptor γ (PPARγ) is involved in glucose and lipid homeostasis. PPARγ agonists are in clinical use for the treatment of type 2 diabetes. Lately, a new class of selective PPARγ modulators (SPPARγMs) was developed, which are believed to show less side effects than full PPARγ agonists. We have previously shown that α-substitution of pirinixic acid, a moderate agonist of PPARα and PPARγ, leads to low micromolar active balanced dual agonists of PPARα and PPARγ. Herein we present modifications of pirinixic acid leading to subtype-selective PPARγ agonists and furthermore the development of a selective PPARγ modulator guided by molecular docking studies.

Photochemistry of 2-(1-naphthyl)-2H-azirines in matrixes and in solutions: Wavelength-dependent C-C and C-N bond cleavage of the azirine ring

The photochemistry of 3-methyl-2-(1-naphthyl)-2H-azirine (1a) was investigated by the direct observation of reactive intermediates in matrixes at 10 K and by the characterization of reaction products in solutions. As already reported, the photolysis of the azirine 1a with the short-wavelength light (>300 nm) caused the C-C bond cleavage of the 2H-azirine ring to produce the nitrile ylide 2. However, the products derived from the C-N bond cleavage were exclusively obtained in the irradiation of 1a with the long-wavelength light (366 nm) both in matrixes and in solutions. When 1a was irradiated in the presence of O2 with the long-wavelength light, acetonitrile oxide (6) was produced through the capture of the biradical 4 generated by the C-N bond cleavage of 1a with O2. An introduction of a nitro group into the naphthyl ring of 1a resulted in an acceleration of the decomposition in the long-wavelength irradiation and an extension of the wavelength region where the products derived from the C-N bond cleavage were selectively obtained. On the basis of molecular orbital calculations with the INDO/S method, the reason for the wavelength-dependent selective C-C and C-N bond cleavage of the azirine ring of 1a is discussed.

Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: Further refinement of tentative pharmacophore group

Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (-)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective antifungal activity against the filamentous strains of Absidia corymbifera and Aspergillus fumigatus. On the other hand, the influence of the lenghth of the alkyl chain at C(5) was marginal. The antifungal effect of the most active compound against the above strains was higher than that of ketoconazole, and close to that of amphotericin B. In order to verify the hypothesis about a possible relationship between the Michael-accepting ability of the compounds and their antifungal activity, a series of simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, was prepared and subjected to antifungal activity assay as well.