76673-34-2

Basic information

• Product Name: 3-(4-Methylnaphthalen-1-yl)propanoic acid
• Synonyms: 3-(4-Methylnaphthalen-1-yl)propanoic acid;3-(4-Methyl-1-naphthyl)propanoic acid
• CAS NO: 76673-34-2
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.25976
• Mol File: 76673-34-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 394.9°C at 760 mmHg
• Flash Point: 291.7°C
• Appearance: /
• Density: 1.165g/cm³
• Vapor Pressure: 6.07E-07mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• PKA: 4.59±0.10(Predicted)
• CAS DataBase Reference: 3-(4-Methylnaphthalen-1-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Methylnaphthalen-1-yl)propanoic acid(76673-34-2)
• EPA Substance Registry System: 3-(4-Methylnaphthalen-1-yl)propanoic acid(76673-34-2)

Safety Data

• Hazardous Substances Data: 76673-34-2(Hazardous Substances Data)

Usage

Description

3-(4-methylnaphthalen-1-yl)propanoic acid is an organic compound characterized by a naphthalene ring with a methyl group at the 4-position and a propanoic acid side chain. It is known for its unique chemical properties and potential applications in various industries.

Uses

Used in Chemical Synthesis:
3-(4-methylnaphthalen-1-yl)propanoic acid is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure allows for versatile chemical reactions and modifications, making it a valuable building block in the development of new molecules.
Used in Pharmaceutical Industry:
3-(4-methylnaphthalen-1-yl)propanoic acid is used as a starting material for the preparation of pharmaceutical compounds with potential therapeutic applications. Its ability to interact with biological targets and modulate their activity makes it a promising candidate for the development of new drugs.
Used in Preparation and Formation of Sodium Salt:
3-(4-methylnaphthalen-1-yl)propanoic acid is used in the preparation and formation of its sodium salt, which can have improved solubility and stability compared to the free acid form. This sodium salt can be utilized in various applications, such as in the pharmaceutical industry for drug delivery or in other industries where enhanced properties are desired.

InChI:InChI=1/C14H14O2/c1-10-6-7-11(8-9-14(15)16)13-5-3-2-4-12(10)13/h2-7H,8-9H2,1H3,(H,15,16)

Upstream product

• 76673-35-3 3-(1,4-dihydro-1,4-epidioxy-4-methyl-1-naphthyl)propionic acid 

Downstream Products

• 109986-15-4 3-(4-methylnaphth-1-yl)-1-phenylpropanone 
• 79623-09-9 8-methyl-6,7-benzo-1-oxaspiro<5.4>deca-6,8-diene-2,10-dione 
• 76673-35-3 3-(1,4-dihydro-1,4-epidioxy-4-methyl-1-naphthyl)propionic acid 
• 109986-12-1 3-(4-methylnaphth-1-yl)propionyl chloride 
• 17991-22-9 4-(4-methylnaphth-1-yl)butan-2-one 
• 109986-14-3 1-(4-methylnaphth-1-yl)heptan-3-one 
• 141620-45-3 Methyl 3-(4-methyl-1-naphthyl)propionate 
• 408309-92-2 6-methyl-2,3-dihydro-phenalen-1-one 

Relevant articles and documents

Induction of ferroptosis by singlet oxygen generated from naphthalene endoperoxide

Singlet oxygen causes a cytotoxic process in tumor cells in photodynamic therapy (PDT) and skin photoaging. The mechanism responsible for this cytotoxicity is, however, not fully understood. 1-Methylnaphthalene-4-propionate endoperoxide (MNPE) is a cell-permeable endoperoxide that generates pure singlet oxygen. We previously reported that cell death induced by MNPE did not show the typical profile of apoptosis, and the cause of this cell death remains elusive. We report herein on an investigation of the mechanism for MNPE-induced cell death from the view point of ferroptosis. The findings indicate that the MNPE treatment decreased the viabilities of mouse hepatoma Hepa 1-6 cells in vitro, and that this decrease was accompanied by increases in the concentrations of both intracellular ferrous iron and the level of lipid peroxidation, but that the caspase-mediated apoptotic pathway was not activated. The intracellular levels of cysteine and glutathione were not affected by the MNPE treatment. Importantly, an assay of lactate dehydrogenase activity revealed that the cell death caused by MNPE was suppressed by ferrostatin-1, a ferroptosis-specific inhibitor. Collectively, these results strongly indicate that ferroptosis is the main cell death pathway induced by singlet oxygen.

Toxicity of singlet oxygen generated thermolytically in Escherichia coli

Three water-soluble devivatives of naphthalene endoperoxide were prepared to examine the toxicity of singlet oxygen towards Escherichia coli. On incubation without irradiation, these endoperoxides produce singlet oxygen thermolytically in a dose-dependent manner. The amount of singlet oxygen produced per unit time can be controlled by varying both the incubation temperature and the number of methyl substituents of the naphthalene endoperoxide derivatives. 3-(1,4-Dihydro-1,4-epidioxy-4-methyl-1-naphthyl)propionic acid (EP-1), one of the derivatives, inhibited E. coli growth dose- and incubation temperature-dependently and caused E. coli lethality. Furthermore, EP-1 did not induce superoxide dismutase or catalase in E. coli even when the cells were incubated in nutritionally rich medium containing trypticase/soy/yeast extract. Singlet oxygen, one of the reactive oxygen species, did not act as a signal for induction of superoxide dismutase and catalase, in contrast to the actions of superoxide and hydrogen peroxide.