948-03-8

Basic information

• Product Name: METHYL 1-HYDROXY-2-NAPHTHOATE
• Synonyms: 1-hydroxy-2-naphthalenecarboxylicacimethylester;1-Hydroxy-2-naphthalenecarboxylic acid methyl ester;1-hydroxynaphthalene-2-carboxylic acid methyl ester;methyl 1-hydroxynaphthalene-2-carboxylate;2-Naphthalenecarboxylic acid, 1-hydroxy-, Methyl ester;Methyl 1-hydroxy-2-naphthoate 98%;AON METHYL ESTER;METHYL 1-HYDROXY-2-NAPHTHOATE
• CAS NO: 948-03-8
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21
• EINECS: 213-434-2
• Product Categories: C12 to C63;Carbonyl Compounds;Esters;Aromatic Building Blocks
• Mol File: 948-03-8.mol

Chemical Properties

• Melting Point: 76-80 °C(lit.)
• Boiling Point: 330.5°Cat760mmHg
• Flash Point: 142.5°C
• Appearance: /
• Density: 1.264g/cm³
• Vapor Pressure: 8.59E-05mmHg at 25°C
• Refractive Index: 1.642
• PKA: 8.09±0.50(Predicted)
• CAS DataBase Reference: METHYL 1-HYDROXY-2-NAPHTHOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 1-HYDROXY-2-NAPHTHOATE(948-03-8)
• EPA Substance Registry System: METHYL 1-HYDROXY-2-NAPHTHOATE(948-03-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 948-03-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 1-HYDROXY-2-NAPHTHOATE is used as a starting reagent for the synthesis of axially chiral benzimidazole derivatives, which are important in the development of pharmaceuticals with unique biological activities and potential therapeutic applications.
Used in Organic Synthesis:
METHYL 1-HYDROXY-2-NAPHTHOATE is used as a precursor in the synthesis of aza-mollugin derivatives, such as azamollugin, 2-desmethyl-azamollugin, and 2,2-didesmethyl-azamollugin. These compounds have potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science, due to their unique chemical properties and potential biological activities.

InChI:InChI=1/C12H10O3/c1-15-12(14)10-7-6-8-4-2-3-5-9(8)11(10)13/h2-7,13H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 86-48-6 1-hydroxy-2-naphthoic acid 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 1194-57-6 2-thiophthalide 
• 292638-85-8 acrylic acid methyl ester 
• 3709-20-4 dimethyl 2-phenyl-1,1-cyclopropanedicarboxylate 
• 95448-04-7 methyl 1-hydroxy-3,4-dihydronaphthalene-2-carboxylate 
• 60696-09-5 4-hydroxy-2-methoxycarbonyltetralone 
• 90-15-3 α-naphthol 
• 79-22-1 methyl chloroformate 
• 201230-82-2 carbon monoxide 
• 179735-85-4 (E)-4-(2-Iodo-phenyl)-but-2-enoic acid methyl ester 
• 7664-93-9 sulfuric acid 

Downstream Products

• 50495-91-5 1-(N-[1]naphthyl-benzimidoyloxy)-[2]naphthoic acid methyl ester 
• 51431-87-9 2-(diphenylmethylene)-1(2H)-naphthalenone 
• 7732-44-7 1-hydroxynaphthalene-2-carbohydrazide 
• 32863-40-4 1-hydroxy-[2]naphthohydroxamic acid 
• 503469-16-7 1-(1-hydroxynaphth-2-yl)-3-(morpholin-4-yl)-propane-1,3-dione 
• 1312424-98-8 methyl 1-(2-aminophenylamino)-2-naphthoate 
• 1312425-00-5 1-(1H-benzo[d]imidazol-1-yl)-N-((S)-2-hydroxy-1-phenylethyl)-2-naphthamide 

Relevant articles and documents

Structural insight into the anion-water cluster: Stabilised by alcohol and carboxylic acid containing tripodal ligand

A new flexible N-bridged, unsymmetrical, water-soluble tripodal ligand (L) bearing alcohol and carboxylic acid groups has been synthesised and its solid-state interaction with anions has been investigated. The fully deprotonated ligand encapsulates a sodium cation in a half cryptand bowl-shaped cavity (1). The chloride complex 2, contains a cyclohexane-like water cluster incorporating ligand OH groups. However, complexes with bromide and nitrate (3 and 4) are dimeric. Tetrahedral clusters containing two water molecules and two anions were found in complexes 3 and 4. Perchlorate complex 5 forms perchlorate-methanol adducts. Complex 1 forms a hydrophilic cation-water channel and complexes 2-4 form anion-water channels between the hydrophobic layers of the naphthalene moieties. Complexes 2, 5 and 3, 4 are isostructural in nature having similar packing structures.

Extending Cross Metathesis to Identify Selective HDAC Inhibitors: Synthesis, Biological Activities, and Modeling

Dissymmetric cross metathesis of alkenes as a convergent and general synthetic strategy allowed for the preparation of a new small series of human histone deacetylases (HDAC) inhibitors. Alkenes bearing Boc-protected hydroxamic acid and benzamide and trityl-protected thiols were used to provide the zinc binding groups and were reacted with alkenes bearing aromatic cap groups. One compound was identified as a selective HDAC6 inhibitor lead. Additional biological evaluation in cancer cell lines demonstrated its ability to stimulate the expression of the epithelial marker E-cadherin and tumor suppressor genes like SEMA3F and p21, suggesting a potential use of this compound for lung cancer treatment. Molecular docking on all 11 HDAC isoforms was used to rationalize the observed biological results.

Fluorescence turn on sensor for sulfate ion in aqueous medium using tripodal-Cu2+ ensemble

We report the selective recognition of sulfate anion in aqueous medium at biological pH 7.2 over the other interfering anions based on naphthoic acid bearing tripodal ligand by applying fluorescence turn off-on mechanism. The carboxylic acid groups in the ligand enhance the solubility in water and enable it to form complex with copper salt. Thus formed L-Cu2+ ensemble quench the fluorescence of the parent ligand and in turn recognize sulfate anion via revival of fluorescence intensity. The 1:2 stoichiometry was confirmed by ESI mass spectral data and Job's plot. The average binding constant was found to be 6.2∈×∈108 M-2. [Figure not available: see fulltext.]

Novel Thermal Rearrangement of 1-Alkoxycarbonyl-2-aryl-cyclopropanes

2-Arylcyclopropanes substituted with either one acyl and one alkoxycarbonyl or two alkoxycarbonyl groups on C-1 yield 2-carbonyl-1-naphthol derivatives upon thermolysis at temperatures in the range 210-340 deg C in an unprecedented rearrangement of the cyclopropane ring.

CFTR-MODULATING ARYLAMIDES

The present disclosure relates to heterocyclic compounds, pharmaceutically acceptable salts thereof, and pharmaceutical preparations thereof. Also described herein are compositions and the use of such compounds in methods of treating diseases and conditions mediated by deficient CFTR activity, in particular cystic fibrosis.

Controlling the Gold(I)-Catalyzed 1,5-Allenene Reaction: Construction of Fused Rings with Excellent Diastereoselectivity

In the present study, the gold(I)-catalyzed reaction of 1,5-allenenes was controlled in such a way that instead of a [2 + 3] cycloaddition, a 5-exo-cyclization with the formation of a carbocation occurred. The latter could be trapped with both oxygen and carbon nucleophiles. In the investigated system, fused tricyclic frameworks with three contiguous stereocenters with excellent chemo- and diastereoselectivity in up to 95% yield were obtained.

Visible-Light-Mediated Stereoselective 1,2-Iodoalkylation of Alkynes

A visible-light-mediated and photocatalyst/initiator-free addition to alkynes has been developed. An atom transfer radical addition (ATRA) mechanistic afforded a broad scope of valuable iodo-substituted alkenyl derivatives with high E/Z-selectivities, which are versatile intermediates for the synthesis of various tri- and tetra- substituted alkenes. (Figure presented.).

Condensed fluorene derivative comprising heterocyclic ring

The present invention relates to a condensed fluorene derivative comprising a heterocyclic ring and, more particularly, to an intermediate product for manufacturing a heterocyclic ring compound which can show excellent luminance and luminous efficiency when used as an organic light emitting material, while exhibiting excellent element characteristics with a long lifespan.COPYRIGHT KIPO 2020

BENZOISOQUINOLINONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS

The present invention is directed to substituted benzoisoquinolinone compounds, their salts, pharmaceutical compositions comprising them and their use in therapy. In particular, the invention is directed substituted benzoisoquinolinone compounds which are muscarinic M1 receptor positive allosteric modulators. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which M1 receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which M1 receptors are involved.

Organic light-emitting diode with high efficiency

The present disclosure relates to an organic light-emitting diode exhibiting high luminance efficiency, low-voltage operation, and long lifespan and, more particularly, to an organic light-emitting diode, comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer and an electron density control layer sequentially arranged between the first electrode and the second electrode wherein the light-emitting layer includes at least one of the amine compounds represented by Chemical Formula A or B and the electron density control layer includes at least one of the compounds represented by Chemical Formulas F to H. The structures of Chemical Formulas A, B, and F to H are as described in the specification.