78515-16-9

Basic information

• Product Name: Methyl 5-formyl-2-methoxybenzoate
• Synonyms: methyl5-formyl-2-methoxybenzoate;Benzoic acid, 5-formyl-2-methoxy-, methyl ester;5-formyl-2-methoxybenzamide;EOS-61914;Eluxadoline Intermediate 3
• CAS NO: 78515-16-9
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18
• Product Categories: Acids and Derivatives;Carbonyl Compounds;API intermediates
• Mol File: 78515-16-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 86-87 °C
• Boiling Point: 332.268°C at 760 mmHg
• Flash Point: 148.155°C
• Appearance: /
• Density: 1.191g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Methyl 5-formyl-2-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-formyl-2-methoxybenzoate(78515-16-9)
• EPA Substance Registry System: Methyl 5-formyl-2-methoxybenzoate(78515-16-9)

Safety Data

• Hazardous Substances Data: 78515-16-9(Hazardous Substances Data)

Usage

Description

Methyl 5-formyl-2-methoxybenzoate is an organic compound that serves as a key intermediate in the synthesis of various pharmaceutical agents and bioactive molecules.

Uses

Used in Pharmaceutical Industry:
Methyl 5-formyl-2-methoxybenzoate is used as a chemical intermediate for the synthesis of peroxisome proliferator-activated receptor (PPAR) activators, which are a class of nuclear receptors involved in the regulation of cellular differentiation, development, and metabolism.
Additionally, Methyl 5-formyl-2-methoxybenzoate is used as a precursor in the preparation of 1,4-bis(3-hydroxycarbonyl-4-hydroxyl)styrylbenzene derivatives, which act as protein tyrosine phosphatase 1B (PTP1B) inhibitors. PTP1B is an enzyme implicated in the negative regulation of insulin signaling and has been identified as a potential therapeutic target for the treatment of type 2 diabetes and obesity.

InChI:InChI=1/C10H10O4/c1-13-9-4-3-7(6-11)5-8(9)10(12)14-2/h3-6H,1-2H3

Upstream product

• 41489-76-3 methyl-5-formyl-2-hydroxybenzoate 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 616-76-2 2-hydroxy-5-formylbenzoic acid 
• 69-72-7 salicylic acid 
• 75-75-2 methanesulfonic acid 
• 100-97-0 hexamethylenetetramine 
• 606-45-1 2-methoxybenzoic acid methyl ester 

Downstream Products

• 84923-70-6 5-formyl-2-methoxybenzoic acid 
• 78515-22-7 C₂₀H₂₀O₆ 
• 186312-71-0 5-[2,4-Dioxo-thiazolidin-(5E)-ylidenemethyl]-2-methoxy-benzoic acid methyl ester 
• 205248-59-5 methyl 5-(1-cyano-1-hydroxymethyl)-2-methoxybenzoate 
• 346691-70-1 (E,E)-1-bromo-2,5-bis-(3-methoxycarbonyl-4-methoxy)styrylbenzene 
• 354817-19-9 (Z,Z)-1-bromo-2,5-bis-(3-methoxycarbonyl-4-methoxy)styrylbenzene 
• 354817-21-3 (Z,E)-1-bromo-2,5-bis-(3-methoxycarbonyl-4-methoxy)styrylbenzene 
• 354817-20-2 (E,Z)-1-bromo-2,5-bis-(3-methoxycarbonyl-4-methoxy)styrylbenzene 
• 412909-30-9 5-(2,2-dimethoxy-ethyl)-2-methoxy-benzoic acid methyl ester 
• 191604-81-6 methyl 5-(hydroxymethyl)-2-methoxybenzoate 
• 760987-96-0 dimethyl 5,5'-[(1E,1'E)-(2-fluoro-1,4-phenylene)bis(ethene-2,1-diyl)]bis(2-methoxybenzoate) 
• 760988-01-0 C₂₆⁽¹³⁾C₂H₂₅BrO₆ 
• 7252-24-6 3-carbomethoxy-4-methoxybenzyl chloride 
• 24550-58-1 5-cyanomethyl-2-methoxybenzoic acid 

Relevant articles and documents

Electricity Driven 1,3-Oxohydroxylation of Donor-Acceptor Cyclopropanes: a Mild and Straightforward Access to β-Hydroxy Ketones

An unprecedented external oxidant-free electrochemical protocol for 1, 3-oxohydroxylation of donor-acceptor cyclopropane is disclosed. The strategy encompasses the activation of the labile π-electron cloud of the aryl ring to cleave the strained Csp3?Csp3 bond of cyclopropane to afford the β-hydroxy ketones via insertion of molecular oxygen. More significantly, based on the detailed mechanistic investigations and cyclic voltammetry experiments, a plausible mechanism is proposed.

Preparation method of methyl 5-formyl-2-methoxybenzoate

The invention discloses a preparation method of methyl 5-formyl-2-methoxybenzoate. The preparation method comprises following steps: (1), preparation of methyl-2-methoxybenzoate; (2), preparation of methyl 5-formyl-2-methoxybenzoate. With the adoption of the method for loading an aldehyde group by urotropine after ester formation, the total yield can be increased to about 90%, the utilization rateof the raw materials is greatly increased, the cost is low, the operation is simple and convenient, and industrialization is facilitated.

SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.