66924-20-7

Basic information

• Product Name: 3-BUTOXY-4-METHOXYBENZOIC ACID
• Synonyms: BUTTPARK 95\04-28;3-BUTOXY-4-METHOXYBENZOIC ACID
• CAS NO: 66924-20-7
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25
• Mol File: 66924-20-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 344.2°C at 760 mmHg
• Flash Point: 128°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 2.56E-05mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 3-BUTOXY-4-METHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BUTOXY-4-METHOXYBENZOIC ACID(66924-20-7)
• EPA Substance Registry System: 3-BUTOXY-4-METHOXYBENZOIC ACID(66924-20-7)

Safety Data

• Hazard Codes: C,Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 66924-20-7(Hazardous Substances Data)

Usage

General Description

3-Butoxy-4-methoxybenzoic acid is a chemical compound with the molecular formula C12H16O4. It is categorized as an arylcarboxylic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 3-BUTOXY-4-METHOXYBENZOIC ACID is known for its ability to act as a chemical intermediate in the production of UV absorbers and antioxidants. Additionally, it is utilized in the manufacture of dyes, pigments, and other organic compounds. 3-Butoxy-4-methoxybenzoic acid is also used as a component in the formulation of personal care products and as a stabilizer in polymers and coatings.

InChI:InChI=1/C12H16O4/c1-3-4-7-16-11-8-9(12(13)14)5-6-10(11)15-2/h5-6,8H,3-4,7H2,1-2H3,(H,13,14)

Upstream product

• 109-65-9 1-bromo-butane 
• 645-08-9 Isovanillic acid 
• 6702-50-7 3-hydroxy-4-methoxybenzoate 
• 621-59-0 isovanillin 
• 34127-96-3 3-butyloxy-4-methoxybenzaldehyde 
• 84981-47-5 methyl 3-(n-butoxy)-4-methoxybenzoate 

Downstream Products

• 110623-60-4 1-<3-(n-butoxy)-4-methoxybenzoyl>-2,4-dimethylthiosemicarbazide 
• 139488-51-0 5-<3-(n-butoxy)-4-methoxyphenyl>-3-methyl-2-methylimino-1,3,4-oxadiazole 
• 139488-45-2 3-(n-butoxy)-4-methoxybenzoyl chloride 

Relevant articles and documents

Discovery of N-hydroxy-3-alkoxybenzamides as direct acid sphingomyelinase inhibitors using a ligand-based pharmacophore model

Acid sphingomyelinase (ASM) has been shown to be involved in many physiological processes, emerging to be a promising drug target. In this study, we constructed a ligand-based pharmacophore model of ASM inhibitors and applied this model to optimize the lead compound α-mangostin, a known inhibitor of ASM. 23 compounds were designed and evaluated in vitro for ASM inhibition, of these, 10 compounds were found to be more potent than α-mangostin. This high hit ratio confirmed that the presented model is very effective and practical. The most potent hit, 1c, was found to selectively and competitively inhibit the enzyme and inhibit the generation of ceramide in a dose-dependent manner. Furthermore, 1c showed favorable anti-apoptosis and anti-inflammatory activity. Interactions with key residues and the Zn2+ cofactor of 1c were found by docking simulation. These results provide promising leads and important guidance for further development of efficient ASM inhibitors and drug candidates.

Discovery and structural modification of 1-phenyl-3-(1-phenylethyl)urea derivatives as inhibitors of complement

A series of 1-phenyl-3-(1-phenylethyl)urea derivatives were identified as novel and potent complement inhibitors through structural modification of the original compound from high-throughput screening. Various analogues (7 and 13-15) were synthesized and identified as complement inhibitors, with the introduction of a five- or six-carbon chain (7c, 7d, 7k, 7l, and 7o) greatly improving their activity. Optimized compound 7l has an excellent inhibition activity with IC50 values as low as 13 nM. We demonstrated that the compound 7l inhibited C9 deposition through the classical, the lectin, and the alternative pathways but had no influence on C3 and C4 depositions.

Influence of lateral alkoxy substitution on mesomorphic properties of copper complexes

Coordination complexes between copper and some lateral alkoxy chain-substituted N-(4-(4'-alkoxybenzoyloxy)salicylidene)-4-n-butylaniline have been synthesized.The lateral chain was introduced on the outer ring bearing the ester function.In the case of a 3,4-disubstitution, the mesomorphic behavior is related to the number of carbons in the terminal chain.If this is too small, the mesomorphic properties of the complexes disappear.In contrast, copper complexes are liquid crystalline and show more ordered phases by comparison with the free ligand.In case of a 2,4-disubstitution, the phases are nematic and the clearing temperatures are near room temperature, but the observed phases are essentially monotropic for the ligands, as well as for the complexes.Keywords: nematic / copper complex / lateral substitution / Schiff base