115514-10-8

Basic information

• Product Name: METHYL 3-(4-BUTOXYPHENYL)PROPIONATE
• Synonyms: METHYL 3-(4-BUTOXYPHENYL)PROPIONATE
• CAS NO: 115514-10-8
• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31
• Mol File: 115514-10-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 3-(4-BUTOXYPHENYL)PROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-(4-BUTOXYPHENYL)PROPIONATE(115514-10-8)
• EPA Substance Registry System: METHYL 3-(4-BUTOXYPHENYL)PROPIONATE(115514-10-8)

Safety Data

• Hazardous Substances Data: 115514-10-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 3243-41-2 3-(p-butoxyphenyl)propionic acid 
• 542-69-8 1-iodo-butane 
• 5597-50-2 3-(4-hydroxyphenyl)propionic acid methyl ester 
• 501-97-3 4-hydroxyphenylpropionic acid 

Downstream Products

• 92101-88-7 3-(4-butoxyphenyl)-1-propanol 
• 89790-07-8 3-(p-butoxyphenyl)propionohydrazine 
• 115514-11-9 3-(4-butoxyphenyl)propanal 
• 115514-12-0 4-(4-butoxyphenyl)2-butanol 
• 115514-13-1 4-(4-butoxyphenyl)-2-butanone 
• 1021111-43-2 4-(4-Butoxy-phenyl)-butan-2-one oxime 
• 115513-88-7 N-hydroxy-N-[3-(4-butoxyphenyl)propyl]acetamide 
• 115513-90-1 N-hydroxy-N-[1-methyl-3-(4-butoxyphenyl)propyl]acetamide 

Relevant articles and documents

Structure-activity relationships of phenylpropanoids as antifeedants for the pine weevil Hylobius abietis

Ethyl cinnamate has been isolated from the bark of Pinus contorta in the search for antifeedants for the pine weevil, Hylobius abietis. Based on this lead compound, a number of structurally related compounds were synthesized and tested. The usability of the Topliss scheme, a flow diagram previously used in numerous structure-activity relationship (SAR) studies, was evaluated in an attempt to find the most potent antifeedants. The scheme was initially followed stepwise; subsequently, all compounds found in the scheme were compared. In total, 51 phenylpropanoids were tested and analyzed for SARs by using arguments from the field of medicinal chemistry (rational drug design). Individual Hansch parameters based on hydrophobicity, steric, and electronic properties were examined. The effects of position and numbers of substituents on the aromatic ring, the effects of conjugation in the molecules, and the effects of the properties of the parent alcohol part of the esters were also evaluated. It proved difficult to find strong SARs derived from single physicochemical descriptors, but our study led to numerous new, potent, phenylpropanoid antifeedants for the pine weevil. Among the most potent were methyl 3-phenylpropanoates monosubstituted with chloro, fluoro, or methyl groups and the 3,4-dichlorinated methyl 3-phenylpropanoate.

Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach

Antifeedant activity of mainly phenylpropanoic, cinnamic, and benzoic acids esters was tested on the pine weevil, Hylobius abietis (L.). Of 105 compounds screened for activity, 9 phenylpropanoates, 3 cinnamates, and 4 benzoates were found to be highly active antifeedants. To understand the structure-activity relationships of these compounds, a multivariate analysis study was performed. A number of molecular and substituent descriptors were calculated and correlated to results from two-choice feeding tests with H. abietis. Three local models were developed that had good internal predictive ability. External test sets showed moderate predictivity. In general, low polarity, small size, and high lipophilicity were characteristics for compounds having good antifeedant activity.

Design of Inhibitors from the Three-Dimensional Structure of Alcohol Dehydrogenase. Chemical Synthesis and Enzymatic Properties

Inhibitors of liver alcohol dehydrogenase were designed from the three-dimensional structure of the enzyme.The ligand to the catalytic zinc ion is an amide group or, better, a formamide group.With the latter function, a hydrogen bond between the NH group and the hydroxyl group of Ser-48 may be formed.The hydrophobic substrate binding site brings structural restraints. α-ω bifunctional molecules show good inhibitory properties possibly due to the interactions with polar residues at the entrance of the substrate binding site.