1105703-75-0

Basic information

• Product Name: C₁₃H₁₆O₃
• Synonyms: C₁₃H₁₆O₃
• CAS NO: 1105703-75-0
• Molecular Weight: 220.268
• Mol File: 1105703-75-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₃H₁₆O₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₃H₁₆O₃(1105703-75-0)
• EPA Substance Registry System: C₁₃H₁₆O₃(1105703-75-0)

Safety Data

• Hazardous Substances Data: 1105703-75-0(Hazardous Substances Data)

Upstream product

• 5703-26-4 4-Methoxyphenylacetaldehyde 
• 105-36-2 ethyl bromoacetate 
• 104-01-8 4-Methoxyphenylacetic acid 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 824-94-2 p-methoxybenzyl chloride 
• 140-88-5 ethyl acrylate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 

Downstream Products

• 201415-45-4 C₁₁H₁₂O₃ 
• 52244-70-9 4-(4-methoxyphenyl)butan-1-ol 
• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 
• 6836-19-7 7-Methoxy-1-tetralone 

Relevant articles and documents

Structure activity relationship exploration of 5-hydroxy-2-(3-phenylpropyl)chromones as a unique 5-HT2B receptor antagonist scaffold

Antagonists for the serotonin receptor 2B (5-HT2B) have clinical applications towards migraine, anxiety, irritable bowl syndrome, and MDMA abuse; however, few selective 5-HT2B antagonists have been identified. Previous studies from these labs identified a natural product, 5-hydroxy-2-(2-phenylethyl)chromone (5-HPEC, 2) as the first non-nitrogenous ligand for the 5-HT2B receptor. Studies on 5-HPEC optimization led to the identification of 5-hydroxy-2-(3-phenylpropyl)chromone (5-HPPC, 3), which showed a tenfold improvement in binding affinity over 2 at 5-HT2B. This study aimed to further improve receptor pharmacology of this unique scaffold. Guided by molecular modeling studies modifications at the C-3′ and C-4′ positions of 3 were made to probe their effects on ligand binding affinity and efficacy. Among the derivatives synthesized 5-hydroxy-2-(3-(3-cyanophenyl)propyl)chromone (5-HCPC, 3d) showed the most promise with a multifold improvement in binding affinity (pKi = 7.1 ± 0.07) over 3 with retained antagonism.

Borontribromide-mediated C-C bond formation in cyclic ketones: A transition metal free approach

Borontribromide (BBr3) is a well-known demethylating agent. The current investigation was focused on a new application of borontribromide as a C-C bond forming agent in cyclic ketones. In this study, borontribromide mediated C-C bond formation reactions of tetralones, chromenone, thiochromenone and indanones were explored. A methoxy group containing ketones showed selective C-C bond formation reaction instead of demethylation of the methoxy group. MM2 steric energy calculations for the final products showed that the reaction favored the formation of exo- or endo-cyclic double bond containing products, depending upon their low MM2 steric energy in a specific frame structure, as observed in X-ray crystallography. A comprehensive crystallographic and pi-stacking analysis of product 10a demonstrated the formation of 10a as an enantiomeric mixture, and its centre of inversion was stabilized by a set of three unique pi-pi interactions.