10036-20-1

Basic information

• Product Name: ETHYL 3-(3-CYANOPHENYL)PROPANOATE
• Synonyms: ETHYL 3-(3-CYANOPHENYL)PROPANOATE
• CAS NO: 10036-20-1
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Mol File: 10036-20-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 3-(3-CYANOPHENYL)PROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(3-CYANOPHENYL)PROPANOATE(10036-20-1)
• EPA Substance Registry System: ETHYL 3-(3-CYANOPHENYL)PROPANOATE(10036-20-1)

Safety Data

• Hazardous Substances Data: 10036-20-1(Hazardous Substances Data)

Usage

General Description

ETHYL 3-(3-CYANOPHENYL)PROPANOATE is a chemical compound with the formula C13H13NO2. It is an ester, specifically an ethyl ester, of 3-(3-cyanophenyl)propanoic acid. ETHYL 3-(3-CYANOPHENYL)PROPANOATE is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is known for its fruity, floral scent and is commonly used as a fragrance ingredient in perfumes and cosmetics. It is also used in the manufacturing of flavorings and as a reagent in organic synthesis. ETHYL 3-(3-CYANOPHENYL)PROPANOATE has a variety of industrial applications and is an important intermediate in the production of other chemicals.

Upstream product

• 32858-79-0 3-cyanocinnamic acid 
• 766-84-7 3-chloro-benzonitrile 
• 140-88-5 ethyl acrylate 
• 6952-59-6 3-cyanobromobenzene 
• 55197-33-6 Ethyl 3-(3-cyanophenyl) acrylate 
• 10039-64-2 ethyl 3-(3-aminophenyl)propanoate 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 168285-25-4 3-(4-Oxo-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-benzonitrile 
• 10036-21-2 3-(3-(ethoxycarbonyl)phenyl)propanoic acid ethyl ester 

Relevant articles and documents

CoBr2(Bpy): An efficient catalyst for the direct conjugate addition of aryl halides or triflates onto activated olefins

An efficient cobalt-catalyzed method devoted to the direct conjugate addition of functionalized aryl compounds onto Michael acceptors is described. The CoBr2(2,2′-bipyridine) complex appears to be an extremely suitable catalyst for the activation of a variety of aromatic reagents ranging from halides to triflates functionalized by reactive groups. This procedure allows for the synthesis of compounds resulting from 1,4-addition in good to excellent yields. The versatility of this original process represents a simple alternative to most known methods using organometallic reagents.

Inhibition of uridine phosphorylase: Synthesis and structure-activity relationships of aryl-substituted 5-benzyluracils and 1-[(2- hydroxyethoxy)methyl]-5-benzyluracils

A series of 1-[(2-hydroxyethoxy)methyl]-5-benzyluracils were synthesized and tested for inhibition of murine liver uridine phosphorylase (UrdPase). Inhibitors of UrdPase are reported to enhance the chemotherapeutic utility of 5-fluoro-2'-deoxyuridine and 5-fluorouracil and to ameliorate zidovudine- induced anemia in animal models. We prepared a series of 5-aryl-substituted analogues of 5-benzylacyclouridine (BAU), a good inhibitor of UrdPase (IC50 of 0.46 μM), to develop a compound with enhanced potency and improved pharmacokinetics. The first phase of structure-activity relationship studies on a series of 32 aryl-substituted 5-benzyluracils found several 5-(3- alkoxybenzyl) analogues of 5-benzyluracil with enhanced potency. The acyclovir side chain, the (2-hydroxyethoxy)methyl group, was substituted on the more potent aryl-substituted 5-benzyluracils. The two most potent compounds, 10y (3-propoxy) and 10dd (3-sec-butoxy), were inhibitors of UrdPase with IC50s of 0.047 and 0.027 μM, respectively. Six compounds were tested in vivo for effects on steady-state concentrations of circulating uridine in rats. Plasma uridine levels were elevated 3-9-fold by compound levels that ranged from 8 to 50 μM.