99134-25-5

Usage

Uses

Used in Pharmaceutical Industry:
(E)-ethyl 3-(2-bromophenyl)acrylate is used as an intermediate for the synthesis of various pharmaceuticals. Its unique chemical structure allows for the creation of a range of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-ethyl 3-(2-bromophenyl)acrylate is utilized as a key component in the production of various agrochemicals. Its role in this industry is crucial for the development of effective pesticides, herbicides, and other agricultural products.
Used in Fine Chemicals Production:
(E)-ethyl 3-(2-bromophenyl)acrylate is also employed as an intermediate in the manufacture of other fine chemicals. Its versatility in organic synthesis makes it a valuable asset in the production of specialty chemicals for various applications.
Used in Fragrance and Flavor Industry:
This chemical compound is used as a component in the production of fragrances and flavors, capitalizing on its distinctive fruity odor to enhance the sensory qualities of various products in this industry.
Safety Precautions:
Given that (E)-ethyl 3-(2-bromophenyl)acrylate is a flammable liquid, it is essential to handle and store it with proper safety measures. This includes adhering to specific guidelines and protocols to minimize the risk of accidents and ensure the safe use of (E)-ethyl 3-(2-bromophenyl)acrylate in various applications.

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 583-55-1 1-Bromo-2-iodobenzene 
• 140-88-5 ethyl acrylate 
• 64-17-5 ethanol 
• 119411-68-6 C₉H₆BrClO 
• 7345-79-1 2-bromocinnamic acid 
• 3132-99-8 m-bromobenzoic aldehyde 
• 141-78-6 ethyl acetate 
• 2033-24-1 cycl-isopropylidene malonate 

Downstream Products

• 124854-94-0 (E)-3-(2-bromophenyl)-2-propen-1-ol 
• 938164-56-8 4-(2-bromo-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 
• 938164-27-3 3-(2-bromo-phenyl)-1-methyl-1H-pyrrole 
• 938164-26-2 4-(2-bromo-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 76304-46-6 3-(2-bromo-phenyl)-1H-pyrrole 
• 1171825-28-7 ethyl 3-(2-bromophenyl)-4-nitrobutanoate 
• 107408-16-2 3-(o-bromophenyl)propanal 
• 1459793-07-7 (S)-N-(3-(2-bromophenyl)propylidene)-2-methylpropane-2-sulfinamide 
• 52221-92-8 3-(2-bromo-phenyl)-propan-1-ol 
• 3770-50-1 2-carbethoxyindole 
• 612-94-2 2-phenylnaphthalene 

Relevant academic research and scientific papers

Asymmetric synthesis of piperidines using the nitro-Mannich reaction☆

A method for the synthesis of functionalized piperidines containing 3 contiguous stereocentres in the 2-,3- and 4- positions uses a diastereoselective nitro-Mannich to control stereochemistry. The nitro-Mannich reaction between a β-aryl/heteroaryl substituted nitroalkanes and glyoxylate imine provides β-nitro-amines with good selectivity (70:30 to >95:5) for the syn, anti-diastereoisomers. Reductive cyclisation with BF3.OEt2 and Et3SiH gave, after purification, stereochemically pure piperidines in 19–57% yield for ten examples with different 4-aryl/heteroaryl substituents.

Improved preparation method of indole-2-formic acid as starting material of perindopril

The invention discloses an improved preparation method of indole-2-formic acid by using perindopril as a starting raw material, which comprises the following steps: S1, taking 2-bromobenzaldehyde and ethyl acetate as raw materials, under the action of sodium ethoxide, carrying out Claisen-Schmidt condensation reaction to synthesize ethyl 2-bromocinnamate; s2, carrying out cyclization reaction on the ethyl 2-bromocinnamate in an amide solvent by using cuprous halide as a coupling catalyst and sodium azide as a nitrogen source to synthesize the indole-2-formic acid in one pot. According to the invention, 2-bromobenzaldehyde is used as a raw material for preparation, ethyl 2-bromocinnamate is firstly prepared, then cuprous halide is used as a coupling catalyst, sodium azide is used as a nitrogen source, cyclization reaction is carried out in an amide solvent, indole-2-formic acid is synthesized in one pot, and the HPLC content is 99% or above.

INTEGRIN INHIBITORS

Disclosed are small molecule inhibitors of αvβ6 integrin, and methods of using them to treat a number of diseases and conditions.

COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF

It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

Structure?Activity Relationships of Cinnamate Ester Analogues as Potent Antiprotozoal Agents

Protozoal infections are still a global health problem, threatening the lives of millions of people around the world, mainly in impoverished tropical and sub-tropical regions. Thus, in view of the lack of efficient therapies and increasing resistances against existing drugs, this study describes the antiprotozoal potential of synthetic cinnamate ester analogues and their structure-activity relationships. In general, Leishmania donovani and Trypanosoma brucei were quite susceptible to the compounds in a structure-dependent manner. Detailed analysis revealed a key role of the substitution pattern on the aromatic ring and a marked effect of the side chain on the activity against these two parasites. The high antileishmanial potency and remarkable selectivity of the nitro-aromatic derivatives suggested them as promising candidates for further studies. On the other hand, the high in vitro potency of catechol-type compounds against T. brucei could not be extrapolated to an in vivo mouse model.

Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (?)-Paroxetine

A simple yet highly effective approach toward enantioselective synthesis of trans-3,4-disubstituted glutarimides from readily available starting materials is developed using oxidative N-heterocyclic carbene catalysis. The catalytic reaction involves a formal [3 + 3] annulation between enals and substituted malonamides enabling the production of glutarimide derivatives in a single chemical operation via concomitant formation of C-C and C-N bonds. The reaction offers easy access to a broad range of functionalized glutarimides with excellent enantioselectivity and good yield. Synthetic application of the method is demonstrated via formal synthesis of (?)-paroxetine and other bioactive molecules.

Boron-Catalyzed C?C Functionalization of Allyl Alcohols

Tris(pentafluorophenyl)borane-catalyzed C?C bond functionalization of arylallyl alcohols using donor-acceptor carbenes is presented. The allylic hydroxyl group is found to assist the product formation by neighboring group participation providing a clue towards mechanistic understanding. This method can also be employed to effect homologation of allyl alcohols to homoallyl alcohols. Overall, this metal-free transformation presents a novel disconnection strategy towards carbon-carbon bond scission and formation. (Figure presented.).

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

Gold-Catalyzed [2,3]-Sigmatropic Rearrangement: Reaction of Aryl Allyl Alcohols with Diazo Compounds

A gold-catalyzed [2,3]-sigmatropic rearrangement reaction has been developed. The intermolecular rearrangement occurs between in situ generated donor-acceptor gold-carbenes and cinnamyl alcohols via tandem oxonium ylide formation. The desired rearranged product has been accomplished selectively over more conventional O-H insertion, cyclopropanation, cycloaddition, and C-H functionalization products under mild, open-air conditions. The scope of the work has been illustrated by synthesizing a new class of substrates that can be used for constructing complex molecular targets.

Bioactivity and structure-activity relationship of cinnamic acid esters and their derivatives as potential antifungal agents for plant protection

A series of cinnamic acid esters and their derivatives were synthesized and evaluated for antifungal activities in vitro against four plant pathogenic fungi by using the mycelium growth rate method. Structure-activity relationship was derived also. Almost all of the compounds showed some inhibition activity on each of the fungi at 0.5 mM. Eight compounds showed the higher average activity with average EC50 values of 17.4-28.6 μg/mL for the fungi than kresoxim-methyl, a commercial fungicide standard, and ten compounds were much more active than commercial fungicide standards carbendazim against P. grisea or kresoxim-methyl against both P. grisea and Valsa Mali. Compounds C1 and C2 showed the higher activity with average EC50 values of 17.4 and 18.5 μg/mL and great potential for development of new plant antifungal agents. The structure-activity relationship analysis showed that both the substitution pattern of the phenyl ring and the alkyl group in the alcohol moiety significantly influences the activity. There exists complexly comprehensive effect between the substituents on the phenyl ring and the alkyl group in the alcohol moiety on the activity. Thus, cinnamic acid esters showed great potential the development of new antifungal agents for plant protection due to high activity, natural compounds or natural compound framework, simple structure, easy preparation, low-cost and environmentally friendly.