50671-05-1

Basic information

• Product Name: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
• Synonyms: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER;ETHYL 3-(2-BROMOPHENYL)-3-OXOPROPANOATE;ETHYL (2-BROMOBENZOYL)ACETATE
• CAS NO: 50671-05-1
• Molecular Formula: C₁₁H₁₁BrO₃
• Molecular Weight: 271.11
• Product Categories: C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 50671-05-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 323.8°C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.417 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000256mmHg at 25°C
• Refractive Index: n20/D 1.5545(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(50671-05-1)
• EPA Substance Registry System: 3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(50671-05-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 50671-05-1(Hazardous Substances Data)

Usage

Description

3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is an organic compound that serves as a versatile intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by its bromine atom attached to a phenyl ring, which provides unique reactivity and properties to the molecule.

Uses

Used in Pharmaceutical Industry:
3-(2-BROMO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant for the preparation of various pharmaceutical compounds, such as:
1. Cambinol analogs: These analogs act as sirtuin inhibitors with antitumor action, making them valuable in the development of cancer treatments. The bromine atom in the molecule allows for further functionalization and modification to optimize the biological activity of the resulting compounds.
2. Quinolones and indoles: These are important classes of antibiotics and anti-cancer agents, respectively. The ethyl ester group in the molecule can be used to facilitate the cyclodehydration reaction, leading to the formation of these biologically active compounds.
3. N-allyl/propargyl enamine carboxylates: These are useful intermediates in organic synthesis, particularly for the preparation of complex organic molecules with potential applications in the pharmaceutical industry. The bromine atom in the molecule can be used to introduce allyl or propargyl groups, which can then be further modified to obtain the desired enamine carboxylates.

InChI:InChI=1/C11H11BrO3/c1-2-15-11(14)7-10(13)8-5-3-4-6-9(8)12/h3-6H,2,7H2,1H3

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 6630-33-7 ortho-bromobenzaldehyde 
• 6148-64-7 ethyl potassium malonate 
• 90766-96-4 N-(2-bromobenzoyl)imidazole 
• 7154-66-7 2-bromobenzoic acid chloride 
• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 141-78-6 ethyl acetate 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 88-65-3 2-bromobenzoic-acid 
• 119031-20-8 2-(2-bromo-benzoyl)-3-oxo-butyric acid ethyl ester 

Downstream Products

• 1332622-30-6 ethyl 3-(2-bromophenyl)-2-[(4-phenylbutyl-2-amino)methylene]-3-oxopropanoate 
• 1332622-31-7 ethyl 3-(2-bromophenyl)-2-[(4-pyridinmethylamino)methylene]-3-oxopropanoate 
• 1332622-34-0 ethyl 4-oxo-1-(1-methyl-3-phenylpropyl)-1,4-dihydroquinoline-3-carboxylate 
• 1332622-38-4 4-oxo-1-(1-methyl-3-phenylpropyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1332622-47-5 4-oxo-1-(1-methyl-3-phenylpropyl)-N-(1-phenylethyl)-1,4-dihydroquinoline-3-carboxamide 
• 1332622-48-6 4-oxo-1-(1-methyl-3-phenylpropyl)-N-(2-methylphenyl)-1,4-dihydroquinoline-3-carboxamide 
• 311340-72-4 ethyl 3-(2-bromophenyl)-2-[(dimethylamino)methylene]-3-oxopropanoate 
• 135774-34-4 o-bromo-α-fluoroacetophenone 
• 1450828-30-4 3-(2-bromophenyl)-3-aminoacrylic acid ethyl ester 

Relevant articles and documents

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.

COUMARIN DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND USES THEREOF FOR THE TREATMENT OF CANCER

The invention provides novel coumarin derivatives as specific mitochondrial RNA polymerase inhibitors for the treatment of cancer.

Application and preparation method of Morusignin L and derivatives thereof

The invention discloses application and preparation method of Morusignin L and derivatives thereof. According to the invention, by employing a Morusignin L total synthesis technological route, or in a process of Morusignin L total synthesis, structure modification is carried out on Morusignin L by replacing a substituent of a reaction substrate, and then Morusignin L and a series of derivatives can be synthesized. The Morusignin L is a kind of important anti-tumor activity lead compounds, a compound source can be provided for anti-tumor activity screening by synthesis of the derivatives, and Morusignin L and a series of derivatives have important meaning for searching the novel anti-tumor activity lead compounds. The preparation method of Morusignin L and the derivatives thereof has the advantages that operation is simple, raw material synthesis is low in cost and easy to perform and can be carried out in various organic solvents, the stability in air is good, the application is wide, and compatibility for various substituents is good. The derivatives have certain inhibition capability for the tumor cells growth activity, and can be used as an antitumor drug or an antitumor drug lead compound.