19112-35-7

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant for the preparation of diaryl-substituted pyrazoles, which are potent CCR2 receptor antagonists. These antagonists have potential applications in the treatment of various inflammatory and autoimmune diseases, such as rheumatoid arthritis and multiple sclerosis.
Used in Chemical Synthesis:
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant in cerium ammonium nitrate-mediated oxidative coupling reactions. This process allows for the formation of new carbon-carbon bonds, which are essential in the synthesis of complex organic molecules.
Used in Hydrosilylation Reactions:
In the field of organometallic chemistry, 3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant in hydrosilylation reactions. These reactions involve the addition of a silicon-hydrogen bond to an unsaturated carbon-carbon bond, leading to the formation of new organic compounds with potential applications in various industries.
Used in Agrochemical Industry:
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant in the preparation of potential herbicidal agents. These agents are designed to control the growth of unwanted plants in agricultural fields, thereby increasing crop yield and reducing the need for manual labor.
Used in Asymmetric Catalysis:
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a reactant in ruthenium-catalyzed asymmetric hydrogenation reactions. This process allows for the selective reduction of prochiral compounds, leading to the formation of enantiomerically pure products. These products have potential applications in the synthesis of chiral pharmaceuticals and other specialty chemicals.

InChI:InChI=1/C11H11ClO3/c1-2-15-11(14)7-10(13)8-5-3-4-6-9(8)12/h3-6H,2,7H2,1H3

Upstream product

• 1071-46-1 hydrogen ethyl malonate 
• 609-65-4 o-chlorobenzoyl chloride 
• 3516-73-2 2-Chlor-benzoyl-malonsaeure-diethylester 
• 74476-71-4 ethyl 2-(2-chlorobenzoyl)-3-oxobutanoate 
• 141-97-9 ethyl acetoacetate 
• 37517-78-5 magnesium bis(3-ethoxy-3-oxopropanoate) 
• 118-91-2 ortho-chlorobenzoic acid 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 105-58-8 Diethyl carbonate 
• 1336-21-6 ammonium hydroxide 
• 89-98-5 2-chloro-benzaldehyde 
• 6148-64-7 ethyl potassium malonate 
• 67333-74-8 1-(2-chloro-benzoyl)-1H-imidazole 
• 141-78-6 ethyl acetate 

Downstream Products

• 92425-79-1 1-(2-chloro-phenyl)-4-[2]pyridyl-butan-1-one 
• 107327-81-1 3-(2-chloro-benzoyl)-8-methoxy-coumarin 
• 100710-05-2 2-(2-chloro-phenyl)-5,6-dihydro-4H-pyran-3-carboxylic acid ethyl ester 
• 101422-34-8 6-chloro-3-(2-chloro-benzoyl)-coumarin 
• 130907-50-5 3-(2-chloro-benzoyl)-7-hydroxy-coumarin 
• 101422-20-2 3-(2-chloro-benzoyl)-6,8-diiodo-coumarin 
• 101422-19-9 6,8-dibromo-3-(2-chloro-benzoyl)-coumarin 
• 133525-42-5 5-amino-2-(2-chloro-phenyl)-8-methyl-thiochromen-4-one 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 56851-04-8 5-(2-chloro-phenyl)-3-pyridin-4-yl-isoxazole-4-carboxylic acid ethyl ester 
• 50671-21-1 α-(2-Chlorbenzoyl)-2-methyl-5-lauroylacetanilid 
• 50671-10-8 2-Cetoxy-α-(2-chlorbenzoyl)-acetanilid 
• 50671-17-5 α-(2-Chlorbenzoyl)-5--2-methoxyacetanilid 
• 50671-01-7 α-(2-Chlorbenzoyl)-5-<α-(2,4-di-t-amylphenoxy)-acetylamino>-2-chloracetanilid 

Relevant academic research and scientific papers

Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters

Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method

Double Enzyme-Catalyzed One-Pot Synthesis of Enantiocomplementary Vicinal Fluoro Alcohols

A double-enzyme-catalyzed strategy for the synthesis of enantiocomplementary vicinal fluoro alcohols through a one-pot, three-step process including lipase-catalyzed hydrolysis, spontaneous decarboxylative fluorination, and subsequent ketoreductase-catalyzed reduction was developed. With this approach, β-ketonic esters were converted to the corresponding vicinal fluoro alcohols with high isolated yields (up to 92percent) and stereoselectivities (up to 99percent). This new cascade process addresses some issues in comparison with traditional methods such as environmentally hazardous reaction conditions and low stereoselectivity outcome.

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.

Tetrazolinone compound and application for same

Provided is a tetrazolinone compound given by formula (1) (wherein E represents a 5-membered aromatic hetero group, such as the pyrazolyl group, the thiazolyl group, or the imidazolyl group; R4 and R5 represent hydrogen atoms or the like; R6 represents a C1-12 alkyl group; R7, R8, and R9 represent hydrogen atoms or the like; R10 represents a C1-3 alkyl group, or a C1-3 haloalkyl group; Y represents an oxygen atom or the like; and Q represents an oxygen atom or the like), and having exceptional efficacy in controlling harmful organisms.

White mulberry root-bark active ingredient Morusin derivative and application and preparation method thereof

The invention discloses a Morusin derivative and a preparation method. A Morusin total-synthesis route is adopted to achieve a structure modification scheme, in the process of Morusin total synthesis, structure modification is carried out by replacing sub

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.

HISTONE DEMETHYLASE INHIBITORS

Provided herein are substituted pyrazolylpyridine, pyrazolylpyridazine, and pyrazolylpyrimidine derivative compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for inhibition histone demethylase. Furthermore, the subject compounds and compositions are useful for the treatment of cancer, such as prostate cancer, breast cancer, bladder cancer, lung cancer and/or melanoma and the like.

Tert-BuOK-Catalyzed condensation of ethyl diazoacetate to aldehydes and palladium-catalyzed 1,2-hydrogen migration for the synthesis of β-ketoesters under solvent-free conditions

A mild and convenient method for the condensation of ethyl diazoacetate (EDA) with aldehydes catalyzed by tert-BuOK under solvent-free conditions was developed. The corresponding α-diazo-β-hydroxy esters were further converted into β-ketoesters through palladium-catalyzed 1,2-hydrogen migration under neat conditions. The two-step transformation exemplifies a simple method for the efficient and green synthesis of β-ketoesters. The Royal Society of Chemistry 2013.

Dynamic kinetic resolution in the asymmetrie synthesis of β-amino acids by organocatalytic reduction of enamines with trichlorosilane

A new methodology based on the organocatalytic asymmetric hydrosilylation of enamines that allows a direct access to a range of β3 and β2.3-amino acid derivatives was presented. The results show a successful reduction of aromatic substrates, a sterically more hindered ortho-substituted derivatives, and the thiophenyl analogue exhibiting lower reactivity. Fast enamine-imine equilibration is crucial as imines are chiral but racemic, while α-alkyl β-amino acids can be accessed by the symmetrical Mannich reaction. The α-alkyl derivatives have relative and absolute configuration due to their reduction with LiAlH4 into a known amino alcohols. Predominant formation of the anti isomer in 3o is consistent with conformation of the imine intermediate in the catalytic reduction.

Synthesis of 4H-benzo[e]-1,2-selanazin-4-one derivatives: a new heterocyclic ring system

The synthesis of novel 1,2-benzoselenazin-4-ones which are six-membered homologues of ebselen, is described in order to evaluate their glutathione peroxidase-like activity.