38418-24-5

Usage

Uses

Used in Organic Synthesis:
N-(4-BROMO-PHENYL)-3-OXO-BUTYRAMIDE is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for further reactions and modifications, making it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(4-BROMO-PHENYL)-3-OXO-BUTYRAMIDE is used as a starting material for the development of new drugs and therapeutic agents. Its chemical properties and reactivity make it suitable for the synthesis of pharmaceutical compounds with potential therapeutic effects.
Used in Research and Development:
N-(4-BROMO-PHENYL)-3-OXO-BUTYRAMIDE is employed in research and development for the exploration of its chemical properties, reactivity, and potential applications in various fields. It serves as a valuable tool for scientists to study and understand the behavior of amides and their derivatives.
Used in Specialty Chemicals Production:
N-(4-BROMO-PHENYL)-3-OXO-BUTYRAMIDE is also used in the production of specialty chemicals, where its unique structure and properties contribute to the development of high-value chemical products with specific applications in various industries.

InChI:InChI=1/C10H10BrNO2/c1-7(13)6-10(14)12-9-4-2-8(11)3-5-9/h2-5H,6H2,1H3,(H,12,14)

Upstream product

• 106-40-1 4-bromo-aniline 
• 1118-84-9 allyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 141-97-9 ethyl acetoacetate 
• 542-08-5 isopropyl acetoacetate 
• 1694-31-1 tert-butyl acetoacetate 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 83999-07-9 C₁₆H₁₂BrN₄O₈^(1-)*C₆H₁₅N*H⁽¹⁺⁾ 
• 77443-54-0 C₁₀H₉BrClNO₂ 
• 1448778-48-0 2-(4-bromophenyl)-4-methyl-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione 
• 1448778-53-7 2-(4-bromophenyl)-4,8-dimethyl-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione 
• 1448778-58-2 8-bromo-2-(4-bromophenyl)-4-methyl-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione 
• 1448778-64-0 2-(4-bromophenyl)-8-chloro-4-methyl-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione, 
• 1448778-68-4 2-(4-bromophenyl)-4-methyl-8-nitro-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione 
• 1452145-80-0 C₁₇H₁₇BrN₂O 
• 1452145-35-5 C₂₇H₂₃Br₂N₃O₃ 
• 1312180-31-6 3-bromo-2-methoxy-6-(4'-methoxyphenyl)-4-methylquinoline 
• 1312180-34-9 6-bromo-2-methoxy-3-(4'-methoxyphenyl)-4-methylquinoline 
• 1312180-36-1 2-methoxy-3,6-bis(4'-methoxyphenyl)-4-methylquinoline 

Relevant academic research and scientific papers

Visible Light-Induced Pericyclic Cascade Reaction for the Synthesis of Quinolinone Derivatives with an Oxabicyclo[4.2.0]octene Skeleton

A photoinduced pericyclic cascade reaction has been developed to afford oxabicyclo[4.2.0]octenes. Mechanistic studies show that this reaction undergoes [2 + 2]-photocycloaddition, base-promoted elimination, retro-4π-electrocyclization, [1,5]-H shift, and

PLASMA KALLIKREIN INHIBITORS AND USES THEREOF

The present invention provides compounds and compositions thereof which are useful as inhibitors of plasma kallikrein and which exhibit desirable characteristics for the same.

HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst

A simple and cost-effective 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-mediated protocol for the synthesis of β-oxo amides has been described by using amines and β-keto esters as substrates. The reaction conditions were found to be highly efficient towards the cleavage of C[sbnd]O bond and consequent formation of the products in excellent yields and selectivity. The obtained β-oxo amides were further transformed in to the synthetically useful 2?quinolinones via intramolecular Friedel-Craft type cyclization of aromatic ring using ferrites as a recyclable catalyst. A spectrum of substrates bearing broad range of functional groups were well tolerated under the reaction conditions. The proposed mechanistic pathways were substantially verified by literature and mass-spectroscopic evidences.

An efficient green protocol for the preparation of acetoacetamides and application of the methodology to a one-pot synthesis of Biginelli dihydropyrimidines. Expansion of dihydropyrimidine topological chemical space

The present study describes the preparation of N-aryl-(15) and N-alkyl-(17) acetoacetamides, in good to excellent yields, using both conventional and microwave heating, by reaction of amine derivatives (14 and 16) with 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD, 12) in aqueous medium. The acetoacetamides were used to prepare novel Biginelli dihydropyrimidine derivatives. The introduction of the amino acid derivatives potentially allows for the exploration of new structural complexity and topologically diversifies the chemical space occupied by this versatile chemical scaffold.

On the Knorr synthesis of 6-bromo-4-methylquinolin-2(1H)-one

In the course of our work on infectious diseases, we were led to prepare 6-bromo-2-chloro-4-methylquinoline as a starting material. Since surprisingly little has been reported in the literature, the two synthetic steps to this compound were investigated. The synthesis involves a condensation between -keto esters and 4-bromoaniline and the cyclization of the resulting anilides into 6-bromoquinolin-2(1H)-one, otherwise known as the Knorr reaction. The 1H NMR monitoring of the first step allowed us to optimize the conditions leading specifically to the anilide without the occurrence of the alternative crotonate. To illustrate the scope of our finding, few additional anilides featuring electron-attracting groups were prepared. The study of their cyclization revealed some unsuspected steric effect governing this second step. Aside from rectifying a few claims in this chemistry, this study led to a three-step preparation of 6-bromo-2-chloro-4-methylquinoline in 48% overall yield from 4-bromoaniline. Georg Thieme Verlag Stuttgart - New York.

Unexpected formation of new bicyclic γ-lactams by dimerization of α-chloroacetoacetanilides

Novel and unusual dimerization reaction of α-chloroacetoacetanilide under basic reaction condition to give structurally unique 6-oxa-3-azabicyclo[3.1.0]hexane was described.

Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds

Alkyne compounds having MCH-receptor antagonistic activity, which are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

NOVEL ALKYNE COMPOUNDS WITH AN MCH-ANTAGONISTIC ACTION AND MEDICAMENTS COMPRISING SAID COMPOUNDS

The invention relates to individual alkyne compounds with an antagonistic action against the MCH-receptor. Said compounds are suitable for producing medicaments for the treatment of metabolic disorders and/or eating disorders, in particular adiposity and diabetes.

Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds

Alkyne compounds of formula I wherein A, B, W, X, Y, Z, R1, and R2 have the meanings given herein, which have MCH-receptor antagonistic activity and are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

NOVEL ALKYNE COMPOUNDS HAVING AN MCH-ANTAGONISTIC EFFECT AND MEDICAMENTS CONTAINING SAID COMPOUNDS

The invention relates to alkyne compounds of general formula (I), in which groups and residues A, B, W, X, Y, Z, R1 and R2 have the meanings cited in Claim 1. The invention also relates to medicaments containing at least one inventive alkyne. The MCH receptor antagonistic effect renders the inventive medicaments suitable for treating metabolic disorders and/or eating disorders, in particular, obesity and diabetes.