14594-25-3

Basic information

• Product Name: ethyl 5-broMo-4-oxopentanoate
• Synonyms: ethyl 5-broMo-4-oxopentanoate
• CAS NO: 14594-25-3
• Molecular Formula: C₇H₁₁BrO₃
• Molecular Weight: 223.06444
• Mol File: 14594-25-3.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-broMo-4-oxopentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-broMo-4-oxopentanoate(14594-25-3)
• EPA Substance Registry System: ethyl 5-broMo-4-oxopentanoate(14594-25-3)

Safety Data

• Hazardous Substances Data: 14594-25-3(Hazardous Substances Data)

Usage

Uses

Ethyl 5-Bromo-4-Oxopentanoate is a reagent in the preparation/evaluation of bengazole analogs with potential anthelmintic properties.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 48, p. 926, 2005 DOI: 10.1021/jm049725u

Upstream product

• 61844-36-8 5-diazo-4-oxo-valeric acid ethyl ester 
• 35804-44-5 ethyl 4-bromo-4-pentenoate 
• 64-17-5 ethanol 
• 123-76-2 levulinic acid 
• 14794-31-1 ethyl 3-(chloroformyl)propionate 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 1968-40-7 ethyl 4-pentenoate 

Downstream Products

• 474658-41-8 ethyl 5-(3-acetyloxyphenylthio)-4-oxopentanoate 
• 474658-53-2 ethyl 5-(3-{2-[6-(methylamino)(2-pyridyl)]ethoxy}phenoxy)-4-oxopentanoate 
• 1412905-19-1 4-((N-(2-(2-(2-azidoethoxy)ethoxy)ethyl)acetamido)methyl)-2,6-diisopropylphenyl 4-oxo-5-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)pentanoate 
• 1030825-20-7 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide 
• 1445853-69-9 N,4-dihydroxy-5-(4-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-2-methylphenoxy)pentanamide 
• 1445854-35-2 methyl 4-hydroxy-5-(4-(3-(4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl)pentan-3-yl)-2-methylphenoxy)pentanoate 
• 1445854-34-1 ethyl 5-(4-(3-(4-(3,3-dimethyl-2-oxobutoxy)-3-methylphenyl)-pentan-3-yl)-2-methylphenoxy)-4-oxopentanoate 
• 474658-46-3 ethyl 5-(3-{2-[6-(Methylamino)(2-pyridyl)]ethoxy}phenylthio)-4-oxopentanoate 
• 324519-77-9 C₂₀H₂₁NO₃ 

Relevant articles and documents

COMPOUNDS AND METHODS FOR TREATMENT OF HEDGEHOG PATHWAY ASSOCIATED CONDITIONS

Provided herein is novel compounds of formula (I), (II), (III), (IV), and (V) as described in the specification, and pharmaceutically acceptable salts, solvates, and prodrugs and compositions thereof, and methods of measuring hedgehog pathway activation in tumor cells, examining tumor cell proliferation, differentiation and apoptosis and using the compounds and pharmaceutical compositions disclosed for treatment of diseases and disorders associated with the hedgehog signaling pathway.

Synthesis and Evaluation of Bifunctional Aminothiazoles as Antiretrovirals Targeting the HIV-1 Nucleocapsid Protein

Small molecule inhibitors of the HIV-1 nucleocapsid protein (NC) are considered as promising agents in the treatment of HIV/AIDS. In an effort to exploit the privileged 2-amino-4-phenylthiazole moiety in NC inhibition, here we conceived, synthesized, and tested in vitro 18 NC inhibitors (NCIs) bearing a double functionalization. In these NCIs, one part of the molecule is deputed to interact noncovalently with the NC hydrophobic pocket, while the second portion is designed to interact with the N-terminal domain of NC. This binding hypothesis was verified by molecular dynamics simulations, while the linkage between these two pharmacophores was found to enhance antiretroviral activity both on the wild-type virus and on HIV-1 strains with resistance to currently licensed drugs. The two most interesting compounds 6 and 13 showed no cytotoxicity, thus becoming valuable leads for further investigations.

Preparation method of 5-haloacetyl propionate

The invention discloses a preparation method of 5-haloacetyl propionate. Acetylpropionic acid or acetyl propionate and a halogenating agent are taken as raw materials, and the halogenating agent includes NBS (N-Bromosuccinimide), NCS (N-Chlorosuccinimide), ferrous bromide, iron bromide, aluminum bromide, phosphorus tribromide, copper bromide and copper chloride. The acetylpropionic acid or acetylpropionate obtained by hydrolysis of biomass is taken as a raw material, and undergoes a halogenation reaction in the presence of a halogenating agent to synthesize the 5-haloacetyl propionate. The selected raw materials are wide in sources, cheap and readily available; the reaction conditions are mild, and the reaction yield and selectivity are high; moreover, the selected halogenating agent serving as a raw material is less toxic and more environmentally friendly than liquid bromine used in the traditional mercury process, and has a good industrial application prospect.