104776-74-1

Basic information

• Product Name: ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE
• Synonyms: ETHYL 5-(BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE;ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE;BUTTPARK 33\06-02;Ethyl 5-(bromoacetyl)-1,2-oxazole-3-carboxylate, 5-(Bromoacetyl)-3-(ethoxycarbonyl)isoxazole;ethyl 5-(2-broMoacetyl)-1,2-oxazole-3-carboxylate
• CAS NO: 104776-74-1
• Molecular Formula: C₈H₈BrNO₄
• Molecular Weight: 262.06
• Mol File: 104776-74-1.mol

Chemical Properties

• Melting Point: 71 °C
• Boiling Point: 374.2 °C at 760 mmHg
• Flash Point: 180.1 °C
• Appearance: /
• Density: 1.592 g/cm³
• Vapor Pressure: 8.52E-06mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: 2-8°C
• PKA: -7.72±0.50(Predicted)
• CAS DataBase Reference: ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE(104776-74-1)
• EPA Substance Registry System: ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE(104776-74-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 104776-74-1(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE is used as a chemical intermediate in medicinal chemistry for its potential to contribute to the development of new pharmaceuticals. Its structural features may allow for the creation of compounds with specific biological activities, making it a candidate for drug discovery and design.
Used in Pharmaceutical Research:
In pharmaceutical research, ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE is utilized as a starting material or a component in the synthesis of more complex molecules with therapeutic potential. Its unique functional groups can be manipulated to create a variety of bioactive compounds for testing in different disease models.
Used in Organic Synthesis:
ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE is used as a building block in organic synthesis for constructing more intricate organic molecules. Its versatility in chemical reactions allows it to be a key component in the formation of a wide range of organic compounds, which can be applied across various chemical and biological fields.
Used in Chemical Research:
In the broader field of chemical research, ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE is employed as a subject of study to understand its reactivity, stability, and potential interactions with other molecules. This research can lead to insights into new reaction pathways and the development of novel synthetic methods.

InChI:InChI=1/C8H8BrNO4/c1-2-13-8(12)5-3-7(14-10-5)6(11)4-9/h3H,2,4H2,1H3

Upstream product

• 104776-70-7 ethyl 5‐acetylisoxazole‐3‐carboxylate 
• 78934-71-1 ethyl 5-(1-hydroxyethyl)isoxazole-3-carboxylate 

Downstream Products

• 1233329-07-1 (R)-3-(2-benzylamino-2-phenyl-acetoxy)-1-[2-(3-ethoxycarbonyl-isoxazol-5-yl)-2-oxo-ethyl]-1-azonia-bicyclo[2.2.2]octane bromide 
• 1404054-83-6 3-((bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-(3-(ethoxycarbonyl)isoxazol-5-yl)-2-oxoethyl)-1-azoniabicyclo[2.2.2]octane bromide 

Relevant articles and documents

Discovery of substituted (2‐aminooxazol‐4‐yl)isoxazole‐3‐ carboxylic acids as inhibitors of bacterial serine acetyltransferase in the quest for novel potential antibacterial adjuvants

Many bacteria and actinomycetales use L‐cysteine biosynthesis to increase their tolerance to antibacterial treatment and establish a long‐lasting infection. In turn, this might lead to the onset of antimicrobial resistance that currently represents one of

Substituted N-Phenyl-5-(2-(phenylamino)thiazol-4-yl)isoxazole-3-carboxamides Are Valuable Antitubercular Candidates that Evade Innate Efflux Machinery

Tuberculosis remains one of the deadliest infectious diseases in the world, and the increased number of multidrug-resistant and extremely drug-resistant strains is a significant reason for concern. This makes the discovery of novel antitubercular agents a cogent priority. We have previously addressed this need by reporting a series of substituted 2-aminothiazoles capable to inhibit the growth of actively replicating, nonreplicating persistent, and resistant Mycobacterium tuberculosis strains. Clues from the structure-activity relationships lining up the antitubercular activity were exploited for the rational design of improved analogues. Two compounds, namely N-phenyl-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 7a and N-(pyridin-2-yl)-5-(2-(p-tolylamino)thiazol-4-yl)isoxazole-3-carboxamide 8a, were found to show high inhibitory activity toward susceptible M. tuberculosis strains, with an MIC90 of 0.125-0.25 μg/mL (0.33-0.66 μM) and 0.06-0.125 μg/mL (0.16-0.32 μM), respectively. Moreover, they maintained good activity also toward resistant strains, and they were selective over other bacterial species and eukaryotic cells, metabolically stable, and apparently not susceptible to the action of efflux pumps.

Synthesis and pharmacological characterization of new analogs of broxaterol

A series of isoxazole derivatives structurally related to broxaterol 1 has been prepared and tested for their potency to β1 and β2 adrenergic receptors. At variance with broxaterol, none of the tested compounds displayed agonistic activity. The 3-isopropenyl derivative 5f is the most potent antagonist both in the trachea and atria preparations.

N-(4-isoxazolylthiazol-2-yl)oxamic acid derivatives as potent orally active antianaphylactic agents

A series of N-(4-isoxazolylthiazol-2-yl)oxamic acid derivatives was synthesized and tested on the passive cutaneous anaphylaxis (PCA) model in rats to verify its potential antianaphylactic activity. These compounds were prepared by reaction of an appropri

Synthesis of New Isoxazole Aminoalcohols

The preparation of new 1-isoxazolyl-2-amino-1-ethanol derivatives is described starting from the corresponding 1-isoxazolylethanones.It is also reported the synthesis of 1-(5-isoxazolyloxy)-3-amino-2-propanol compounds starting from the corresponding 5-ha