600726-26-9

Usage

Uses

Used in Chemical Analysis:
AcetaMide-13C2 is used as a labeled compound for chemical analysis, providing a means to track and study the behavior of Acetamide in various chemical reactions and processes. The incorporation of carbon-13 isotopes allows for the differentiation between the labeled and unlabeled molecules, facilitating the investigation of reaction mechanisms and metabolic pathways.
Used in Industrial Applications:
In the industrial sector, AcetaMide-13C2 is used as a labeled plasticizer and solvent. The presence of carbon-13 isotopes enables the monitoring of Acetamide's distribution and behavior within materials, which can be crucial for optimizing product performance and ensuring safety and compliance with regulations.
Used in Research and Development:
AcetaMide-13C2 serves as a valuable tool in research and development, particularly in the fields of chemistry, materials science, and pharmaceuticals. The labeled compound can be employed to study the interactions between Acetamide and other molecules, as well as to evaluate the effectiveness of new methods for synthesizing or modifying Acetamide and its derivatives.

Upstream product

• 16651-47-1 [1,2-13C₂]acetic acid 

Relevant academic research and scientific papers

Synthesis of carbon-14, carbon-13 and deuterium labeled forms of thioacetamide and thioacetamide S-oxide

Thioacetamide (TA) is a model hepatotoxin that undergoes metabolic activation via two successive S-oxidations. The ultimate toxic metabolite thioacetamide S,S-dioxide, or its tautomer acetimidoyl sulfinic acid CH 3C(NH)SO2H, then acylates lysine side chains on cellular proteins leading to cellular dysfunction or death. To identify individual target proteins, quantitate the extent of their modification and elucidate the structural details of their modification, we required both radio-labeled and stable-labeled forms of TA and its intermediate metabolite thioacetamide S-oxide (TASO). The latter is stable when purified but can be difficult to isolate. Considering currently available isotopic precursors, we devised and report here methods for the synthesis and isolation of TA and TASO labeled with C-14, C-13, and/or deuterium. The methods are straightforward, utilize readily available precursors, and are amenable to small scale.

The reactivity of (Z)-5-acetyl-3-aryl-2,3-dihydro-2-[(thioacyl)methylene]-1,3,4-thiadiazoles: A surprising base-induced conversion into 3-(N-arylamino)thiophenes

We report the reactivity shown by two classes of rarely investigated heterocycles, the 5-acetyl-2,3-dihydro-3-phenyl-2-(phenylmethylene)-1,3,4-thiadiazoles (6) and the 5-alkanoyl-3-aryl-2,3-dihydro-2-[(thioacyl)methylene]-1,3,4-thiadiazoles 1a-e. In both cases, strong bases promote cleavage of the thiadiazole ring with loss of thiocyanate anion, generating N-arylketeneimines and N-aryl(thioacyl)keteneimines 5, respectively. These very reactive species undergo either nucleophilic addition or [4+2] cycloaddition reactions involving the thioacyl function. The most surprising result was found in the reactions of the 5-acetyl-3-aryl-2,3-dihydro-2-[(thioacyl)methylene]-1,3,4-thiadiazoles 1a,d,e, which afford 3-(arylamino)thiophenes 2, 10, and 14 as the main products. This serendipitous transformation, which seems to be rather general, probably involves an intermediate step in which the acetyl group of the substrates is converted into ketene. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.