673-49-4

Usage

Uses

Used in Medical Applications:
N-OMEGA-ACETYLHISTAMINE is used as a potential biomarker for histidine metabolism in anaphylactoid reactions. Its role in this context is to help identify and monitor the metabolic processes related to histidine, which can be crucial in understanding and managing allergic reactions and anaphylaxis.
Used in Pharmaceutical Research:
As a histamine metabolite, N-OMEGA-ACETYLHISTAMINE can be used as a research compound in the development of new drugs and therapies targeting histamine-related conditions. Its unique structure and properties make it a valuable tool for studying the effects of histamine and its metabolites on various physiological processes.
Used in Analytical Chemistry:
N-OMEGA-ACETYLHISTAMINE's chemical properties, such as its appearance as a white to slightly yellow-cream crystalline powder, make it suitable for use in analytical chemistry. It can be employed in the development of methods for the detection, quantification, and analysis of histamine and its metabolites in biological samples.
Used in Quality Control:
N-OMEGA-ACETYLHISTAMINE can be utilized in the quality control of pharmaceutical products, ensuring that the desired levels of histamine metabolites are present in medications designed to target histamine-related conditions. This helps maintain the efficacy and safety of these drugs.

InChI:InChI=1/C7H11N3O/c1-6(11)9-3-2-7-4-8-5-10-7/h4-5H,2-3H2,1H3,(H,8,10)(H,9,11)

Upstream product

• 51-45-6 histamine 
• 108-24-7 acetic anhydride 
• 5464-07-3 3-acetoxy-2-naphthoic acid 
• 72-89-9 acetylcoenzyme A 

Downstream Products

• 501-75-7 N₁-methylhistamine 
• 644-42-8 3-methylhistamine 
• 39050-08-3 N-{2-[2-(4-bromo-phenylazo)-3H-imidazol-4-yl]-ethyl}-acetamide 
• 39050-13-0 2-aminohistamine 

Relevant academic research and scientific papers

Characterization of arylalkylamine n-acyltransferase from tribolium castaneum: an investigation into a potential next-generation insecticide target

The growing issue of insecticide resistance has meant the identification of novel insecticide targets has never been more important. Arylalkylamine N-acyltransferases (AANATs) have been suggested as a potential new target. These promiscuous enzymes are involved in the N-acylation of biogenic amines to form N-acylamides. In insects, this process is a key step in melanism, hardening of the cuticle, removal of biogenic amines, and in the biosynthesis of fatty acid amides. The unique nature of each AANAT isoform characterized indicates each organism accommodates an assembly of discrete AANATs relatively exclusive to that organism. This implies a high potential for selectivity in insecticide design, while also maintaining polypharmacology. Presented here is a thorough kinetic and structural analysis of AANAT found in one of the most common secondary pests of all plant commodities in the world, Tribolium castaneum. The enzyme, named TcAANAT0, catalyzes the formation of short-chain N-acylarylalkylamines, with short-chain acyl-CoAs (C2-C10), benzoyl-CoA, and succinyl-CoA functioning in the role of acyl donor. Recombinant TcAANAT0 was expressed and purified from E. coli and was used to investigate the kinetic and chemical mechanism of catalysis. The kinetic mechanism is an ordered sequential mechanism with the acyl-CoA binding first. pH-rate profiles and site-directed mutagenesis studies identified amino acids critical to catalysis, providing insights about the chemical mechanism of TcAANAT0. A crystal structure was obtained for TcAANAT0 bound to acetyl-CoA, revealing valuable information about its active site. This combination of kinetic analysis and crystallography alongside mutagenesis and sequence analysis shines light on some approaches possible for targeting TcAANAT0 and other AANATs for novel insecticide design.

Pivotal role of intramolecular catalysis in the selective acetylation of alkyl amines

Preparation of amides by the use of esters as the "acyl donor" is less explored because they are less reactive and usually more steric demanding than conventional acid halides and anhydrides. Here, we report that 3-acetoxy-2-naphthoic acid, an aspirin analogue, can be used as a mild amine acetylating agent in ethanol at 25°C. The reaction is sensitive to steric and polar effects of the attacking amine, and the rate constants can be appropriately fitted by the Pavelich-Taft correlation. Density functional theory calculations used to study all reaction steps indicate that the o-carboxy group plays a pivotal role, guiding the attacking amine and accelerating the reaction. The reaction can be conveniently used for the acylation of a variety of primary and secondary amines.

Scavenger assisted combinatorial process for preparing libraries of amides, carbamates and sulfonamides

This invention relates to a novel solution phase process for the preparation of amide, carbamate, and sulfonamide combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.