68291-92-9

Usage

Uses

Used in Pharmaceutical Industry:
AKOS B023217 is used as a synthetic intermediate for the development of new pharmaceuticals, leveraging its unique chemical properties to facilitate the creation of novel drug molecules.
Used in Agrochemical Industry:
In the agrochemical sector, AKOS B023217 is utilized as a precursor in the synthesis of agrochemicals, contributing to the development of innovative products for agricultural applications.
Used in Organic Compounds Synthesis:
AKOS B023217 serves as a key component in the synthesis of various organic compounds, playing a crucial role in advancing chemical research and the production of specialty chemicals.

InChI:InChI=1/C11H15NO2/c1-8(2)12-6-9-3-4-10-11(5-9)14-7-13-10/h3-5,8,12H,6-7H2,1-2H3

Upstream product

• 120-57-0 piperonal 
• 75-31-0 isopropylamine 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 
• 67-64-1 acetone 
• 108-18-9 diisopropylamine 
• 74760-64-8 N-(2-propyl)-piperonylideneamine 

Relevant academic research and scientific papers

Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel

ALDH2, a key enzyme in the alcohol metabolism process, detoxifies several kinds of toxic small molecular aldehydes, which induce severe organ damages. The development of novel Alda-1 type ALDH2 activators was mostly relied on HTS but not rational design so far. To clarify the structure–activity relationship (SAR) of the skeleton of Alda-1 analogs by synthesis of the least number of analogs, we prepared 31 Alda-1 analogs and 3 isoflavone derivatives and evaluated for their ALDH2-activating activity. Among these, the ALDH2-activating activity of mono-halogen-substituted (Cl and Br) N-piperonylbenzamides 3b and 3 k, and non-aromatic amides 8a-8c, were 1.5–2.1 folds higher than that of Alda-1 at 20 μM. The relationship between binding affinity in computer aided molecular docking model and the ALDH2-activating activity assays were clarified as follows: for Alda-1 analogs, with the formation of halogen bonds, the enzyme-activating activity was found to follow a specific regression curve within the range between ?5 kcal/mol and ?4 kcal/mol. For isoflavone derivatives, the basic moiety on the B ring enhance the activating activity. These results provide a new direction of utilizing computer-aided modeling to design novel ALDH2 agonists in the future.

ORGANIC COMPOUNDS

This disclosure relates to taste modifiers of formula (I) wherein, n is 1, 2 or 3; R1 is selected from C1-C5 alkyl, C1-C5 hydroxyalkyl, C1-C5 dihydroxyalkyl and —CHYCOOH wherein

Pd(OAc)2-catalyzed carbonylation of amines

A phosphine-free catalytic system [Pd(OAc)2-Cu(OAc) 2-air] induced a substrate-specific carbonylation of amines in boiling toluene under CO gas (1 atm). Symmetrical N,N′-dialkylureas were obtained by the carbonylation of primary amines. N,N,N′-Trialkylureas were selectively formed by addition of a secondary amine to the above reaction vessel. Secondary amines did not give tetraalkylureas. However, dialkylamines with a phenyl group on their alkyl chains, such as N-monoalkylated benzylic amine or phenethylamine derivatives, underwent a direct aromatic carbonylation to afford five- or six-membered benzolactams. In the carbonylation, the chelation effect or steric repulsion between Pd(II) and the meta-substituent in the ortho-palladation and the ring sizes of cyclopalladation products that were formed prior to carbonylation were found to generate good site selectivity and increase the reaction rate. In contrast, carbonylation of ω- arylalkylamines with a hydroxyl group gave neither ureas nor benzolactams but instead produced 1,3-oxazolidinones smoothly. Hydrochlorides of amines also underwent carbonylation to afford the corresponding amides under the conditions used. This procedure made it possible to prepare ureas of amino acid esters and N-alkylcarbamates in practical yields.