94318-76-0

Upstream product

• 7623-09-8 2-chloropropionyl chloride 
• 108-91-8 cyclohexylamine 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 1124-53-4 N-cyclohexylacetamide 

Downstream Products

• 596808-05-8 2-(2-bromopyridin-3-yloxy)-N-cyclohexylpropionamide 

Relevant academic research and scientific papers

Optimization of bifunctional piperidinamide derivatives as σ1R Antagonists/MOR agonists for treating neuropathic pain

Here, we describe the optimization, synthesis, and associated pharmacological analgesic activities of a new series of bifunctional piperidinamide derivatives as sigma-1 receptor (σ1R) antagonists and mu opioid receptor (MOR) agonists. The new compounds were evaluated in vitro in σ1R and MOR binding assays. The most promising compound 114 (also called HKC-126), showed superior affinities for σ1R and MOR and good selectivity to additional receptors related to pain. Compound 114 showed powerful dose-dependent analgesic effects in the acetic acid writhing test, formalin test, hot plate test, and chronic constriction injury (CCI) neuropathic pain model. In contrast to an equianalgesic dose of fentanyl, compound 114 produced fewer opioid-like side effects, such as reward liability, respiratory depression, physical dependence, and sedation. Lastly, the pharmacokinetic properties of this drug were also acceptable, and these results suggest that compound 114, as a mixed σ1R/MOR ligand, has potential for treating neuropathic pain.

One-pot synthesis of pyridazino[1,4]oxazin-3-ones

Pyridazino[1,4]oxazin-3-ones were conveniently prepared in a one-pot condensation of N-substituted 2-chloroacetamides with various 5-chloro-pyridazin-6-ones via rearrangement of a spiro-aminoketal intermediate.

A one-pot synthesis of pyrido[2,3.b][1,4]oxazin-2-ones

Pyrido[2,3-b][1,4]oxazin-2-ones are conveniently prepared in excellent yields by a one-pot annulation of N-substituted-2-chloroacetamides with 2-halo-3-hydroxypyridines with use of cesium carbonate in refluxing acetonitrile. The key transformation features a Smiles rearrangement of the initial O-alkylation product and subsequent cyclization.

Lipase catalysed synthesis of optically enriched α-haloamides

An efficient lipase catalysed synthesis of optically enriched α-halogenated amides with concomitant optical enrichment of the starting α-haloesters is described. Candida antarctica lipase (CAL) was found to be a better catalyst over porcine pancreatic lipase (PPL) and Candida cylindracea lipase (CCL). The effect of different organic solvents was also studied.

AlCl3-Catalysed trans N-acylation of Acetanilides with α-Chloropropionyl Chloride

trans N-acylation of acetanilides with α-chloropropionyl chloride catalysed by AlCl3 has been shown to occur efficiently, affording 2-chloro-N-phenylpropanamides in preparative yields.

Piperazine derivatives with anticholinergic and/or antihistaminic activity

Compounds of formula I STR1 are described in which R is an aryl, substituted aryl, aralkyl or heterocyclic radical; R1 is hydrogen or alkyl of 1-4 carbon atoms; A is a saturated, aliphatic hydrocarbon chain, which is linear or branched; R2