2322-45-4

Upstream product

• 4406-41-1 N-phenylisobutyramide 
• 62-53-3 aniline 
• 21718-11-6 N-phenyl-S-(4-trifluoromethylphenyl) sulfonamide 
• 20469-89-0 2-bromo-2-methylpropionyl chloride 
• 20769-85-1 2-bromoisobutyric acid bromide 

Downstream Products

• 47002-22-2 2,2-dimethyl-N-phenyl-3-piperidin-1-yl-propionamide 
• 2760-38-5 2-hydroxy-2-methylpropionanilide 
• 128966-04-1 α-phenoxy-isobutyric acid anilide 
• 74262-30-9 2-methyl-N-phenyl-2-(phenylamino)propanamide 
• 4406-41-1 N-phenylisobutyramide 
• 1611-83-2 2-methyl-N-phenylacrylamide 
• 110228-43-8 1',5,5-trimethyl-3-phenylpyrrolidine-5'-spiro-2-oxazolidin-4-one 
• 1197040-29-1 phenyl isocyanate 
• 110228-42-7 2,5,5-trimethyl-2-dimethylamino-3-phenyloxazolidin-4-one 
• 91306-19-3 2-acetonyl-5,5-dimethyl-2,3-diphenyloxazolidin-4-one 
• 91306-20-6 3-benzyl-2,5,5-trimethyl-1-phenyl-2-phenacylimidazolidin-4-one 
• 116275-14-0 3-anilino-2,2-dimethyl-3-oxo-propanoic acid phenylmethyl ester 
• 82300-07-0 2-tert-Butylamino-2-methyl-N-phenyl-propionamide 
• 98583-83-6 5,5-dimethyl-2-dimethylamino-3-phenyl-oxazolidine-4-one 

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.

Visible-Light-Driven Aryl Migration and Cyclization of α-Azido Amides

This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)2(dtbbpy)]PF6 with i-Pr2NEt as the reducing agent, N-aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and i-Pr2NEt to afford the imidazolinone products.

SUBSTITUTED AMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN

The present invention relates to substituted amide derivatives of formula (I) having dual pharmacological activity towards both the sigma (σ) receptor, and the p-opioid receptor, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.

Ruthenium-Catalyzed para-Selective C?H Alkylation of Aniline Derivatives

The para-selective C?H alkylation of aniline derivatives furnished with a pyrimidine auxiliary is herein reported. This reaction is proposed to take place via an N?H-activated cyclometalate formed in situ. Experimental and DFT mechanistic studies elucidate a dual role of the ruthenium catalyst. Here the ruthenium catalyst can undergo cyclometalation by N?H metalation (as opposed to C?H metalation in meta-selective processes) and form a redox active ruthenium species, to enable site-selective radical addition at the para position.

Copper-Salt-Promoted Carbocyclization Reactions of α-Bromo- N -arylacylamides

A mild and convenient synthetic method for oxindoles and α-arylacylamides bearing an all carbon quaternary stereocenter from the readily available α-bromo-N-arylacylamides has been developed. This Cu(acac)2/Phen-promoted radical cyclization rea

Visible Light-Induced Radical Rearrangement to Construct C-C Bonds via an Intramolecular Aryl Migration/Desulfonylation Process

A highly efficient intramolecular selective aryl migration/desulfonylation of 2-bromo-N-aryl-N-(arenesulfonyl)amide via visible light-induced photoredox catalysis has been accomplished. This approach allows for the construction of a variety of multisubstituted N,2-diarylacetamide under mild reaction conditions.

Mechanistic Insights into Temperature-Dependent Trithiocarbonate Chain-End Degradation during the RAFT Polymerization of N-Arylmethacrylamides

Mechanistic insights into trithiocarbonate degradation during the RAFT polymerization of N-arylmethacrylamides are reported. Previous work by our group showed significant RAFT agent degradation during the polymerization of N-arylmethacryloyl sulfonamides at 70 °C. Herein we report the influence of methacrylamide structure on trithiocarbonate degradation during the RAFT polymerizations of N-phenylmethacrylamide (PhMA) and N-benzylmethacrylamide (BnMA) in DMF at 70 and 30 °C. UV-vis spectroscopy revealed trithiocarbonate degradation occurs exclusively after covalent addition of monomer to the RAFT agent, with 60% trithiocarbonate degradation occurring after 12 h during the polymerization of PhMA at 70 °C compared to only 3% degradation measured during the polymerization of BnMA under identical conditions. Small molecule analogues of trithiocarbonate-functional poly(PhMA) and poly(BnMA) were synthesized by single monomer unit insertion and the kinetics and byproducts of degradation investigated by in situ 1H NMR analysis at 70 °C. Trithiocarbonate degradation was ultimately shown to occur by N-phenyl-promoted, N-5 nucleophilic attack on the terminal thiocarbonyl by the ultimate methacrylamide unit.

Bromo-nitro substitution on a tertiary α carbon - A previously uncharacterized facet of the Kornblum substitution

Sodium nitrite in dimethylformamide substitutes nitro for bromine alpha to an amide carbonyl in high yield at a tertiary site. Hammett plots show a strongly positive ρ value (+0.67), indicating a negatively-charged transition state, in contrast to the typical SN1/SN2 mechanism domain for Kornblum substitutions. 2015

Discovery of an androgen receptor modulator pharmacophore based on 2-quinolinones

A series of alkylamino-2-quinolinone compounds (3) was discovered as androgen receptor modulators based on an early linear tricyclic quinoline pharmacophore (1). The series demonstrated selective high binding affinity to androgen receptor and potent recep

Oxyindole derivatives

This invention relates to compounds of the formula (I): or a pharmaceutically acceptable salt thereof, wherein: A, R1, R2, R3, R4 and R5 are each as described herein or a pharmaceutically acceptable s