54864-96-9

Usage

General Description

6-chloro-N,N-diethylnicotinamide, also known as nafenopin, is a chemical compound with the molecular formula C14H18ClN3O. It is a synthetic organic compound that is commonly used in pharmaceutical and biochemical research. 6-chloro-N,N-diethylnicotinaMide is a nicotinamide derivative with a chlorine atom attached to the sixth position of the ring. It has been studied for its potential anti-inflammatory and hypolipidemic properties, making it a potential candidate for the treatment of various inflammatory and lipid-related disorders. Additionally, it has been investigated for its involvement in the regulation of lipid metabolism and its potential to modulate cellular functions. Overall, 6-chloro-N,N-diethylnicotinamide is a compound with various research applications and potential therapeutic uses.

Upstream product

• 58757-38-3 6-Chloronicotinoyl chloride 
• 109-89-7 diethylamine 
• 20165-96-2 3-(N,N-diethylcarbamoyl)pyridine 1-oxide 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 49609-84-9 2-Chloronicotinoyl chloride 

Downstream Products

• 872201-00-8 (R)-N-(5-diethylcarbamoyl-2-pyridyl)-phenylglycinol 
• 131732-66-6 6-(benzyl-methyl-amino)-nicotinic acid diethylamide 

Relevant academic research and scientific papers

Piperidyl amides as novel, potent and orally active mGlu5 receptor antagonists with anxiolytic-like activity

High throughput screening led to the identification of nicotinamide derivative 2 as a structurally novel mGluR5 antagonist. Optimization of the modular scaffold led to the discovery of 16m, a compound with high affinity for mGluR5 and excellent selectivit

BTK protein kinase inhibitors

This application discloses pyridine and pyrimidine compounds according to formula I wherein R1, R2, R3, R4, R5, X1 and A are as described herein which inhibit Btk. The compounds disclosed herein are useful to modulate the activity of Btk and treat diseases associated with excessive Btk activity. The compounds are further useful to treat inflammatory and auto immune diseases associated with aberrant B-cell proliferation such as rheumatoid arthritis. Also disclosed are compositions containing compounds of formula I and at least one carrier, diluent or excipient.

NICOTINIC ACID DERIVATIVES AS MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS

The present invention relates to novel nicotinic acid derivatives, of formula (I), wherein the substituents are defined in the specification, their preparation, their use as pharmaceuticals and pharmaceutical compositions containing them.

Influence of electronic and steric factors on 2,3-dihydroimidazo[1,2-a] pyridine-based enantioselective acylation catalysts

The catalytic activity and enantioselectivity of chiral 2,3-dihydroimidazo[1,2-a]pyridine (DHIP) derivatives was examined as a function of the steric environment of the nucleophilic nitrogen and the electronic properties of the pyridine ring. 2-Phenyl-6-trifluoromethyl-DHIP (CF 3-PIP) was confirmed to be the best catalyst in this series. In addition, three second-generation catalysts derived from the 1,2-dihydroimidazo[1,2-a]quinoline (DHIQ) core were tested and proved to be considerably more active than CF3-PIP.

Efficient synthesis of novel NK1 receptor antagonists: Selective 1,4-addition of Grignard reagents to 6-chloronicotinic acid derivatives

A new efficient synthesis of two novel classes of NK1 receptor antagonists, among them befetupitant and netupitant, starting from 6-chloronicotinic acid is described. The introduction of the o-tolyl substituent at C(4) of the pyridine ring was achieved by a one-pot selective 1,4-Grignard addition/oxidation sequence to 6-chloronicotinic acid or a derivative of it. The scope of this addition/oxidation sequence was examined. It was also shown that the carboxylic function can be converted to a methyl amino group by a Hofmann rearrangement followed by reduction. Furthermore, a new high-yielding synthesis of 2-(3,5-bistrifluoromethylphenyl)-2-methyl propionic acid based on the carbonylation of the tertiary alcohol obtained by Grignard addition of 3,5-bis(trifluoromethyl)bromobenzene to acetone was established.

Process for the preparation of pyridine derivatives

A process is described for preparing certain 4-alkyl- or 4-aryl-pyridine derivatives.

4-phenyl-pyridine derivatives

The compounds of the related invention are related to 4-phenyl-pyridine derivatives connected by a bridge containing oxygen or nitrogen to a phenyl derivative.

Preparation of substituted 2-chloropyridines

A process for the preparation of a substituted 2-chloropyridine derivatives of the formula STR1 in which R1, R2, R3 and R4 represent hydrogen or various other radicals, which comprises reacting a pyridine-1-oxide of the formula STR2 with an aromatic carbonyl chloride in the presence of an inert organic solvent and in the presence of an acid acceptor at a temperature between about -20° C. and 200° C.

Process for the preparation of substituted 2-chloropyridines

A new process has been found for the preparation of substituted 2-chloropyridine derivatives of the formula (I) STR1 wherein R1 to R4 have the meanings as defined in the description. The new process is characterized in that pyridine 1-oxides of the formula II STR2 are reacted with a chlorine-containing phosphoric acid derivative from the series of the chlorophosphoric esters and chlorophosphoramides in the presence of an inert organic solvent and in the presence of an acid acceptor at temperatures between -20° C. and 200° C., and the resulting product is separated further, if appropriate. Compound (I) is known as an intermediate product for medicaments (cf.DE-A 2,812,585) or for insecticidel nitromethylene derivatives (cf. EP-A 163,855).

Site-Selectivity in the Reaction of 3-Substituted Pyridine 1-Oxides with Phosphoryl Chloride

Site-selectivity in the reaction of 3-substituted pyridine 1-oxide with phosphoryl chloride was investigated.When a strongly electron-withdrawing group (e.g.CN, CONRR', COOR, or NO2) was substituted at the 3-position, the reaction of 3-substituted pyridine 1-oxides with phosphoryl chloride yielded 3-substituted 2-chloropyridines as the main products.Keywords- site-selectivity; 3-substituted pyridine 1-oxide; phosphoryl chloride; 3-substituted 2-chloropyridine; chlorination