77629-53-9

Usage

Uses

Used in Dental Industry:
Ethyl 5,6-Dimethylnicotinate is used as an eluate from filling material for its potential applications in dentistry.
Used in Pharmaceutical Industry:
Ethyl 5,6-Dimethylnicotinate is used as an intermediate in the preparation of Omeprazole metabolites, which are important for the development of medications.

InChI:InChI=1/C10H13NO2/c1-4-13-10(12)9-5-7(2)8(3)11-6-9/h5-6H,4H2,1-3H3

Upstream product

• 757903-81-4 5,6-dimethylpyridine-3-carboxylic acid 
• 64-17-5 ethanol 
• 113124-10-0 5-carboxy-2,3-dimethylpyridinium chloride 
• 77629-52-8 Ethyl 2,4-Dichloro-5,6-dimethylnicotinate 
• 77629-51-7 Ethyl 2,4-Dihydroxy-5,6-dimethylnicotinate 

Downstream Products

• 118420-53-4 (E)-N-[4-(4-Benzhydryl-piperazin-1-yl)-butyl]-3-(5,6-dimethyl-pyridin-3-yl)-acrylamide 
• 1174028-17-1 5,6-dimethylpyridine-3-carboxaldehyde 

Relevant academic research and scientific papers

Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure-activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides

A new series of 3-(3-pyridyl)acrylamides 16, 17, 19, and 26, and 5-(3-pyridyl)-2,4-pentadienamides 20-25 were prepared and evaluated for their antiallergic activity. Several of these compounds exhibited more potent inhibitory activities than the parent compounds 1a [(E)-N-[4 [4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamide] against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase. Particularly, 4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(6-methyl-3-pyridyl)acrylamide (17p) showed an ED50 value of 3.3 mg/kg po in the rat PCA test, which was one-fifth of ketotifen and oxatomide. As compared with ketotifen and oxatomide, compound 17p (AL-3264) possessed a better balance of antiallergic properties due to inhibition of chemical mediator release, inhibition of 5-lipoxygenase, and antagonism of histamine.

A Convenient Synthesis of Nicotinate Esters from 3-Cyanopyridones

A convenient synthesis of alkyl-substituted ethyl nicotinates 8 was devised, using 3-cyano-2(1H)-pyridones 4.These were converted to the corresponding 2-bromo-3-cyanopyridines 5 with boiling phosphorus tribromide.The resulting 5 were smoothly debrominated

Steric and Conformational Effects in Nicotine Chemistry

The stereoselectivity of iodomethylation of nicotine and seven nicotine analogues having pyridine alkyl groups was determined by using 13C NMR.Alkylation at the pyridine (N) and at the pyrrolidine (N') nitrogens was observed.Two modes of N'-iodomethylation occur, cis and trans to the pyridine ring.N'-Iodomethylation occurs regioselectively cis to the pyridine ring for all compounds examined.The N/N' and N'cis/N'trans ratios for the nicotinoids were evaluated with regard to (1) the orientation of the N'-methyl group in the free base, (2) conformational properties of the pyridine ring with respect to the pyrrolidine ring, and (3) steric hindrance and buttressing effects on the pyridine nitrogen.The Curtin-Hammett principle and the Winstein-Holness equation are used to analyse reactions.