Nicotinic Acid. Miscellaneous Esters<sup>1</sup>

Badgett, C. O.; Woodward, C. F.

doi:10.1021/ja01203a501

Cited by 36 publications

(13 citation statements)

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“…The connection between the two units is achieved through an ester group at the 4-position of the pyridine ring. Although the straight forward synthesis of 1 has been reported, [28] we used our own methodology consisting of the condensation of ethylene glycol 2 with 3 in dry THF and in the presence of Et 3 N (see Exp. Sect.…”

Section: Resultsmentioning

confidence: 99%

Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

et al. 2004

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Keywords: Glycol / Pyridine / Zinc / Cobalt / Mercury / MetallamacrocycleIn the presence of MX 2 salts, ligand 1 (in a M/L ratio of 2:2, M = Zn, Hg, Co, X = Cl or I), based on the ethylene glycol fragment bearing two pyridine units as monodentate coordination sites, leads to isostructural square-shaped neutral metallamacrocycles as demonstrated by X-ray diffraction on single crystals. For all dinuclear complexes generated, the dicationic metal centre adopts a distorted tetrahedral coordination geometry and its coordination sphere is composed of the X 2 N 2 set of coordinating atoms. For all complexes, the [a] 453 parallel packing of the cyclic structures generates channels which are occupied by solvent molecules. The solvent molecules, which behave as substrates, are positioned within the cavity of the metallamacrocycles. Control of the dimension of the macrocycles, by varying the size of the connecting metal centre, has also been demonstrated.

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Section: Resultsmentioning

confidence: 99%

Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

et al. 2004

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“…The naturally occurring B6-vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus [12]. Pyridine derivatives have been used as herbicides [13], for enrichment of cereals [14], for regulation of arterial pressure [15] and cholesterol levels in blood [16]. Some pyridines constitute an important class of antitumor compounds [17][18].…”

Section: Inroductionmentioning

confidence: 99%

Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

Bhadani¹,

Patel²,

Purohit³

et al. 2015

ILCPA

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A series of an easy and efficient route for the synthesis of some new 2-amino-3-cyanopyridine (4a-4i) and 2-methoxy-3-cyanopyridine (5a-5i) derivatives were synthesized through the reaction of various chalcone (3a-3i) with malononitrile in presence of ammonium acetate and sodium methoxide, respectively. The constitutions of the all synthesized compounds have been established by the IR, 1H-NMR, Mass spectral data and Elemental analysis. Furthermore, all the synthesized products were screened for their antimicrobial activity. INRODUCTIONPyridine functionalities have been widely studied [1,2] and widely used [3-6] but still generate much interest due to their wide range of application in medicinal chemistry [7][8][9][10][11]. The naturally occurring B6-vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus [12]. Pyridine derivatives have been used as herbicides [13] [23]. Most derivatives are prepared by manipulation of pyridine and its simple homologues in a manner similar to chemistry of the benzenoid chemistry. However the simple pyridine compounds are prepared by the cyclization of aliphatic raw materials. The pyridine nucleus is found in a large number of commonly used drugs which have diverse pharmacological activities. Interests in the synthesis of multicyclic pyridine containing compounds have increased in recent years because of their biological and pharmacological activities.The structure of synthesized compounds were assigned based on Elemental analysis, IR 1H-NMR and Mass spectral data. The antimicrobial activity was assayed by using the MIC (Minimum Inhibitory Concentration) method. All the compounds were screened in vitro for their antimicrobial activities against Gram +ve bacteria, Gram -ve bacteria and fungi. The biological activities of the synthesized compounds were compared with known standard drugs. RESULTS AND DISCUSSIONThe synthetic route adopted to obtain the 3-cyanopyridine derivatives 4a-4i and 5a-5i is shown in Scheme 1. 2-Amino-3-cyanopyridine derivatives 4a-4i were prepared from Chalcones 3a-3i by refluxing with malononitrile and ammonium acetate in Ethanol. The isolated product was crystallized with diethyl ether to get 2-amino-3-cyanopyridine derivatives in 58-83% yield. The 2-methoy-3-cyanopyridine derivatives 5a-5i were prepared from Chalcones 3a-3i by refluxing with

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“…The utility of pyridine in understanding the chemistry of biological systems has been realized greatly because of their presence as substructures in many natural products . Pyridines have a wide range of biological activities such as herbicides to enrich cereals and to regulate blood cholesterol levels . On the other hand, polysubstituted pyridines are also used as nonlinear optical materials in making fluorescent ink and security papers .…”

Section: Introductionmentioning

confidence: 99%

The Use of Pinner Type Reaction for the Synthesis of New Indeno[2,1‐c]pyridine‐4‐carbonitrile Derivatives

Nikam

Patil

Kanawade

et al. 2014

Journal of Heterocyclic Chem

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Nicotinic Acid. Miscellaneous Esters¹

Cited by 36 publications

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Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

The Use of Pinner Type Reaction for the Synthesis of New Indeno[2,1‐c]pyridine‐4‐carbonitrile Derivatives

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Nicotinic Acid. Miscellaneous Esters1

Cited by 36 publications

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Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

Design and Structural Analysis of Metallamacrocycles Based on a Combination of Ethylene Glycol Bearing Pyridine Units with Zinc, Cobalt and Mercury

Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

The Use of Pinner Type Reaction for the Synthesis of New Indeno[2,1‐c]pyridine‐4‐carbonitrile Derivatives

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Nicotinic Acid. Miscellaneous Esters¹