The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues

Thomasco, Lisa M.; Gadwood, Robert C.; Weaver, Elizabeth A.; Ochoada, Jason M; Ford, Charles W.; Zurenko, Gary E.; Hamel, Judith C.; Stapert, Douglas; Moerman, Judy K.; Schaadt, Ronda D.; Yagi, Betty H.

doi:10.1016/j.bmcl.2003.07.018

Cited by 61 publications

(17 citation statements)

References 11 publications

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“…In the past decade oxazolidonone compounds have attracted much attention because of their biologically properties [6][7][8][9]. They are totally synthetic antibacterial agents with a novel mechanism of action involving the inhibition of bacterial protein synthesis at a very early stage, thus disrupting chain initiation [9,10].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄

Samipillai

Govender

Kruger

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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C15H17FN 2 O4, monoclinic, P21/c (no. 14), a = 12.4266(11) Å, b = 6.6865(5) Å, c = 17.1510(15) Å, CCDC no.: 1534697The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialA solution of 3-fluoro-4-(4-morpholinyl)-aniline (1.0 eq.) and carbonyldiimidazole (CDI) (1.2 eq.) in dichloromethane (DCM) (10 mL) was stirred at room temperature for 24 h. The solvent was evaporated under reduced pressure and the resulting residue was purified via column chromatography to afford pure product.

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Section: Discussionmentioning

confidence: 99%

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄

Samipillai

Govender

Kruger

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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“…L. M. Thomasco et al reported that Replacement of the morpholine C-ring of linezolid with a 1,3,4-thiadiazolyl ring leads to oxazolidinone analogues (7) having potent antibacterial activity against both gram-positive and gram-negative organisms. Conversion of the C5 acetamide group to a thioacetamide further increases the potency of these compounds [8] . [9] .…”

Section: A Foroumadi Et Al Synthesized a Series Ofmentioning

confidence: 99%

1,3,4-Thiadiazole as Antimicrobial Agent: A Review

Kamal¹,

Shakya²,

Jawaid³

2011

Int Jour of Biomed Res

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“…H NMR, 13 C NMR, IR, MS techniques and elemental analysis. The antimicrobial activities of these compounds were also originally studied.…”

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confidence: 99%

Synthesis and Antibacterial Activity of 5-(2-Hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl Acetyl Hydrazones

王应红¹,

杨录²,

刘志昌³

2013

Chin. J. Org. Chem.

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A series of 5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazones were synthesized with 2-mercapto-5-(2-hydroxyphenyl)-1,3,4-thiadiazole as starting material, followed by thioetherification, hydrazide reaction and hydrazone reaction. The structures of these compounds were characterized by 1 H NMR, 13 C NMR, IR, MS techniques and elemental analysis. The antimicrobial activities of these compounds were also originally studied. The results showed that most of these compounds have potent antibacterial activities. These compounds of aromatic aldehyde-5-(2-hydroxyphen-yl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazone (4a～4h) showed better antibacterial activities than 2-butenal-5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazone (4i).

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The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues

Cited by 61 publications

References 11 publications

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄

1,3,4-Thiadiazole as Antimicrobial Agent: A Review

Synthesis and Antibacterial Activity of 5-(2-Hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl Acetyl Hydrazones

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The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues

Cited by 61 publications

References 11 publications

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C15H17FN2O4

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C15H17FN2O4

1,3,4-Thiadiazole as Antimicrobial Agent: A Review

Synthesis and Antibacterial Activity of 5-(2-Hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl Acetyl Hydrazones

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Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄

Crystal structure of 5-acetyl-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, C₁₅H₁₇FN₂O₄