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Synthesis, characterization, and tuberculostatic activity of novel 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid derivatives.

Gobis K, Foks H, Augustynowicz-Kopec E, Napiorkowska A, Szczesio M, Olczak A, Glowka ML - Monatsh. Chem. (2012)

Bottom Line: Novel 5-(4-nitrophenyl)-1,3,4-oxadiazoles were also obtained.Promising preliminary results were obtained for some of the compounds.The crystal structure of the most active compound was determined.

View Article: PubMed Central - PubMed

Affiliation: Department of Organic Chemistry, Medical University of Gdansk, 107 Gen. Hallera Str., 80-416 Gdansk, Poland.

ABSTRACT

Abstract: A series of novel S-esters of 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid and S,S'-diesters of (4-nitrobenzoyl)carbonohydrazonodithioic acid were synthesized by reaction of 4-nitrobenzohydrazide and N-methyl-4-nitrobenzohydrazide with carbon disulfide and alkyl halides in the presence of triethylamine. Novel 5-(4-nitrophenyl)-1,3,4-oxadiazoles were also obtained. The structures were confirmed by IR, NMR, and mass spectroscopy, and by elemental analysis. All the compounds obtained were screened in vitro for their tuberculostatic activity. Promising preliminary results were obtained for some of the compounds. The crystal structure of the most active compound was determined.

No MeSH data available.


Related in: MedlinePlus

The molecular packing of 18 in the crystal, viewed perpendicular to the b axis
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Fig4: The molecular packing of 18 in the crystal, viewed perpendicular to the b axis

Mentions: Partial stacking (with interplanar distance <3.5 Å) is observed for the planar fragments of the molecules, resulting in a semi-layered architecture of the crystal with butyl groups fitting between the layers (Fig. 4). The only other packing forces present in the structure are weak intermolecular H11B–C11···N3 contacts.Fig. 4


Synthesis, characterization, and tuberculostatic activity of novel 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid derivatives.

Gobis K, Foks H, Augustynowicz-Kopec E, Napiorkowska A, Szczesio M, Olczak A, Glowka ML - Monatsh. Chem. (2012)

The molecular packing of 18 in the crystal, viewed perpendicular to the b axis
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4494774&req=5

Fig4: The molecular packing of 18 in the crystal, viewed perpendicular to the b axis
Mentions: Partial stacking (with interplanar distance <3.5 Å) is observed for the planar fragments of the molecules, resulting in a semi-layered architecture of the crystal with butyl groups fitting between the layers (Fig. 4). The only other packing forces present in the structure are weak intermolecular H11B–C11···N3 contacts.Fig. 4

Bottom Line: Novel 5-(4-nitrophenyl)-1,3,4-oxadiazoles were also obtained.Promising preliminary results were obtained for some of the compounds.The crystal structure of the most active compound was determined.

View Article: PubMed Central - PubMed

Affiliation: Department of Organic Chemistry, Medical University of Gdansk, 107 Gen. Hallera Str., 80-416 Gdansk, Poland.

ABSTRACT

Abstract: A series of novel S-esters of 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid and S,S'-diesters of (4-nitrobenzoyl)carbonohydrazonodithioic acid were synthesized by reaction of 4-nitrobenzohydrazide and N-methyl-4-nitrobenzohydrazide with carbon disulfide and alkyl halides in the presence of triethylamine. Novel 5-(4-nitrophenyl)-1,3,4-oxadiazoles were also obtained. The structures were confirmed by IR, NMR, and mass spectroscopy, and by elemental analysis. All the compounds obtained were screened in vitro for their tuberculostatic activity. Promising preliminary results were obtained for some of the compounds. The crystal structure of the most active compound was determined.

No MeSH data available.


Related in: MedlinePlus