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

被引：8

作者：

Gobis, Katarzyna ^{[1
]}

Foks, Henryk ^{[1
]}

Augustynowicz-Kopec, Ewa ^{[2
]}

Napiorkowska, Agnieszka ^{[2
]}

Szczesio, Malgorzata ^{[3
]}

Olczak, Andrzej ^{[3
]}

Glowka, Marek L. ^{[3
]}

机构：

[1] Med Univ Gdansk, Dept Organ Chem, PL-80416 Gdansk, Poland

[2] Inst TB & Pulm Dis, Dept Microbiol, Warsaw, Poland

[3] Tech Univ Lodz, Inst Gen & Ecol Chem, PL-90924 Lodz, Poland

来源：

MONATSHEFTE FUR CHEMIE | 2012年 / 143卷 / 04期

关键词：

Drug research; 5-(4-Nitrophenyl)-1,3,4-oxadiazole-; Tuberculostatic activity; Crystal structure; Structure-activity relationship; DRUG-RESISTANT TUBERCULOSIS; PYRAZINE DERIVATIVES; EPIDEMIOLOGY; CRYSTAL;

D O I：

10.1007/s00706-011-0708-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：607 / 617

页数：11

共 33 条

[1] Synthesis and anti-mycobacterial evaluation of some pyrazine-2-carboxylic acid hydrazide derivatives[J]. Abdel-Aziz, Mohamed;Abdel-Rahman, Hamdy M. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010(08)
[2] Atlas R.M., 1995, HDB MEDIA CLIN MICRO, P313
[3] Synthesis and characterization of novel hydrazide-hydrazones and the study of their structure-antituberculosis activity[J]. Bedia, Kocyigit-Kaymakcioglu;Elcin, Oruc;Seda, Unsalan;Fatma, Kandemirli;Nathaly, Shvets;Sevim, Rollas;Dimoglo, Anatholy. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006(11)
[4] Bruker, 2003, SAINT VERS 6 45 SADA
[5] SYNTHESIS OF SUBSTITUTED N-(2,4-DIOXO-1,2,3,4-TETRAHYDROQUINAZOLINYL)BENZAMIDES AND N-(2-THIONO-4-OXO-1,2,3,4-TETRAHYDROQUINAZOLINYL)BENZAMIDES[J]. CHAU, N;SAEGUSA, Y;IWAKURA, Y. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982(03)
[6] Chen P, 1935, J CHIN CHEM SOC-TAIP, V3, P251
[7] Danila G, 2000, FARM BUCHUREST, V48, P21
[8] Extensively Drug-resistant Tuberculosis: Epidemiology and Management Challenges[J]. Dheda, Keertan;Warren, Robin M.;Zumla, Alimuddin;Grobusch, Martin P. INFECTIOUS DISEASE CLINICS OF NORTH AMERICA, 2010(03)
[9] The Population Dynamics and Control of Tuberculosis[J]. Dye, Christopher;Williams, Brian G. SCIENCE, 2010(5980)
[10] FOKS H, 1971, DISSERT PHARM PHARMA, V23, P49

← 1 2 3 4 →