Synthesis and Antimicrobial Activities of Novel Series of 1-((4-Methyl-2-Substituted Thiazol-5-yl)Methyleneam INO)-2-Substituted Isothiourea Derivatives

被引：14

作者：

Shelke, Shivaji H. ^{[1
]}

Mhaske, Pravin C. ^{[2
]}

Hande, Pankaj ^{[2
]}

Bobade, Vivek D. ^{[1
]}

机构：

[1] HPT Arts & RYK Sci Coll, Dept Chem, Nasik 422005, India

[2] Sir Parshurambhau Coll, Dept Chem, Pune, Maharashtra, India

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2013年 / 188卷 / 09期

关键词：

Thiazole; thiosemicarbazone; isothiourea; antimicrobial activity; MYXOBACTERIUM CYSTOBACTER-FUSCUS; BITHIAZOLE-TYPE ANTIBIOTICS; IODOXYBENZOIC ACID IBX; AGENTS; THIOSEMICARBAZONE; CYSTOTHIAZOLES; THIAZOLYL; OXIDATION; ALCOHOLS; SCAFFOLD;

D O I：

10.1080/10426507.2012.745542

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A novel series of 1-((4-methyl-2-substituted thiazol-5-yl)methyleneamino)-2-substituted isothiourea derivatives was synthesized by alkylation of (Z/E)-1-((4-methyl-2-substituted thiazol-5-yl)methylene)thiosemicarbazide with alkylhalide in acetone. All the newly synthesized compounds were characterized by spectral (IR, H-1 NMR, C-13 NMR, and mass spectrometry) methods. The newly synthesized compounds were screened for in vitro antimicrobial activity. Most of the compounds show moderate to excellent antimicrobial activity.

引用

页码：1262 / 1270

页数：9

共 31 条

[1]

[Anonymous], EUR J MED CHEM

[2] Synthesis and biological evaluation of some thiazolyl and thiadiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents [J].

Bekhit, Adnan A. ;

Ashour, Hayam M. A. ;

Ghany, Yasser S. Abdel ;

Bekhit, Alaa El-Din A. ;

Baraka, Azza .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (03) :456-463

[3] Iron Chelators of the Dipyridylketone Thiosemicarbazone Class: Precomplexation and Transmetalation Effects on Anticancer Activity [J].

Bemhardt, Paul V. ;

Sharpe, Philip C. ;

Islam, Mohammad ;

Lovejoy, David B. ;

Kalinowski, Danuta S. ;

Richardson, Des R. .

JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (02) :407-415

[4] Synthesis and in vitro antiprotozoal activity of 5-nitrothiophene-2-carboxaldehyde thiosemicarbazone derivatives [J].

Bharti, N ;

Husain, K ;

Garza, MTG ;

Cruz-Vega, DE ;

Castro-Garza, J ;

Mata-Cardenas, BD ;

Naqvi, F ;

Azam, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (23) :3475-3478

[5] Synthesis and antimycobacterial activity of new S-alkylisothiosemicarbazone derivatives [J].

Cocco, MT ;

Congiu, C ;

Onnis, V ;

Pellerano, ML ;

De Logu, A .

BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (03) :501-506

[6] Hypervalent iodine oxidants: Structure and kinetics of the reactive intermediates in the oxidation of alcohols and 1,2-diols by o-iodoxybenzoic acid (IBX) and Dess-Martin periodinane. A comparative H-1-NMR study [J].

DeMunari, S ;

Frigerio, M ;

Santagostino, M .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9272-9279

[7] Thiazole-mediated synthetic methodology [J].

Dondoni, A ;

Marra, A .

CHEMICAL REVIEWS, 2004, 104 (05) :2557-2599

[8] NOVEL THIOSEMICARBAZONES DERIVED FROM FORMYLDIAZINES AND ACYLDIAZINES - SYNTHESIS, EFFECTS ON CELL-PROLIFERATION, AND SYNERGISM WITH ANTIVIRAL AGENTS [J].

EASMON, J ;

HEINISCH, G ;

HOLZER, W ;

ROSENWIRTH, B .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (17) :3288-3296

[9]

Ei-Subbagh H.L., 1996, EUR J MED CHEM, V31, P1017, DOI DOI 10.1016/S0223-5234(97)86181-8

[10] Phase I and pharmacokinetic study of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) using a single intravenous dose schedule [J].

Feun, L ;

Modiano, M ;

Lee, K ;

Mao, J ;

Marini, A ;

Savaraj, N ;

Plezia, P ;

Almassian, B ;

Colacino, E ;

Fischer, J ;

MacDonald, S .

CANCER CHEMOTHERAPY AND PHARMACOLOGY, 2002, 50 (03) :223-229

← 1 2 3 4 →