Synthesis, characterization, and in vitro antimicrobial activities of 5-alkenyl/hydroxyalkenyl-2-phenylamine-1,3,4-oxadiazoles and thiadiazoles

被引：107

作者：

Farshori, Nida N. ^{[1
]}

Banday, Mudasir R. ^{[1
]}

Ahmad, Anis ^{[2
]}

Khan, Asad U. ^{[2
]}

Rauf, Abdul ^{[1
]}

机构：

[1] Aligarh Muslim Univ, Dept Chem, Aligarh 202002, Uttar Pradesh, India

[2] Aligarh Muslim Univ, Interdisciplinary Biotechnol Unit, Aligarh 202002, Uttar Pradesh, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 06期

关键词：

1,3,4-Oxadiazoles and thiadiazoles; Synthesis; Elemental analysis; Spectral data; Antifungal and antibacterial activities; FUNGICIDAL ACTIVITY; DERIVATIVES; 1,3,4-OXADIAZOLES; 1,2,4-TRIAZOLE; ACID;

D O I：

10.1016/j.bmcl.2010.01.126

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

The long-chain alkenoic acid hydrazides (1a-d) on reaction with phenylisocyanate and phenylthiocyanate gave their corresponding semicarbazides (2a-d) and thiosemicarbazides (4a-d), which on further refluxing with POCl3 and Ac2O yielded corresponding 1,3,4-oxadiazoles (3a-d) and thiadiazoles (5a-d), respectively. The structure elucidation of synthesized compounds is based on the elemental analysis and spectral data (IR, H-1 NMR, C-13 NMR and MS). The synthesized oxadiazoles and thiadiazoles have been screened for antibacterial and antifungal activities. The investigation of antimicrobial screening revealed that compounds 3c, 3d, 5c, 5d and compounds 3b, 5b, showed good antibacterial and antifungal activities, respectively. (C) 2010 Published by Elsevier Ltd.

引用

页码：1933 / 1938

页数：6

共 28 条

[1]

PREPARATION AND CHARACTERIZATION OF DERIVATIVES OF ISORICINOLEIC ACID AND THEIR ANTIMICROBIAL ACTIVITY [J].

AHMED, SM ;

AHMAD, F ;

OSMAN, SM .

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1985, 62 (11) :1578-1580

[2]

HETEROCYCLIC-ANALOGS OF THE ANTIHYPERTENSIVE BETA-ADRENERGIC BLOCKING-AGENT (S)-2-[3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY]-3-CYANOPYRIDINE [J].

BALDWIN, JJ ;

ENGELHARDT, EL ;

HIRSCHMANN, R ;

PONTICELLO, GS ;

ATKINSON, JG ;

WASSON, BK ;

SWEET, CS ;

SCRIABINE, A .

JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (01) :65-70

[3]

Banday MR, 2009, INDIAN J CHEM B, V48, P97

[4]

Synthesis and fungicidal activity against Rhizoctonia solani of 2-alkyl (alkylthio)-5-pyrazolyl-1,3,4-oxadiazoles (thiadiazoles) [J].

Chen, HS ;

Li, ZM ;

Han, YF .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2000, 48 (11) :5312-5315

[5]

Synthesis of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives and evaluation of their antidepressant and anxiolytic activity [J].

Clerici, F ;

Pocar, D ;

Guido, M ;

Loche, A ;

Perlini, V ;

Brufani, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (06) :931-936

[6]

Collins A.H., 1976, Microbiological Methods, Vsecond

[7]

Cruickshank R., 1975, MED MICROBIOLOGY, V12th, P812

[8]

Foroumadi A, 2001, PHARMAZIE, V56, P610

[9]

Synthesis and antifungal activity of some new miscellaneous s-triazoles [J].

Ghorab, MM ;

El-Sharief, AMS ;

Ammar, YA ;

Mohamed, SI .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2001, 173 :223-233

[10]

Gökce M, 2001, ARCH PHARM, V334, P279, DOI 10.1002/1521-4184(200109)334:8/9<279::AID-ARDP279>3.0.CO

← 1 2 3 →