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Article
Synthesis, Characterization and Study of Biological Activity of Some 1, 3, 4 – Oxadiazole Derivatives and Complexes with Some Metals and Transition Metals
تحضير, تشخيص ودراسة الفعالية البايولوجية لبعض مشتقات 1, 3, 4 – أوكسادايازول ومعقداتها مع بعض الفلزات والعناصر الانتقالية

Authors: Jawdat H. A. جودت حلمي عبدالواحد --- Maha S. H. مها صالح حسين --- Dardaa A. I. درداء عزيز ابراهيم
Journal: Diyala Journal For Pure Science مجلة ديالى للعلوم الصرفة ISSN: 83732222 25189255 Year: 2017 Volume: 13 Issue: 2 - part 3 Pages: 92-110
Publisher: Diyala University جامعة ديالى

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Abstract

1,3,4 – Oxadiazole are important compounds because of its versatile biological action such as antimicrobial, antimalarial, anticonvulsant, hypoglycemic, also analgesic, anti – inflammatory and anticancer. In the present study some phenolic 1,3,4 – oxadiazoles derivatives and their complexes with some transition elements have been synthesized and characterized by using elemental analysis (C, H, N, S and M) and spectroscopic (IR, H1 – NMR and UV-Visible), magnetic study and molar conductivity. All the physical and spectral data give good evidence for the accuracy of the prepared compounds and all the prepared complexes gives a good effect to the types of normal and fungi bacteria’s.

تعتبر مشتقات 4،3،1 – أوكسادايازول من المركبات المهمة بسبب فعاليتها البايولوجية مثل مضاد للبكتريا, مضاد للملاريا, مضاد للاختلاج وايضا يستخدم كمسكنات ومضاد للسرطان. حضرت بعض من مشتقات 4،3،1 – أوكسادايازول الفينولية ومعقداتها مع بعض العناصر الانتقالية في هذه الدراسة وتم تشخيصهم بواسطة التحليل الدقيق للعناصر (C, H, N, S and M) والتحليل الطيفي (H1 – NMR, IR و UV-Visible) والدراسة المغناطيسية والتوصيلية المولارية, حيث اعطت جميع نتائج التحاليل الفيزيائية والطيفية تطابق وتاكيد على صحة المركبات المحضرة وان جميع المعقدات المحضرة ذات تاثير فعال على انواع البكتريا وبكتريا العفن.


Article
IN VITRO STUDY OF THE EFFECT OF SOME PREPARED OXADIAZOLE DERIVATIVES ON ALP, AST AND ALT ACTIVITIES IN SERA OF HEPATOCELLULAR CANCER PATIENTS AND HEALTHY CONTROL

Authors: Ali H.Samir --- Alaa Hussein Jawad --- ZeinabM. Malik Al-Rubaei
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2010 Volume: 13 Issue: 4 Pages: 76-81
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

The effect of some prepared oxadiazole compounds 5-[4-(p-methoxy phenyl) azo phenyl]-2-thiol-1, 3, 4-Oxadiazole [ ], 5-[4-(methoxy phenyl) azo phenyl]-2-marcapto-alky-1, 3, 4-oxadiazole[ -V]( where alkyl group is ethyl, propyl, butyl and pentyl respectively) were tested on the activityof ALP, AST, and ALT in sera of 30 patients with hepatocellular cancer and 30 healthy individualsas control group.The results revealed significantly higher levels of ALP, AST, and ALT activity in patients groupcompared to control group.Different concentrations (10-4, 10-5, and 10-6M) of oxadiazole derivatives showed differentpercentage of inhibitions, but did not showed proportional with the concentration of derivatives.The elevated values of ALP, AST, and ALT activity in sera of patients were returned to aboutnormal values in most cases after addition of oxadiazole compounds to sera of patients in vitro.


Article
Synthesis of Some New Heterocyclic Fused Rings Compounds Based on 5-Aryl-1,3,4-Oxadiazole

Authors: Zahra Mohammed Abbas --- Dhuha Faruq Hussain --- Raied Mustafa Shakir
Journal: Ibn Al-Haitham Journal For Pure And Applied Science مجلة ابن الهيثم للعلوم الصرفة والتطبيقية ISSN: 16094042/25213407 Year: 2017 Volume: 30 Issue: 2 Pages: 161-176
Publisher: Baghdad University جامعة بغداد

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Abstract

The work includes synthesis and characterization of some new heterocyclic compounds, as flow: The compound (3) (5-(4-chlorophenyl) -2-hydrazinyl-1,3,4-oxadiazole was synthesized by using two methods; the first method includes the direct reaction between hydrazine hydrate 80% and 5-(4-chlorophenyl)-2- (ethylthio) 1,3,4-oxadiazole (1), the second method involves converting 5-(4-chlorophenyl)-1,3,4-oxadiazol-2-amine (2) to diazonium salt then reducing this salt to compound (3) by stannous chloride. Compound (3) was used as starting material for synthesizing several fused heterocyclic compounds. The compound 6-(4-chlorophenyl)[1,2.4] triazolo [3,4,b][1,3,4] oxadiazole-3-(2H) thione (compound 4) was synthesized from the reaction of compound (3) with carbon disulfide in presence of potassium hydroxide. Compound 6-(4-chlorophenyl)-[1,2,4] triazolo [3,4-b][1,3,4] oxadiazole-3-amine (5) was synthesized from treatment of compound (3) with cyanogen bromide at room temperature in the presence of sodium hydrogen carbonate. Direct reaction between acetic acid and compound (3) in POCl3 affords 6-(4-chlorophenyl)-3-methyl-[1,2,4] triazolo [3,4,b][1,3,4] oxadiazole (compound 6). Five new fused rings derivatives (12-16) [6-(4-chlorophenyl)-3-(aryl)-[1,2,4] triazolo[3,4-b][1,3,4]oxadiazol] were synthesized by two steps. The first step was synthesized by corresponding Schiff bases (7-11) from reaction compound (3) with five aryl aldehyde. These Schiff bases were used as substrate to synthesize compounds (12-16) by treating these compounds with bromine in glacial acetic acid in dry sodium acetate.The synthesized compounds were characterized by FTIR,H-NMR,C-NMR and CHNS analysis.

Keywords

1 --- 3 --- 4-Oxadiazole --- Triazole


Article
Liquid Crystalline Behavior of Dimers Containing 1, 3, 4-Oxadiazole Unit

Author: Zahraa Sabah Saeed
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2012 Volume: 15 Issue: 1 Pages: 13-17
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

The synthesis and liquid crystalline properties of new series of 1,3,4-oxadiazole derivative are reported. (2-[(4-methoxy benzylidine amino)-5-(4-hydroxy-phenyl)]-1,3,4-oxadiazole) (II) was synthesized by condensation of (2-amino-5-(4-hydroxy phenyl)-1,3,4-oxadiazole) (I) with (anisaldehyde). A dimmer series with structural formula (III) were synthesis by dimmerization of compound (II) with appropriate (malonic acid, succinic acid, glutaric acid, adipic acid, and palmic acid). The liquid crystalline properties of dimmer series (III) was examined by hot-stage polarizing microscope and showed the presence of nematic mesophases.

لقد تم تحضير والتعرف على خواص البلورات السائلة لسلسلة جديدة من مشتقات 1و3و4-اوكسادايازول. ان (2-](4-ميثوكسي امينوبنزلدين)-5-(4-هايدروكسي فنيل)-1و3و4-اوكسادايزول) (II) قـد حضـر بواسطـة تكثيف ((2-امينـو) -5-(4-هايدروكسـي فنيــل)-1و3و4-اوكسادايزول) (I) مع (الانيسالديهايد). ان سلسلة البوليمر الثنائي مع الصيغه الجزيئيه (III) تم تحضيره من خلال البلمرة الثنائية للمركب (II) مع مجموعة من (كلوريدات الحوامض الكاربوكسيلية الثنائية).ومن تم اثبات خواص البلورات السائلة باستخدام مجهر مستقطب مزود بمسخن حراري.

Keywords

liquid crystal --- 1 --- 3 --- 4-oxadiazole.


Article
Synthesis, Characterization and Biological Investigation of Some New Hydroxy – 1,3,4 – Oxadiazole Derivatives
تحضير، تشخيص تقييم بايولوجية لبعض مشتقات هايدروكسي – 4،3،1 – أوكسادايازول الجديدة

Author: Jawdat H. A.1 , Afraa S. S.2 جودت حلمي عبدالواحد1 ، عفراء صابر شهاب2
Journal: kirkuk university journal for scientific studies مجلة جامعة كركوك - الدراسات العلمية ISSN: 19920849 / 26166801 Year: 2016 Volume: 11 Issue: 3 Pages: 304-320
Publisher: Kirkuk University جامعة كركوك

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Abstract

study the solid compounds of hydroxy 1,3,4 – oxadiazoles have been synthesized by reaction of acid hydrazides with CS2 in the presence of KOH. All the prepared compounds are characterized by using elemental analysis (C, H, N and S) and spectroscopic IR, H1 – NMR and studied the biological activity on four antibacterial (gram +Ve and gram –Ve) and three antifungal organisms. 1,3,4 – Oxadiazole are important compounds because of its versatile biological action such as antimicrobial, antimalarial, anticonvulsant, hypoglycemic, also analgesic, anti – inflammatory and anticancer. In the present

تعتبر مركبات 4،3،1 – أوكسادايازول من المركبات المهمة بسبب فعاليتها البايولوجية مثل مضاد للبكتريا, مضاد للملاريا, مضاد للاختلاج وايضا يستخدم كمسكنات ومضاد للسرطان. حضرت المركبات الصلبة من هايدروكسي 4،3،1 – أوكسادايازول في هذه الدراسة من تفاعل هيدرازيدات الحامض مع ثنائي كبريتيد الكاربون بوجود هيدروكسيد البوتاسيوم. تم تشخيص جميع المركبات المحضرة بواسطة التحليل الدقيق للعناصر والتحليل الطيفي (H1 – NMR, IR) مع دراسة الفعالية البايولوجية لاربع مضادات بكتريا (غرام موجب وغرام سالب) وثلاثة بكتريا تعفن.


Article
Synthesis , Characterization , Antimicrobial New 2,2'-[(1E,2E)-ethane-1,2-diylidenedi(2E)hydrazin-1-yl-2-ylidene]bis (5-methyl-1,3,4-oxadiazole) and their transition metal complexes

Authors: Azhar H. Katea --- Saher A. Ali --- Ibrahim A. Flifel
Journal: JOURNAL OF THI-QAR SCIENCE مجلة علوم ذي قار ISSN: 19918690 Year: 2017 Volume: 6 Issue: 2 Pages: 96-103
Publisher: Thi-Qar University جامعة ذي قار

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Abstract

Transition metal complexes of new legend 2,2'-[(1E,2E)-ethane-1,2-diylidenedi(2E) hydrazin-1-yl-2-ylidene] bis (5-methyl-1,3,4-oxadiazole) with some transition metal ion such as Cr3, Co3+, Ni2+ were synthesis ,characterization by magnetic susceptibility measurements, conductance, elemental analyses, 1HNMR, IR, and mass spectra. The electrolytic behavior were confirmed from their conductance. data spectral study of transition metal complexes suggest octahedral geometry for Cr3+, Co3+ ion , square planer geometry for Ni2+.The effective magnetic moment of cobalt complex is 0.91 that mean the Co2+ oxidation to Co3+. The complexes and ligand were tested against two types of bacteria (Staphylococcus aureus, Escherichia coli) all prepared complexes showed good biological activity.

حضر الليكاند الجديد 2,2'-[(1E,2E)-ethane-1,2-diylidenedi(2E) hydrazin-1-yl-2-ylidene]bis(5-methyl-1,3,4-oxadiazole) مع بعض العناصر الانتقالية مثل Cr3, Co3+, Ni2+ وشخصت باستخدام قياسات الحساسية المغناطيسية وقياسات التوصيلية والتحليل الدقيق للعناصر (CHN) وتقنيات أخرى منها طيف الاشعة تحت الحمراء (IR) وطيف البروتون النووي المغناطيسي (H1NMR) وطيف الكتلة . ومن النتائج التي تم الحصول عليها اقترح الشكل الثماني السطوح لمعقد Cr3, Co3+ والشكل المربع المستوي لمعقد Ni2+. العزم المغناطيسي الفعال لمعقد الكوبلت بين تأكسد Co2+ الى Co3+ . اختبار الفعالية البيولوجية لليكاند ومعقداته ضد نوعين من البكتريا (Staphylococcus aureus, Escherichia coli) أعطت نتائج جيدة .


Article
SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITYOF SOME METAL IONSWITH 2-THIOACETIC-5-PHENYL-1,3,4-OXADIAZOLE

Authors: Ahmed Ahmed --- Hadeel Adel --- Hanan Ibraheem
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2010 Volume: 13 Issue: 1 Pages: 43-47
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

New metal complexes of the ligand 2-thioacetic-5-phenyl-1,3,4-oxadiazole with the metal ions Ni(II), Cu(II), Zn(II), Cd(II) and Sn(II) were prepared in alcoholic medium. The prepared complexes were characterized by FTIR Spectroscopy, electronic spectroscopy, mass spectroscopy 1H NMR, 13C NMR, magnetic susceptibility and conductivity measurements. From the spectral measurements, monomer structures for the complexes were proposed. Square planar geometry was proposed for the copper complex. The other complexes were proposed to be tetrahedral. Preliminary in vitro tests for antimicrobial activity show that all prepared compounds display good activity to Staphylococcus aureus, Escherishia coli, Pseudononas aeroginosa and Cndida albicans.


Article
Synthesis and antibacterial activity of some new 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
تحضير ودراسة الفعالية التثبيطية ضد البكتريا لعدد من معوضات 4،3،1-اوكسادايازول و 4،3،1-ثايادايازول

Author: K.M. Daoud خالد محمود داؤد1
Journal: Tikrit Journal of Pure Science مجلة تكريت للعلوم الصرفة ISSN: 18131662 Year: 2008 Volume: 13 Issue: 1 Pages: 16-20
Publisher: Tikrit University جامعة تكريت

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Abstract

In this work the synthesis of some mono, disubstituted-1,3,4-oxadiazoles and 2-substituted-1,3,4-thiadiazoles are presented. Starting from some ethyl esters (1-4), the ester was treated with hydrazine hydrate in ethanol to give the corresponding hydrazides (5-8). The hydrazides then treated with formic acid to give 1-formyl-2-acyl hydrazine (9-12), the synthesized 1-formyl derivatives were converted to 2-substituted-1,3,4-oxadiazoles and 2-substituted-1,3,4-thiadiazoles (16-18) by their reaction with phosphorous oxychloride and phosphorous pentasulphide respectively. The reaction of acid hydrazide (6) with the esters (1,2) in presence of phosphoric acid gave 2,5-disubtituted-1,3,4-oxadiazoles (19,20). The structure of the synthesized compounds were established by the physical and spectral methods.The synthesized compounds (13-20) were tested against six types of bacteria (Staph. aureus, Bacillus subtilis, Proteus mirabilis, E. coli, K. pneumonia, Pseudomonas aemgioson).

تم في هذا البحث تحضير عدد من مركبات 4،3،1-اوكسادايازول احادية وثنائية التعويض و 4،3،1-ثايادايازول احادي التعويض من عدد من الاسترات (1-4). تم تحويل الاسترات الى هيدرازيدات الاحماض الكاربوكسيلية (5-8) من خلال مفاعلتها مع الهيدرازين المائي في الايثانول. كما تم مفاعلة الهيدرازيدات مع حامض الفورميك ليعطي مشتقات 1-فورميل-2-اسيل هيدرازين (9-12). حولت مشتقات 1-فورميل الى 2-معوضات-4،3،1-اوكسادايازول و 2-معوضات-4،3،1-ثايادايازول من خلال تفاعلها مع اوكسي كلوريد الفسفور وخماسي كبريتيد الفسفور على التوالي. اعطى تفاعل بعض الاسترات (2،1) مع هيدرازيد الحامض (6) بوجود حامض الفوسفوريك 4،3،1-اوكسادايازول-5،2-ثنائي التعويض (20،19). شخصت المركبات المحضرة بالطرق الطيفية والفيزياوية.اختبرت فعالية المركبات(13-20) تجاه البكتريا Staph. aureus ، Bacillus subtilis، Proteus mirabilis ، E. coli، K. pneumonia ، Pseudomonas aemgioson.

Keywords

1 --- 3 --- 4-oxadiazole --- 1 --- 3 --- 4-thiadiazole --- biological evaluation


Article
SYNTHESIS AND CHARACTERIZATION OF SOME METAL IONS WITH {[5-(4-CHLOROPHENYL)-1,3,4-OXADIAZOL-2-YL]THIO} ACETIC ACID

Authors: Emad Yousif --- Eva Rentschler
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2010 Volume: 13 Issue: 2 Pages: 86-92
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

New metal complexes of the ligand {[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]thio}acetic acidwith the metal ions Ni(II), Cu(II), Zn(II), Cd(II) and Sn(II) were prepared in alcoholic medium. Theprepared complexes were characterized by FTIR Spectroscopy, electronic spectroscopy 1HNMR,13CNMR, magnetic susceptibility and conductivity measurements. From the spectral measurements,monomer structures for the complexes were proposed. Square planar geometry was proposed forthe copper complex. The other complexes were proposed to be tetrahedral


Article
Synthesis of Bis-heterocyclic phenyl containing -4 – oxo – 1,3 – thiazolidine, 2,3 – dihydrothiazole, 1, 2,4 – triazolo [3, 4b ] – 1,3,4 – thiadiazine and pyrazol derivatives

Author: Yasmeen A. Al-Daeif
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2011 Volume: 14 Issue: 2 Pages: 67-74
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

AbstractThis research describes the synthesis of some new different substituted bicyclic phenyl derivatives. To obtain the target compounds, the reaction steps shown in scheme (I) and (II) were of a feasible strategy. The synthon terphthalic acid hydrazide [2] which was prepared from methyl terphthalate [1] with hydrazine hydrate, was used for the preparation of six types of new heterocyclic derivatives.Acid hydrazide [2] reacts with carbon disulfide in the presence of potassium hydroxide and p–hydroxy benzaldehyde to give the corresponding potassium carbodithioate salt [3] and shiff’s base [5] derivatives respectively. Treatment of the latter salt with p- bromophenacyl bromide afforded thiazolidine -2- thione[4], cyclization of shiff’s base [5] using mercapto acetic acid resulted in the formation of -4- oxo-1,3 - thiazolidne [6]. 1,2,4 – triazolo [3, 4b] - 1,3,4 – thiadiazine [9] was synthesized from basic cyclization of the intermediate product [8] which was obtained from the reaction between 2 – mercapto – 1,3,4 – oxadiazole [7] and p-bromo phenacyl bromide. Furthermore, the hydrazino – 1,3,4 – oxadiazole [10], which was obtained from the reaction between of compound [7] with hydrazine hydrate, was then reacted with CS2 / pyridine and acetyl aceton to give the corresponding 1,3,4 – triazolo [5,1b] oxadiazole [11] and pyrazole [12] derivatives respectively, scheme (II).All synthesized compounds structures were characterized by measurements some of its physical proprieties and some specific reactions and spectral methods FTIR, 1H NMR for compound [6] and [8].

الخلاصةتم في هذا البحث تحضير مشتقات لفينل ثنائي الحلقات الغير متجانسة,حضرة المادة الاولية terphthalic acid hydrazide [2] من methyl terphthalate [1] حيث استخدمت لتحضير ستة انواع من المشتقات الحلقية غير المتجانسة. حيث تم تحويل Acid hydrazide [2] الى potassium carbodithioate salt [3] و shiff’s base [5] وذلك بتفاعله مع ثنائي كبريتيد الكاربون و بارا- هايدروكسي بنزالديهايد على التوالي, ليعقبها معاملة الملح الاخير مع بارا-بروموفيناسيل برومايد للحصول على thiazolidine -2- thione [4] و كذلك غلق حلقي للمركب [5] باستخدام مركبتوا اسيتك اسد ليعطي -4- oxo-1,3 - thiazolidne [6].لقد تم كذلك تحضير1,2,4 – triazolo [3, 4b] - 1,3,4 – thiadiazine [9] بواسطة الغلق الحلقي القاعدي للمركب [8] والذي تمة تحضيره من خلال تفاعل بين 2 – mercapto – 1,3,4 – oxadiazole [7] و بارا-بروموفيناسيل برومايد وبالاضافة الى ذلك hydrazino – 1,3,4 – oxadiazole [10] والذي تمة تحضيره بواسطة التفاعل بين المركب [7] مع الهيدرازين المائي, قد استخدم بتفاعله مع ثنائي كبريتيد الكاربون بوجود البريدين و اسيتيل الاسيتون لتحضير 1,3,4 – triazolo [5,1b] oxadiazole [11] and pyrazole [12].تم تشخيص جميع المركبات المحضرة بواسطة طيف الاشعة تحت الحمراء وبعض منها بواسطة طيف الرنين المغناطيس وتعيين بعض خواصها الفيزيائية.

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