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Article
Synthesis of some Quinazolin One Derivatives for Their Antimicrobial Activity

Authors: Hadel A. Abdalgane --- Hammed H. Mohammed --- Firyal Weli Askar
Journal: Al-Nahrain Journal of Science مجلة النهرين للعلوم ISSN: (print)26635453,(online)26635461 Year: 2018 Volume: 00 Issue: 1 Pages: 17-25
Publisher: Al-Nahrain University جامعة النهرين

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Abstract

A series of derivatives for compound 2-(4-chlorophenyl)-4H-benzo[d] [1,3] oxazin-4-one with different aromatic substitution were proved. The newly synthesized derivatives have been supported by spectral data FTIR and H1 NMR. All the synthesized compounds were screened for their antimicrobial activity and compared with drug Amoxicillin as reference.


Article
Synthesis, Characterization and Evaluation of Antimicrobial Activity for New Heterocyclic Derivatives Containing Pentagonal, HexagonalRings.
تحضير وتشخيص وتقييم الفعالية المضادة للمايكروبات لمشتقات المركبات غير المتجانسه الحاويه على حلقات خماسيه وسداسيه

Authors: Redhab A.J Alfraiji رضاب عبد الحسين جاعد الفريجي --- Suaad M.H. Al-Majidi سعاد محمد حسين الماجدي
Journal: Iraqi Journal of Science المجلة العراقية للعلوم ISSN: 00672904/23121637 Year: 2014 Volume: 55 Issue: 4B Pages: 1694-1707
Publisher: Baghdad University جامعة بغداد

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Abstract

This research, involved a series of some new compounds containing different hetero cyclic new pentagonal and hexagonal rings, through the reaction of 2-mercapto-3-phenyl-4(3H)quinazolinone (1) with chloroacetylchloride in the presence of potassium hydroxide, and dry dimethylformamide (DMF) as a solvent to obtain the intermediate compound (2). This compound is reacted with different reagents to give four routes, the first route include direct reaction with substituted-2-aminobenzothiazole under certain conditions to give new compounds (3-9). The second route involved condensation compound (2) with 5-substituted-2-amino-1,3,4-oxadiazole in the presence of potassium carbonate anhydrous to give new compounds (10-13).while the third route involved condensation compound (2) with para-phenylenediamine in ethanol as a solvent to give the corresponding compound (14) which the conversion new substitutes 1,2,3-triazole compounds (17-18) were prepared through the reaction of compound (14) with different reagent to give compounds (15-16). And subsequent reactions to obtain compounds (17-18) respectively. The fourth route include reaction compound (2) with para-chlorosulphonylaniline to give compound (19) which the conversion new sulphanilamide compounds (20-22) were prepared through the reaction compound (19) with different primary aromatic amine. The structure of newly synthesized compounds were identified by spectral methods their [FTIR,1HNMR, 13C-NMR] and measurements some of its physical properties and some specific reactions. Furthermore were studied the effects of the preparing compounds on some strains of bacteria and fungicidal.

تضمن البحث سلسلة من بعض المركبات الحلقيه غير المتجانسه الجديدة الخماسية والسداسية الحلقة , من خلال تفاعل 2-مركبتو-3-فنيل-4(3H)-كوينوزولينون (1) مع الكلوروأسيتايل كلورايد وبوجود هيدروكسيد البوتاسيوم وDMF كمذيب للحصول على المركب الوسطي (2).بعدها تفاعل المركب الوسطي باربعة مسارات ,تضمن المسار الاول بالتفاعل المباشر مع معوضات 2-امينو بنزوثايازول تحت ظروف معينه لتعطي المركبات الجديده (3-9).وتضمن المسار الثاني تكاثف المركب (2) مع 5-معوض-2-امينو-1,2,3,-اوكسادايازول بوجود كاربونات البوتاسيوم اللامائيه, لتعطي المركبات الجديدة (10-13).بينما تضمنت الطريقه الثالثه تكاثف المركب (2) مع بارا-فنيلين داي امين في الايثانول كمذيب وحصلنا تبعا لذلك على المركب (14), الذي تم تحويله الى معوضات 1,2,3-ترايازول المركبات (17-18) وذلك من خلال تفاعل المركب (14) مع مختلف الكواشف ليعطي المركبات (15-16) ونواصل التفاعل للحصول على المركبات (17-18) على التوالي.تضمن المسار الرابع تفاعل المركب (2) مع البارا-كلورو سلفونيل انيلين ليعطي المركب (19) الذي تم تحويله الى مركبات السلفانيل امايد(20-22) والتي تم تحضيرها من خلال تفاعل المركب (19) مع مختلف الامينات الاولية الاروماتية.تراكيب المركبات المحضرة الجديدة شخصت من خلال الطرق الطيفية [13C-NMR, 1H-NMR, FTIR] وقياس بعض خواصها الفيزياوية بالاضافة لذلك تمت دراسة تأثير بعض المركبات المحضرة على بعض سلالات البكتيريا وفطر واحد.


Article
Synthesis, Identification and Evaluation Biological Activity for Some New Triazole, Triazoline and Tetrazoline Derivatives From 2-Mercapto-3-phenyl-4(3H)Quinazolinone
تحضير ,تشخيص وتقييم الفعالية البايولوجية لبعض مشتقات الترايزول, الترايزولين و التترازولين الجديدة من 2-مركبتو-3-فنيل-4-(3H)كوينزولينون

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Abstract

This research, involved synthesis of some new 1,2,3-triazoline and 1,2,3,4-tetrazole derivatives from antharanilic acid as starting material .The first step includes formation of 2-Mercapto-3-phenyl-4(3H)Quinazolinone (0) through reacted of anthranilic acid with phenylisothiocyanate in ethanol, then compound (0) reaction with chloro acetyl chloride in dimethyl foramamide (DMF) to prepare intermediate S-(α-chloroaceto-2-yl)-3-phenylquinazolin-4(3H)-one (1); compound (1) reacted with sodium azide to yield S-(α-azidoaceto-2-yl)-3-phenylquinazolin-4(3H)-one (2), while Schiff bases (3-10) were prepared from condensation of substituted primary aromatic amines with different aromatic aldehydes in absolute ethanol as a solvent. Compound (2) reacted with Schiff bases to give 1,2,3,4-tetrazoline derivatives (11-18) which was entered in 1,3-dipolar cyclo addition reactions with some of α,β-unsaturated carbonyl compounds to give 1,2,3-triazoline (19-24) and triazole (25-27) derivatives respectively. The structure of newly synthesized compounds were identified by spectral methods their [Fourier transform infrared (FTIR) and some of them 1H-NMR, 13C-NMR] and measurements some of its physical properties and some specific reactions. Furthermore were studied the effects of the preparing compounds on some strains of bacteria

تضمن البحث تحضيربعض مشتقات3,2,1- ترايزولين و14,3,2, - تترازول الجديدة من حامض الانثرنيلك كمادة اساس.تتضمن الخطوة الاولى تكوين 2-مركبتو-3-فنيل-4(H3)-كوينوزولينون (0) من خلال تفاعل حامض الانثرنيلك مع فنيل ايزوثايوسيانات في الايثانول,ثم يتفاعل المركب(0) مع الكلوروأسيتايل كلورايد وبوجود DMF كمذيب لتحضيرالمركب الوسطي S-(الفا-كلورو اسيتو-2- يل)-3-فنيل-4(3H)-كوينوزولينون (1) ;تفاعل المركب(1) مع ازيد الصوديوم ينتج s-(الفا-ازايد اسيتو-2- يل)-3-فنيل-4(3H)- كوينوزولينون (2) , بينما قواعد شيف (3-10) حضرت من تكاثف الامينات الاروماتية الاولية المعوضة مع مختلف الديهايدات الاروماتية بوجود الايثانول كمذيب . تفاعل المركب (2) مع قواعد شيف ليعطي مشتقات 14,3,2, تترازولين (11-18) ودخولها في تفاعل الاضافة الحلقية ثنائية القطب 1 ,3 مع بعض مركبات الفا بيتا- كاربونيل غير المشبعة ليعطي مشتقات 3,2,1- ترايزولين (19-24) وترايزول (25-27) بالتعاقب.تراكيب المركبات المحضرة الجديدة شخصت من خلال الطرق الطيفية FTIR] تحويلات فورير للاشعة تحت الحمراء والبعض منها [13C-NMR, 1H-NMR وقياس بعض خواصها الفيزياوية بالاضافة لذلك تمت دراسة تأثير بعض المركبات المحضرة على بعض سلالات البكتيريا.

Keywords

Quinazolinone --- Schiff base --- 1 --- 2 --- 3-Trizoline --- 1 --- 2 --- 3 --- 4-Tetrazoline --- Antimicrobial


Article
Facile Synthesis, Characterization of New Quinazolinones with Different Azo Compounds, 1, 2, 3-Triazole Moieties and Evaluation Their Anti-bacterial Activity

Author: Ayad Kareem Khan
Journal: Al-Mustansiriyah Journal of Science مجلة علوم المستنصرية ISSN: 1814635X Year: 2017 Volume: 28 Issue: 3 Pages: 122-133
Publisher: Al-Mustansyriah University الجامعة المستنصرية

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Abstract

In the present research, a series of some azo compounds (5-9) and 1,2,3-triazoles (11,12) derived from 2-methyl quinazolin-4(3H)-one (3) have been synthesized successfully by stepwise routes includes the following: 3-amino-2-methylquinazolin-4(3H)-one (3) prepared firstly by conversion of 2-aminobenzoic acid into methyl 2-aminobenzoate (1) followed by reaction with acetic anhydride to form methyl -2-acetamidobenzoate (2). The amide then allowed reacting with hydrazine hydrate to give compound (3). Diazotization reaction with sodium nitrite in the presence of hydrochloric acid yield the 3-(chlorodiazenyl)-2-methylquinazolin-4(3H)-one (4). Diazonium salt (4) then enter two different routes. The first route was its conversion into azo compounds (5-9) by reaction with coupling components.The second route included formation of 1,2,3triazole derivatives by interconversion of compound (4) into azido compound (10) followed by treatment with ethyl acetoacetate, acetyl acetone to give 5-methyl-1-(2-methyl-4-oxoquinazolin-3(4H)-yl)-1H-1,2,3-triazole-4-carboxylic acid (11) and3-(4-acetyl-5-methyl-1H-1,2,3-triazol-1-yl)-2-methylquinazolin-4(3H)-one (12) in good yield. Newly synthesized derivatives were characterized spectroscopically by FTIR, 13C-NMR and 1H-NMR spectral technique and by determination of their physical properties. The reactions monitored by thin layer chromatography. The antibacterial potential of synthesized compounds have been tested against the growth of four gram positive and gram negative pathogenic bacterial strains using agar well diffusion method. Ampicillin trihydrate used as reference drug. The results of the antibacterial study showed that compounds (7-9)appeared good activity

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