Review on Synthesis, Reactions and Biological Properties of Seven Member Heterocyclic Compounds: Azepine, Azepane, Azepinone

2021 ◽  
Vol 25 ◽  
Author(s):  
Manvinder Kaur ◽  
Sonali Garg ◽  
Dharambeer S. Malhi ◽  
Harvinder S. Sohal
Keyword(s):  
Microwave Irradiation ◽  
Heterocyclic Compounds ◽  
Ring Expansion ◽  
Biological Properties ◽  
Synthesis Reaction ◽  
Therapeutic Implications ◽  
Synthesis Reactions ◽  
Derivatives Of

Abstract: Seven membered heterocyclic Azepine and its derivatives have great pharmacological and therapeutic implications. In this review, the literature of the last fifty years has been exploited for the synthesis, reaction, and biological properties of these seven-member heterocyclic compounds. Most of the mechanisms involved the ring expansion of either five or six-membered compounds using various methods such as thermally, photo-chemically, and microwave irradiation. The systematically designed schemes involve the synthesis of different derivatives of azepine, azepinone, azepane, etc. using similar moieties by the different researchers. However, there is much work yet to be done in the biological section, as it is not explored and reported in the literature; therefore, N-containing seven-membered heterocycles still have much scope for the researchers.

scholarly journals THE INFLUENCES OF POWER VARIATIONS ON SELECTIVITY OF SYNTHESIS REACTION OF 2’-HYDROXYCHALCONE ANALOGUE UNDER MICROWAVE IRRADIATION

Molekul ◽  
2016 ◽  
Vol 11 (2) ◽  
pp. 299 ◽  
Author(s):  
Adel Zamri ◽  
Hilwan Yuda Teruna ◽  
Ihsan Ikhtiarudin
Keyword(s):  
Drug Discovery ◽  
Microwave Irradiation ◽  
Heterocyclic Compounds ◽  
Medicinal Chemistry ◽  
Synthesis Reaction ◽  
Material Synthesis ◽  
Power Variation ◽  
Material Chemistry ◽  
Irradiation Power

Some 2’-hydroxychalcone analogues have been widely used as an intermediate to synthesize various heterocyclic compounds, such as flavanones, flavanonols, flavones, flavonols and others. The heterocyclic compounds are also known to have a variety of interesting bioactivities in the medicinal chemistry and also have potency to be applied  in material chemistry including in industry. Therefore, 2’-hydroxychalcone analogues are often synthesized by researchers as intermediate, both in research associated with drug discovery and material synthesis. The aim of this study is to investigate the effect of microwave irradiation power variations on the selectivity of reaction of 2’-hydroxychalcone analogue synthesis. The variations of power that have been used in this study were 100, 180, 300 and 450 W with using a domestic microwave. Based on the study, we conclude that the power variation of microwave irradiationwere proven to effect the selectivity of synthesis reaction. In this study, the most suitable irradiation power to be applied on this synthesis is 180 W.

Heterocyclic compounds from alloxan and amines. XII. Tetrahydroquinoxalinespirobarbituric acids and 5-(1-Benzimidazolio)-4-barbiturates from 2-Dialkylaminoanilines

1970 ◽  
Vol 23 (6) ◽  
pp. 1249 ◽  
Author(s):  
JW Clark-Lewis ◽  
K Moody ◽  
MJ Thompson
Keyword(s):  
Sodium Borohydride ◽  
Alkaline Hydrolysis ◽  
Heterocyclic Compounds ◽  
Mass Spectra ◽  
Ring Expansion ◽  
Probable Mechanism ◽  
Secondary Amines ◽  
Tracer Studies ◽  
Derivatives Of

The betaine formed from 2-dimethylaminoaniline and alloxan is shown to be 5-(3-methyl-1-benzimidazolio)-4-barbiturate by synthesis from 1-methylbenzimidazole; it's N,S-dimethyl derivative (1,3-dimethylbarbiturate) was also synthesized. A number of analogous betaines was prepared from alloxan and 1-o-aminophenyl derivatives of secondary amines, and it was shown by tracer studies that enamines are not intermediates in the reaction. A probable mechanism is discussed. 2-Amino-N-mesityl-N-methylaniline and the N-ethyl analogue gave tetrahydroquinoxaline-spirohexahydrotrioxopyrimidines with alloxan instead of betaines, and alkaline hydrolysis led to the related 4-mesityltetrahydroquinoxalinohydantoins. Some of the betaines, and one of the spirans, were also obtained by oxidation of uramils. Mass spectra of the betaines are discussed, and N.M.R. data are reported. Ring expansion occurs during conversion of 5-(3-methyl-1-benzimidazolio)-4-barbiturate into the related tetrahydroquinoxalinespirobarbituric acid by reduction with sodium borohydride.

Diverse chemical and biological potentials of various pyridazine and pyridazinone derivatives

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Wide Spectrum ◽  
Biological Properties ◽  
Industrial Chemical ◽  
Anti Inflammatory ◽  
Pyridazinone Derivatives

A series of heterocyclic compounds incorporating pyridazine moiety were for diverse biological activities. Pyridazines and pyridazinones derivatives showed wide spectrum of biological activities such as vasodialator, cardiotonic, anticonvulsant, antihypertensive, antimicrobial, anti-inflammatory, analgesic, anti-feedant, herbicidal, and various other biological, agrochemical and industrial chemical activities. The results illustrated that the synthesized pyridazine/pyridazine compounds have diverse and significant biological activities. Mechanistic insights into the biological properties of pyridazinone derivatives and various synthetic techniques used for their synthesis are also described.

Recent Advances in 1,3,5-Triazine Derivatives as Antibacterial Agents

2020 ◽  
Vol 17 (8) ◽  
pp. 991-1041
Author(s):  
Divya Utreja ◽  
Jagdish Kaur ◽  
Komalpreet Kaur ◽  
Palak Jain
Keyword(s):  
Antibacterial Activity ◽  
Heterocyclic Compounds ◽  
Antibacterial Agents ◽  
Rapid Development ◽  
Pharmacological Action ◽  
Biological Properties ◽  
Vast Array ◽  
Bacterial Diseases ◽  
New Class ◽  
Triazine Derivatives

Triazine, one of the nitrogen containing heterocyclic compounds has attracted the considerable interest of researchers due to the vast array of biological properties such as anti-viral, antitumor, anti-convulsant, analgesic, antioxidant, anti-depressant, herbicidal, insecticidal, fungicidal, antibacterial and anti-inflammatory activities offered by it. Various antibacterial agents have been synthesized by researchers to curb bacterial diseases but due to rapid development in drug resistance, tolerance and side effects, there had always been a need for the synthesis of a new class of antibacterial agents that would exhibit improved pharmacological action. Therefore, this review mainly focuses on the various methods for the synthesis of triazine derivatives and their antibacterial activity.

Synthesis and Biological Potentials of Quinoline Analogues: A Review of Literature

2019 ◽  
Vol 16 (7) ◽  
pp. 653-688 ◽  
Author(s):  
Leena Kumari ◽  
Salahuddin ◽  
Avijit Mazumder ◽  
Daman Pandey ◽  
Mohammad Shahar Yar ◽  
...  
Keyword(s):  
Biological Activity ◽  
Heterocyclic Compounds ◽  
Building Blocks ◽  
Vital Role ◽  
Review Of Literature ◽  
Drug Discovery Process ◽  
Active Compounds ◽  
Lead Compounds ◽  
Synthetic Approaches ◽  
Derivatives Of

Heterocyclic compounds are well known for their different biological activity. The heterocyclic analogs are the building blocks for synthesis of the pharmaceutical active compounds in the organic chemistry. These derivatives show various type of biological activity like anticancer, antiinflammatory, anti-microbial, anti-convulsant, anti-malarial, anti-hypertensive, etc. From the last decade research showed that the quinoline analogs plays a vital role in the development of newer medicinal active compounds for treating various type of disease. Quinoline reported for their antiviral, anticancer, anti-microbial and anti-inflammatory activity. This review will summarize the various synthetic approaches for synthesis of quinoline derivatives and to check their biological activity. Derivatives of quinoline moiety plays very important role in the development of various types of newer drugs and it can be used as lead compounds for future investigation in the field of drug discovery process.

QSAR Analysis of Selected Antimicrobial Structures Belonging to Nitro-derivatives of Heterocyclic Compounds

2020 ◽  
Vol 17 (2) ◽  
pp. 214-225 ◽  
Author(s):  
Piotr Kawczak ◽  
Leszek Bober ◽  
Tomasz Bączek
Keyword(s):  
Antimicrobial Activity ◽  
Heterocyclic Compounds ◽  
Molecular Descriptors ◽  
Microbiological Activity ◽  
Activity Data ◽  
Qsar Analysis ◽  
Qsar Models ◽  
Nitro Derivatives ◽  
Semi Empirical ◽  
Derivatives Of

Background: Nitro-derivatives of heterocyclic compounds were used as active agents against pathogenic microorganisms. A set of 4- and 5-nitroimidazole derivatives exhibiting antimicrobial activity was analyzed with the use of Quantitative Structure-Activity Relationships (QSAR) method. The study included compounds used both in documented treatment and those described as experimental. Objective: The purpose of this study was to demonstrate the common and differentiating characteristics of the above-mentioned chemical compounds alike physicochemically as well as pharmacologically based on the quantum chemical calculations and microbiological activity data. Methods: During the study PCA and MLR analysis were performed, as the types of proposed chemometric approach. The semi-empirical and ab initio level of in silico molecular modeling was performed for calculations of molecular descriptors. Results: QSAR models were proposed based on chosen descriptors. The relationship between the nitro-derivatives structure and microbiological activity data was able to class and describe the antimicrobial activity with the use of statistically significant molecular descriptors. Conclusion: The applied chemometric approaches revealed the influential features of the tested structures responsible for the antimicrobial activity of studied nitro-derivatives.

Tumor Necrosis Factor-α Production-Enhancing Properties of Novel Adamantylalkylthio Derivatives of Some Heterocyclic Compounds

2005 ◽  
Vol 60 (4) ◽  
pp. 471-475 ◽  
Author(s):  
Barbara Orzeszko ◽  
Tomasz Świtaj ◽  
Anna B. Jakubowska-Mućka ◽  
Witold Lasek ◽  
Andrzej Orzeszko ◽  
...  
Keyword(s):  
Tumor Necrosis Factor ◽  
Heterocyclic Compounds ◽  
Tumor Necrosis ◽  
The Novel ◽  
Necrosis Factor Alpha ◽  
Tnf Α ◽  
Factor Alpha ◽  
Factor Α ◽  
Derivatives Of ◽  
Necrosis Factor

Certain adamantylated heterocycles were previously shown to enhance the secretion of tumor necrosis factor alpha (TNF-α) by murine melanoma cells that have been transduced with the gene for human TNF-α and constitutively expressed this cytokine. The stimulatory potency of those compounds depended, among other factors, on the structure of the linker between the adamantyl residue and the heterocyclic core. In the present study, a series of (1-adamantyl)alkylsulfanyl derivatives of heterocyclic compounds was prepared by alkylation of the corresponding thioheterocyles. Of the novel adamantylalkylthio compounds tested in the aforementioned cell line, 2-(2-adamantan-1-ylethylsulfanyl)- 4-methyl-pyrimidine was found to be the most active

scholarly journals Synthesis and biological activity of 4-thiazolidinone derivatives of phenothiazine

2012 ◽  
Vol 77 (1) ◽  
pp. 17-26 ◽  
Author(s):  
Ritu Sharma ◽  
Pushkal Samadhiya ◽  
Savitri Srivastava ◽  
Santosh Srivastava
Keyword(s):  
Antimicrobial Activity ◽  
Heterocyclic Compounds ◽  
Thioglycolic Acid ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Knoevenagel Reaction ◽  
Antituberculosis Activity ◽  
Bacteria And Fungi ◽  
Derivatives Of ◽  
Anhydrous Zncl2

A new series of N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo-5-( substituted benzylidene)-1,3-thiazolidine-carboxamide, 5(as) have been synthesized. The cycloaddition reaction of thioglycolic acid with N-[3-(10H-phenothiazinyl)-propyl]-N?-[(substituted phenyl)-methylidene]- urea, 3(a-s) in the presence of anhydrous ZnCl2 afforded new heterocyclic compounds N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo- 1,3-thiazolidine-carboxamide, 4(a-s). The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2H5ONa undergoes Knoevenagel reaction to yield 5(a-s). The structure of compounds 1, 2, 3(a-s), 4(a-s) and 5(a-s) were confirmed by IR, 1H NMR, 13C NMR, Fmass and chemical analysis. All above compounds were screened for their antimicrobial activity against some selected bacteria and fungi and for antituberculosis activity compounds have been screened against the bacterium M. tuberculosis.

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