2,502
Views
48
CrossRef citations to date
0
Altmetric
Research Paper

Novel tetrazole and cyanamide derivatives as inhibitors of cyclooxygenase-2 enzyme: design, synthesis, anti-inflammatory evaluation, ulcerogenic liability and docking study

, , &
Pages 805-820 | Received 09 Mar 2017, Accepted 19 Apr 2017, Published online: 06 Jun 2017

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (4)

John N. Philoppes, Mohamed A. Abdelgawad, Mohammed A. S. Abourehab, Mohamed Sebak, Mostafa A. Darwish & Phoebe F. Lamie. (2023) Novel N-methylsulfonyl-indole derivatives: biological activity and COX-2/5-LOX inhibitory effect with improved gastro protective profile and reduced cardio vascular risks. Journal of Enzyme Inhibition and Medicinal Chemistry 38:1, pages 246-266.
Read now
Phoebe F. Lamie, Maha M. Abdel-Fattah & John N. Philoppes. (2022) Design and synthesis of new indole drug candidates to treat Alzheimer’s disease and targeting neuro-inflammation using a multi-target-directed ligand (MTDL) strategy. Journal of Enzyme Inhibition and Medicinal Chemistry 37:1, pages 2660-2678.
Read now
Mubarak H. Shaikh, Dnyaneshwar D. Subhedar, Satish V. Akolkar, Amol A. Nagargoje, Vijay M. Khedkar, Dhiman Sarkar & Bapurao B. Shingate. (2022) Tetrazoloquinoline-1,2,3-Triazole Derivatives as Antimicrobial Agents: Synthesis, Biological Evaluation and Molecular Docking Study. Polycyclic Aromatic Compounds 42:4, pages 1920-1941.
Read now
Moustafa A. Gouda, Mohammed Al-Ghorbani, Mohamed H. Helal, Mohammed A. Salem & Essam H. A. Hanashalshahaby. (2020) A review: Recent progress on the synthetic routes to 1(5)-substituted 1H-Tetrazoles and its analogs. Synthetic Communications 50:20, pages 3017-3043.
Read now

Articles from other publishers (44)

Eman K.A. Abdelall, Lamees S. Aboelnaga, Randa M. Hassan & Phoebe F. Lamie. (2023) Methanesulfonamide derivatives as gastric safe anti-inflammatory agents: Design, synthesis, selective COX-2 inhibitory activity, histopathological and histochemical studies. Bioorganic Chemistry 140, pages 106787.
Crossref
Mohamed K. Elgohary, Soha R. Abd El Hadi, Mahmoud F. Abo-Ashour, Mohammed E. Abo-El Fetoh, Hassan Afify, Hatem A. Abdel-Aziz & Sahar M. Abou-Seri. (2023) Fragment merging approach for the design of thiazole/thiazolidine clubbed pyrazoline derivatives as anti-inflammatory agents: Synthesis, biopharmacological evaluation and molecular modeling studies. Bioorganic Chemistry 139, pages 106724.
Crossref
Karsten A. S. Eastman, Marcus C. Mifflin, Paul F. Oblad, Andrew G. Roberts & Vahe Bandarian. (2023) A Promiscuous rSAM Enzyme Enables Diverse Peptide Cross-linking. ACS Bio & Med Chem Au.
Crossref
Nazariy Pokhodylo, Roman Martyak, Mykola Тupychak, Khrystyna Pitkovych, Vasyl Matiychuk & Mykola Obushak. (2023) The (1H-Tetrazol-1-yl)arenediazonium Salts as Convenient Reagents for Quinones Arylation: Synthesis of 1,3-Benzoxathiol-2-ones and Naphtho[2,1-d][1,3]oxathiol-2-ones Bearing (1H-Tetrazol-1-yl)phenyl Motif. Chemistry & Chemical Technology 17:2, pages 304-314.
Crossref
G. V. Megha & Y. D. Bodke. (2023) Synthesis of New 4-[{2′-(2H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl}(2-R-2-oxoethyl)amino]benzoic Acid Derivatives as Potent Biological Agents with Docking Studies. Russian Journal of General Chemistry 93:6, pages 1535-1546.
Crossref
Zahra Sadeghi, Hoda Abolhasani, Zohreh Mirjafary, Gholamreza Najafi & Fatameh Heidari. (2023) Efficient synthesis, molecular docking and ADMET studies of new 5-substituted tetrazole derivatives. Journal of Molecular Structure 1277, pages 134867.
Crossref
Rajnish Kumar, Himanshu Singh, Avijit Mazumder, Salahuddin & Ranjeet Kumar Yadav. (2023) Synthetic Approaches, Biological Activities, and Structure–Activity Relationship of Pyrazolines and Related Derivatives. Topics in Current Chemistry 381:3.
Crossref
Nadia Arrousse, Khadim Dioukhane, Rajesh Haldhar, Rajae Salim, El hachmia Ech-chihbi, Hamza Ichou, Anouar Alami, Seong-Cheol Kim, Mohamed Lamine Gaye & Mustapha Taleb. (2023) Electrochemical, theoretical, and surface adsorption studies of tetrazoles analogues of amino acids in acidic media. Materials Today Communications 34, pages 105265.
Crossref
N. Raghavendra Babu, R. Subhakar Raju, Rajasekhar Reddy Alavala, G.S.N. Koteswara Rao, Prasanna Kumar Desu, J. Risy Namratha & V. Muralidharan. (2023) Synthesis, Characterization, and Antitubercular Evaluation of Tetrahydrotetrazolo Quinazoline Derivatives. Anti-Infective Agents 21:1, pages 60-72.
Crossref
Shakila Ghomashi, Reihane Ghomashi, Hamidreza Aghaei & Ahmad Reza Massah. (2023) Recent Advances in Biological Active Sulfonamide based Hybrid Compounds Part B: Two-Component Sulfonamide Hybrids. Current Medicinal Chemistry 30:5, pages 604-665.
Crossref
Pavlo V. Zadorozhnii, Vadym V. Kiselev, Alona A. Fedorus, Aleksandr V. Kharchenko & Oxana V. Okhtina. (2022) Synthesis, Spectral Characteristics, and Molecular Structure of N-((N-(p-tolyl)Cyanamido)Methyl)Benzamide. Chemistry Africa 6:1, pages 545-550.
Crossref
Bhupender Nehra, Pooja A. Chawla, Parteek Prasher & Devidas S. Bhagat. 2023. Recent Developments in Anti-Inflammatory Therapy. Recent Developments in Anti-Inflammatory Therapy 295 313 .
Deepak R. Mishra, Bhabani S. Panda, Mohammed A. Ahemad, Sabita Nayak & Seetaram Mohapatra. (2022) Synthesis of 2,4‐dihydrochromeno[3,4‐ d ][1,2,3]triazoles and 5‐(2 H ‐chromen‐3‐yl)‐1 H ‐tetrazoles via regioselective 1,3‐dipolar cycloaddition of 2 H ‐chromene‐3‐carbonitriles with NaN 3 . ChemistrySelect 7:46.
Crossref
Madiha A. Siddiqui, Mubarak H. Shaikh, Amol A. Nagargoje, Tarannum T. Shaikh, Vijay M. Khedkar, Prathmesh P. Deshpande & Bapurao B. Shingate. (2022) [DBU][OAc]-mediated synthesis and anthelmintic activity of triazole–tetrazole conjugates. Research on Chemical Intermediates 48:12, pages 5187-5208.
Crossref
Anjali Mahore, Payal Kamboj, Mohammad Kaleem & Mohammad Amir. (2022) Therapeutic management of arthritis: A review on structural and target‐based approaches. Archiv der Pharmazie 355:11.
Crossref
Khaled R.A. Abdellatif, Eman K.A. Abdelall, Phoebe F. Lamie, Madlen B. Labib, Marwa M. Abdelhakeem, Maha M. Abdel-Fattah & El-Shaymaa El-Nahaas. (2022) Novel pyrazole-oxadiazole hybrids possessing methanesulphonyl pharmacophore with good gastric safety profile: Design, synthesis, cyclooxygenase inhibition, anti-inflammatory activity and histopathological studies. Journal of Molecular Structure 1266, pages 133529.
Crossref
Somayeh Molaei, Nazanin Moeini & Mohammad Ghadermazi. (2022) Synthesis of CoFe2O4 @Amino glycol/Gd nanocomposite as a high-efficiency and reusable nanocatalyst for green oxidation of sulfides and synthesis of 5-substituted 1H-tetrazoles. Journal of Organometallic Chemistry 977, pages 122459.
Crossref
Jun Xiong, Hui-Ting He, He-Yu Yang, Zhi-Gang Zeng, Cheng-Ran Zhong, Hang Shi, Meng-Ling Ouyang, Yuan-Yuan Tao, Yong-Long Pang, Yang-Hong Zhang, Bo Hu, Zi-Xiang Fu, Xiao-Lei Miao, Hai-Li Zhu & Gang Yao. (2022) Synthesis of 4-Tetrazolyl-Substituted 3,4-Dihydroquinazoline Derivatives with Anticancer Activity via a One-Pot Sequential Ugi-Azide/Palladium-Catalyzed Azide-Isocyanide Cross-Coupling/Cyclization Reaction. The Journal of Organic Chemistry 87:15, pages 9488-9496.
Crossref
Mohammed A. Salem, Mohamed H. Helal, Abdullah Y.A. Alzahrani & Moustafa A. Gouda. (2022) Utility of 1-(4-Substituted Aminophenyl)Ethanones in Heterocyclic Synthesis Part (II). Mini-Reviews in Organic Chemistry 19:5, pages 575-590.
Crossref
Eman K.A. Abdelall, Phoebe F. Lamie, Lamees S. Aboelnaga & Randa M. Hassan. (2022) Trimethoxyphenyl containing compounds: Synthesis, biological evaluation, nitric oxide release, modeling, histochemical and histopathological studies. Bioorganic Chemistry 124, pages 105806.
Crossref
Salah A. Abdel‐Aziz, Ehab S. Taher, Ping Lan, Nawal A. El‐Koussi, Ola I. A. Salem, Hesham A. M. Gomaa & Bahaa G. M. Youssif. (2022) New pyrimidine/thiazole hybrids endowed with analgesic, anti‐inflammatory, and lower cardiotoxic activities: Design, synthesis, and COX‐2/sEH dual inhibition. Archiv der Pharmazie 355:7.
Crossref
P. Movaheditabar, M. Javaherian & V. Nobakht. (2022) Steelmaking Slag as a Valuable Industrial Waste in the Preparation of 5-Substituted-1H-Tetrazoles on Water. Journal of Sustainable Metallurgy 8:2, pages 882-892.
Crossref
Mehlika Dilek Altıntop, Belgin Sever, Halide Edip Temel, Zafer Asım Kaplancıklı & Ahmet Özdemir. (2022) Design, Synthesis and In vitro COX Inhibitory Profiles of A New Series of Tetrazole-based Hydrazones. European Journal of Life Sciences 1:1, pages 20-27.
Crossref
Shaik Mohammed Jasmine, Seelam Mohan, Kota Neela Mani Kanta, Kiranmai Chadipiralla, Karumanchi Deepthi, Praveena Ketha, Prasada Rao Kammela & Uday Sankar Allam. (2022) Evaluation of Antimicrobial Activity of Aryl/Alkyl Cyanamides and Substituted Tetrazole Compounds. Russian Journal of Bioorganic Chemistry 48:2, pages 292-299.
Crossref
Khaled R.A. Abdellatif, Eman K.A. Abdelall, Heba A.H. Elshemy, John N. Philoppes, Emad H.M. Hassanein & Nesma M. Kahk. (2022) Design, synthesis, and pharmacological evaluation of novel and selective COX-2 inhibitors based on celecoxib scaffold supported with in vivo anti-inflammatory activity, ulcerogenic liability, ADME profiling and docking study. Bioorganic Chemistry 120, pages 105627.
Crossref
Vladimir A. Ostrovskii, Elena A. Popova & Rostislav E. Trifonov. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 182 232 .
Pankuri Gupta & Abha Sharma. 2022. N-Heterocycles. N-Heterocycles 355 393 .
Arup K. Kabi, Sattu Sravani, Raghuram Gujjarappa, Aakriti Garg, Nagaraju Vodnala, Ujjawal Tyagi, Dhananjaya Kaldhi, Ravichandiran Velayutham, Virender Singh, Sreya Gupta & Chandi C. Malakar. 2022. Nanostructured Biomaterials. Nanostructured Biomaterials 307 349 .
Ramiz Hoti, Hamit Ismaili, Veprim Thaçi, Gjyle Mulliqi-Osmani, Malësore Pllana-Zeqiri & Agon Bytyqi. (2021) An Efficient Synthesis of Novel 3-[(Heteroaryl-2-ylimino)-methyl]-4-hydroxy-chromen-2-ones and Analogue of Tetrazole Derivatives and Their Antibacterial Activity. Molbank 2021:4, pages M1303.
Crossref
Khaled R.A. Abdellatif, Eman K.A. Abdelall, Heba A.H. Elshemy, John N. Philoppes, Emad H.M. Hassanein & Nesma M. Kahk. (2021) Optimization of pyrazole-based compounds with 1,2,4-triazole-3-thiol moiety as selective COX-2 inhibitors cardioprotective drug candidates: Design, synthesis, cyclooxygenase inhibition, anti-inflammatory, ulcerogenicity, cardiovascular evaluation, and molecular modeling studies. Bioorganic Chemistry 114, pages 105122.
Crossref
Younas Aouine, Aaziz Jmiai, Anouar Alami, Abdallah El Asri, Souad El Issami & Idriss Bakas. (2021) Experimental and Computational Studies on N-alkylation Reaction of N-Benzoyl 5-(Aminomethyl)Tetrazole. Chemistry 3:3, pages 704-713.
Crossref
Parteek Prasher & Mousmee Sharma. (2020) “Azole” as privileged heterocycle for targeting the inducible cyclooxygenase enzyme . Drug Development Research 82:2, pages 167-197.
Crossref
Betül Kaya Çavuşoğlu, Begüm N. Sağlık, Ulviye Acar Çevik, Derya Osmaniye, Serkan Levent, Yusuf Özkay & Zafer A. Kaplancıklı. (2020) Design, synthesis, biological evaluation, and docking studies of some novel chalcones as selective COX‐2 inhibitors. Archiv der Pharmazie 354:3.
Crossref
Socorro Leyva-Ramos & Jaime Cardoso-Ortiz. (2021) Recent Developments in the Synthesis of Tetrazoles and their Pharmacological Relevance. Current Organic Chemistry 25:3, pages 388-403.
Crossref
Sudhakar Mokenapelli, Madhu Gutam, Jayaprakash Rao Yerrabelli, Vamshi Krishna Irlapati, Neelima Gorityala, Someswar Rao Sagurthi & Prasad Rao Chitneni. (2020) Design and Synthesis of Novel 2-Substituted-Benzyl-5-(2-Methylbenzofuran-3-yl)-2H-Tetrazoles: Anti-Proliferative Activity. Russian Journal of Bioorganic Chemistry 46:5, pages 845-855.
Crossref
Yasser A. Attia, Yasser M.A. Mohamed, Mohamed M. Awad & Shaimaa Alexeree. (2020) Ag doped ZnO nanorods catalyzed photo-triggered synthesis of some novel (1H-tetrazol-5-yl)-coumarin hybrids. Journal of Organometallic Chemistry 919, pages 121320.
Crossref
K. Thotla, V. G. Noole, B. Kedika & C. H. Krishna Reddy. (2020) Synthesis of 5-{[(1-Aryl-1H-1,2,3-triazol-4-yl)methyl]sulfanyl}-1-phenyl-1H-tetrazoles. Russian Journal of Organic Chemistry 56:6, pages 1077-1081.
Crossref
Phoebe F. Lamie & Ahmed F. Azmey. (2019) Synthesis and biological evaluation of tetrazole derivatives as TNF-α, IL-6 and COX-2 inhibitors with antimicrobial activity: Computational analysis, molecular modeling study and region-specific cyclization using 2D NMR tools. Bioorganic Chemistry 92, pages 103301.
Crossref
Zahraa M. Abdnoor & Ammar J. Alabdali. (2019) Synthesis, characterization, and anticancer activity of some azole‐heterocyclic complexes with gold(III), palladium(II), nickel(II), and copper(II) metal ions. Journal of the Chinese Chemical Society 66:11, pages 1474-1483.
Crossref
Bhaurao P. Sathe, Harshal S. Oman, Naziya N.M.A. Rehman, Prashant P. Dixit, Arun S. Kharat & Kishan P. Haval. (2019) Synthesis, Antimicrobial and β-Lactamase Enzyme Inhibition Activity of Some New Tetrazole Containing Maleamic and Phthaleamic Acid Derivatives. Asian Journal of Organic & Medicinal Chemistry 4:3, pages 166-173.
Crossref
Elena A. Popova, Rostislav E. Trifonov & Vladimir A. Ostrovskii. (2019) Tetrazoles for biomedicine. Russian Chemical Reviews 88:6, pages 644-676.
Crossref
Chuan Gao, Le Chang, Zhi Xu, Xiao-Fei Yan, Chao Ding, Feng Zhao, Xiang Wu & Lian-Shun Feng. (2019) Recent advances of tetrazole derivatives as potential anti-tubercular and anti-malarial agents. European Journal of Medicinal Chemistry 163, pages 404-412.
Crossref
Phoebe F. Lamie, John N. Philoppes & Lucie Rárová. (2018) Design, synthesis, and biological evaluation of novel 1,2-diaryl-4-substituted-benzylidene-5(4 H )-imidazolone derivatives as cytotoxic agents and COX-2/LOX inhibitors . Archiv der Pharmazie 351:3-4, pages 1700311.
Crossref
Pavlo V. Zadorozhnii, Vadym V. Kiselev, Alona A. Fedorus, Aleksandr V. Kharchenko & Oxana V. Okhtina. (2022) Synthesis, Spectral Characteristics, and Molecular Structure of N-((N-(P-Tolyl)Cyanamido)Methyl)Benzamide. SSRN Electronic Journal.
Crossref