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2000
Volume 30, Issue 6
  • ISSN: 1385-2728
  • E-ISSN: 1875-5348

Abstract

This comprehensive review outlines the multifaceted applications of pyrazolines and benzimidazoles, encompassing their discovery, synthetic methodologies, patent landscape, and clinical trial outcomes, with a focus on pyrazoline-benzimidazole or pyrazole-benzimidazole derivatives. This review highlights the synthesis and biological evaluation of pyrazoline-bearing benzimidazoles obtained through the reaction of benzimidazoles with substituted pyrazolines/pyrazoles. The synthesized compounds demonstrated a broad spectrum of pharmacological activities, including antimicrobial, antibacterial, antitubercular, antimalarial, anthelmintic, antiproliferative, anticancer, antinociceptive, antihistaminic, antiulcer, Research on pyrazoline and benzimidazole derivatives constitutes a dynamic field, expanding the research domain within pharmaceutical chemistry and offering potential therapeutic solutions for various diseases.

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2025-07-11
2026-03-04
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References

  1. KhalifaM.E. GobouriA.A. KabliF.M. AltalhiT.A. AlmalkiA.S.A. MohamedM.A. Synthesis, antibacterial, and anti HepG2 cell line human hepatocyte carcinoma activity of some new potentially benzimidazole-5-(aryldiazenyl) thiazole derivatives.Molecules20182312328510.3390/molecules23123285 30544987
    [Google Scholar]
  2. Aragón-MurielA. LiscanoY. UpeguiY. RobledoS.M. Ramírez-ApanM.T. Morales-MoralesD. Oñate-GarzónJ. Polo-CerónD. In vitro evaluation of the potential pharmacological activity and molecular targets of new benzimidazole-based schiff base metal complexes.Antibiotics202110672810.3390/antibiotics10060728 34208759
    [Google Scholar]
  3. GabaM. SinghS. MohanC. Benzimidazole: An emerging scaffold for analgesic and anti-inflammatory agents.Eur. J. Med. Chem.20147649450510.1016/j.ejmech.2014.01.030 24602792
    [Google Scholar]
  4. BukhariS.N.A. LauroG. JantanI. Fei CheeC. AmjadM.W. BifulcoG. SherH. AbdullahI. RahmanN.A. Anti-inflammatory trends of new benzimidazole derivatives.Future Med. Chem.20168161953196710.4155/fmc‑2016‑0062 27654499
    [Google Scholar]
  5. HanX.F. HeX. WangM. XuD. HaoL.P. LiangA.H. ZhangJ. ZhouZ.M. Discovery of novel, potent and low-toxicity angiotensin II receptor type 1 (AT1) blockers: Design, synthesis and biological evaluation of 6-substituted aminocarbonyl benzimidazoles with a chiral center.Eur. J. Med. Chem.201510347348710.1016/j.ejmech.2015.09.010 26397395
    [Google Scholar]
  6. Valderas-GarcíaE. HäberliC. Álvarez-BardónM. EscalaN. Castilla-Gómez de AgüeroV. de la VegaJ. del OlmoE. Balaña-FouceR. KeiserJ. Martínez-ValladaresM. Benzimidazole and aminoalcohol derivatives show in vitro anthelmintic activity against Trichuris muris and Heligmosomoides polygyrus.Parasit. Vectors202215124310.1186/s13071‑022‑05347‑y 35804427
    [Google Scholar]
  7. WuK. PengX. ChenM. LiY. TangG. PengJ. PengY. CaoX. Recent progress of research on anti‐tumor agents using benzimidazole as the structure unit.Chem. Biol. Drug Des.202299573675710.1111/cbdd.14022 35064629
    [Google Scholar]
  8. CheongJ.E. ZaffagniM. ChungI. XuY. WangY. JerniganF.E. ZetterB.R. SunL. Synthesis and anticancer activity of novel water soluble benzimidazole carbamates.Eur. J. Med. Chem.201814437238510.1016/j.ejmech.2017.11.037 29288939
    [Google Scholar]
  9. VasavaM.S. BhoiM.N. RathwaS.K. JethavaD.J. AcharyaP.T. PatelD.B. PatelH.D. Benzimidazole: A milestone in the field of medicinal chemistry.Mini Rev. Med. Chem.202020753256510.2174/1389557519666191122125453 31755386
    [Google Scholar]
  10. KimT. MorshedM.N. LondheA.M. LimJ.W. LeeH.E. ChoS. ChoS.J. HwangH. LimS.M. LeeJ.Y. LeeJ. PaeA.N. The translocator protein ligands as mitochondrial functional modulators for the potential anti-Alzheimer agents.J. Enzyme Inhib. Med. Chem.202136183184610.1080/14756366.2021.1900158 33752569
    [Google Scholar]
  11. CheretaevI.V. KorenyukI.I. NozdrachevA.D. Neurotropic, psychoactive, and analgesic properties of benzimidazole and its derivatives: physiological mechanisms.Neurosci. Behav. Physiol.201848784885310.1007/s11055‑018‑0639‑8
    [Google Scholar]
  12. YangH. RenY. GaoX. GaoY. Synthesis and anticoagulant bioactivity evaluation of 1,2,5-trisubstituted benzimidazole fluorinated derivatives.Chem. Res. China Univ.201632697397810.1007/s40242‑016‑6205‑4
    [Google Scholar]
  13. MarwickaJ. ZiębaA. Antioxidants as a defence against reactive oxygen species.Aesthetic Cosmetol. Med.202110627127610.52336/acm.2021.10.6.02
    [Google Scholar]
  14. AnastassovaN.O. YanchevaD.Y. MavrovaA.T. Kondeva-BurdinaM.S. TzankovaV.I. Hristova-AvakumovaN.G. HadjimitovaV.A. Design, synthesis, antioxidant properties and mechanism of action of new N,N′-disubstituted benzimidazole-2-thione hydrazone derivatives.J. Mol. Struct.2018116516217610.1016/j.molstruc.2018.03.119
    [Google Scholar]
  15. MavrovaA.T. YanchevaD. AnastassovaN. AnichinaK. ZvezdanovicJ. DjordjevicA. MarkovicD. SmelcerovicA. Synthesis, electronic properties, antioxidant and antibacterial activity of some new benzimidazoles.Bioorg. Med. Chem.201523196317632610.1016/j.bmc.2015.08.029 26344590
    [Google Scholar]
  16. ArgirovaM.A. GeorgievaM.K. Hristova-AvakumovaN.G. VuchevD.I. Popova-DaskalovaG.V. AnichinaK.K. YanchevaD.Y. New 1 H -benzimidazole-2-yl hydrazones with combined antiparasitic and antioxidant activity.RSC Advances20211163398483986810.1039/D1RA07419A 35494105
    [Google Scholar]
  17. BrishtyS.R. SahaP. MahmudZ.A. RahmanS.M.A. Synthesis and evaluation of Analgesic and antioxidant activities of substituted benzimidazole derivatives.Dhaka Univ. J. Pharm. Sci.2020191374610.3329/dujps.v19i1.47817
    [Google Scholar]
  18. BhutaniR. PathakD.P. HusainA. KapoorG. KantR. A review on recent development of pyrazoline as a pharmocologically active molecule.Int. J. Pharm. Sci. Res.2015611411310.13040/IJPSR.0975‑8232.6(10).4113‑28
    [Google Scholar]
  19. MantzanidouM. PontikiE. Hadjipavlou-LitinaD. Pyrazoles and pyrazolines as anti-inflammatory agents.Molecules20212611343910.3390/molecules26113439 34198914
    [Google Scholar]
  20. JiaoY. PrestonS. SongH. JabbarA. LiuY. BaellJ. HofmannA. HutchinsonD. WangT. KoehlerA.V. FisherG.M. AndrewsK.T. LaleuB. PalmerM.J. BurrowsJ.N. WellsT.N.C. WangQ. GasserR.B. Assessing the anthelmintic activity of pyrazole-5-carboxamide derivatives against Haemonchus contortus.Parasit. Vectors201710127210.1186/s13071‑017‑2191‑8 28569174
    [Google Scholar]
  21. BhagwatA.M. BhatA.R. PalledM.S. KhadeA.P. PatilA.M. Synthesis and antihypertensive screening of novel substituted 1, 2-pyrazoline sulfonamide derivatives. Am.J. PharmTech Res.201442326336
    [Google Scholar]
  22. YounusZ.G. OmarT.N. Synthesis, characterization and evaluation of antioxidant activity of new pyrazolines derivatives.J. Res. Med. Dent. Sci.,202311108210.13140/RG.2.2.36112.17924
    [Google Scholar]
  23. RavindarL. HasbullahS.A. RakeshK.P. HassanN.I. Pyrazole and pyrazoline derivatives as antimalarial agents: A key review.Eur. J. Pharm. Sci.202318310636510.1016/j.ejps.2022.106365 36563914
    [Google Scholar]
  24. GomhaS. AbdallahM. Abd El-AzizM. SeragN. Ecofriendly one-pot synthesis and antiviral evaluation of novel pyrazolyl pyrazolines of medicinal interest.Turk. J. Chem.201640348449810.3906/kim‑1510‑25
    [Google Scholar]
  25. Evranos AksözB. GürpinarS.S. EryilmazM. Antimicrobial activities of some pyrazoline and hydrazone derivatives.Turk J. Pharm. Sci.202017550050510.4274/tjps.galenos.2019.42650
    [Google Scholar]
  26. KumarA. KumarP. ShettyC.R. JamesJ.P. ShettyH.C. Synthesis, antidiabetic evaluation and bioisosteric modification of quinoline incorporated 2-pyrazoline derivatives.Indian J. Pharm. Educ. Res.202155257458010.5530/ijper.55.2.96
    [Google Scholar]
  27. Abdel-SayedM.A. BayomiS.M. El-SherbenyM.A. Abdel-AzizN.I. ElTahirK.E.H. ShehatouG.S.G. Abdel-AzizA.A.M. Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives.Bioorg. Med. Chem.20162492032204210.1016/j.bmc.2016.03.032 27025563
    [Google Scholar]
  28. PatilP.O. BariS.B. Synthesis, characterization and screening for antidepressant and anticonvulsant activity of 4,5-dihydropyrazole bearing indole derivatives.Arab. J. Chem.20169458859510.1016/j.arabjc.2013.08.027
    [Google Scholar]
  29. MatiadisD. SagnouM. Pyrazoline hybrids as promising anticancer agents: An up-to-date overview.Int. J. Mol. Sci.20202115550710.3390/ijms21155507 32752126
    [Google Scholar]
  30. DomiatiS. El-MallahA. GhoneimA. BekhitA. El RazikH.A. Evaluation of anti-inflammatory, analgesic activities, and side effects of some pyrazole derivatives.Inflammopharmacology201624416317210.1007/s10787‑016‑0270‑7 27342269
    [Google Scholar]
  31. AbdelgawadM.A. BakrR.B. OmarH.A. Design, synthesis and biological evaluation of some novel benzothiazole/benzoxazole and/or benzimidazole derivatives incorporating a pyrazole scaffold as antiproliferative agents.Bioorg. Chem.201774829010.1016/j.bioorg.2017.07.007 28772160
    [Google Scholar]
  32. Bakthavatchala ReddyN. ZyryanovG.V. Mallikarjuna ReddyG. BalakrishnaA. PadmajaA. PadmavathiV. Suresh ReddyC. GarciaJ.R. SravyaG. Design and synthesis of some new benzimidazole containing pyrazoles and pyrazolyl thiazoles as potential antimicrobial agents.J. Heterocycl. Chem.201956258959610.1002/jhet.3435
    [Google Scholar]
  33. PadalkarV.S. BorseB.N. GuptaV.D. PhatangareK.R. PatilV.S. SekarN. Synthesis and antimicrobial activities of novel 2‐[substituted‐1 H ‐pyrazol‐4‐yl] benzothiazoles, benzoxazoles, and benzimidazoles.J. Heterocycl. Chem.20165351347135510.1002/jhet.1506
    [Google Scholar]
  34. Azami MovahedM. DaraeiB. ShahosseiniS. EsfahanizadehM. ZarghiA. Design, synthesis, and biological evaluation of new pyrazino[1,2‐ a]benzimidazole derivatives as selective cyclooxygenase (COX‐2) inhibitors.Arch. Pharm. (Weinheim)20193522180026510.1002/ardp.201800265 30561073
    [Google Scholar]
  35. FaisalM. SaeedA. HussainS. DarP. LarikF.A. Recent developments in synthetic chemistry and biological activities of pyrazole derivatives.J. Chem. Sci.201913187010.1007/s12039‑019‑1646‑1
    [Google Scholar]
  36. RamadanM. AlyA.A. El-HaleemL.E.A. AlshammariM.B. BräseS. Substituted pyrazoles and their heteroannulated analogs—recent syntheses and biological activities.Molecules20212616499510.3390/molecules26164995 34443583
    [Google Scholar]
  37. KhattabM. Al-KarmalawyA.A. Computational repurposing of benzimidazole anthelmintic drugs as potential colchicine binding site inhibitors.Future Med. Chem.202113191623163810.4155/fmc‑2020‑0273 34505541
    [Google Scholar]
  38. AlsulaysB.B. AnwerM.K. AodahA.H. ImamF. Novel lansoprazole/glycyrrhizin spray dried complex: Physiochemical properties, photostability, and anti-ulcer activity on rats.J. Drug Deliv. Sci. Technol.20239010514610.1016/j.jddst.2023.105146
    [Google Scholar]
  39. LalicH. AurerI. BatinicD. VisnjicD. SmoljoT. BabicA. Bendamustine: A review of pharmacology, clinical use and immunological effects (Review).Oncol. Rep.202247611410.3892/or.2022.8325 35506458
    [Google Scholar]
  40. LinY. OngY.C. KellerS. KargesJ. BoucheneR. ManouryE. BlacqueO. MüllerJ. AnghelN. HemphillA. HäberliC. TakiA.C. GasserR.B. CariouK. KeiserJ. GasserG. Synthesis, characterization and antiparasitic activity of organometallic derivatives of the anthelmintic drug albendazole.Dalton Trans.202049206616662610.1039/D0DT01107J 32347259
    [Google Scholar]
  41. LyndeC. SussmanG. DionP.L. GuentherL. HébertJ. RaoJ. Vander LeekT. WasermanS. Multidisciplinary real-world experience with bilastine, a second generation antihistamine.J. Drugs Dermatol.202019214515410.36849/JDD.2020.4835 32129958
    [Google Scholar]
  42. LiG. ChengY. HanC. SongC. HuangN. DuY. Pyrazole-containing pharmaceuticals: Target, pharmacological activity, and their SAR studies.RSC Medicinal Chem.202213111300132110.1039/D2MD00206J 36439976
    [Google Scholar]
  43. MohanR.D. KulkarniN.V. Recent developments in the design of functional derivatives of edaravone and exploration of their antioxidant activities.Mol. Diver.2024Epub ahead of print.10.1007/s11030‑024‑10940‑7
    [Google Scholar]
  44. SilvaF. CostaG. VeigaF. CardosoC. Paiva-SantosA.C. Parenteral ready-to-use fixed-dose combinations including NSAIDs with paracetamol or metamizole for multimodal analgesia—approved products and challenges.Pharmaceuticals2023168108410.3390/ph16081084 37630999
    [Google Scholar]
  45. LiuZ. IyerM.R. GodlewskiG. JourdanT. LiuJ. CoffeyN.J. ZawatskyC.N. PuhlH.L. WessJ. MeisterJ. LiowJ.S. InnisR.B. HassanS.A. LeeY.S. KunosG. CinarR. Functional selectivity of a biased cannabinoid-1 receptor (CB1R) antagonist.ACS Pharmacol. Transl. Sci.2021431175118710.1021/acsptsci.1c00048 34151207
    [Google Scholar]
  46. MarinescuM. Synthesis of antimicrobial benzimidazole–pyrazole compounds and their biological activities.Antibiotics2021108100210.3390/antibiotics10081002 34439052
    [Google Scholar]
  47. MarsonC.M. Synthesis using Vilsmeier reagents.CRC Press201810.1201/9781351077071
    [Google Scholar]
  48. RenB. LiuR.C. JiK. TangJ.J. GaoJ.M. Design, synthesis and in vitro antitumor evaluation of novel pyrazole-benzimidazole derivatives.Bioorg. Med. Chem. Lett.20214312809710.1016/j.bmcl.2021.128097 33979690
    [Google Scholar]
  49. NandiS. JamatiaR. SarkarR. SarkarF.K. AlamS. PalA.K. One‐pot multicomponent reaction: A highly versatile strategy for the construction of valuable nitrogen‐containing heterocycles.ChemistrySelect2022733e20220190110.1002/slct.202201901
    [Google Scholar]
  50. AkhtarM.J. KhanA.A. AliZ. DewanganR.P. RafiM. HassanM.Q. AkhtarM.S. SiddiquiA.A. PartapS. PashaS. YarM.S. Synthesis of stable benzimidazole derivatives bearing pyrazole as anticancer and EGFR receptor inhibitors.Bioorg. Chem.20187815816910.1016/j.bioorg.2018.03.002 29571113
    [Google Scholar]
  51. ShaharyarM. AbdullahM.M. BakhtM.A. MajeedJ. Pyrazoline bearing benzimidazoles: Search for anticancer agent.Eur. J. Med. Chem.201045111411910.1016/j.ejmech.2009.09.032 19883957
    [Google Scholar]
  52. D’AlterioM.C. Casals-CruañasÈ. TzourasN.V. TalaricoG. NolanS.P. PoaterA. Mechanistic aspects of the palladium‐catalyzed Suzuki‐Miyaura cross‐coupling reaction.Chemistry20212754134811349310.1002/chem.202101880 34269488
    [Google Scholar]
  53. CharifsonP.S. GrillotA.L. GrossmanT.H. ParsonsJ.D. BadiaM. BellonS. DeiningerD.D. DrummJ.E. GrossC.H. LeTiranA. LiaoY. ManiN. NicolauD.P. PerolaE. RonkinS. ShannonD. SwensonL.L. TangQ. TessierP.R. TianS.K. TrudeauM. WangT. WeiY. ZhangH. StamosD. Novel dual-targeting benzimidazole urea inhibitors of DNA gyrase and topoisomerase IV possessing potent antibacterial activity: intelligent design and evolution through the judicious use of structure-guided design and structure-activity relationships.J. Med. Chem.200851175243526310.1021/jm800318d 18690678
    [Google Scholar]
  54. WangY.T. ShiT.Q. ZhuH.L. LiuC.H. Synthesis, biological evaluation and molecular docking of benzimidazole grafted benzsulfamide-containing pyrazole ring derivatives as novel tubulin polymerization inhibitors.Bioorg. Med. Chem.201927350251510.1016/j.bmc.2018.12.031 30606674
    [Google Scholar]
  55. ShakerY.M. OmarM.A. MahmoudK. ElhalloutyS.M. El-SenousyW.M. AliM.M. MahmoudA.E. Abdel-HalimA.H. SolimanS.M. El DiwaniH.I. Synthesis, in vitro and in vivo antitumor and antiviral activity of novel 1-substituted benzimidazole derivatives.J. Enzyme Inhib. Med. Chem.201530582684510.3109/14756366.2014.979344 25567722
    [Google Scholar]
  56. MuskawarP.N. AherS.B. BhagatP.R. Mild and efficient synthesis of chalcone via Claisen-Schmidt condensation reaction using dicationic benzimidazolium based ionic liquid.ChemInform20154646chin.20154612510.1002/chin.201546125
    [Google Scholar]
  57. DesaiN.C. PandyaD.D. JoshiV.V. RajparaK.M. VaghaniH.V. SatodiyaH.M. Synthesis, characterization and antimicrobial screening of hybrid molecules containing benzimidazole-pyrazole and pyridine nucleus.Med. Chem. Res.201221124463447210.1007/s00044‑012‑9990‑4
    [Google Scholar]
  58. SaundaneA.R. MathadaK.N. Synthesis, characterization, and biological evaluation of some new chalcones containing indole moiety and their derivatives.Monatsh. Chem.201614771291130110.1007/s00706‑015‑1648‑8
    [Google Scholar]
  59. Krishna PadhyG. PandaJ. BeheraA.K. Synthesis and characterization of novel benzimidazole embedded 1, 3, 5-trisubstituted pyrazolines as antimicrobial agents. arXiv,2020
    [Google Scholar]
  60. PatilS.B. GoudgaonN.M. Synthesis of 3-(1–Benzyl-1h-Benzo [D] Imidazol–2-L Amino)–2-(3–Aryl-1-Phenyl-1h-Pyrazol-4-Yl) Thiazolidin-4-Ones and their antimicrobial activities.Int. J. Pharm. Sci. Res.201016505610.13040/IJPSR.0975‑8232.1(6).50‑56
    [Google Scholar]
  61. WangY.T. ShiT.Q. FuJ. ZhuH.L. Discovery of novel bacterial FabH inhibitors (Pyrazol-Benzimidazole amide derivatives): Design, synthesis, bioassay, molecular docking and crystal structure determination.Eur. J. Med. Chem.201917120922010.1016/j.ejmech.2019.03.026 30925337
    [Google Scholar]
  62. ChkirateK. KarrouchiK. DegeN. Kheira SebbarN. EjjoummanyA. RadiS. AdarshN.N. TalbaouiA. FerbinteanuM. EssassiE.M. GarciaY. Co(ii) and Zn(ii) pyrazolyl-benzimidazole complexes with remarkable antibacterial activity.New J. Chem.20204462210222110.1039/C9NJ05913J
    [Google Scholar]
  63. Abd ElazizA.A. FaragA.M. AlagibI.I. AbdallahE.M. MohammedN.E. Evaluation of some new synthesis benzothiazole and benzimidazole Derivatives as potential antimicrobial and anticancer agents.Int. J. Adv. Appl. Sci.202072697710.21833/ijaas.2020.02.010
    [Google Scholar]
  64. BassyouniF.A. TawfikH.A. HamedA.R. SoltanM.M. ElHefnawiM. ElRashedyA.A. MoharamM.E. RehimM.A. Synthesis, antioxidant, and antimicrobial activities of new 2-(1, 5, 6-trimethyl-1H-benzo [d] imidazole-2-carbonyl)-2, 3-dihydro-1H-pyrazole-4-carbonitriles,(1, 3, 4-oxadiazol-2-yl)-1H-benzo [d] imidazol-5-yl)(phenyl) methanones, and (1, 3, 4-oxadiazol-2-yl)-1, 5-dihydro-[1, 2, 4] triazolo[1, 5-a] pyridine-8-carbonitriles: QSAR and molecular docking analysis.Egyptian Pharm. J.2012112809210.7123/01.EPJ.0000422113.69898.e0
    [Google Scholar]
  65. KrishnanjaneyuluI. SaravananG. VamsiJ. SupriyaP. BhavanaJ. Sunil KumarM. Synthesis, characterization and antimicrobial activity of some novel benzimidazole derivatives.J. Adv. Pharm. Technol. Res.201451212710.4103/2231‑4040.126983 24696814
    [Google Scholar]
  66. GrillotA.L. TiranA.L. ShannonD. KruegerE. LiaoY. O’DowdH. TangQ. RonkinS. WangT. WaalN. LiP. LaufferD. SizenskyE. TanouryJ. PerolaE. GrossmanT.H. DoyleT. HanzelkaB. JonesS. DixitV. EwingN. LiaoS. BoucherB. JacobsM. BennaniY. CharifsonP.S. Second-generation antibacterial benzimidazole ureas: Discovery of a preclinical candidate with reduced metabolic liability.J. Med. Chem.201457218792881610.1021/jm500563g 25317480
    [Google Scholar]
  67. ChikkulaK.V. SundararajanR. Analgesic, anti-inflammatory, and antimicrobial activities of novel isoxazole/pyrimidine/pyrazole substituted benzimidazole analogs.Med. Chem. Res.201726113026303710.1007/s00044‑017‑2000‑0
    [Google Scholar]
  68. DesaiN.C. PandyaD.D. KotadiyaG.M. DesaiP. Synthesis and characterization of novel benzimidazole bearing pyrazoline derivatives as potential antimicrobial agents.Med. Chem. Res.20142331474148710.1007/s00044‑013‑0756‑4
    [Google Scholar]
  69. PadhyG.K. PandaJ. BeheraA.K. Synthesis and characterization of novel benzimidazole embedded 1, 3, 5-trisubstituted pyrazolines as antimicrobial agents.arXiv preprint arXiv:2005.01375202010.48550/arXiv.2005.01375
    [Google Scholar]
  70. DesaiN.C. PandyaD. VajaD. Synthesis and antimicrobial activity of some heterocyclic compounds bearing benzimidazole and pyrazoline motifs.Med. Chem. Res.2018271526010.1007/s00044‑017‑2040‑5
    [Google Scholar]
  71. JardoshH.H. SanganiC.B. PatelM.P. PatelR.G. One step synthesis of pyrido[1,2-a]benzimidazole derivatives of aryloxypyrazole and their antimicrobial evaluation.Chin. Chem. Lett.201324212312610.1016/j.cclet.2013.01.021
    [Google Scholar]
  72. RajoraJ. SrivastavaY.K. Synthesis and antimicrobial activities of some benzimidazolyl pyrazoles.Rasayan J. Chem.20092655658
    [Google Scholar]
  73. KalirajanR. RathoreL. JubieS. GowrammaB. GomathyS. SankarS. Microwave assisted synthesis of some novel pyrazole substituted benzimidazoles and evaluation of their biological activities.Ind. J. Chem.201159B17941799
    [Google Scholar]
  74. El-GoharyN.S. ShaabanM.I. Synthesis and biological evaluation of a new series of benzimidazole derivatives as antimicrobial, antiquorum-sensing and antitumor agents.Eur. J. Med. Chem.201713125526210.1016/j.ejmech.2017.03.018 28334654
    [Google Scholar]
  75. DawoudN.T. MahmoudF.F. IsmilZ.H. LotfyD.R. Synthesis and biological sscreening of some new substituted 1-Acetyl Benzimidazol-2-yl Methyl Isoindoline-1, 3-dione analogs as anti-microbial agents.J. Chem. Pharm. Res.201810110118
    [Google Scholar]
  76. TumosienėI. PeleckisA. JonuškienėI. VaickelionienėR. KantminienėK. ŠiugždaitėJ. BeresnevičiusZ.J. MickevičiusV. Synthesis of novel 1,2- and 2-substituted benzimidazoles with high antibacterial and antioxidant activity.Monatsh. Chem.2018149357759410.1007/s00706‑017‑2066‑x
    [Google Scholar]
  77. BondockS. KhalifaW. FaddaA.A. Synthesis and antimicrobial activity of some new 4-hetarylpyrazole and furo[2,3-c]pyrazole derivatives.Eur. J. Med. Chem.20114662555256110.1016/j.ejmech.2011.03.045 21489661
    [Google Scholar]
  78. NeetuS. GangwarA. SoniS. Synthesis, molecular docking studies and in vitro anthelmintic activities of novel substituted pyrazole bearing benzimidazole derivatives.Pharma Innov.201985327332
    [Google Scholar]
  79. YousetM.Y. EisaH.M. NasrM.N. El-BialyS.A. Synthesis and anthelmintic properties of new benzimidazoles.Alex. J. Pharm. Sci.199610155158
    [Google Scholar]
  80. LohidakshanK. RajanM. GaneshA. PaulM. JerinJ. Pass and Swiss ADME collaborated in silico docking approach to the synthesis of certain pyrazoline spacer compounds for dihydrofolate reductase inhibition and antimalarial activity.Bangladesh J. Pharmacol.2018131232910.3329/bjp.v13i1.33625
    [Google Scholar]
  81. ReddyL.M. PrakashT.B. PadmajaA. PadmavathiV. Synthesis and antimicrobial activity of pyrazolyl benzoxazoles, benzothiazoles and benzimidazoles.Med. Chem. Res.201524397097910.1007/s00044‑014‑1180‑0
    [Google Scholar]
  82. SiW.J. WangX.B. ChenM. WangM.Q. LuA.M. YangC.L. Design, synthesis, antifungal activity and 3D-QSAR study of novel pyrazole carboxamide and niacinamide derivatives containing benzimidazole moiety.New J. Chem.20194373000301010.1039/C8NJ05150J
    [Google Scholar]
  83. PatelA. ShahD. PatelN. PatelK. SoniN. NaganiA. ParikhV. ShahH. BambharoliyaT. Benzimidazole as ubiquitous structural fragment: An update on development of its green synthetic approaches.Mini Rev. Org. Chem.20211881064108510.2174/1570193X17999201211194908
    [Google Scholar]
  84. SowdariJ. GudiY. DonthamsettyS.V. VenkatapuramP. AdivireddyP. Green approach for the synthesis of a new class of diamidomethane‐linked benzazolyl pyrazoles and evaluation as antifungals.J. Heterocycl. Chem.20195682080208910.1002/jhet.3569
    [Google Scholar]
  85. IbraheemF. AhmadM. AshfaqU.A. AslamS. Ali KhanZ. SultanS. Synthesis, molecular docking and anti-diabetic studies of novel benzimidazole-pyrazoline hybrid molecules.Pak. J. Pharm. Sci.2020332847854 http://142.54.178.187:9060/xmlui/handle/123456789/15862
    [Google Scholar]
  86. DoddaramappaS.D. Lokanatha RaiK.M. SrikantamurthyN. Chandra ChethanJ. Novel 5-functionalized-pyrazoles: Synthesis, characterization and pharmacological screening.Bioorg. Med. Chem. Lett.201525173671367510.1016/j.bmcl.2015.06.050 26152425
    [Google Scholar]
  87. YarM.S. AbdullahM.M. MajeedJ. In vitro anti-tubercular screening of newly synthesized benzimidazole derivatives.World Acad. Sci. Eng. Technol.200955593599
    [Google Scholar]
  88. KaplancikliZ.A. Turan-ZitouniG. ÖzdemirA. Devrim CanÖ. ChevalletP. Synthesis and antinociceptive activities of some pyrazoline derivatives.Eur. J. Med. Chem.20094462606261010.1016/j.ejmech.2008.09.002 18922604
    [Google Scholar]
  89. AroraR. KaurA. GillN.S. Analgesic and anti-inflammatory activity of some newly synthesized novel pyrazole derivatives of benzimidazole.Current Research Chem.201244768710.3923/crc.2012.76.87
    [Google Scholar]
  90. MoneerA.A. MohammedK.O. El-NassanH.B. Synthesis of novel substituted thiourea and benzimidazole derivatives containing a pyrazolone ring as anti‐inflammatory agents.Chem. Biol. Drug Des.201687578479310.1111/cbdd.12712 26684979
    [Google Scholar]
  91. de DiosA. ShihC. López de UraldeB. SánchezC. del PradoM. Martín CabrejasL.M. PleiteS. Blanco-UrgoitiJ. LoriteM.J. NevillC.R. BonjouklianR. YorkJ. ViethM. WangY. MagnusN. CampbellR.M. AndersonB.D. McCannD.J. GieraD.D. LeeP.A. SchultzR.M. LiL.C. JohnsonL.M. WolosJ.A. Design of potent and selective 2-aminobenzimidazole-based p38α MAP kinase inhibitors with excellent in vivo efficacy.J. Med. Chem.20054872270227310.1021/jm048978k 15801819
    [Google Scholar]
  92. BaliyanS. MukherjeeR. PriyadarshiniA. VibhutiA. GuptaA. PandeyR.P. ChangC.M. Determination of antioxidants by DPPH radical scavenging activity and quantitative phytochemical analysis of Ficus religiosa.Molecules2022274132610.3390/molecules27041326 35209118
    [Google Scholar]
  93. MatsubaraK. HigakiT. MatsubaraY. NawaA. Nitric oxide and reactive oxygen species in the pathogenesis of preeclampsia.Int. J. Mol. Sci.20151634600461410.3390/ijms16034600 25739077
    [Google Scholar]
  94. PrahadeeshN. SithambaresanM. MathiventhanU. A study on hydrogen peroxide scavenging activity and ferric reducing ability of simple coumarins.Emerg. Sci. J.20182641742710.28991/esj‑2018‑01161
    [Google Scholar]
  95. DurgammaS. MuralikrishnaA. PadmavathiV. PadmajaA. Synthesis and antioxidant activity of amido-linked benzoxazolyl/benzothiazolyl/benzimidazolyl-pyrroles and pyrazoles.Med. Chem. Res.20142362916292910.1007/s00044‑013‑0884‑x
    [Google Scholar]
  96. NoorA. QaziN.G. NadeemH. KhanA. ParachaR.Z. AliF. SaeedA. Synthesis, characterization, anti-ulcer action and molecular docking evaluation of novel benzimidazole-pyrazole hybrids.Chem. Cent. J.20171118510.1186/s13065‑017‑0314‑0 29086868
    [Google Scholar]
  97. SrideviC. BalajiK. NaiduA. SuthakaranR. Synthesis of some phenylpyrazolo benzimidazolo quinoxaline derivatives.Orient. J. Chem.2009252325
    [Google Scholar]
  98. ZdzalikD. LipnerJ. WieczorekM. DzwonekK. YamaniA. DubielK. Lamparska-PrzybyszM. GrygielewiczP. StanczakA. Pyrazolylbenzo[d]imidazole derivatives.US Patent US9776988B22017
  99. CherrierM-P. ParmantierE. MinouxH. ClercF. Angouillant-BonifaceO. BrolloM. SchioL. Pyrazolylbenzimidazole derivatives, compositions containing them and use thereof.US Patent 20090197866A12009
  100. BhagirathN DominiqueR SmithJ.K. LucasM. C. PadillaF. 3,4-disubstituted 1h-pyrazole and 4,5-disubstituted thiazole inhibitors of syk.WO patent 2014064134A12014
  101. GeorgesG GollerB KrellH. W. KuenkeleK. P. LimbergA RuegerP RuethM. . Tricycles their manufacture and use as pharmaceutical agents.TW patent 200626149A2006
  102. RoushW.R. DucketD. MonastyrskyiA. Small molecule inhibitors of cdk12/cdk13.US Patent 11666578B22019
  103. KimS.U. KimD.Y. ChungG.J. HongS.K. ParkS.J. NamS.H. LeeY.S. Novel 5-pyrrolyl-2-pyridylmethylsulfinyl benzimidazole derivatives.CA patent 2161542C1994
  104. KamalA. ShaikA.B. KumarG.B. ReddyV.S. Pyrazole linked benzimidazole conjugates and a process for preparation thereof.US Patent 20150329527A12015
  105. ScheinpflugH. GaussW. GreweF. 2-(pyrazolyl-(1))-benzimidazole fungicidal, and bactericidal agents.US Patent 3839575A1974
  106. Sambrook SmithC.P. CastelhanoA.L. BolgerJ. CrewA.P. LauferR. LiA.H. SunY. N-substituted pyrazolyl-amidyl-benzimidazolyl C-kit inhibitors.NO Patent 20060665L2006
  107. GaussW.D. SchegkW.D. Anthelmintic 2-pyrazolyl-benzimidazoles prodn - from 2-hydroxy -benzimidazoles and pyrazoles with phosphorus halides.Patent DE2130029A1Availabe from: https://patents.google.com/patent/DE2130029A1/en
  108. DelalandeSA .2-(3-Pyrazolyl)benzimidazoles – with vasodilator, analgesic, anti-inflammatory and hypotensive activity.FR Patent 2259590A11975
  109. FrohbergerP. E. GaussW. Use of 2-3’,5’-dimethylpyrazolyl-(1’)7- benzimidazole to combat phytopathogenic fungi of the genus Heminthosporium.NO Patent 135730B1977
  110. HoffmannM. DahmannG. GnamC. FandrickD.R. ScottJ. McCarthyC. Pyrazolyl-substituted heteroaryls and their use as medicaments. US Patent 10155751B22018
  111. WangX. DingZ. YongX. ChenS. LiL. LiG. TuR. WangC. YangY. ZhangZ. ChenH. SunW. LuH. Analogues of 4H Pyrazolo[1,5-A]benzimidazole compound as PARP inhibitors.US Patent 20170029430A12016
  112. ClaytonJ.R. 4(3-pyrazolylamino)benzimidazole compounds and their use as JAK1 inhibitors. AustraliaPatent AU2016302748A12019
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