Skip to main content
Log in

A Review on the Preparation of 1,3,4-Oxadiazoles From the Dehydration of Hydrazines and Study of Their Biological Roles

  • Review
  • Published:
Chemistry Africa Aims and scope Submit manuscript

Abstract

Heterocyclic chemistry is the interesting area for the effective approach and for the invention of biologically active 1,3,4-oxadiazole cores. 1,3,4-Oxadiazole is a five membered heterocyclic ring which plays key role in the development of new medicinal species for the treatment of numerous diseases. Hence, nowadays researchers have developed the innovative methods for the synthesis of 1,3,4-oxadiazole derivatives and their medicinal applications. Therefore, results of recent developments in the synthesis and biological applications of 1,3,4-oxadiazole candidates over the past 15 years (2005–2019) are reviewed in the present article. The information in the present article may be useful to many researchers which lead to exploration of new therapeutic species for the society.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Scheme 9
Scheme 10
Scheme 11
Scheme 12
Scheme 13
Scheme 14
Scheme 15
Scheme 16
Scheme 17
Scheme 18
Scheme 19
Scheme 20
Scheme 21
Scheme 22
Scheme 23
Scheme 24
Scheme 25
Scheme 26
Scheme 27

Similar content being viewed by others

References

  1. Grove G, Suvarana KG (2003) Indian. J Heterocycl Chem 12:289

    Google Scholar 

  2. Spink E, Ding D, Peng Z, Boudreau MA, Leemans E, Lastochkin E, Song W, Lichtenwalter K, Daniel PI, Testero SA, Pi H, Schroeder VA, Wolter WR, Antunes NT, Suckow MA, Vakulenko S, Chang M, Mobashery S (2015) J Med Chem 58:1380

    CAS  PubMed  Google Scholar 

  3. Misra U, Hitkari A, Sexena AK, Gurtur S, Shenker K (1996) Eur J Med Chem 31:629

    CAS  Google Scholar 

  4. Ramalingam T, Deshmukh AA, Sattur PB, Naik SR (1981) J Indian Chem Soc 58:269

    CAS  Google Scholar 

  5. Suzuki J, Okamura D, Gushikawa T, Hirai K, Ando T (2011) J Pestic Sci 36:392

    CAS  Google Scholar 

  6. Connor DT, Cetenko WA, Mullican MD, Sorenson RJ, Unangst PC, Weikert RJ, Adolphson RL, Kennedy JA, Thueson DO, Wright CD, Conroy MC (1992) J Med Chem 35:958

    CAS  PubMed  Google Scholar 

  7. Dewangan D, Nakhate KT, Tripathi DK, Kashyap P, Dhongde H (2015) Antiinflamm Antiallergy Agents Med Chem 14:138

    CAS  PubMed  Google Scholar 

  8. Bhandari SV, Bothara KG, Raut MK, Patil AA, Sarkate AP, Mokale VJ (2008) Bioorg Med Chem 16:1822

    CAS  PubMed  Google Scholar 

  9. Graham SL, Shepard KL, Anderson PS, Baldwin JJ, Best DB, Christy ME, Freedman MB, Gautheron P, Habecker CN, Hoffman JM, Lyle PA, Michelson SR, Ponticello GS, Robb CM, Schwam H, Smith AM, Smith RL, Sondey JM, Strohmaier KM, Sugrue MF, Varga SL (1989) J Med Chem 32:2548

    CAS  PubMed  Google Scholar 

  10. Kagthara PR, Shah NS, Doshi RK, Parekh HH (1999) Indian J Chem 38B:572

    CAS  Google Scholar 

  11. Aboraia AS, Abdel-Rahman HM, Mahfouz NM, El-Gendy MA (2006) Bioorg. Med Chem 14:1236

    CAS  Google Scholar 

  12. Kumar D, Sundaree S, Johnson EO, Shah K (2009) Bioorg Med Chem Lett 19:4492

    CAS  PubMed  Google Scholar 

  13. Chapleo CB, Myers M, Myers PL, Saville JF, Smith ACB, Stillings MR, Tulloch IF, Walter DS, Welbourn AP (1986) J Med Chem 29:2273

    CAS  PubMed  Google Scholar 

  14. Chapleo CB, Myers PL, Smith AC, Stillings MR, Tulloch IF, Walter DS (1988) J Med Chem 7:31

    Google Scholar 

  15. Bondock S, Adel S, Etman HA, Badria FA (2012) Eur J Med Chem 48:192

    CAS  PubMed  Google Scholar 

  16. Somani RR, Shirodkar PY, Kadam VJ (2008) Lett Drug Des Discovery 5(6):364

    CAS  Google Scholar 

  17. Aboraia AS, Abdel-Rahman HM, Mahfouz NM, El-Gendy MA (2006) Bioorg Med Chem 14(4):1236

    CAS  PubMed  Google Scholar 

  18. Tajik H, Dadras A (2011) J Pestic Sci 36:27

    CAS  Google Scholar 

  19. Bhanushali U, Kalekar-Joshi S, Kulkarni-Munshi R, Yellanki S, Medishetty R, Kulkarni P, Chelakara RS (2017) Anticancer Agents Med Chem 17:67

    CAS  PubMed  Google Scholar 

  20. Omar FA, Mahfouz NM, Rahman MA (1996) Eur J Med Chem 31:819

    CAS  PubMed  Google Scholar 

  21. Gutov OV (2013) Cryst Growth Des 13(9):3953

    CAS  Google Scholar 

  22. Jaishree V, Ramdas N, Sachin J, Ramesh BJ (2012) Saudi Chem Soc 16:371

    CAS  Google Scholar 

  23. Kucukguzel SG, Kucukguzel I, Tatar E, Rollas S, Sahin F, Gulluce M, De Clercq E, Kabasakal L (2007) Eur J Med Chem 42:893

    PubMed  Google Scholar 

  24. Kashyap SJ, Sharma PK, Garg VK, Dudhe R, Kumar N (2011) J Adv Sci Res 2:18

    CAS  Google Scholar 

  25. Rathelot P, Azas N, El-Kashef H, Delmas F, Giorgio CD, Timon-David P, Maldonado J, Vanelle P (2002) Eur J Med Chem 37:671

    CAS  PubMed  Google Scholar 

  26. Goankar SL, Rai KML, Prabhuswamy B (2006) Eur J Med Chem 41:841

    Google Scholar 

  27. Harfenist M, Heuser DJ, Joyner CT, Batchelor JF, White HL (1996) J Med Chem 39:1857

    CAS  PubMed  Google Scholar 

  28. Ergun Y, Orhan OF, Ozer UG, Gisi G (2010) Eur J Pharmacol 630:74

    PubMed  Google Scholar 

  29. Zheng QZ, Zhang XM, Xu Y, Cheng K, Jiao QC, Zhu HL (2010) Bioorg Med Chem 18:7836

    CAS  PubMed  Google Scholar 

  30. Refat HM, Mohamed KS (2015) Heterocycl Commun 21:219

    CAS  Google Scholar 

  31. Santilli A, Scotese AC, Bauer RF, Bell SC (1987) J Med Chem 30:2270

    CAS  PubMed  Google Scholar 

  32. Oliveira CS, Lira BF, Barbosa-Filho JM, Lorenzo JGF, Athayde-Filho PF (2012) Molecules 17:10192–10231

    PubMed  PubMed Central  Google Scholar 

  33. Ramazani A, Khoobi M, Torkaman A, Nasrabadi FZ, Forootanfar H, Shakibaie M, Jafari M, Ameri A, Emami S, Faramarzi MA, Foroumadi A, Shafiee A (2014) Eur J Med Chem 78:151–156

    CAS  PubMed  Google Scholar 

  34. Aboraia AS, Abdel-Rahman HM, Mahfouz NM, El-Gendy MA (2006) Bioorg Med Chem 14:1236

    CAS  PubMed  Google Scholar 

  35. Liang-zhong XU, Wen-zhao BI, Zhi-wei SYZ, Xu Y (2008) Chem Res Chin Univ 24(3):299

    Google Scholar 

  36. Naganagowda G, Petsom A (2011) Phosphorus Sulfur Silicon Relat Elem 186:2112

    CAS  Google Scholar 

  37. Zhang LR, Liu ZJ, Zhang H, Sun J, Luo Y, Zhao TT, Gong HB, Zhu HL (2012) Bioorg Med Chem 20:3615–3621

    CAS  PubMed  Google Scholar 

  38. Sun GX, Yang MY, Sun ZH, Wu HK, Liu XH, Wei YY (2014) Phosphorus Sulfur Silicon Relat Elem 189:1895

    CAS  Google Scholar 

  39. Desai NC, Bhatt N, Dodiya A, Karkar T, Patel B, Bhatt M (2016) Res Chem Intermed 42:3039

    CAS  Google Scholar 

  40. Viveka S, Dinesha Shama P, Nagaraja GK, Deepa N, Sreenivasa MY (2016) Res Chem Intermed 42:2597

    CAS  Google Scholar 

  41. Karabasanagouda T, Adhikari AV, Shetty NS (2007) Phosphorus Sulfur Silicon Relat Elem 182:2925

    CAS  Google Scholar 

  42. Amer HH, Ali OM, Salama AA, El-gendy MS, Houssin OK (2018) Natl J Physiol Pharm Pharmacol 8(9):1275–1286

    CAS  Google Scholar 

  43. Wagle S, Adhikari AV, Kumari NS (2008) Indian J Chem. 47B:439

    CAS  Google Scholar 

  44. Bhat M, Nagaraja GK, Kayarmar R, Raghavendra SV, Rajesh KP, Manjunatha H (2016) Res Chem Intermed 42:7771

    CAS  Google Scholar 

  45. Godhani DR, Mulani VB, Mehta JP (2019) World Sci News 124(2):304–311

    Google Scholar 

  46. Rauf A, Sharma S, Gangal S (2008) Chin Chem Lett 19:5

    CAS  Google Scholar 

  47. Triloknadh S, Rao CV, Nagaraju B, Balaji H, Balaji M (2018) ejbps 5(7):575

    Google Scholar 

  48. Kumar D, Johnson SEO, Shah K (2008) Bioorg Med Chem Lett 19:4492

    Google Scholar 

  49. Rai NP, Narayanaswamy VK, Shashikanth S, Arunachalam PN (2009) Eur J Med Chem 44:4522

    CAS  PubMed  Google Scholar 

  50. Mutchu BR, Kotra V, Onteddu SR, Boddapati SNM, Bollikolla HB (2019) Chem Afr 2(1):15–20

    Google Scholar 

  51. Ramaprasad GC, Kalluraya B, Kumar BS, Hunnur RK (2010) Eur J Med Chem 45:4587

    CAS  PubMed  Google Scholar 

  52. Cui ZN, Shi YX, Zhang L, Ling Y, Li BJ, Nishida Y, Yang XL (2012) J Agric Food Chem 60:11649

    CAS  PubMed  Google Scholar 

  53. Liu F, Wang M, Teng X, Zhang P, Jiang L (2014) Res Chem Intermed 40:1575

    CAS  Google Scholar 

  54. Sakram B, Sonyanaik B, Ashok K, Rambabu S, Ravi D, Kurumanna A, Shyam P (2017) Res Chem Intermed 43:1881

    CAS  Google Scholar 

  55. Tokumaru K, Johnston JN (2017) Chem Sci 8:3187–3191

    CAS  PubMed  PubMed Central  Google Scholar 

  56. Ragab FAF, Abou-Seri SM, Abdel-Aziz SA, Alfayomy AM, Aboelmagd M (2017) Eur J Med Chem 138:140

    CAS  PubMed  Google Scholar 

  57. Chakrapania B, Ramesha V, Raoa GPC, Ramachandrana D, Reddyb TM, Chakravarthyc AK, Sridhard G (2018) Russ J Gen Chem 88(5):1020

    Google Scholar 

  58. Yang RY, Dai LX (1993) J Org Chem 58:3381–3383

    CAS  Google Scholar 

  59. Prakash O, Kumar M, Kumar R, Sharma C, Aneja KR (2010) Eur J Med Chem 45:4252–4257

    CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Boja Poojary.

Ethics declarations

Conflict of interest

The authors have no conflicts of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nayak, S.G., Poojary, B. A Review on the Preparation of 1,3,4-Oxadiazoles From the Dehydration of Hydrazines and Study of Their Biological Roles. Chemistry Africa 2, 551–571 (2019). https://doi.org/10.1007/s42250-019-00084-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s42250-019-00084-9

Keywords

Navigation