Skip to main content

Advertisement

SpringerLink
Log in

Thiazoles: having diverse biological activities

  • Review Article
  • Published:
Medicinal Chemistry Research Aims and scope Submit manuscript

Abstract

In the last few decades, a lot of work has been done on thiazole ring to find new compounds related to this scaffold to act as antioxidant, analgesic, anti-inflammatory, antimicrobial, antifungal, antiviral, diuretic, anticonvulsant, neuroprotective, and antitumor or cytotoxic drug molecules with lesser side effects. This review presents the up to date development on the design and development of different thiazole derivatives.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14
Fig. 15
Fig. 16
Fig. 17
Fig. 18
Fig. 19
Fig. 20
Fig. 21
Fig. 22
Fig. 23
Fig. 24
Fig. 25
Fig. 26
Fig. 27
Fig. 28
Fig. 29
Fig. 30
Fig. 31
Fig. 32
Fig. 33
Fig. 34
Fig. 35
Fig. 36
Fig. 37
Fig. 38
Fig. 39
Fig. 40
Fig. 41
Fig. 42

Similar content being viewed by others

References

  • Amin KM, Rahman ADE, Al-Eryani YA (2008) Synthesis and preliminary evaluation of some substituted coumarins as anticonvulsant agents. Bioorg Med Chem 16:5377–5388

    Article  PubMed  CAS  Google Scholar 

  • Andreani A, Rambaldi M, Mascellani G, Rugarli P (1987) Synthesis and diuretic activity of imidazo [2,1-b] thiazole acetohydrazones. Eur J Med Chem 22:19–22

    Article  CAS  Google Scholar 

  • Aridoss G, Amirthaganesan S, Kima MS, Kim JT, Jeong YT (2009) Synthesis, spectral and biological evaluation of some new thiazolidinones and thiazoles based on t-3-alkyl-r-2, c-6-diarylpiperidin-4-ones. Eur J Med Chem 44:4199–4210

    Article  PubMed  CAS  Google Scholar 

  • Azam F, Alkskas IA, Khokra SL, Prakash O (2009) Synthesis of some novel N4-(naphtha[1,2-d]thiazol-2-yl) semicarbazides as potential anticonvulsants. Eur J Med Chem 44:203–211

    Article  PubMed  CAS  Google Scholar 

  • Badorc A, Bordes MF, De Cointet P, Savi P, Bernat A, Lale A, Petitou M, Maffrand JP, Herbert JM (1997) New orally active non-peptide fibrinogen receptor (GpIIb-IIIa) antagonists: identification of ethyl 3-[N-[4-[4-amino[(ethoxycarbonyl)imino]methyl]phenyl]-1,3-thiazol-2-yl]-N-[1-(ethoxycarbonyl) methyl]piperid-4 yl]amino]propionate (SR 121787) as a potent and long-acting antithrombotic agent. J Med Chem 40:3393–3401

    Article  PubMed  CAS  Google Scholar 

  • Bell FW, Cantrell AS, Hogberg M, Jaskunas SR, Johansson NG, Jordon CL, Kinnick MD, Lind P, Morin JM Jr, Noreen R, Oberg B, Palkowitz JA, Parrish CA, Pranc P, Sahlberg C, Ternansky RJ, Vasileff RT, Vrang L, West SJ, Zhang H, Zhou XX (1995) Phenethylthiazolethiourea (PETT) compounds, a new class of HIV-1 reverse transcriptase inhibitors. 1. Synthesis and basic structure–activity relationship studies of PETT analogs. J Med Chem 38:4929–4936

    Article  PubMed  CAS  Google Scholar 

  • Bondock S, Khalifa W, Fadda AA (2007) Synthesis and antimicrobial evaluation of some new thiazole, thiazolidinone and thiazoline derivatives starting from 1-chloro-3,4-dihydronaphthalene-2-carboxaldehyde. Eur J Med Chem 42:948–954

    Article  PubMed  CAS  Google Scholar 

  • Carter JS, Kramer S, Talley JJ, Penning T, Collins P, Graneto MJ, Seibert K, Koboldt C, Masferrer J, Zweifel B (1999) Synthesis and activity of sulfonamide-substituted 4,5-diaryl thiazoles as selective cyclooxygenase-2 inhibitors. Bioorg Med Chem Lett 9:1171–1174

    Article  PubMed  CAS  Google Scholar 

  • Chimenti F, Bizzarri B, Maccioni E, Secci D, Bolasco A, Fioravanti R, Chimenti P, Granese A, Carradori S, Rivanera D, Lilli D, Zicari A, Distinto S (2007) Synthesis and in vitro activity of 2-thiazolylhydrazone derivatives compared with the activity of clotrimazole against clinical isolates of Candida spp. Bioorg Med Chem Lett 17:4635–4640

    Article  PubMed  CAS  Google Scholar 

  • Cukurovali A, Yilmaz I, Gur S, Kazaz C (2006) Synthesis antibacterial and antifungal activity of some new thiazolyl hydrazone derivatives containing 3-substituted cyclobutane ring. Eur J Med Chem 41:201–207

    Article  PubMed  CAS  Google Scholar 

  • Dawood KM, Gawad HA, Rageb EA, Ellithey M, Mohamed HA (2006) Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles. Bioorg Med Chem 14:3672–3680

    Article  PubMed  CAS  Google Scholar 

  • Devasagayam TPA, De S, Adhikari S, Jain JT, Menon VP (2008) Antioxidant activity of an aminothiazole compound: possible mechanisms. Chem Biol Interact 173:215–223

    Article  PubMed  Google Scholar 

  • Dundar OB, Ozgen O, Mentese A, Altanlar N, Ath O, Kendj E, Ertan R (2007) Synthesis and antimicrobial activity of some new thiazolylthiazolidine-2,4-dione derivatives. Bioorg Med Chem 15:6012–6017

    Article  Google Scholar 

  • Ergenc N, Capan G, Gunay NS, Ozkirimli S, Gungor M, Ozbey S, Kendi E (1999) Synthesis and hypnotic activity of new 4-thiazolidinone and 2-thioxo-4,5-imidazolidinedione derivatives. Arch Pharm 332:343–347

    Article  CAS  Google Scholar 

  • Gulsory E, Guzeldemirci NU (2007) Synthesis and primary cytotoxicity evaluation of new imidazo [2,1-b] thiazole derivatives. Eur J Med Chem 42:320–326

    Article  Google Scholar 

  • Guzeldemirci NU, Kucukbasmac O (2010) Synthesis and antimicrobial activity evaluation of new 1,2,4-triazoles and 1,3,4-thiadiazoles bearing imidazo[2,1-b] thiazole moiety. Eur J Med Chem 45:63–68

    Article  PubMed  CAS  Google Scholar 

  • Hargrave KD, Hess FK, Oliver JT (1983) N-(4-Substitutedthiazolyl) oxamic acid derivatives, new series of potent, orally active antiallergy agents. J Med Chem 26:1158–1163

    Article  PubMed  CAS  Google Scholar 

  • Holla BS, Malini KV, Rao BS, Sarojini BK, Kumari NS (2003) Synthesis of some new 2,4-disubstituted thiazoles as possible antibacterial and anti-inflammatory agent. Eur J Med Chem 38:313–318

    Article  PubMed  CAS  Google Scholar 

  • Holla BS, Karegoudar P, Karthikeyan MS, Prasad DJ, Mahalinga M, Kumari NS (2008) Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents. Eur J Med Chem 43:261–267

    Article  PubMed  Google Scholar 

  • Jaen JC, Wise LD, Caprathe BW, Tecle H, Bergmeier S, Humblet CC, Heffner TG, Meltzner LT, Pugsley TA (1990) 4-(1,2,5,6-Tetrahydro-1-alkyl-3-pyridinyl)-2-thiazolamines: a novel class of compounds with central dopamine agonist properties. J Med Chem 33:311–317

    Article  PubMed  CAS  Google Scholar 

  • Kalkhambkar RG, Kulkarni GM, Shivkumar H, Rao NR (2007) Synthesis of novel triheterocyclic thiazoles as anti-inflammatory and analgesic agents. Eur J Med Chem 42:1272–1276

    Article  PubMed  CAS  Google Scholar 

  • Karegoudar P, Karthikeyan MS, Prasad DJ, Mahalinga M, Holla BS, Kumari NS (2008) Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents. Eur J Med Chem 43:261–267

    Article  PubMed  CAS  Google Scholar 

  • Koufaki M, Kiziridi C, Nikoludaki F, Alexis MN (2007) Design and synthesis of 1,2-dithiolane derivatives and evaluation of their neuroprotective activity. Bioorg Med Chem Lett 17:4223–4227

    Article  PubMed  CAS  Google Scholar 

  • Kumar A, Rajput CS, Bhati SK (2007) Synthesis of 3-[4′-(p-chlorophenyl) thiazol-2′-yl]-2-[(substituted azetidinone/thiazolidinone)-aminomethyl]-6-bromoquinazolin-4-ones. Bioorg Med Chem 15:3089–3096

    Article  PubMed  CAS  Google Scholar 

  • Narayana B, Vijaya Raj KK, Ashalatha BV, Kumari NS, Sarojini BK (2004) Synthesis of some new 5-(2-substituted-1,3-thiazol-5-yl)-2-hydroxy benzamides and their 2-alkoxy derivatives as possible antifungal agents. Eur J Med Chem 39:867–872

    Article  PubMed  CAS  Google Scholar 

  • Pandeya SN, Sriram D, Nath G, DeClerq E (1999) Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4′-chlorophenyl) thiazol-2-yl] thiosemicarbazide. Eur J Pharm Sci 9:25–31

    Article  PubMed  CAS  Google Scholar 

  • Patt WC, Hamilton HW, Taylor MD, Ryan MJ, Taylor DG Jr, Connolly CJC, Doherty AM, Klutchko SR, Sircar I, Steinbaugh BA, Batley BL, Painchaud CA, Rapundalo ST, Michniewicz BM, Olson SCJ (1992) Structure–activity relationships of a series of 2-amino-4-thiazole containing renin inhibitors. J Med Chem 35:2562–2572

    Article  PubMed  CAS  Google Scholar 

  • Popsavin M, Spaic S, Svircev A, Kojic V, Bogdanovic G, Popsavin G (2006) 2-(3-Amino-3-deoxy-b-d-xylofuranosyl) thiazole-4-carboxamide: a new tiazofurin analogue with potent antitumour activity. Bioorg Med Chem 16:5317–5320

    Article  CAS  Google Scholar 

  • Popsavin M, Spaic S, Svircev M, Kojic V, Bogdanovic G, Popsavin V (2007) Synthesis and antitubercular activity of new tiazofurin analogues bearing a 2,3-anhydrofunctionality in the furanose ring. Bioorg Med Chem Lett 17:4123–4127

    Article  PubMed  CAS  Google Scholar 

  • Ramla MM, Omar MA, El-Khamry AMM, El-Diwan HI (2006) Synthesis and antitumor activity of 1-substituted-2-methyl-5-nitrobenzimidazoles. Bioorg Med Chem 14:7324–7332

    Article  PubMed  CAS  Google Scholar 

  • Rostom SAF, El-Ashmawy IM, Abd El Razik HA, Badr MH, Ashour HMA (2009) Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents. Bioorg Med Chem 17:882–895

    Article  PubMed  CAS  Google Scholar 

  • Rudolph J, Theis H, Hanke R, Endermann R, Johannsen L, Geschke FU (2001) seco-Cyclothialidines: new concise synthesis, inhibitory activity toward bacterial and human DNA topoisomerases, and antibacterial properties. J Med Chem 44:619–626

    Article  PubMed  CAS  Google Scholar 

  • Sarojini BK, Krishna BG, Darshanraj CG, Bharath BR, Manjunatha H (2010) Synthesis, characterization, in vitro and molecular docking studies of new 2,5-dichloro thienyl substituted thiazole derivatives for antimicrobial properties. Eur J Med Chem 45(8):3490–3496

    Article  PubMed  CAS  Google Scholar 

  • Sharma RN, Xavier FP, Vasu KK, Chaturvedi SC, Pancholi SS (2009) Synthesis of 4-benzyl-1,3-thiazole derivatives as potential anti-inflammatory agents: an analogue-based drug design approach. J Enzyme Inhib Med Chem 24:890–897

    Article  PubMed  CAS  Google Scholar 

  • Shih MH, Ying KF (2004) Syntheses and evaluation of antioxidant activity of sydnonyl substituted thiazolidinone and thiazoline derivatives. Bioorg Med Chem 12:4633–4643

    Article  PubMed  CAS  Google Scholar 

  • Shiradkar M, Kumar GVS, Dasari V, Tatikonda S, Akula KC, Shah R (2007a) Clubbed triazoles: a novel approach to antitubercular drugs. Eur J Med Chem 42:807–816

    Article  PubMed  CAS  Google Scholar 

  • Shiradkar MR, Murahari KK, Gangadasu HR, Suresh T, Kalyan CA, Panchal D, Kaur R, Burange P, Ghogare J, Mokale V, Raut M (2007b) Synthesis of new S-derivatives of clubbed triazole as anti-Mycobacterium tuberculosis agents. Bioorg Med Chem 15:3997–4008

    Article  PubMed  CAS  Google Scholar 

  • Tsuji K, Ishikawa H (1994) Synthesis and anti-pseudomonal activity of new 2-isocephems with a dihydroxypyridone moiety at C-7. Bioorg Med Chem Lett 4:1601–1606

    Article  CAS  Google Scholar 

  • Vicini P, Geronikaki A, Anastasia K, Incerti M, Zani F (2006) Synthesis and antimicrobial activity of novel 2-thiazolyl imino-5-arylidene-4-thiazolidinones. Bioorg Med Chem 14:3859–3864

    Article  PubMed  CAS  Google Scholar 

  • Xin Z, Yang-fang Z, Jia W, Wei J, Liang H, Ping G (2006) Synthesis and antibacterial activity of novel oxazolidinone analogues containing substituted thiazole/fused bicyclic groups. Chem Res Chin 22:459–464

    Article  Google Scholar 

  • Zitouni GT, Kaplancıklı ZA, Yıldız MT, Chevallet P, Kaya D (2005) Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]thio-4H–1,2,4-triazole derivatives. Eur J Med Chem 40:607–613

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Pharmaceutical Technology, Meerut Institute of Engineering & Technology, NH-58, Baghpat Bypass Crossing, Delhi-Haridwar Highway, Meerut, 250005, U.P, India

    Shiv Jee Kashyap, Vipin Kumar Garg, Pramod Kumar Sharma, Nitin Kumar, Rupesh Dudhe & Jitendra Kumar Gupta

Authors
  1. Shiv Jee Kashyap
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Vipin Kumar Garg
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Pramod Kumar Sharma
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Nitin Kumar
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Rupesh Dudhe
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jitendra Kumar Gupta
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Shiv Jee Kashyap.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kashyap, S.J., Garg, V.K., Sharma, P.K. et al. Thiazoles: having diverse biological activities. Med Chem Res 21, 2123–2132 (2012). https://doi.org/10.1007/s00044-011-9685-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00044-011-9685-2

Keywords

Search

Navigation