Molecular Diversity

, Volume 22, Issue 3, pp 647–655 | Cite as

Insect growth regulatory activity of carvacrol-based 1,3,4-thiadiazoles and 1,3,4-oxadiazoles

  • Suresh D. Bagul
  • Jamatsing D. Rajput
  • Chitra Srivastava
  • Ratnamala S. Bendre
Original Article



In designing of novel insect growth regulators (IGRs), biologically occurring carvacrol has been structurally modified to thiadiazole and oxadiazole moieties. Two series of carvacrol analogs containing 1,3,4-thiadiazole (VIIIa–e) and 1,3,4-oxadiazole (IXa–e) derivatives are designed and synthesized. Their structures are confirmed by FT-IR, \(^{1}\text {H}\) NMR, \(^{13}\)C NMR and LC-MS. IGR activity is tested against Spodoptera litura. Several analogs displayed IGR activity against this insect pest. Compounds VIIIe and IXe displayed relatively good IGR activity with \(\text {GI}_{50 }\)values 117.43 and 108.83 ppm against Spodoptera litura, respectively.

Graphical Abstract

Synthesis, characterization and evaluation of carvacrol-based 1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives as potent insect growth regulators (IGRs).


Carvacrol 1, 3, 4-Thiadiazole 1, 3, 4-Oxadiazole Spodoptera litura IGR activity 



Authors are thankful to CSIR, New Delhi, India, for financial assistance under the major research project [F. No. 02 (0130)/13/EMR-II].

Supplementary material

11030_2018_9823_MOESM1_ESM.docx (1.4 mb)
Supplementary material 1 (docx 1473 KB)


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Copyright information

© Springer International Publishing AG, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Department of Pesticides and Agrochemicals, School of Chemical SciencesNorth Maharashtra UniversityJalgaonIndia
  2. 2.Indian Agriculture Research InstitutePusa, New DelhiIndia

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