Crystal structure of pyriproxyfen

Kang, Gihaeng; Kim, Jineun; Park, Hyunjin; Kim, Tae Ho

doi:10.1107/s2056989015013481

Cited by 4 publications

(3 citation statements)

References 5 publications

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“…Thus, no polymorphic The solvent may change the crystal form of the drug [29], so the obtained pyriproxyfen crystal products were characterized by XRD to determine their crystal form. Figure 4 shows the powder XRD spectra of the crystal product of pyriproxyfen obtained in different solvents and the simulation XRD data of the pyriproxyfen crystal form reported by Kang et al [26]. It can be seen that the positions of characteristic peaks of the crystal products obtained from recrystallization in various solvents are the same, and the characteristic peaks of the XRD diagrams of the pyriproxyfen crystals obtained in various solvents are also consistent with the simulated spectra.…”

Section: Identification Of Polymorph and Morphology In Different Solu...supporting

confidence: 74%

“…The crystal structure file of pyriproxyfen was taken from CSD (Cambridge Structural Database) 26 , which belongs to an orthorhombic system with lattice parameters a= 10.068 Å , b= 8.028 Å , and c= 40.913 Å . There are eight pyriproxyfen molecules in each unit cell and the molecular and unit cell structures of pyriproxyfen are shown in Figure 1.…”

Section: Molecular Dynamics Simulationmentioning

confidence: 99%

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The Effect of Solvents on the Crystal Morphology of Pyriproxyfen

Yan

Wang

et al. 2023

Crystals

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To obtain crystal products with ideal morphology and better quality, it is important to fully understand and grasp the affecting mechanism of solvents on crystal morphology. In this work, the interactions between solvent/solute molecules and different crystal faces of pyriproxyfen are investigated by a combination of experiments and molecular simulations. It is found that pyriproxyfen crystals grow into a lamellar morphology in methanol and ethanol, while the crystal grows into a three-dimensional shuttle morphology in n-butanol and n-heptane. Molecular simulations reveal that the molecular arrangement of crystal faces makes the alcohol hydroxyl adsorption sites exposed in different degrees, and the (002) face is more sensitive to alcohol hydroxyl than other faces. The adsorption of alcohol hydroxyl groups hinders the growth of crystal planes, so (002) and (102) faces become the main crystal planes in methanol and ethanol, and the lamellar crystal is formed. The developed knowledge of the growth mechanism based on the interaction between the solvent and crystal interface can be conducive to the further optimization of the pyriproxyfen crystal products.

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Section: Identification Of Polymorph and Morphology In Different Solu...supporting

confidence: 74%

Section: Molecular Dynamics Simulationmentioning

confidence: 99%

The Effect of Solvents on the Crystal Morphology of Pyriproxyfen

Yan

Wang

et al. 2023

Crystals

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“…Since the bioactive conformation of pyriproxyfen has not yet been structurally determined, its more rigid conformation based on the available crystallographic structure according to Kang et al, (2015) [74], was used as the input file for the analysis of virtual screening by structural and electrostatic similarity, with the rapid overlay of chemical structures (ROCS) and electrostatic similarity (EON) software [75,76,77].…”

Section: Methodsmentioning

confidence: 99%

Identification of Potential Inhibitors from Pyriproxyfen with Insecticidal Activity by Virtual Screening

et al. 2019

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Aedes aegypti is the main vector of dengue fever transmission, yellow fever, Zika, and chikungunya in tropical and subtropical regions and it is considered to cause health risks to millions of people in the world. In this study, we search to obtain new molecules with insecticidal potential against Ae. aegypti via virtual screening. Pyriproxyfen was chosen as a template compound to search molecules in the database Zinc_Natural_Stock (ZNSt) with structural similarity using ROCS (rapid overlay of chemical structures) and EON (electrostatic similarity) software, and in the final search, the top 100 were selected. Subsequently, in silico pharmacokinetic and toxicological properties were determined resulting in a total of 14 molecules, and these were submitted to the PASS online server for the prediction of biological insecticide and acetylcholinesterase activities, and only two selected molecules followed for the molecular docking study to evaluate the binding free energy and interaction mode. After these procedures were performed, toxicity risk assessment such as LD50 values in mg/kg and toxicity class using the PROTOX online server, were undertaken. Molecule ZINC00001624 presented potential for inhibition for the acetylcholinesterase enzyme (insect and human) with a binding affinity value of −10.5 and −10.3 kcal/mol, respectively. The interaction with the juvenile hormone was −11.4 kcal/mol for the molecule ZINC00001021. Molecules ZINC00001021 and ZINC00001624 had excellent predictions in all the steps of the study and may be indicated as the most promising molecules resulting from the virtual screening of new insecticidal agents.

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Density Functional Theory, Spectroscopic and Receptor Binding Analysis of Pyriproxyfen – A Commercial Insect Growth Regulator

Kumari,

Devi,

Sharma

et al. 2023

ChemistrySelect

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In the present study, the spectroscopic investigation of pyriproxyfen (PYR) has been carried out using density functional theory and experimental methods. The FT‐IR, 1H and 13C NMR spectra of PYR were recorded, interpreted and compared with the theoretical spectra. The polarizability and hyperpolarizabilities are responsible for higher lipophilicity which leads to the acute aquatic toxicity of the PYR molecule. The UV‐Visible spectra of PYR exhibited the presence of π π* transition between the π‐orbitals of phenoxyphenyl and pyridyl ring. The standard entropy, heat capacity at constant volume and total energy have been computed to assess the toxicity of the compound. Molecular docking revealed the insecticidal potential of PYR owing to the presence of hydrogen bond interactions between PYR and mosquito juvenile hormone binding protein of aedes aegypti. The biophysical study predicts the possible DNA‐PYR interactions and carcinogenic properties of PYR molecule.

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Crystal structure of pyriproxyfen

Cited by 4 publications

References 5 publications

The Effect of Solvents on the Crystal Morphology of Pyriproxyfen

The Effect of Solvents on the Crystal Morphology of Pyriproxyfen

Identification of Potential Inhibitors from Pyriproxyfen with Insecticidal Activity by Virtual Screening

Density Functional Theory, Spectroscopic and Receptor Binding Analysis of Pyriproxyfen – A Commercial Insect Growth Regulator

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