VUAA1

VUAA1 is a chemical compound that works by over activating an insect's olfactory senses causing a repellent effect. It is considered to be an Orco allosteric agonist.[1] It was discovered at Vanderbilt University[2] with research being partially funded by the Bill and Melinda Gates Foundation.[3]

VUAA1
Names
Preferred IUPAC name
N-(4-Ethylphenyl)-2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C19H21N5OS/c1-3-14-7-9-16(10-8-14)21-17(25)13-26-19-23-22-18(24(19)4-2)15-6-5-11-20-12-15/h5-12H,3-4,13H2,1-2H3,(H,21,25) checkY
    Key: UWCCKVJVOHTHAF-UHFFFAOYSA-N checkY
  • CCN1C(C2=CN=CC=C2)=NN=C1SCC(NC3=CC=C(CC)C=C3)=O
Properties
C19H21N5OS
Molar mass 367.47 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

VUAA1 is an agonist believed to work by overloading an insect's odorant receptors. It may be 1000 times stronger than DEET[4] and may lead to, "a powerful new family of compounds that can be used to disrupt the destructive behaviors of nuisance insects, agricultural pests, and disease vectors alike."[5]

VUAA1 has also been shown to stimulate mosquito sperm motility, thus showing a link between a mosquito's sense of smell and reproduction.[6]

References
  1. Medicine, Vanderbilt University School of. "Allosteric antagonism of insect odorant receptor ion channels. | Chemical Synthesis Core". medschool.vanderbilt.edu. Retrieved 2016-06-02.
  2. Jones, P. L.; Pask, G. M.; Rinker, D. C.; Zwiebel, L. J. (2011). "Functional agonism of insect odorant receptor ion channels". Proceedings of the National Academy of Sciences. 108 (21): 8821–5. Bibcode:2011PNAS..108.8821J. doi:10.1073/pnas.1102425108. PMC 3102409. PMID 21555561.
  3. Doug Gross (5 May 2014). "A bug repellent that could save lives - CNN.com". CNN. Retrieved 2016-06-02.
  4. "New type of insect repellent may be thousands of times stronger than DEET" (Press release). physorg.com. May 9, 2011.
  5. "Functional agonism of insect odorant receptor ion channel" (Press release). April 4, 2011.
  6. "VICB Article: Sulfilimine Cross-Links A Key to Tissue Evolution". www.vanderbilt.edu. Retrieved 2016-06-02.
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