Trimethylthiazoline

Trimethylthiazoline
Names
IUPAC name
2,4,5-Trimethyl-4,5-dihydro-1,3-thiazole
Identifiers
3D model (JSmol)
ChemSpider
Properties
C6H11NS
Molar mass 129.22 g·mol−1
Appearance Light yellow liquid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Trimethylthiazoline (TMT or 2,5-dihydro-2,4,5-trimethylthiazoline) is a constituent of fox urine that is an innately aversive odor to rodents. The chemical is liquid at room temperature and has a very light yellow color which darkens on oxygen exposure over time.

Discovered by Vernet-Maury in 1980 as the major compound for inducing antipredator behavior in rats.[1] However, TMT was first isolated from cooked beef in 1977,[2] and has been identified also in non-animal material such as wheat flour extrudates.[3] 

Research

Researchers at SRQBio were able to synthesize TMT and use it with a combination of other stressors such as foot shocks/loud noises as a natural predator psychogenic stress to study posttraumatic stress disorder in rodents.[4] TMT has been called an "innate threat stimulus" because of how it "induces a number of fear and defensive behaviors" in naive mice and rats.[5]

References

  1. Fendt, Markus; Endres, Thomas; Lowry, Catherine A.; Apfelbach, Raimund; McGregor, Iain S. (2005-01-01). "TMT-induced autonomic and behavioral changes and the neural basis of its processing". Neuroscience & Biobehavioral Reviews. Defensive Behavior. 29 (8): 1145–1156. doi:10.1016/j.neubiorev.2005.04.018.
  2. MUSSINAN, CYNTHIA J.; WILSON, RICHARD A.; KATZ, IRA; HRUZA, ANNE; VOCK, MANFRED H. (1976-06-01). Phenolic, Sulfur, and Nitrogen Compounds in Food Flavors. ACS Symposium Series. 26. AMERICAN CHEMICAL SOCIETY. pp. 133–145. ISBN 084120330X. doi:10.1021/bk-1976-0026.ch009.
  3. Bredie, Wender L. P.; Mottram, Donald S.; Guy, Robin C. E. (2002-02-27). "Effect of temperature and pH on the generation of flavor volatiles in extrusion cooking of wheat flour". Journal of Agricultural and Food Chemistry. 50 (5): 1118–1125. ISSN 0021-8561. PMID 11853492.
  4. "Trimethylthiazoline (TMT - a component of fox feces/urine)".
  5. Goswami, S; Rodríguez-Sierra, O (2013). "Animal models of post-traumatic stress disorder: face validity". Frontiers in Neuroscience. doi:10.3389/fnins.2013.00089.
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