Protein Information

Name acetylcholine receptors (protein family or complex)
Synonyms Acetylcholine receptor; Acetylcholine receptors

Compound Information

Name thiamethoxam
CAS

Reference List

PubMed Abstract RScore(About this table)
19900516 de Oliveira IM, Nunes BV, Barbosa DR, Pallares AM, Faro LR: Effects of the neonicotinoids thiametoxam and clothianidin on in vivo dopamine release in rat striatum. Toxicol Lett. 2010 Feb 15;192(3):294-7. Epub 2009 Nov 10.

Thiamethoxam (TMX) and clothianidin (CLO) are neonicotinoids insecticides.
The main characteristic of these pesticides is their agonist action on nicotinic acetylcholine receptors (nAChRs).
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11695183 Maienfisch P, Angst M, Brandl F, Fischer W, Hofer D, Kayser H, Kobel W, Rindlisbacher A, Senn R, Steinemann A, Widmer H: Chemistry and biology of thiamethoxam: a second generation neonicotinoid. Pest Manag Sci. 2001 Oct;57(10):906-13.

Thiamethoxam acts by binding to nicotinic acetylcholine receptors.
81(1,1,1,1) Details
12208819 Tomizawa M, Casida JE: Selective toxicity of neonicotinoids attributable to specificity of insect and mammalian nicotinic receptors. Annu Rev Entomol. 2003;48:339-64. Epub 2002 Jun 4.

Imidacloprid (the principal example), nitenpyram, acetamiprid, thiacloprid, thiamethoxam, and others act as agonists at the insect nicotinic acetylcholine receptor (nAChR).
81(1,1,1,1) Details
10789501 Wiesner P, Kayser H: Characterization of nicotinic acetylcholine receptors from the insects Aphis craccivora, Myzus persicae, and Locusta migratoria by radioligand binding assays: relation to thiamethoxam action. J Biochem Mol Toxicol. 2000;14(4):221-30.
62(0,2,2,2) Details
11561413 Grewal PS, Power KT, Shetlar DJ: Neonicotinoid insecticides alter diapause behavior and survival of overwintering white grubs (Coleoptera: Scarabaeidae). Pest Manag Sci. 2001 Sep;57(9):852-7.

As both imidacloprid and thiamethoxam act on post-synaptic nicotinic acetylcholine receptors and modify insect behavior, we hypothesized that the two compounds will interfere with overwintering behavior of scarabs, thus reducing their ecological fitness and exposing them to increased winter mortality.
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19481804 Rodrigues KJ, Santana MB, Do Nascimento JL, Picanco-Diniz DL, Maues LA, Santos SN, Ferreira VM, Alfonso M, Duran R, Faro LR: Behavioral and biochemical effects of neonicotinoid thiamethoxam on the cholinergic system in rats. Ecotoxicol Environ Saf. 2010 Jan;73(1):101-7. Epub 2009 May 29.

Thiamethoxam is a neonicotinoid insecticide, a group of pesticides that acts selectively on insect nicotinic acetylcholine receptors (nAChRs), with only a little action on mammalian nAChRs.
6(0,0,1,1) Details
17561262 Tan J, Galligan JJ, Hollingworth RM: Agonist actions of neonicotinoids on nicotinic acetylcholine receptors expressed by cockroach neurons. Neurotoxicology. 2007 Jul;28(4):829-42. Epub 2007 Apr 20.

Acetylcholine, nicotine and all neonicotinoids tested, except thiamethoxam, caused inward currents which were blocked reversibly by methyllycaconitine, a nAChR antagonist.
2(0,0,0,2) Details
16981889 Liu Z, Williamson MS, Lansdell SJ, Han Z, Denholm I, Millar NS: A nicotinic acetylcholine receptor mutation (Y151S) causes reduced agonist potency to a range of neonicotinoid insecticides. J Neurochem. 2006 Nov;99(4):1273-81. Epub 2006 Sep 18.

The agonist potency of several nicotinic agonists has been examined, including all of the neonicotinoid insecticides that are currently licensed for either crop protection or animal health applications (acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam).
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12425057 Ishaaya I, Kontsedalov S, Mazirov D, Horowitz AR: Biorational agents--mechanism and importance in IPM and IRM programs for controlling agricultural pests. Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2001;66(2a):363-74.

In addition, efforts have been made to develop compounds acting selectively on groups of insects by inhibiting or enhancing biochemical sites such as respiration (diafenthiuron), the nicotinyl acetylcholine receptors (imidacloprid and acetamiprid), the GABA receptors (avermectins), the salivary glands of sucking pests (pymetrozine) and others.
Among the most recent novel insecticides with selective properties are novaluron, thiamethoxam, emamectin and spinosad.
1(0,0,0,1) Details
16153789 Honda H, Tomizawa M, Casida JE: Neo-nicotinoid metabolic activation and inactivation established with coupled nicotinic receptor-CYP3A4 and -aldehyde oxidase systems. Toxicol Lett. 2006 Feb 20;161(2):108-14. Epub 2005 Sep 8.

CYP3A4 oxidation at several molecular sites and AOX reduction at the nitro substituent result in either an increase (activation) or decrease (inactivation) of agonist potency at nicotinic acetylcholine receptors (nAChRs), both insect and vertebrate alpha 4beta 2.
With the Drosophila nAChR assay, the N-methyl compounds N-methyl-imidacloprid and thiamethoxam are activated 4.5-29-fold by CYP3 A4 whereas nine other neo-nicotinoids are not changed in potency.
1(0,0,0,1) Details
15481821 Kayser H, Lee C, Decock A, Baur M, Haettenschwiler J, Maienfisch P: Comparative analysis of neonicotinoid binding to insect membranes: I. Pest Manag Sci. 2004 Oct;60(10):945-58.

Neonicotinoids bind selectively to insect nicotinic acetylcholine receptors with nanomolar affinity to act as potent insecticides.
Previous competition studies with [3H] imidacloprid, the first commercialised neonicotinoid, indicated that thiamethoxam, representing a novel structural sub-class, may bind in a different way from that of other neonicotinoids.
1(0,0,0,1) Details
15481822 Wellmann H, Gomes M, Lee C, Kayser H: Comparative analysis of neonicotinoid binding to insect membranes: II. Pest Manag Sci. 2004 Oct;60(10):959-70.

An unusual high affinity site for [3H] thiamethoxam in Myzus persicae and Aphis craccivora..
Neonicotinoids represent a class of insect-selective ligands of nicotinic acetylcholine receptors.
1(0,0,0,1) Details
12233176 Nauen R, Stumpf N, Elbert A: Toxicological and mechanistic studies on neonicotinoid cross resistance in Q-type Bemisia tabaci (Hemiptera: Aleyrodidae). Pest Manag Sci. 2002 Sep;58(9):868-75.

One of the latest group of insecticides introduced to the market were the neonicotinoids (chloronicotinyls), acting agonistically on insect nicotinic acetylcholine receptors.
Our study revealed that neonicotinoid-resistant Q-type strains from Almeria were often more than 100-fold less susceptible to thiamethoxam, acetamiprid and imidacloprid when tested in discontinuous systemic laboratory bioassays.
1(0,0,0,1) Details
14635178 Rauch N, Nauen R: Identification of biochemical markers linked to neonicotinoid cross resistance in Bemisia tabaci (Hemiptera: Aleyrodidae). Arch Insect Biochem Physiol. 2003 Dec;54(4):165-76.


Only monooxygenase activity correlated with imidacloprid, thiamethoxam and acetamiprid resistance and, therefore, monooxygenases seem to be the only enzyme system responsible for neonicotinoid resistance in B. tabaci Q- and B-types.
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