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Triflumuron (Synonyms: OMS-2015)

Catalog No.GC48203 Copy One-Click Copy Product Info

Triflumuron is a synthetic insecticide from the active ingredient group of chitin biosynthesis inhibitors with IC50 value of 1.48 ± 1.44μM, and with EI50 values of 5.28 and 1.59μg/L against Culex quinquefasciatus and Aedes albopictus, respectively.

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Triflumuron Chemical Structure

Cas No.: 64628-44-0

Size Price Stock Qty
50mg
$288.00
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100mg
$462.00
In stock

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Sample solution is provided at 25 µL, 10mM.



Description of Triflumuron

Triflumuron is a synthetic insecticide from the active ingredient group of chitin biosynthesis inhibitors with IC50 value of 1.48 ± 1.44μM, and with EI50 values of 5.28 and 1.59μg/L against Culex quinquefasciatus and Aedes albopictus, respectively. Triflumuron interferes with chitin synthesis and the moulting cycle, disrupting chitin deposition in the insect cuticle after ingestion[1][2][3].

In vitro, Triflumuron(1μM to 1mM) was tested for its ability to inhibit hyaluronan (HA) secretion in NIH3T3 fibroblast cells. The results showed that Triflumuron effectively reduced HA deposition in the cell culture media, with a half-maximal inhibitory concentration (IC50) of 1.48 ± 1.44μM[1]. Triflumuron (50‐300μM) treated human renal embryonic cells (HEK 293) and hepatocytes (Hep G2) reduced significantly the cell viability and increased the reactive oxygen species generation, malondialdehyde levels, and mitochondrial membrane potential in both cell lines. Triflumuron was also demonstrated as an inductor of DNA damages quantified by the comet assay[4].

In vivo, single intraperitoneal injection of Triflumuron (250, 350, 500mg/kg) in Balb/C mice induced oxidatie stress and elevated protein carbonyl levels in both liver and kidney extracts. The results also showed a significant increase in superoxide dismutase (SOD), glutathione peroxidase (GPX), glutathione S-transferase (GST) activity in liver and kidney after Triflumuron administration[5]. Triflumuron (250, 350, 500mg/kg) was administered intraperitoneally to Balb/C male mice for 24h. The results indicated that Triflumuron has genotoxic effects on mice bone marrow cells, causing DNA damage, micronuclei formation, and chromosome aberrations in a dose-dependent manner[6].

References:
[1] Tsitrina A A, Krasylov I G, Maltsev D I, et al. Inhibition of hyaluronan secretion by novel coumarin compounds and chitin synthesis inhibitors. Glycobiology. 2021 Sep 9;31(8):959-974.
[2] Belinato T A, Martins A J, Lima J B P, Valle D. Effect of triflumuron, a chitin synthesis inhibitor, on Aedes aegypti, Aedes albopictus and Culex quinquefasciatus under laboratory conditions. Parasit Vectors. 2013 Apr 4:6:83.
[3] Batra C P, Mittal P K, Adak T, Ansari M A. Efficacy of IGR compound Starycide 480 SC (Triflumuron) against mosquito larvae in clear and polluted water. J Vector Borne Dis.2005 Sep;42(3):109-16.
[4] Timoumi R, Amara I, Salem I B, Abid-Essefi S. Triflumuron induces cytotoxic effects on hepatic and renal human cell lines. J Biochem Mol Toxicol. 2020 Aug;34(8):e22504.
[5] Timoumi R, Amara I, Neffati F, et al. Acute triflumuron exposure induces oxidative stress responses in liver and kidney of Balb/C mice. Environ Sci Pollut Res Int. 2019 Feb;26(4):3723-3730.
[6] Timoumi R, Amara I, Ayed Y. et al. Triflumuron induces genotoxicity in both mice bone marrow cells and human Colon cancer cell line. Toxicol Mech Methods. 2020 Jul;30(6):438-449.

Protocol of Triflumuron

Cell experiment [1]:

Cell lines

Hep G2 and HEK 293 cells

Preparation Method

We used 96‐well plates to seed and incubate (2.5 × 105 cells) for 24 hours with different concentrations of Triflumuron (10-500μM) before cells were used to perform MTT assay. Triflumuron concentration range (50‐300μM) was used to treat Hep G2 and HEK 293 cells before ROS generation, antioxidant enzymes acitvities, total score of DNA damage and protein expression level were also evaluated.

Reaction Conditions

10 to 500µM or 50 to 300µM; 24h

Applications

Treatment of cells with increasing concentrations of Triflumuron decreased significantly the cell viability. Triflumuron is an oxidizing agent in both renal and hepatic cells by increasing ROS production, which alters the normal functioning of antioxidant enzymes such as CAT and SOD, which consequentlydamage cells by oxidizing lipids, disrupting DNA and proteins.

Animal experiment [2]:

Animal models

Male Balb/C mice

Preparation Method

After acclimation, mice were randomly divided into four groups of six each as follows:

Group 1: mice given the vehicle, ethanol/water (1:1, v:v)

Groups 2, 3, and 4: mice given Triflumuron at 250, 350, and 500mg/kg bw corresponding respectively to 5, 7, and 10% of the LD50.

A single administration by intra-peritoneal injection of 100μl of solutions was performed. The sacrifice was done 24h after injections by cervical dislocation.

Dosage form

250, 350, and 500mg/kg; i.p.; a single administration

Applications

In treated mice, the levels of malondialdehyde (MDA), an ultimate fragment of the degradation of cell membrane polyunsaturated fatty acids, significantly increased in the liver, while only the highest dose induced lipid peroxidation in kidney tissues. Triflumuron treatment also caused protein damage via free radicals. As an adaptive response, antioxidant enzyme activities notably rose in both organs.

References:
[1] Timoumi R, Amara I, Salem I B, Abid-Essefi S. Triflumuron induces cytotoxic effects on hepatic and renal human cell lines. J Biochem Mol Toxicol. 2020 Aug;34(8):e22504.
[2] Timoumi R, Amara I, Neffati F, et al. Acute triflumuron exposure induces oxidative stress responses in liver and kidney of Balb/C mice. Environ Sci Pollut Res Int. 2019 Feb;26(4):3723-3730.

Chemical Properties of Triflumuron

Cas No. 64628-44-0 SDF
Synonyms OMS-2015
Canonical SMILES ClC1=CC=CC=C1C(NC(NC2=CC=C(OC(F)(F)F)C=C2)=O)=O
Formula C15H10ClF3N2O3 M.Wt 358.7
Solubility DMF: 30 mg/ml,DMSO: 10 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Triflumuron

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.7878 mL 13.9392 mL 27.8784 mL
5 mM 557.6 μL 2.7878 mL 5.5757 mL
10 mM 278.8 μL 1.3939 mL 2.7878 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 18 reference(s) in Google Scholar.)

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