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  3. Topramezone

Topramezone is a potent 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitor. Topramezone is a herbicide, used for the post-emergence control of broadleaf and grass weeds in corn.

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Topramezone Chemical Structure

Topramezone Chemical Structure

CAS No. : 210631-68-8

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Description

Topramezone is a potent 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitor. Topramezone is a herbicide, used for the post-emergence control of broadleaf and grass weeds in corn[1].

In Vitro

Topramezone (5, 10, 20, 30, 45 mg/L; 24-96 h) inhibits algal (C. vulgaris) growth by triggering oxidative stress, damaging cell morphology and photosynthetic activity during the exposure[1].
Topramezone (20 mg/L; 24, 48, 72 and 96 h) disrupts the photosynthetic system, by decreasing the content of photosynthetic pigments, and induces ROS (oxidative stress) with an increase of MDA in a time-dependent manner[1].
Topramezone (20 mg/L; 96 h) compromises the integrity of the cells, damages chloroplasts and membranes in algal cells and triggers apoptosis[1].
Topramezone (0.1 nM-0.1 mM; 30 min) exhibits selectivity and inhibits 4-HPPD (recombinant enzyme protein) activity in vitro, with IC50s of 15 nM (Setaria faberi), 23 nM (Arabidopsis thaliana), and 180 nM (Corn)[2].
topramezone (foliar-applied; containing [14C]topramezone of 0.29 µg; 24 and 48 h) is metabolized faster in corn than in the weeds[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

363.39

Formula

C16H17N3O5S

CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

O=C(C1=CC=C(S(=O)(C)=O)C(C2=NOCC2)=C1C)C3=C(O)N(C)N=C3

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 116.67 mg/mL (321.06 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.7519 mL 13.7593 mL 27.5186 mL
5 mM 0.5504 mL 2.7519 mL 5.5037 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 2.7519 mL 13.7593 mL 27.5186 mL 68.7966 mL
5 mM 0.5504 mL 2.7519 mL 5.5037 mL 13.7593 mL
10 mM 0.2752 mL 1.3759 mL 2.7519 mL 6.8797 mL
15 mM 0.1835 mL 0.9173 mL 1.8346 mL 4.5864 mL
20 mM 0.1376 mL 0.6880 mL 1.3759 mL 3.4398 mL
25 mM 0.1101 mL 0.5504 mL 1.1007 mL 2.7519 mL
30 mM 0.0917 mL 0.4586 mL 0.9173 mL 2.2932 mL
40 mM 0.0688 mL 0.3440 mL 0.6880 mL 1.7199 mL
50 mM 0.0550 mL 0.2752 mL 0.5504 mL 1.3759 mL
60 mM 0.0459 mL 0.2293 mL 0.4586 mL 1.1466 mL
80 mM 0.0344 mL 0.1720 mL 0.3440 mL 0.8600 mL
100 mM 0.0275 mL 0.1376 mL 0.2752 mL 0.6880 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Topramezone
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HY-144900
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