Tolclofos-methyl

Cat. No.: HY-B2053 Purity: 98.52%: Data Sheet
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Tolclofos-methyl is an organophosphorus fungicide. Tolclofos-methyl undergoes photoinduced oxidative degradation to form oxo-analog derivatives. Tolclofos-methyl inhibits spore division in fungi and oomycetes, induces cytoplasmic leakage, and interferes with flagellar movement. Tolclofos-methyl is rapidly metabolized and excreted in rodents. Tolclofos-methyl can be used in studies related to fungal infections.

For research use only. We do not sell to patients.

Tolclofos-methyl Chemical Structure

CAS No. : 57018-04-9

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
500 mg	In-stock	Estimated Time of Arrival: December 31
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Other Forms of Tolclofos-methyl:

Tolclofos-methyl (Standard) In-stock

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Biological Activity
Purity & Documentation
References
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Description

In Vitro

Tolclofos-methyl undergoes rapid photoinduced oxidation on kaolinite clay mineral films; biphasic photoinduced oxidation occurs on montmorillonite mineral films; this photoinduced oxidation is delayed by dehydration of the kaolinite and montmorillonite clay mineral films and the removal of molecular oxygen^[1].
Tolclofos-methyl completely inhibits mycelial growth of Rhizoctonia solani, Corticium rolfsii, and Typhula incarnata^[2].
Tolclofos-methyl (4 μg/mL; up to 26 hours) completely inhibits sporidial multiplication, alters cellular morphology, and causes cytoplasmic loss in Ustilago maydis sporidia after 26 hours, while allowing partial dry weight increase for several hours^[2].
Tolclofos-methyl (1.9-100 μg/mL) inhibits Botrytis cinerea mycelial growth^[2].
Tolclofos-methyl (20 μg/mL; 24 hours) causes cytoplasmic leakage via cell bursting in some Botrytis cinerea germinating conidia^[2].
Tolclofos-methyl (4-8 μg/mL) rapidly inhibits swimming, induces abnormal flagella movement, triggers encystment, and causes cystospore bursting in Phytophthora capsici zoospores^[2].
Tolclofos-methyl (4-8 μg/mL) inhibits swimming, induces circular movement (in Pseudoperonospora cubensis), triggers encystment, and causes cystospore bursting in zoospores of Pseudoperonospora cubensis, Phytophthora infestans, and Plasmopara viticola^[2].

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

In Vivo

¹⁴C-Tolclofos-methyl (5 mg/kg; p.o.; single dose) results in 87.3-87.7% excretion of radiocarbon within 7 days, less than 1% whole-body residue at 7 days with 3,5-dichloro-4-hydroxybenzoic acid as the main metabolite in Sprague-Dawley rats^[3].
¹⁴C-Tolclofos-methyl (5-50 mg/kg; p.o.; single dose) results in 87.3-90.9% excretion of radiocarbon within 7 days, less than 1% whole-body residue at 7 days with 3,5-dichloro-4-hydroxybenzoic acid and its glycine conjugate as major metabolites in ICR mice^[3].

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

Animal Model:	Sprague-Dawley (male: 5-week-old, ~190 g; female: 5-week-old, ~140 g)^[3]
Dosage:	5 mg/kg
Administration:	p.o.; single dose
Result:	Excreted over 87% of radiocarbon via urine, feces and expired air within 7 days, with urine as the primary excretion route. Retained less than 1% of radioactive substances in the whole body at day 7. Produced low tissue residues in most tissues, and relatively high residues were detected in hair. Displayed prominent radioactivity in digestive organs, liver and kidney at early stages, and the radioactivity declined sharply at 24 hours. Identified 14 metabolites in excreta, and 3,5-dichloro-4-hydroxybenzoic acid was the predominant component.

Animal Model:	ICR (male: 7-week-old, ~28 g; female: 7-week-old, ~24 g)^[3]
Dosage:	5 mg/kg; 50 mg/kg (for metabolite isolation in male mice)
Administration:	p.o.; single dose
Result:	Excreted most radiocarbon via urine, feces and expired air within 7 days, and urine was the major excretion pathway. Retained less than 1% of the total radioactive dose in the body at day 7. Detected at least 13 metabolites in excreta. 3,5-dichloro-4-hydroxybenzoic acid and its glycine conjugate were the predominant metabolites.

Molecular Weight

301.13

Formula

C₉H₁₁Cl₂O₃PS

CAS No.

57018-04-9

Appearance

Solid

Color

White to off-white

SMILES

S=P(OC)(OC1=C(Cl)C=C(C)C=C1Cl)OC

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : ≥ 36 mg/mL (119.55 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.3208 mL	16.6041 mL	33.2082 mL
5 mM	0.6642 mL	3.3208 mL	6.6416 mL
10 mM	0.3321 mL	1.6604 mL	3.3208 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

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This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Working solution concentration: mg/mL

Purity & Documentation

Purity: 98.52%

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Data Sheet (298 KB) SDS (458 KB)

COA (251 KB) HNMR (154 KB) LCMS (88 KB)

Handling Instructions (2659 KB)

References

[1]. Katagi T. Photoinduced oxidation of the organophosphorus fungicide tolclofos-methyl on clay minerals. J Agric Food Chem. 1990;38:1594-1600.

[2]. Kato T. Mode of antifungal action of a new fungicide, tolclofos-methyl. In: Mode of Action, Metabolism and Toxicology, Pesticide Chemistry: Human Welfare and the Environment. 1983:153-157.

[3]. Mihara K, et al. Metabolism of Tolclofos-methyl in Rats and Mice. J Pestic Sci. 1981;6:65-74.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.3208 mL	16.6041 mL	33.2082 mL	83.0206 mL
	5 mM	0.6642 mL	3.3208 mL	6.6416 mL	16.6041 mL
	10 mM	0.3321 mL	1.6604 mL	3.3208 mL	8.3021 mL
	15 mM	0.2214 mL	1.1069 mL	2.2139 mL	5.5347 mL
	20 mM	0.1660 mL	0.8302 mL	1.6604 mL	4.1510 mL
	25 mM	0.1328 mL	0.6642 mL	1.3283 mL	3.3208 mL
	30 mM	0.1107 mL	0.5535 mL	1.1069 mL	2.7674 mL
	40 mM	0.0830 mL	0.4151 mL	0.8302 mL	2.0755 mL
	50 mM	0.0664 mL	0.3321 mL	0.6642 mL	1.6604 mL
	60 mM	0.0553 mL	0.2767 mL	0.5535 mL	1.3837 mL
	80 mM	0.0415 mL	0.2076 mL	0.4151 mL	1.0378 mL
	100 mM	0.0332 mL	0.1660 mL	0.3321 mL	0.8302 mL