Tribenuron-methyl, a sulfonylurea herbicide used as a fungicide. Tribenuron-methyl plays important roles in controlling weeds and diseases in wheat fields.

Physicochemical Properties

Molecular Formula	C15H17N5O6S
Molecular Weight	395.39
Exact Mass	395.089
CAS #	101200-48-0
PubChem CID	153909
Appearance	Off-white powder Light brown solid
Density	1.4±0.1 g/cm3
Boiling Point	376.6ºC
Melting Point	141°C
Flash Point	181.6ºC
Index of Refraction	1.583
LogP	1.47
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Heavy Atom Count	27
Complexity	639
Defined Atom Stereocenter Count	0
SMILES	CC1=NC(N(C(NS(=O)(C2=CC=CC=C2C(OC)=O)=O)=O)C)=NC(OC)=N1
InChi Key	VLCQZHSMCYCDJL-UHFFFAOYSA-N
InChi Code	InChI=1S/C15H17N5O6S/c1-9-16-13(18-14(17-9)26-4)20(2)15(22)19-27(23,24)11-8-6-5-7-10(11)12(21)25-3/h5-8H,1-4H3,(H,19,22)
Chemical Name	methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ADME/Pharmacokinetics	Absorption, Distribution and Excretion The major route of excretion in rats is the urine. Urine samples contained 2-4 times of the administered radioactivity than the feces. Tissue levels of tribenuron methyl and its metabolites increased with dose, but there was no concentration of radioactivity in any particular organ or tissue. Metabolism / Metabolites Tribenuron-methyl is rapidly and extensively metabolized in animals by N-demethylation, de-esterification, hydrolysis of the sulfonylurea bridge, hydroxylation of the phenyl ring and/or O-demethylation of the triazine ring. Major metabolites in the urine and feces included metsulfuron methyl, saccharin, and O-dimethyl triazine amine. the two major metabolic routes are the demethylation of the carbamoyl methyl group and the hydrolysis of the carbamate moiety.
Toxicity/Toxicokinetics	Toxicity Data LC50 (rat) > 5,000 mg/m3/4h Non-Human Toxicity Values LD50 Rat oral > 5000 mg/kg LD50 Rabbit dermal > 2000 mg/kg LC50 Rat inhalation >5.0 mg/L air/4 hr
References	[1]. Individual and combined effects of herbicide tribenuron-methyl and fungicide tebuconazole on soil earthworm Eisenia fetida. Sci Rep. 2018 Feb 14;8(1):2967.
Additional Infomation	Tribenuron-methyl appears as colorless crystals. Non corrosive. Used as an herbicide. Tribenuron methyl is the methyl ester of tribenuron. It has a role as a herbicide. It is a methoxy-1,3,5-triazine, a N-sulfonylurea, a methyl ester and a benzoate ester. It is functionally related to a tribenuron. Tribenuron-methyl is the methyl ester of the sulfonylurea herbicide tribenuron and also the form in which tribenuron is used in pesticides. It is used in the cultivation of cereals to combat broadleaf weeds. Similar to other sulfonylureas, the site of action of Tribenuron-methyl is acetolactate synthase (ALS), an enzyme involved in branched-chain amino acid biosynthesis. Sulfonylurea herbicides were discovered by DuPont in 1975 and marketed for the first time in 1982.

Solubility Data

Solubility (In Vitro)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

Solubility (In Vivo)

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5291 mL	12.6457 mL	25.2915 mL
	5 mM	0.5058 mL	2.5291 mL	5.0583 mL
	10 mM	0.2529 mL	1.2646 mL	2.5291 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.