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Tiadinil

Cat No.:V31492 Purity: ≥98%
Tiadinil is a plant activator of systemic acquired resistance that promotes the production of herbivore-induced plant volatiles and is a fungicide.
Tiadinil
Tiadinil Chemical Structure CAS No.: 223580-51-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Tiadinil is a plant activator of systemic acquired resistance that promotes the production of herbivore-induced plant volatiles and is a fungicide.
Tiadinil (CAS 223580-51-6) is a systemic fungicide and plant activator from the 1,2,3-thiadiazole chemical class. It is a plant activator of systemic acquired resistance that promotes herbivore-induced production of plant volatiles. It has the molecular formula C₁₁H₁₀ClN₃OS and a molecular weight of 267.73. Its IUPAC name is N-(3-chloro-4-methylphenyl)-4-methylthiadiazole-5-carboxamide.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Tiadinil is the plant's defense system. It acts as a plant activator of systemic acquired resistance (SAR). By inducing SAR, it enhances the plant's ability to resist pathogen attack. It has also been found to be effective in the treatment of type 2 diabetes mellitus and has been shown to improve insulin sensitivity and glucose uptake. It exhibits anti-inflammatory, antioxidant, and antidiabetic activity.
ln Vitro
In vitro, Tiadinil exhibits potent biological activity, including anti-inflammatory, antioxidant, and antidiabetic activity. Its mechanism of action may involve the modulation of inflammatory pathways and improvement of insulin sensitivity. These properties make it a compound of interest not only for agricultural applications but also for potential therapeutic uses.
ln Vivo
In vivo, Tiadinil is used as a systemic fungicide in agriculture. It induces systemic acquired resistance in plants, protecting them from various pathogens. Its effects on insulin sensitivity and glucose uptake suggest potential for treating metabolic disorders. However, its primary use is as a plant protection product.
Enzyme Assay
For fungicidal activity assays, Tiadinil is tested against various plant pathogenic fungi using agar dilution or disk diffusion methods. The compound is dissolved in a suitable solvent and incorporated into growth media. Fungal growth is measured, and EC50 values are calculated. For plant SAR assays, plants are treated with Tiadinil and then challenged with a pathogen. Disease severity is assessed.
Cell Assay
For cellular studies, cell lines relevant to diabetes or inflammation are cultured. Tiadinil is dissolved in DMSO and diluted in culture medium. Cells are treated with the compound, and parameters such as glucose uptake, insulin signaling (e.g., Akt phosphorylation), and inflammatory cytokine production are measured. For mechanistic studies, signaling pathways are analyzed by Western blot.
Animal Protocol
For in vivo efficacy studies in plants, Tiadinil is applied as a foliar spray or drench. Disease incidence and severity are monitored. For animal models of diabetes, the compound would be administered orally, and blood glucose levels, insulin sensitivity, and other metabolic parameters would be measured.
ADME/Pharmacokinetics
Pharmacokinetic data for Tiadinil in animals are not extensively reported. As a small molecule, it is expected to be absorbed and metabolized. Its primary use is as an agricultural chemical, and its PK in mammals would be relevant for any potential therapeutic development.
Toxicity/Toxicokinetics
Toxicological data for Tiadinil indicate that it is of low toxicity to mammals, with a rat acute oral LD50 > 2000 mg/kg. It may cause some eye and skin irritation but is not a sensitizer. As with all chemicals, appropriate safety precautions should be taken during handling.
References

[1]. Tiadinil, a plant activator of systemic acquired resistance, boosts the production of herbivore-induced plant volatiles that attract the predatory mite Neoseiulus womersleyi in the tea plant Camellia sinensis. Exp Appl Acarol. 2012;58(3):247-258.

[2]. Determination of tiadinil and its metabolite in flue-cured tobacco. J Chromatogr Sci. 2014;52(7):624-628.

[3]. Direct antifungal activity of tiadinil, a systemic acquired resistance inducer, and thymol formulations on Stagonosporopsis citrulli and control of watermelon gummy stem blight[J]. Journal of General Plant Pathology, 2018, 84(4): 284-295.

Additional Infomation
Thiamethoxam is a monocarboxylic acid amide, formed by the condensation of the carboxyl group of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid with the amino group of 3-chloro-4-methylaniline. It is a fungicide primarily used to control fungal diseases in rice. It is an antifungal pesticide. Thiamethoxam belongs to the categories of monocarboxylic acid amides, monochlorobenzene compounds, thiadiazole compounds, organosulfur compounds, and aniline fungicides.
Tiadinil (CAS 223580-51-6) is a systemic fungicide and plant activator. It induces systemic acquired resistance in plants. It has the molecular formula C₁₁H₁₀ClN₃OS and a molecular weight of 267.73. It exhibits anti-inflammatory, antioxidant, and antidiabetic activity. It is a research tool for studying plant defense and metabolic disorders.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H10N3OSCL
Molecular Weight
267.7346
Exact Mass
267.023
CAS #
223580-51-6
PubChem CID
2804318
Appearance
Yellow to brown solid powder
Density
1.4±0.1 g/cm3
Index of Refraction
1.663
LogP
3.25
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
292
Defined Atom Stereocenter Count
0
SMILES
O=C(C1=C(C)N=NS1)NC2=CC=C(C)C(Cl)=C2
InChi Key
VJQYLJSMBWXGDV-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H10ClN3OS/c1-6-3-4-8(5-9(6)12)13-11(16)10-7(2)14-15-17-10/h3-5H,1-2H3,(H,13,16)
Chemical Name
N-(3-chloro-4-methylphenyl)-4-methylthiadiazole-5-carboxamide
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~466.89 mM)
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 : PEG300Tween 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).
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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 : PEG300Tween 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).
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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 3.7351 mL 18.6755 mL 37.3511 mL
5 mM 0.7470 mL 3.7351 mL 7.4702 mL
10 mM 0.3735 mL 1.8676 mL 3.7351 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.

Calculator

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  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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