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Thidiazuron

Cat No.:V65488 Purity: ≥98%
Thidiazuron is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Thidiazuron
Thidiazuron Chemical Structure CAS No.: 51707-55-2
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Thidiazuron is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
For micropropagation, thiadiazuron is a plant growth regulator added to media like Skoog and Murashige. Thidiazuron encourages both plant regeneration and organogenesis, or shoot regeneration.
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
[(14)C-aniline]thiazidron was administered at a 1.9-fold dose (10 ppm) to a lactating cow for 7 consecutive days. The animal was sacrificed within 24 hours of the last administration. Maternal radioactivity was detected at 0.05 ppm, 0.1 ppm, 1.5 ppm, and 1.0 ppm in fat, muscle, kidney, and liver, respectively. Radioactivity in milk plateaued at 0.2 ppm on the second day. Analysis was performed using high-performance liquid chromatography (HPLC) and thin-layer chromatography (TLC). [(14)C-aniline]thiazidron was administered at a 100-fold dose (8 ppm) to six hens once daily for 14 consecutive days. During this period, radioactivity in eggs did not plateau. All tissues were treated with protease and β-glucuronidase prior to extraction. The maternal equivalent radioactivity was detected in fat, gastrointestinal tract, gastrointestinal contents, liver, muscle, skin, and blood at levels of 0.02 ppm, 0.27 ppm, 1.11 ppm, 0.66 ppm, 0.10 ppm, 0.10 ppm, and 0.34 ppm, respectively. In a metabolic study, male and female Sprague-Dawley CD rats were administered (14)C-thiazuron [((14)C-aniline)thiazuron or ((14)C-thiadiazoline)thiazuron (purity: >97% ai; batch numbers: 1695-3 and 1695-4)] via single gavage or oral administration of thiazuron 10 mg/kg for 14 consecutive days, followed by a single oral administration. (14)C-thiazidron, at a dose of 10 mg/kg… Preliminary results indicate that, regardless of whether it is ((14)C-aniline)thiazidron or ((14)C-thiadiazolin)thiazidron, less than 0.2% of the administered dose is excreted as (14)CO2 after administration. Furthermore, the study showed no significant difference in the percentage of thiazidron excreted in urine or feces between the two radiolabeled forms. Thiazidron is rapidly but incompletely absorbed at both doses, with absorption appearing to be lower in the high-dose group than in the low-dose group. Elimination is relatively rapid with a single low-dose oral dose of thiazidron. The primary elimination route is urine. Studies of single low-dose, single high-dose, and multiple low-dose oral administrations showed that the total radioactive material recovered from urine and feces within 5 days after administration accounted for 91%–104% of the administered dose. In the low-dose group, the radioactivity recovered from urine and feces within 5 days was 60–66% and 29–31% of the administered dose, respectively. In the repeated oral administration group, the radioactivity recovered in urine and feces over 5 days was 73-75% and 26-28% of the administered dose, respectively. In the high-dose group, the radioactivity recovered in urine and feces over 5 days was 41-47% and 56-60% of the administered dose, respectively. A single high-dose administration resulted in a decrease in the percentage of thiamethoxam-derived radioactive material excreted in urine (approximately 20%), while fecal excretion increased. This change is likely due to reduced absorption of the test substance at high doses. Terminal tissue distribution data showed that, regardless of the low-dose or high-dose group, the highest concentrations of thiamethoxam-derived radioactive material were found in the liver, kidneys, thyroid gland, whole blood, and adrenal glands at the time of sacrifice. Repeated oral administration did not significantly affect the distribution of thiamethoxam-derived radioactive material. In a skin penetration study, thiabendazole (99.9% ai, batch number OR 1844 (SEL/1098), [phenyl-U-(14)C]-thiabendazole) was applied to a 12 cm² area on the back of five male Sprague Dawley CD rats at dose levels of 5.0, 0.04, and 0.004 mg/cm², in the form of the formulation and its aqueous dilution. The mean total recovery rate for all groups ranged from 88% to 99.54% of the dose. Twenty-four hours after exposure, the radioactive material content in the stratum corneum of the high, medium, and low dose groups was 0.73%, 10.68%, and 8.14%, respectively; eight hours after exposure, the radioactive material content in the stratum corneum of the high, medium, and low dose groups was 0.41%, 3.24%, and 5.37%, respectively. However, the results indicate that most of the radioactive material in the stratum corneum is lost with the shedding and regeneration of the stratum corneum.
Thiaziron (N-phenyl-N'-1,2,3-thiadiazole-5-ylurea) cotton defoliant was administered to lactating goats and laying hens for 10 consecutive days. The vast majority of the radioactive material (>70%) was excreted through the goats' urine and feces; the radioactive material content in milk was less than 1.5%. During the 10-day feeding period, hens excreted 72% of the total ingested radioactive material. In addition to the maternal compound, which was found in low levels in goat milk, chicken feces, eggs, liver, and kidneys, N-4-hydroxyphenyl-N'-1,2,3-thiol-5-ylurea or 4-hydroxyphenylthiaziron and phenylurea were also detected. 4-Hydroxyphenylthiaziron is the major metabolite of thiaziron and exists in free and/or bound forms in the feces, milk, eggs, and certain tissues of goats and hens. Phenyurea was detected only in goat urine. Other unidentified compounds were also present.
Metabolism/Metabolites
Thidiazuron (N-phenyl-N'-1,2,3-thiadiazole-5-ylurea) cotton defoliant was administered to lactating goats and laying hens for 10 consecutive days. The vast majority of the radioactive material (>70%) was excreted through the urine and feces of the goats; the radioactive material content in the milk was less than 1.5%. During the 10-day feeding period, laying hens excreted 72% of the total ingested radioactive material. In addition to the parent compound, which was found in low concentrations in goat milk and chicken feces, eggs, liver, and kidneys, N-4-hydroxyphenyl-N'-1,2,3-thiol-5-ylurea or 4-hydroxyphenylthidiazuron and phenylurea were also detected. 4-Hydroxyphenylthidiazuron is the major metabolite of thidiazuron and exists in free and/or bound forms in the feces, milk, eggs, and certain tissues of goats and chickens. Phenyurea was detected only in goat urine. Furthermore, other unidentified compounds were present. In a rat oral metabolism study… the identification of urinary metabolites revealed the presence of oxidative metabolites (4-hydroxythiazidime) and 4-hydroxythiazidime sulfate and glucuronide conjugates in the urine. In feces, the major metabolite was 4-hydroxythiazidime in the low-dose group and unmetabolized thiazidime in the high-dose group.
Toxicity/Toxicokinetics
Toxicity Summary
The U.S. Environmental Protection Agency (EPA) has not found any information indicating that thiamethoxam shares a common toxic mechanism with other substances. (L2080) Toxicity Data
LC50 (Rats) > 3,480 mg/m³ LD50 > 2 g/kg (L2080). Non-Human Toxicity Values LD50 (Rats, dermal contact) > 4000 mg/kg LD50 (Rats, oral) > 2000 mg/kg LD50 (Rats, dermal contact) > 5000 mg/kg LD50 (Rats, oral) > 5350 mg/kg For more non-human toxicity values (complete data) for thiamethoxam (out of 8), please visit the HSDB record page.
Additional Infomation
Thidiazuron belongs to the urea family of compounds. It has been reported that white water lilies contain Thidiazuron, and relevant data is available for reference. Thidiazuron is a herbicide, defoliant, and plant growth regulator, primarily used in cotton crops. It can be absorbed by the leaves.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H8N4OS
Molecular Weight
220.25
Exact Mass
220.041
CAS #
51707-55-2
PubChem CID
40087
Appearance
Colorless crystals
Density
1.5±0.1 g/cm3
Boiling Point
410.5±55.0 °C at 760 mmHg
Melting Point
213°C
Flash Point
202.1±31.5 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.722
LogP
1.81
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
15
Complexity
220
Defined Atom Stereocenter Count
0
SMILES
O=C(NC1=CN=NS1)NC2=CC=CC=C2
InChi Key
HFCYZXMHUIHAQI-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H8N4OS/c14-9(12-8-6-10-13-15-8)11-7-4-2-1-3-5-7/h1-6H,(H2,11,12,14)
Chemical Name
1-phenyl-3-(thiadiazol-5-yl)urea
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: 100 mg/mL (454.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.35 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (11.35 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (11.35 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.5403 mL 22.7015 mL 45.4030 mL
5 mM 0.9081 mL 4.5403 mL 9.0806 mL
10 mM 0.4540 mL 2.2701 mL 4.5403 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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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
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • 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)
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  • 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.

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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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