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Prochloraz

Alias: Prochloraz SporgonProchlorazPrelude
Cat No.:V9857 Purity: ≥98%
Prochloraz is an imidazole antifungal compound/agent.
Prochloraz
Prochloraz Chemical Structure CAS No.: 67747-09-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
Other Sizes
Official Supplier of:
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Product Description
Prochloraz is an imidazole antifungal compound/agent. Prochloraz is an estrogen receptor (ER) and androgen receptor (AR) antagonist and aromatase inhibitor (antagonist) with IC50s of 25 μM, 4 μM and 0.3 μM respectively. Prochloraz also activates the aryl hydrocarbon receptor (AhR) with EC50 of 1 μM.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Prochloraz causes membrane rupture and ultimately cell death by significantly inhibiting the 14α-demethylation of formaldehyde sterol during ergosterol production, which is dependent on microsomal cytochrome P-450 [1].
ln Vivo
Prochloraz was given intraperinatally to pregnant Wistar rats at a dose of 30 mg/kg in order to examine its effects on development. Prochloraz can prolong pregnancy by boosting testicular progesterone levels, but it also dramatically reduces the reproductive level and testicular reproductive level of male fetuses on the 21st day of pregnancy, according to the data [2].
Toxicity/Toxicokinetics
Toxicity Summary
Prochloraz acts in vitro as a an aromatase inhibitor, aryl hydrocarbon receptor agonist, androgen receptor antagonist, and estrogen receptor antagonist. (A15203)
Toxicity Data
LD50: 1204 mg/kg (oral; rat) (L2082); LD50: >2000 mg/kg (dermal, rat) (L2082); LD50: >2.41 mg/l (inhalation, rat) (L2082)
References

[1]. Prochloraz as potent inhibitor of benzo[a]pyrene metabolism and mutagenic activity in rat liver fractions. Toxicol Lett. 1990 Dec;54(2-3):309-15.

[2]. Prochloraz: an imidazole fungicide with multiple mechanisms of action. Int J Androl. 2006 Feb;29(1):186-92.

Additional Infomation
Prochloraz is a member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables. It has a role as a xenobiotic, an environmental contaminant, an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal agrochemical. It is an aromatic ether, a trichlorobenzene, a member of ureas, a member of imidazoles, an amide fungicide, a conazole fungicide and an imidazole fungicide.
Prochloraz has been reported in Dendrobium nobile with data available.
Prochloraz is an imidazole fungicide that is widely used in Europe, Australia, Asia and South America for gardening and agriculture. It can be used alone or in combination with other agents in case of fungal infestation of cereals. It is frequently used in the seed dressing to prevent fungal diseases of many crops, including oilseed rape, sugar beet, vegetables, rice and coffee, as well as for the protection of citrus fruits during storage and transport. Screening studies have shown that prochloraz elicits multiple mechanisms of action in vitro, as it antagonizes the androgen and the oestrogen receptor, agonizes the Ah receptor and inhibits aromatase activity. In vivo prochloraz acts as an antiandrogen
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H16CL3N3O2
Molecular Weight
376.66
Exact Mass
375.03
CAS #
67747-09-5
PubChem CID
73665
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
499.8±55.0 °C at 760 mmHg
Melting Point
46-49°C
Flash Point
256.1±31.5 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.597
LogP
3.98
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
6
Heavy Atom Count
23
Complexity
377
Defined Atom Stereocenter Count
0
InChi Key
TVLSRXXIMLFWEO-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3
Chemical Name
1H-Imidazole-1-carboxamide, N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-
Synonyms
Prochloraz SporgonProchlorazPrelude
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 : ~250 mg/mL (~663.71 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.52 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 20.8 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.

Solubility in Formulation 2: ≥ 2.08 mg/mL (5.52 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 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: ≥ 1.98 mg/mL (5.26 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 19.8 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6549 mL 13.2746 mL 26.5491 mL
5 mM 0.5310 mL 2.6549 mL 5.3098 mL
10 mM 0.2655 mL 1.3275 mL 2.6549 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
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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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