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4-IPP

Alias: 4 IPP 4IPP 4-IPP
Cat No.:V9604 Purity: ≥98%
4-IPP (4-Iodo-6-phenylpyrimidine) is a specific suicide substrate and irreversible inhibitor of macrophage migration inhibitory factor (MIF).
4-IPP
4-IPP Chemical Structure CAS No.: 41270-96-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
4-IPP (4-Iodo-6-phenylpyrimidine) is a specific suicide substrate and irreversible inhibitor of macrophage migration inhibitory factor (MIF).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
4-IPP is a drift suicide substrate of MIF that inhibits MIF's biological action by binding to it covalently and irreversibly [1]. 4-IPP blocks MIF's interaction with the thioredoxin-responsive protein-p65 complex, hence inhibiting RANKL-induced p65 phosphorylation and nuclear translocation [1]. 4-IPP promotes osteocyte-mediated osteoclastogenesis and suppresses NF-κB receptor activator ligand (RANKL)-induced osteoclastogenesis. In a dose-dependent manner, 4-IPP (0.5 - 200 μM; 24-72 hours) suppresses osteoclastogenesis. generation of osteoclasts[1]. 4-IPP (5 – 20 μM); 5[1] mineralizes and forms bones.
ln Vivo
4-IPP (1 mg/kg, 5 mg/kg; every 2 days; for 8 weeks) increases osteoblastic bone formation and decreases osteoclast activity to improve bone loss related to female food deprivation.[1]
Cell Assay
Cytotoxicity assay[1]
Cell Types: BMMs
Tested Concentrations: 0.5 μM, 1 μM, 2.5 μM, 5 μM, 10 μM, 25 μM , 50 μM, day) inhibits RANKL-induced osteoclast resorption and bone resorption [1]. 100 μM, 200 μM
Incubation Duration: 24 hrs (hours), 72 hrs (hours)
Experimental Results: Inhibition of osteoclastogenesis in a dose-dependent manner.

Western Blot Analysis [1]
Cell Types: BMMs
Tested Concentrations: 5 μM, 10 μM, 20 μM
Incubation Duration: 1 day, 3 days, 5 days
Experimental Results: Inhibition of RANKL-induced osteoclast differentiation and bone resorption.
Animal Protocol
Animal/Disease Models: 8weeks old C57BL/6J male mice [1]
Doses: 1 mg/kg, 5 mg/kg
Route of Administration: intraperitoneal (ip) injection; once every 2 days; for 8 weeks
Experimental Results: Alleviation of OVX-induced osteoporosis .
References

[1]. Macrophage migration inhibitory factor (MIF) inhibitor 4-IPP suppresses osteoclast formation and promotes osteoblast differentiation through the inhibition of the NF-κB signaling pathway. FASEB J. 2019 Jun;33(6):7667-7683.

Additional Infomation
4-iodo-6-phenylpyrimidine is a member of the class of pyrimidines carrying iodo and phenyl substituents at positions 4 and 6 respectively. It has a role as a macrophage migration inhibitory factor inhibitor, an antineoplastic agent and an apoptosis inducer. It is a member of pyrimidines, a biaryl and an organoiodine compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H7IN2
Molecular Weight
282.08
Exact Mass
281.965
CAS #
41270-96-6
PubChem CID
817368
Appearance
White to yellow solid powder
Density
1.728±0.06 g/cm3
Boiling Point
380.2±30.0 °C
LogP
2.748
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
13
Complexity
157
Defined Atom Stereocenter Count
0
InChi Key
ZTCJXHNJVLUUMR-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H7IN2/c11-10-6-9(12-7-13-10)8-4-2-1-3-5-8/h1-7H
Chemical Name
4-Iodo-6-phenyl-pyrimidine
Synonyms
4 IPP 4IPP 4-IPP
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 (~354.51 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.86 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 (8.86 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 (8.86 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 3.5451 mL 17.7255 mL 35.4509 mL
5 mM 0.7090 mL 3.5451 mL 7.0902 mL
10 mM 0.3545 mL 1.7725 mL 3.5451 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:

  • 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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00924157 COMPLETED Dietary Supplement: IPP
Other: Placebo
Coronary Artery Disease Boston University 2009-07 Not Applicable
NCT06369870 RECRUITING Drug: Levobupivacaine Hydrochloride 0.25 % Injectable Solution
Drug: Sodium chloride 0.9%
Analgesic Effect Algemeen Ziekenhuis Maria Middelares 2024-09-01 Phase 4
NCT00636506 COMPLETEDWITH RESULTS Device: AMS 700 IPP with MS Pump Erectile Dysfunction American Medical Systems 2005-08 Phase 2
NCT06271902 NOT YET RECRUITING Other: Singapore Youth Shoulder Overuse Injury Prevention Program
Other: Lower body stretching program
Sport Injury Nanyang Technological University 2024-03 Not Applicable
NCT05285215 RECRUITING Procedure: Integrated psychological program (IPP) Depression, Postpartum KK Women's and Children's Hospital 2022-04-18 Not Applicable
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