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Thalidomide-piperazine HCl

Cat No.:V47794 Purity: ≥98%
Thalidomide-piperazine HCl may be used for studying leprosy and multiple myeloma.
Thalidomide-piperazine HCl
Thalidomide-piperazine HCl Chemical Structure CAS No.: 2228029-82-9
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Thalidomide-piperazine HCl may be used for studying leprosy and multiple myeloma. Thalidomide-piperazine HCl has been used as a developmental biology tool for important discoveries in biochemical pathways of limb development.
Thalidomide-piperazine HCl (CAS 2228029-82-9) is an E3 ligase building block compound that combines the thalidomide scaffold with a piperazine moiety. Thalidomide-piperazine hydrochloride has potential for the research of leprosy and multiple myeloma. It has been used as a developmental biology tool for important discoveries in biochemical pathways of limb development. The compound has a molecular formula of C17H19ClN4O4 and a molecular weight of 378.81.
Biological Activity I Assay Protocols (From Reference)
Targets
Thalidomide-piperazine HCl targets the cereblon (CRBN) E3 ubiquitin ligase complex, similar to thalidomide and its analogs. By binding to cereblon, the compound modulates the ubiquitination and degradation of specific substrate proteins. It works by inhibiting the production of pro-inflammatory cytokines and modulating immune responses. Its ability to modulate angiogenesis and cell survival pathways also makes it a promising candidate for cancer treatment and other inflammatory conditions.
ln Vitro
In vitro, Thalidomide-piperazine HCl has been shown to modulate immune responses and inhibit pro-inflammatory cytokine production. The compound is used as a tool in developmental biology to study limb development pathways. Detailed in vitro activity data, including specific IC50 values and cell lines tested, are limited in the available literature.
ln Vivo
In vivo, Thalidomide-piperazine HCl has potential for the research of leprosy and multiple myeloma. The compound's ability to modulate angiogenesis and cell survival pathways makes it a promising candidate for cancer treatment and other inflammatory conditions. Detailed in vivo data regarding dosage, administration routes, and specific efficacy endpoints are limited.
Enzyme Assay
Thalidomide-piperazine HCl's receptor-binding activity involves binding to the cereblon (CRBN) E3 ubiquitin ligase complex. Binding assays typically involve measuring the interaction between the compound and cereblon using surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC). The compound's ability to modulate substrate ubiquitination and degradation can be assessed using cell-free ubiquitination assays.
Cell Assay
In vitro cell experiments with Thalidomide-piperazine HCl typically use cancer cell lines or developmental biology models. Cells are treated with the compound at various concentrations, and the effects on cell proliferation, cytokine production, angiogenesis, and limb development pathways are assessed. The compound's modulation of immune responses and cell survival is evaluated using standard biochemical and molecular biology assays.
Animal Protocol
In vivo animal studies with Thalidomide-piperazine HCl have been conducted using rodent models of multiple myeloma and leprosy. The compound is typically administered via oral gavage or intraperitoneal injection. Detailed protocols regarding dosage, treatment duration, and specific animal models are not extensively reported in the available literature.
ADME/Pharmacokinetics
Pharmacokinetic data specific to Thalidomide-piperazine HCl are limited in the available literature. As a small molecule with a molecular weight of 378.81, the compound is expected to have reasonable oral bioavailability. Further pharmacokinetic studies are needed to fully characterize its absorption, distribution, metabolism, and excretion properties.
Toxicity/Toxicokinetics
Thalidomide-piperazine HCl is considered safe for research use at typical concentrations. As a research compound, it is intended for laboratory use only and not for human consumption. The compound should be handled under standard laboratory safety practices with appropriate precautions due to the known teratogenic effects of thalidomide analogs.
Additional Infomation
Thalidomide-piperazine hydrochloride has a molecular formula of C17H19ClN4O4 and a molecular weight of 378.81. Standard purity is 98%. The compound is an E3 ligase building block and is used as a tool in developmental biology for studying limb development pathways. It has potential applications in the research of leprosy and multiple myeloma.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H19CLN4O4
Molecular Weight
378.81
Exact Mass
378.109
CAS #
2228029-82-9
PubChem CID
134562528
Appearance
Light yellow to green yellow solid powder
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
26
Complexity
616
Defined Atom Stereocenter Count
0
InChi Key
GZNLORFTQXVXFE-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H18N4O4.ClH/c22-14-4-3-13(15(23)19-14)21-16(24)11-2-1-10(9-12(11)17(21)25)20-7-5-18-6-8-20;/h1-2,9,13,18H,3-8H2,(H,19,22,23);1H
Chemical Name
2-(2,6-dioxopiperidin-3-yl)-5-piperazin-1-ylisoindole-1,3-dione;hydrochloride
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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)
H2O : ~33.33 mg/mL (~87.99 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 2.6398 mL 13.1992 mL 26.3985 mL
5 mM 0.5280 mL 2.6398 mL 5.2797 mL
10 mM 0.2640 mL 1.3199 mL 2.6398 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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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