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N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide (Calcium ionophore II)

Cat No.:V61859 Purity: ≥98%
N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide (Calcium ionophore II) is a lipophilic ionophore that may be utilized to prepare calcium ion selective electrodes.
N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide (Calcium ionophore II)
N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide (Calcium ionophore II) Chemical Structure CAS No.: 74267-27-9
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
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5mg
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Product Description
N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide (Calcium ionophore II) is a lipophilic ionophore that may be utilized to prepare calcium ion selective electrodes.
N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide, also known as Calcium ionophore II or ETH 129, is a lipophilic ionophore that is used in the preparation of calcium ion-selective electrodes. It is a neutral carrier molecule that selectively binds calcium ions, making it valuable for electrochemical sensing applications in analytical chemistry and biochemistry research.
Biological Activity I Assay Protocols (From Reference)
Targets
The target of Calcium ionophore II is calcium ions (Ca²⁺). As a lipophilic ionophore, the compound forms stable complexes with calcium ions, facilitating their transport across hydrophobic membranes. The compound's structure, featuring four cyclohexyl groups and an oxapentanediamide core, provides the appropriate coordination geometry and lipophilicity for selective calcium binding. The ionophore exhibits high selectivity for calcium over other cations such as sodium, potassium, and magnesium, making it suitable for calcium-selective electrode applications.
ln Vitro
The intracellular free calcium can be measured using a calcium ion-selective electrode[1].
In vitro, Calcium ionophore II is used in the preparation of calcium ion-selective electrodes for measuring calcium ion activity in various samples including biological fluids, environmental samples, and food products. The ionophore is incorporated into a polymeric membrane (typically PVC) along with a plasticizer and lipophilic salt. The membrane exhibits a Nernstian response to calcium ions, allowing for potentiometric measurement of calcium concentration. The ionophore's selectivity coefficients for calcium over interfering ions are determined by separate solution or fixed interference methods.
ln Vivo
In vivo, Calcium ionophore II is not used as a therapeutic or diagnostic agent. Its applications are exclusively in analytical chemistry and sensor technology. The ionophore is not administered to animals or humans for pharmacological evaluation. Its use is limited to in vitro analytical measurements, including calcium sensing in biological research, clinical diagnostics, and environmental monitoring. The compound's biological effects, if any, have not been characterized.
Enzyme Assay
Non-cell-based assays for Calcium ionophore II involve the preparation and characterization of calcium-selective electrodes. The ionophore is dissolved in a solvent mixture with PVC, plasticizer (e.g., o-NPOE), and a lipophilic salt (e.g., potassium tetrakis(4-chlorophenyl)borate). The mixture is cast into a membrane and mounted on an electrode body. The electrode's response to calcium ions is measured by potentiometry, and calibration curves are generated using standard calcium solutions. Selectivity coefficients are determined by measuring electrode potentials in solutions of interfering ions.
Cell Assay
Calcium ionophore II is not used in standard cell-based assays as it is not a biologically active compound. However, in the context of calcium sensing, the ionophore may be used in cellular calcium measurement systems where ion-selective microelectrodes are employed to measure intracellular or extracellular calcium concentrations. The ionophore is incorporated into ion-selective microelectrodes used in electrophysiology studies to monitor calcium fluxes in cells or tissues. These applications are specialized and typically performed in research laboratories studying calcium signaling.
Animal Protocol
Calcium ionophore II is not used in animal experiments as a therapeutic or diagnostic agent. It is a chemical reagent used in analytical chemistry for sensor development. In some research contexts, ion-selective electrodes incorporating the ionophore may be used in ex vivo measurements of calcium in biological samples collected from animals. However, the compound itself is not administered to animals. Its use is limited to in vitro analytical applications.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to Calcium ionophore II as it is not a therapeutic agent. The compound is used as a chemical reagent for sensor preparation. Its chemical stability, solubility (lipophilic), and compatibility with membrane materials are characterized for electrode fabrication. The compound is typically stored as a solid and dissolved in organic solvents (e.g., tetrahydrofuran, cyclohexanone) for membrane preparation. No PK data are available or relevant for this compound.
Toxicity/Toxicokinetics
The toxicity of Calcium ionophore II has not been comprehensively evaluated as it is not a therapeutic agent. The compound is handled as a chemical reagent with standard laboratory safety precautions. As a lipophilic organic compound, it may be irritating to skin and eyes and may be harmful if ingested or inhaled. The compound is for research use only and is not intended for human consumption. Safety data sheets recommend standard protective measures including gloves, lab coat, and eye protection when handling the compound.
References
[1]. Ma YL, et, al. A study of calcium ion-selective PVC membrane electrode based on neutral carrier N,n,n',n'-tetracyclo-3-oxapentanediamide (correction of oxapetanediamide). J Tongji Med Univ. 1992;12(2):98-102.
Additional Infomation
Calcium ionophore II (CAS# 74267-27-9) is a lipophilic ionophore with the molecular formula C₂₈H₄₈N₂O₃ and a molecular weight of 460.69. It is also known as N,N,N′,N′-Tetracyclohexyl-3-oxapentanediamide and ETH 129. The compound is used in the preparation of calcium ion-selective electrodes for potentiometric measurement of calcium ion activity. It exhibits high selectivity for calcium over other cations. The compound is available for research use only and is not approved as a therapeutic or diagnostic agent. It is a valuable tool in analytical chemistry and calcium sensing research.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H48N2O3
Molecular Weight
460.69
Exact Mass
460.366
CAS #
74267-27-9
PubChem CID
194578
Appearance
White to off-white solid powder
Density
1.07g/cm3
Boiling Point
613.7ºC at 760 mmHg
Flash Point
325ºC
Index of Refraction
1.536
LogP
5.991
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
8
Heavy Atom Count
33
Complexity
512
Defined Atom Stereocenter Count
0
SMILES
C1CCC(CC1)N(C2CCCCC2)C(=O)COCC(=O)N(C3CCCCC3)C4CCCCC4
InChi Key
URAUKAJXWWFQSU-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H48N2O3/c31-27(29(23-13-5-1-6-14-23)24-15-7-2-8-16-24)21-33-22-28(32)30(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
Chemical Name
N,N-dicyclohexyl-2-[2-(dicyclohexylamino)-2-oxoethoxy]acetamide
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: 2.94 mg/mL (6.38 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 0.29 mg/mL (0.63 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 2.9 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: 0.29 mg/mL (0.63 mM) 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; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 2.9 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: ≥ 0.29 mg/mL (0.63 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 2.9 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 2.1707 mL 10.8533 mL 21.7066 mL
5 mM 0.4341 mL 2.1707 mL 4.3413 mL
10 mM 0.2171 mL 1.0853 mL 2.1707 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.

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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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