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o-Phenanthroline

Cat No.:V29705 Purity: ≥98%
o-Phenanthroline (1,10-Phenanthroline) is a metal chelator that prevents streptozotocin-induced chromosomal aberrations.
o-Phenanthroline
o-Phenanthroline Chemical Structure CAS No.: 66-71-7
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
500mg
Other Sizes

Other Forms of o-Phenanthroline:

  • o-Phenanthroline monohydrate
  • o-Phenanthroline-d8 (1,10-Phenanthroline-d8)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
o-Phenanthroline (1,10-Phenanthroline) is a metal chelator that prevents streptozotocin-induced chromosomal aberrations. o-Phenanthroline (1,10-Phenanthroline) forms a red chelate with Fe2+, with maximum absorption at 510 nm. o-Phenanthroline (1,10-Phenanthroline) is also an inhibitor (blocker/antagonist) of MMPs.
o-Phenanthroline (CAS 66-71-7), also known as 1,10-phenanthroline, is a heterocyclic organic compound with a molecular formula of C₁₂H₈N₂ and a molecular weight of 180.21 g/mol. It is a bidentate ligand that forms stable complexes with various metal ions, particularly with iron(II) to form a red chelate that absorbs maximally at 510 nm. o-Phenanthroline is a white powder that is soluble in alcohol and acetone but sparingly soluble in water. It is widely used as a metal chelator in analytical chemistry, coordination chemistry, and biochemical research. It is also known to inhibit the induction of chromosomal aberrations.
Biological Activity I Assay Protocols (From Reference)
Targets
o-Phenanthroline targets metal ions, acting as a chelator. It binds to various divalent and trivalent metal ions, forming stable complexes. Its primary biological target is often metalloproteins, where it can chelate the essential metal cofactor, thereby inhibiting the enzyme's activity. Its role as a metal chelator is its main mechanism of action in biochemical assays.
ln Vitro
O-phenanthroline (1,10-phenanthroline, 1mM) suppresses bits sea cucumber body wall autolysis [2].
In vitro, o-Phenanthroline is used as a metal chelator to inhibit metalloproteases and other metal-dependent enzymes. It prevents the induction of chromosomal aberrations in streptozotocin-treated cells. Its ability to form a red chelate with Fe²⁺ is used in colorimetric assays for iron detection. It is a versatile reagent with no direct therapeutic activity.
ln Vivo
o-Phenanthroline is not used as a therapeutic agent in vivo. Its primary applications are in research and analytical chemistry. It is not evaluated for in vivo activity in animal models as a drug.
Enzyme Assay
In vitro non-cell enzyme assays using o-Phenanthroline typically involve its use as a metalloprotease inhibitor. The compound is added to enzyme assays to chelate the metal cofactor (e.g., zinc) required for enzyme activity, thereby inhibiting the enzyme. The extent of inhibition is measured using a chromogenic or fluorogenic substrate.
Cell Assay
In vitro cell-based assays for o-Phenanthroline use cell cultures to study its effects on metal-dependent cellular processes. Cells are treated with the compound, and parameters such as cell viability, chromosomal aberrations, or the activity of specific metalloenzymes are assessed. It is used to study the role of metal ions in cellular functions.
Animal Protocol
In vivo animal studies for o-Phenanthroline are limited, as it is primarily a research reagent. It may be used in toxicological studies to assess its effects on metal homeostasis and its potential as a chelating agent. However, due to its toxicity, it is not a standard tool for in vivo studies.
ADME/Pharmacokinetics
o-Phenanthroline has a molecular weight of 180.21 g/mol and a molecular formula of C₁₂H₈N₂. It is a white powder with a melting point of 93-94°C for the monohydrate and 117°C for the anhydrous form. It is soluble in 300 parts water, 70 parts benzene, and is soluble in alcohol and acetone.
Toxicity/Toxicokinetics
o-Phenanthroline is considered toxic and should be handled with care. It is a known mutagen and can cause skin and eye irritation. Its ability to chelate essential metal ions can disrupt various biological processes, leading to toxicity. Proper safety precautions, including the use of gloves and a fume hood, are essential when handling this compound.
References

[1]. Synergistic inhibition between o-phenanthroline and chloride ion on cold rolled steel corrosion in phosphoric acid. Materials Chemistry and Physics Volume 86, Issue 1, 15 July 2004, Pages 59-68.

[2]. The role of matrix metalloprotease (MMP) to the autolysis of sea cucumber (Stichopus japonicus). J Sci Food Agric. 2019 Oct;99(13):5752-5759.

Additional Infomation
1,10-Phenanthroline is a phenanthroline compound. It functions as an inhibitor of EC 3.4.19.3 (pyroglutamyl peptidase I) and EC 2.7.1.1 (hexokinase). Phenanthroline is a heterocyclic organic compound. 1,10-Phenanthroline is an inhibitor of metallopeptidases, particularly carboxypeptidase A. It inhibits enzyme activity by removing and chelating the metal ions required for catalytic activity, thereby producing an inactive apocoenzyme. 1,10-Phenanthroline primarily targets zinc metallopeptidases, with a much lower affinity for calcium metallopeptidases.
o-Phenanthroline (1,10-phenanthroline) is a versatile bidentate ligand and metal chelator widely used in coordination chemistry, analytical chemistry, and biochemical research. It is used as a metalloprotease inhibitor and in colorimetric assays for metal ion detection. It is also known by several synonyms including 1,10-o-Phenanthroline and Orthophenanthroline. It is not approved for therapeutic use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H8N2
Molecular Weight
180.2053
Exact Mass
180.068
CAS #
66-71-7
Related CAS #
o-Phenanthroline monohydrate;5144-89-8;o-Phenanthroline-d8;90412-47-8
PubChem CID
1318
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
365.1±15.0 °C at 760 mmHg
Melting Point
114-117 °C(lit.)
Flash Point
164.8±11.7 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.740
LogP
1.78
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
14
Complexity
183
Defined Atom Stereocenter Count
0
InChi Key
DGEZNRSVGBDHLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
Chemical Name
1,10-phenanthroline
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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), 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)
DMSO : ~100 mg/mL (~554.91 mM)
Ethanol : ~50 mg/mL (~277.45 mM)
H2O : ~2 mg/mL (~11.10 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.87 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 (13.87 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 (13.87 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 5.5491 mL 27.7454 mL 55.4908 mL
5 mM 1.1098 mL 5.5491 mL 11.0982 mL
10 mM 0.5549 mL 2.7745 mL 5.5491 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

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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?
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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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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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