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| Other Sizes |
| Targets |
2-Bromo-5-iodopyridine does not have a defined biological target as it is a synthetic reagent rather than a pharmacologically active compound. However, it is used as a reagent for investigating the structure/activity relationships of non-nucleoside adenosine kinase inhibitors. Adenosine kinase is an enzyme that phosphorylates adenosine to AMP and plays a role in regulating adenosine levels. The compound's halogenated pyridine scaffold enables the synthesis of inhibitors that target this enzyme. The compound itself is not evaluated for biological activity against specific targets. Its primary function is chemical—serving as a building block.
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| ln Vitro |
As a chemical reagent, 2-bromo-5-iodopyridine exhibits no intrinsic pharmacological activity in vitro. Its utility is demonstrated in the development of fluorescent compounds (manisyl-substituted terpyridine, bipyridine, and phenanthroline) and in investigating the structure/activity relationships of non-nucleoside adenosine kinase inhibitors. In cell-based assays, the compound itself is not tested for biological activity. Instead, the products synthesized from this reagent are evaluated for their pharmacological properties. The compound is used exclusively as a chemical intermediate in organic synthesis.
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| ln Vivo |
2-Bromo-5-iodopyridine does not exhibit in vivo biological activity as it is not a therapeutic agent. The compound is used as a research reagent for investigating adenosine kinase inhibitors and developing fluorescent compounds. Any in vivo effects would be associated with the final products synthesized from this intermediate, not with the intermediate itself. The compound is not administered to animals in pharmacological studies and has no known physiological effects. Its role is strictly chemical—providing a versatile dihalogenated pyridine scaffold.
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| Enzyme Assay |
In vitro enzyme assays for 2-bromo-5-iodopyridine are not standard as the compound is primarily a synthetic reagent. However, when used to synthesize adenosine kinase inhibitors, those products are evaluated in enzyme inhibition assays. A standard protocol involves incubating adenosine kinase with the substrate adenosine and [γ-³²P]-ATP in the presence of varying concentrations of the test compound. Phosphorylated product is separated and quantified. For synthetic applications, the compound's bromine and iodine substituents enable selective cross-coupling reactions, allowing sequential functionalization at different positions.
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| Cell Assay |
In vitro cell culture experiments with 2-bromo-5-iodopyridine are not standard as the compound is a synthetic reagent. When the compound is used to synthesize drug candidates (e.g., adenosine kinase inhibitors), those products may be tested in cell culture using standard protocols. Typically, final compounds are dissolved in DMSO and diluted in culture medium. Cells are incubated for 24-72 hours, and effects on cell viability, enzyme activity, or specific signaling pathways are measured. The intermediate itself is not evaluated in cellular systems.
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| Animal Protocol |
In vivo animal studies are not conducted with 2-bromo-5-iodopyridine, as it is a research reagent for chemical synthesis. When the compound is used to synthesize drug candidates, those final products undergo standard preclinical evaluation. Typical protocols for drug candidates include pharmacokinetic studies in rodents (oral or intravenous administration, blood sampling for LC-MS/MS analysis), efficacy studies in disease models, and toxicology studies. These studies evaluate the safety and efficacy of the final drug molecules, not the synthetic intermediate.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of 2-bromo-5-iodopyridine are not characterized as it is not a drug substance. Based on its physicochemical properties (molecular weight 283.89, logP approximately 2.5-3.0), the compound would be expected to have moderate oral bioavailability if administered. The presence of two halogens may affect metabolism, with potential for oxidative debromination or deiodination. However, the compound is not intended for human exposure and has not been evaluated in formal pharmacokinetic studies. For drug candidates synthesized from this intermediate, pharmacokinetic properties are determined as part of drug development.
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| Toxicity/Toxicokinetics |
Toxicological data for 2-bromo-5-iodopyridine are limited as it is a research reagent. Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood. The compound should be stored under inert gas at room temperature in a cool, dark place. No acute toxicity data are available. The compound is not intended for drug, household, or other uses. It should be stored away from light and moisture.
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| Additional Infomation |
2-Bromo-5-iodopyridine is a versatile building block in medicinal chemistry for the synthesis of adenosine kinase inhibitors, fluorescent compounds, and other bioactive molecules. The presence of both bromine and iodine substituents enables selective sequential cross-coupling reactions (e.g., Sonogashira, Suzuki, Buchwald) at different positions of the pyridine ring. The compound is also known as 2-bromo-5-iodopyridine. It has not undergone clinical trials and is not approved as a pharmaceutical. Its mechanism of action is chemical—serving as a precursor for the synthesis of biologically active molecules.
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| Molecular Formula |
C5H3BRIN
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|---|---|
| Molecular Weight |
283.89
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| Exact Mass |
282.849
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| CAS # |
73290-22-9
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| PubChem CID |
4738271
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| Appearance |
Off-white to light yellow solid powder
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| Density |
2.3±0.1 g/cm3
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| Boiling Point |
278.6±20.0 °C at 760 mmHg
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| Melting Point |
121-123 °C(lit.)
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| Flash Point |
122.3±21.8 °C
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| Vapour Pressure |
0.0±0.6 mmHg at 25°C
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| Index of Refraction |
1.666
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| LogP |
2.53
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
8
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| Complexity |
78.8
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| Defined Atom Stereocenter Count |
0
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| SMILES |
IC1=C([H])N=C(C([H])=C1[H])Br
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| InChi Key |
LLKRSJVPTKFSLS-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C5H3BrIN/c6-5-2-1-4(7)3-8-5/h1-3H
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| Chemical Name |
2-bromo-5-iodopyridine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.5225 mL | 17.6125 mL | 35.2249 mL | |
| 5 mM | 0.7045 mL | 3.5225 mL | 7.0450 mL | |
| 10 mM | 0.3522 mL | 1.7612 mL | 3.5225 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.
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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