| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
5-Bromoindole itself does not have a specific biological target, as it is a synthetic intermediate rather than a drug. Its primary role is to provide the indole scaffold, which is a common pharmacophore in many biologically active compounds. The indole nucleus is found in numerous natural products and synthetic drugs, and the bromine atom allows for late-stage diversification via palladium-catalyzed couplings. The compound is not designed to interact with biological receptors or enzymes.
|
|---|---|
| ln Vitro |
Biological in vitro activity is not applicable for 5-Bromoindole, as it is not a pharmacologically active agent. Its "activity" is chemical, referring to its reactivity in transformations such as Suzuki-Miyaura, Buchwald-Hartwig, and Heck reactions. These reactions enable the attachment of various substituents to the indole ring, generating libraries of compounds that are subsequently screened for biological activity. No in vitro potency or efficacy data exist for this intermediate.
|
| ln Vivo |
No in vivo activity is reported for 5-Bromoindole, as it is not a therapeutic agent. Its purpose is to serve as a building block for the synthesis of drugs, which are then tested in vivo. For instance, GSK-3 inhibitors derived from 5-Bromoindole are evaluated in animal models for their effects on neurological disorders or cancer. The intermediate itself is never administered to animals for any investigative purpose.
|
| Enzyme Assay |
In a typical synthetic procedure, 5-Bromoindole is used as a substrate in cross-coupling reactions. For example, in a Suzuki-Miyaura coupling, it is reacted with an aryl boronic acid in the presence of a palladium catalyst and a base, typically in a solvent like dioxane or DMF, under an inert atmosphere. The reaction is heated to facilitate coupling, and the progress is monitored by TLC or HPLC. The product is then isolated by extraction and purified by column chromatography to yield the desired biaryl indole derivative.
|
| Cell Assay |
Cell-based assays are not conducted with 5-Bromoindole, as it is not a biologically active compound. It is used exclusively in chemical synthesis to produce molecules that are later tested in cellular models. For example, a library of indole-based kinase inhibitors synthesized from this intermediate can be screened for their effects on cancer cell proliferation. The intermediate itself is not added to cell culture media.
|
| Animal Protocol |
Animal studies are not performed with 5-Bromoindole, as it is not a drug candidate. Its role is limited to being a precursor for the synthesis of potential therapeutics. Those final compounds, once synthesized, may be evaluated in animal models for pharmacokinetics, efficacy, and safety. The intermediate is never dosed to animals.
|
| ADME/Pharmacokinetics |
Pharmacokinetic properties are irrelevant for 5-Bromoindole, as it is not a therapeutic agent. Its physical properties include a molecular weight of 196.04 g/mol and a melting point of 90-92°C. It appears as a white to light brown solid and is soluble in organic solvents. Its stability under standard storage conditions is well documented. No absorption, distribution, metabolism, or excretion data are available, as it is not intended for biological exposure.
|
| Toxicity/Toxicokinetics |
Toxicological data for 5-Bromoindole are not extensively detailed in public literature, but as a chemical reagent, it should be handled with care. It may cause skin and eye irritation, and inhalation of dust should be avoided. Standard laboratory safety practices, including the use of gloves, goggles, and a fume hood, are recommended. A safety data sheet (SDS) should be consulted for comprehensive hazard information before handling.
|
| References |
|
| Additional Infomation |
5-Bromoindole is a bromoindole.
5-Bromoindole is a versatile and widely used building block in medicinal chemistry. Its indole core is a privileged structure in drug discovery, found in many approved drugs and natural products. The bromine substituent allows for facile diversification, enabling the synthesis of diverse compound libraries for biological screening. It is commonly used in the development of kinase inhibitors, antiviral agents, and anticancer drugs. It is not approved for clinical use and is strictly a research chemical. |
| Molecular Formula |
C8H6BRN
|
|---|---|
| Molecular Weight |
196.04
|
| Exact Mass |
194.968
|
| CAS # |
10075-50-0
|
| PubChem CID |
24905
|
| Appearance |
White to light brown solid powder
|
| Density |
1.7±0.1 g/cm3
|
| Boiling Point |
316.9±15.0 °C at 760 mmHg
|
| Melting Point |
90-92 °C(lit.)
|
| Flash Point |
145.5±20.4 °C
|
| Vapour Pressure |
0.0±0.7 mmHg at 25°C
|
| Index of Refraction |
1.712
|
| LogP |
3
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
0
|
| Rotatable Bond Count |
0
|
| Heavy Atom Count |
10
|
| Complexity |
126
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
C1=CC2=C(C=CN2)C=C1Br
|
| InChi Key |
VXWVFZFZYXOBTA-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
|
| Chemical Name |
5-bromo-1H-indole
|
| 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: 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)
|
| Solubility (In Vitro) |
DMSO: 100 mg/mL (510.10 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.75 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 (12.75 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (12.75 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.1010 mL | 25.5050 mL | 51.0100 mL | |
| 5 mM | 1.0202 mL | 5.1010 mL | 10.2020 mL | |
| 10 mM | 0.5101 mL | 2.5505 mL | 5.1010 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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
