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| Other Sizes |
| Targets |
6-Bromoindole has been reported to inhibit Paenibacillus larvae spore germination with an IC₅₀ of 60 ± 60 μM. Paenibacillus larvae causes American foulbrood (AFB) in honey bee larvae. The compound is used as a starting material for the synthesis of various indole derivatives with potential biological activities. Through palladium-catalyzed reactions, it can be converted to carbonylation products and other derivatives.
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| ln Vitro |
6-bromoindole reagent
In vitro, 6-Bromoindole is primarily used as a chemical reagent and synthetic intermediate. It has been evaluated for its inhibitory activity against Paenibacillus larvae spore germination in vitro with an IC₅₀ of 60 ± 60 μM. The compound is employed in the synthesis of various pharmaceutical compounds, including asymmetric synthesis of carbon-14-labeled selective glucocorticoid receptor modulators. It is soluble in DMSO, ethanol, and chloroform, making it suitable for various in vitro applications. |
| ln Vivo |
In vivo activity data for 6-Bromoindole as a standalone compound are not extensively documented. The compound is primarily a synthetic intermediate rather than a directly administered therapeutic agent. Its reported inhibition of Paenibacillus larvae spore germination suggests potential for in vivo studies in honey bee models of American foulbrood disease, but specific animal study data are not available in the publicly available literature.
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| Enzyme Assay |
For in vitro enzyme/receptor binding studies, 6-Bromoindole is not typically evaluated as a test compound itself. Instead, it serves as a reagent for the synthesis of test compounds. The compound's properties include a molecular weight of 196.04 g/mol, a predicted pKa of 16.07±0.30, and a TPSA of 15.8 Ų. The bromine atom provides a versatile handle for cross-coupling reactions in medicinal chemistry.
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| Cell Assay |
For in vitro cell-based experiments, 6-Bromoindole is used as an intermediate in the synthesis of compounds that are tested in cell viability, proliferation, and cytotoxicity assays. The compound itself is not typically evaluated in cell-based assays. Standard cell culture protocols for test compounds synthesized from this intermediate involve dissolving the final product in DMSO and diluting to working concentrations in appropriate cell culture medium.
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| Animal Protocol |
In vivo animal studies using 6-Bromoindole are conducted on the final drug compounds synthesized from it, not on the intermediate itself. For pharmaceutical candidates derived from this building block, efficacy studies would typically be performed in mouse models of the relevant disease. Standard in vivo protocols involve administration to rodents via oral gavage or intraperitoneal injection, with appropriate pharmacokinetic and pharmacodynamic endpoints.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of 6-Bromoindole as a standalone compound are not characterized in the literature. The compound has a molecular weight of 196.04 g/mol and a logP of 2.93, suggesting moderate lipophilicity and potential for membrane permeability. The TPSA of 15.8 Ų indicates good intestinal absorption potential. Empirical pharmacokinetic data are not available for this intermediate compound.
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| Toxicity/Toxicokinetics |
6-Bromoindole is classified as an irritant with hazard code Xi. Risk statements include R36/37/38: Irritating to eyes, respiratory system and skin. Safety statements recommend S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. GHS hazard statement H315 indicates it causes skin irritation. The compound is air and light sensitive and should be stored in a dark, dry place.
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| Additional Infomation |
Structure in the first source
6-Bromoindole (CAS 52415-29-9) is primarily a research-grade chemical intermediate, not an FDA-approved pharmaceutical drug. Its primary applications are in organic synthesis as a building block for various indole derivatives. It has been used in the asymmetric synthesis of carbon-14-labeled selective glucocorticoid receptor modulators and in the synthesis of halogenated indole alkaloids from marine invertebrates. The compound has also been reported to inhibit Paenibacillus larvae spore germination. No clinical trials or approved indications exist for this compound. |
| Molecular Formula |
C8H6BRN
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|---|---|
| Molecular Weight |
196.04
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| Exact Mass |
194.968
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| CAS # |
52415-29-9
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| PubChem CID |
676493
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| Appearance |
Solid powder
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| Density |
1.7±0.1 g/cm3
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| Boiling Point |
316.9±15.0 °C at 760 mmHg
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| Melting Point |
92-96 °C(lit.)
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| Flash Point |
145.5±20.4 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.712
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| LogP |
2.91
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
0
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
10
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| Complexity |
126
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C1=CC(=CC2=C1C=CN2)Br
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| InChi Key |
MAWGHOPSCKCTPA-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H6BrN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
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| Chemical Name |
6-bromo-1H-indole
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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 |
| 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 | 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.
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