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| Other Sizes |
| Targets |
6-Bromo-1H-indazole does not have a defined primary pharmacological target as it is primarily a chemical reagent and synthetic intermediate. In medicinal chemistry, the brominated indazole scaffold serves as a versatile building block for synthesizing biologically active molecules that may target various enzymes, receptors, and other proteins. The indazole core is a bioisostere of indole and benzimidazole, capable of engaging in π-π stacking, hydrogen bonding, and hydrophobic interactions with target proteins. The bromine substituent allows for further functionalization through cross-coupling reactions such as Suzuki-Miyaura, Sonogashira, and Buchwald-Hartwig couplings, enabling the construction of diverse compound libraries for drug discovery.
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| ln Vitro |
In vitro activity of 6-Bromo-1H-indazole as a standalone compound is not typically evaluated, as its primary role is as a synthetic intermediate. The compound's biological activity would be assessed through the final drug molecules synthesized from this building block. In biochemical research, 6-Bromo-1H-indazole may be used as a reference compound or as a starting material for generating compound libraries. The indazole scaffold is known to be present in various pharmacologically active compounds, including kinase inhibitors, anti-inflammatory agents, and antimicrobial agents. The bromine substituent provides a handle for introducing diverse functional groups to optimize biological activity and drug-like properties.
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| ln Vivo |
In vivo activity data for 6-Bromo-1H-indazole are not available, as the compound is not intended for direct administration as a therapeutic agent. It is classified as a biochemical reagent and organic synthesis intermediate. Any in vivo effects would be associated with the final drug products synthesized from this intermediate rather than the compound itself. The compound's role in drug discovery is to enable the synthesis of complex molecular scaffolds that can be evaluated in animal models of disease. Researchers handling this compound should follow appropriate safety protocols for chemical handling in laboratory settings.
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| Enzyme Assay |
In vitro enzyme or receptor binding assays for 6-Bromo-1H-indazole are not standard, as the compound is a chemical reagent rather than a drug candidate. If evaluated as a potential ligand, typical binding assays might involve radioligand displacement techniques using membrane preparations from cells expressing specific receptors. For enzyme inhibition studies, purified enzyme is incubated with varying concentrations of the compound in appropriate buffer systems, and activity is measured using chromogenic or fluorogenic substrates. However, such studies are more commonly performed on the final pharmaceutical compounds derived from this building block rather than on the intermediate itself. The compound may serve as a reference or control in certain biochemical experiments.
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| Cell Assay |
Cell-based in vitro experiments using 6-Bromo-1H-indazole are not typically performed, as the compound is a research chemical and synthetic intermediate. When used in cell biology research, the compound might be incorporated into larger molecules that are then tested on cultured cell lines. Standard cell culture protocols would involve seeding cells in appropriate media (e.g., DMEM, RPMI-1640 with 10% FBS) at 37°C in a 5% CO₂ atmosphere, treating with test compounds at various concentrations, and assessing cell viability, proliferation, or other endpoints using assays such as MTT, CCK-8, or flow cytometry. The compound's solvent compatibility (typically DMSO) and potential cytotoxicity should be considered.
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| Animal Protocol |
In vivo animal studies are not conducted with 6-Bromo-1H-indazole itself, as it is a chemical reagent rather than a therapeutic agent. The compound is utilized in the synthesis of drug candidates that may subsequently be evaluated in animal models. Typical in vivo protocols for drug candidates synthesized from this building block would involve administration via oral gavage, intravenous injection, or intraperitoneal injection to rodents (mice or rats) at various dose levels. Pharmacodynamic endpoints, pharmacokinetic sampling, and toxicological assessments would be performed according to the specific research objectives. All animal studies must be conducted in accordance with institutional animal care and use committee guidelines.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of 6-Bromo-1H-indazole have not been characterized, as the compound is a chemical reagent for research use. As a small heterocyclic molecule with molecular weight 197.03 g/mol, it would be expected to have moderate oral bioavailability if administered, though this is not relevant to its intended use. The compound's LogP is estimated to be around 2.0–2.5, indicating moderate lipophilicity. The bromine atom and indazole ring would influence metabolic pathways, potentially involving oxidative metabolism or debromination. However, these properties are not studied for the compound itself, as it is not developed as a pharmaceutical. For drug discovery applications, the pharmacokinetic profile would be optimized at the final drug candidate stage.
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| Toxicity/Toxicokinetics |
Toxicological data for 6-Bromo-1H-indazole are limited, as the compound is handled as a research chemical in laboratory environments. Standard safety precautions should be followed, including the use of appropriate personal protective equipment such as gloves, goggles, and lab coats. The compound may cause irritation to skin, eyes, and respiratory tract upon exposure. Inhalation of dust should be avoided, and adequate ventilation should be ensured when handling the compound. In case of contact, affected areas should be rinsed with plenty of water. The compound should be stored at -20°C for long-term stability, with a shelf life of up to 3 years as a powder and 1 year in solution at -80°C. Comprehensive toxicological studies have not been reported.
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| Additional Infomation |
6-Bromo-1H-indazole is a chemical research tool and synthetic intermediate rather than an approved pharmaceutical drug. Its primary applications are in organic synthesis and drug discovery, where it serves as a versatile building block for constructing indazole-containing compounds. The indazole scaffold is a privileged structure in medicinal chemistry, present in numerous pharmacologically active compounds including kinase inhibitors, anti-inflammatory agents, and antimicrobial agents. The bromine substituent enables further functionalization through cross-coupling reactions, allowing for the synthesis of diverse compound libraries. No clinical trials or regulatory approvals have been documented for this compound as a therapeutic agent. The compound is commercially available as a research-grade chemical, supplied for laboratory synthesis and biochemical research.
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| Molecular Formula |
C7H5BRN2
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|---|---|
| Molecular Weight |
197.03
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| Exact Mass |
195.963
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| CAS # |
79762-54-2
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| PubChem CID |
17842471
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| Appearance |
Off-white to yellow solid powder
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| Density |
1.8±0.1 g/cm3
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| Boiling Point |
333.8±15.0 °C at 760 mmHg
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| Melting Point |
180-182ºC
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| Flash Point |
155.7±20.4 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.728
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| LogP |
2.59
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
10
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| Complexity |
129
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| Defined Atom Stereocenter Count |
0
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| SMILES |
BrC1C=C2C(C=NN2)=CC=1
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| InChi Key |
WMKDUJVLNZANRN-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C7H5BrN2/c8-6-2-1-5-4-9-10-7(5)3-6/h1-4H,(H,9,10)
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| Chemical Name |
6-bromo-1H-indazole
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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 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.) |
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| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.0754 mL | 25.3768 mL | 50.7537 mL | |
| 5 mM | 1.0151 mL | 5.0754 mL | 10.1507 mL | |
| 10 mM | 0.5075 mL | 2.5377 mL | 5.0754 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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