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| Other Sizes |
| Targets |
3-(Trifluoromethyl)phenylboronic acid does not have a defined primary drug target as it is a chemical reagent and synthetic building block rather than a therapeutic agent. However, boronic acid-containing compounds have been extensively studied as proteasome inhibitors and enzyme inhibitors. The trifluoromethyl group is a common pharmacophore in drug discovery, often enhancing metabolic stability, lipophilicity, and binding affinity to target proteins. Compounds synthesized using this boronic acid as a building block may target various enzymes, but the reagent itself is not a pharmacologically active agent.
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| ln Vitro |
As a synthetic reagent, 3-(Trifluoromethyl)phenylboronic acid is not typically evaluated for direct in vitro biological activity against specific molecular targets. Boronic acids in general can interact with diols and carbohydrate moieties, and some derivatives exhibit enzyme inhibitory activity. The trifluoromethyl group may enhance binding to certain protein targets through hydrophobic interactions and hydrogen bonding. However, any biological effects observed with the parent compound are generally considered incidental rather than the intended purpose of the reagent.
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| ln Vivo |
In vivo activity data for 3-(Trifluoromethyl)phenylboronic acid itself is not available in the published literature, as the compound is not intended for therapeutic use. Drug candidates synthesized using this boronic acid as a building block may be evaluated in animal models for various indications, but the biological activity is attributed to the final drug molecule rather than the boronic acid reagent. The trifluoromethyl group is often incorporated to improve the pharmacokinetic properties of drug candidates.
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| Enzyme Assay |
Cell-free biochemical assays involving 3-(Trifluoromethyl)phenylboronic acid typically focus on its use as a reagent in Suzuki-Miyaura coupling reactions. A standard protocol involves mixing the boronic acid with an aryl halide, a palladium catalyst (e.g., Pd(PPh₃)₄), and a base (e.g., K₂CO₃ or Cs₂CO₃) in an appropriate solvent such as THF, dioxane, or DMF/water mixture. The reaction is typically heated to 80-100°C for several hours under inert atmosphere, and progress is monitored by TLC or GC-MS. The product is isolated by extraction and purified by column chromatography. The reagent's purity (typically ≥95%) is verified by NMR spectroscopy.
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| Cell Assay |
Cell-based assays are not typically performed with 3-(Trifluoromethyl)phenylboronic acid as the compound is a chemical reagent. However, if evaluating the biological activity of compounds synthesized from this reagent, standard cell-based protocols would apply. For example, cancer cell lines may be treated with the synthesized compound at concentrations ranging from 0.1-100 μM for 24-72 hours, and cell viability assessed by MTT or CellTiter-Glo assays. The boronic acid reagent itself may be used as a control to confirm that observed activity is due to the final compound structure rather than the boronic acid building block.
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| Animal Protocol |
In vivo studies are not typically conducted with 3-(Trifluoromethyl)phenylboronic acid itself. For drug candidates synthesized using this reagent, standard in vivo efficacy studies involve rodent models of the target disease. A typical protocol includes oral or intravenous administration of the test compound at various doses, with monitoring of disease progression through appropriate endpoints. The trifluoromethyl group in drug molecules can improve metabolic stability and oral bioavailability, making it a valuable substituent in drug design. The boronic acid moiety may contribute to target engagement through reversible covalent binding to active-site residues.
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| ADME/Pharmacokinetics |
As a chemical reagent rather than a drug, comprehensive pharmacokinetic data for 3-(Trifluoromethyl)phenylboronic acid is not available. Boronic acids in general exhibit variable oral bioavailability depending on their substitution pattern. The trifluoromethyl group increases lipophilicity, which may affect absorption and distribution. The compound's molecular weight of 189.93 g/mol and the presence of the boronic acid group suggest moderate polarity. For drug molecules containing trifluoromethyl-substituted phenylboronic acid moieties, PK parameters are determined empirically and vary based on the overall molecular structure.
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| Toxicity/Toxicokinetics |
Toxicological data specific to 3-(Trifluoromethyl)phenylboronic acid is limited in publicly available literature. As with all boronic acids, standard laboratory safety precautions should be observed when handling this compound. The compound may cause irritation upon skin or eye contact, and inhalation of dust should be avoided. The trifluoromethyl group can influence the toxicological profile of compounds, but specific toxicity data for this reagent is not available. Appropriate personal protective equipment should be used when handling this chemical.
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| Additional Infomation |
3-(Trifluoromethyl)phenylboronic acid is a research chemical and synthetic reagent rather than an approved pharmaceutical agent. No clinical trials or regulatory approvals exist for this compound itself. It is commercially available from various chemical suppliers for research purposes only. The compound's primary value lies in its utility as a building block in Suzuki-Miyaura cross-coupling reactions for the synthesis of trifluoromethyl-substituted biaryls. The trifluoromethyl group is a privileged motif in medicinal chemistry, often enhancing drug potency, metabolic stability, and membrane permeability, making this boronic acid a valuable reagent for pharmaceutical research.
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| Molecular Formula |
C7H6BF3O2
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|---|---|
| Molecular Weight |
189.93
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| Exact Mass |
190.041
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| CAS # |
1423-26-3
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| PubChem CID |
2734388
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.4±0.1 g/cm3
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| Boiling Point |
268.2±50.0 °C at 760 mmHg
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| Melting Point |
163-166 °C(lit.)
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| Flash Point |
116.0±30.1 °C
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| Vapour Pressure |
0.0±0.6 mmHg at 25°C
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| Index of Refraction |
1.462
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| LogP |
2.16
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
13
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| Complexity |
172
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| Defined Atom Stereocenter Count |
0
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| SMILES |
FC(C1=C([H])C([H])=C([H])C(B(O[H])O[H])=C1[H])(F)F
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| InChi Key |
WOAORAPRPVIATR-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C7H6BF3O2/c9-7(10,11)5-2-1-3-6(4-5)8(12)13/h1-4,12-13H
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| Chemical Name |
[3-(trifluoromethyl)phenyl]boronic acid
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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 | 5.2651 mL | 26.3255 mL | 52.6510 mL | |
| 5 mM | 1.0530 mL | 5.2651 mL | 10.5302 mL | |
| 10 mM | 0.5265 mL | 2.6325 mL | 5.2651 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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