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| Targets |
N,N-Bis(trifluoromethylsulfonyl)aniline is used in the enantioselective synthesis of β-amino acids via the Mannich reaction. It is also used in the synthesis of sphingosine 1-phosphate-1 receptor agonists useful in pharmaceutical applications. The compound does not have a direct pharmacological target but serves as a reagent for the synthesis of biologically active molecules.
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| ln Vitro |
In vitro, N,N-bis(trifluoromethylsulfonyl)aniline is primarily used as a chemical reagent. It is used in the enantioselective synthesis of β-amino acids via the Mannich reaction. The compound is also used in the synthesis of sphingosine 1-phosphate-1 receptor agonists. As a triflating reagent, it is used for the activation of C-H bonds in directed anodic C-H sulfonylation reactions.
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| ln Vivo |
In vivo activity data for N,N-bis(trifluoromethylsulfonyl)aniline itself are not available, as the compound is a chemical reagent used for synthesis. Its in vivo relevance is primarily indirect, through the biological activities of the final pharmaceutical compounds derived from its use as a reagent, such as sphingosine 1-phosphate-1 receptor agonists.
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| Enzyme Assay |
For in vitro chemical synthesis, N,N-bis(trifluoromethylsulfonyl)aniline is used as a triflating reagent. Standard protocols involve reacting the compound with alcohols or amines to form triflates or triflamides. The compound is also used in the enantioselective synthesis of β-amino acids via the Mannich reaction. The reaction is typically carried out in an appropriate solvent under controlled conditions.
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| Cell Assay |
For in vitro cell-based experiments, N,N-bis(trifluoromethylsulfonyl)aniline is not typically used directly in cell culture. It is a chemical reagent used for organic synthesis. The compound may be used in the synthesis of compounds that are subsequently tested in cell-based assays, but it is not added directly to cell cultures as a test compound.
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| Animal Protocol |
In vivo animal studies using N,N-bis(trifluoromethylsulfonyl)aniline are conducted on the final drug compounds synthesized from it, not on the reagent itself. For sphingosine 1-phosphate-1 receptor agonists derived using this reagent, 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 N,N-bis(trifluoromethylsulfonyl)aniline as a standalone compound are not characterized in the literature. The compound has a molecular weight of 357.25 g/mol. As a triflating reagent, it is chemically reactive and would be expected to be rapidly hydrolyzed or metabolized in biological systems. The compound is primarily used as a reagent rather than as a drug candidate.
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| Toxicity/Toxicokinetics |
N,N-Bis(trifluoromethylsulfonyl)aniline is a research chemical and should be handled with appropriate laboratory safety precautions. As a fluorinated sulfonyl compound, it may cause skin and eye irritation. The compound is for research use only and not for human therapeutic or diagnostic applications. Specific LD₅₀ values, acute toxicity classifications, and chronic toxicity data are not available in the public literature. Standard safety practices include the use of personal protective equipment and working in a fume hood.
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| Additional Infomation |
N,N-Bis(trifluoromethylsulfonyl)aniline (N-Phenyltrifluoromethanesulfonimide, CAS 37595-74-7) is primarily a research-grade chemical reagent, not an FDA-approved pharmaceutical drug. Its primary applications are as a mild triflating reagent, in the enantioselective synthesis of β-amino acids via the Mannich reaction, and in the synthesis of sphingosine 1-phosphate-1 receptor agonists. No clinical trials or approved therapeutic indications exist for this compound.
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| Molecular Formula |
C8H5F6NO4S2
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|---|---|
| Molecular Weight |
357.25
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| Exact Mass |
356.956
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| CAS # |
37595-74-7
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| PubChem CID |
142176
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| Appearance |
Off-white to light brown solid powder
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| Density |
1.8±0.1 g/cm3
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| Boiling Point |
305.3±52.0 °C at 760 mmHg
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| Melting Point |
100-102 °C(lit.)
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| Flash Point |
138.4±30.7 °C
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| Vapour Pressure |
0.0±0.6 mmHg at 25°C
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| Index of Refraction |
1.488
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| LogP |
3.67
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
11
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| Rotatable Bond Count |
3
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| Heavy Atom Count |
21
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| Complexity |
518
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C1=CC=C(C=C1)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
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| InChi Key |
DIOHEXPTUTVCNX-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H5F6NO4S2/c9-7(10,11)20(16,17)15(6-4-2-1-3-5-6)21(18,19)8(12,13)14/h1-5H
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| Chemical Name |
1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide
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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 | 2.7992 mL | 13.9958 mL | 27.9916 mL | |
| 5 mM | 0.5598 mL | 2.7992 mL | 5.5983 mL | |
| 10 mM | 0.2799 mL | 1.3996 mL | 2.7992 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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