Physicochemical Properties
| Molecular Formula | C₁₃H₁₆F₃NO₂ |
| Molecular Weight | 275.27 |
| Exact Mass | 275.113 |
| CAS # | 202402-01-5 |
| PubChem CID | 10221200 |
| Appearance | White to off-white solid powder |
| LogP | 3.588 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 19 |
| Complexity | 274 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | FC(C1C=CC(=CC=1)CNC(CCCOC)=O)(F)F |
| InChi Key | QLZOWJNFLXSDSH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C13H16F3NO2/c1-19-8-2-3-12(18)17-9-10-4-6-11(7-5-10)13(14,15)16/h4-7H,2-3,8-9H2,1H3,(H,17,18) |
| Chemical Name | 4-methoxy-N-[[4-(trifluoromethyl)phenyl]methyl]butanamide |
| Synonyms | GET-73; GET 73 |
| 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 |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | One hour before and after chronic ethanol exposure, GET73 (1 µM, 10 µM; 1 hour) guards against ethanol-induced reductions in cell viability, cytoskeletal changes, lower extracellular glutamate levels, and enhanced reactive oxygen species formation [1]. |
| ln Vivo | The elevated plus maze (EPM) test in Sprague-Dawley rats exposed to GET73 (5–50 mg/kg; ir) results in anxiolytic effects [3]. |
| Cell Assay |
Cell Viability Assay[1] Cell Types: Rat Hippocampal Neurons Tested Concentrations: 0.1 µM, 1 µM, 10 µM Incubation Duration: 1 hour Experimental Results: Prevention of ethanol (75 mM, 4 days)-induced decrease in MTT. |
| Animal Protocol |
Animal/Disease Models: Male SD rat (200-300 g and 300-350 g) [3] Doses: 5 mg/kg, 10 mg/kg, 25 mg/kg, 50 mg/kg Route of Administration: po (oral gavage) Experimental Results: Exerts anxiolytic effects in rats exposed to the elevated plus maze (EPM) test. |
| References |
[1]. Tomasini MC, et al. GET73 Prevents Ethanol-Induced Neurotoxicity in Primary Cultures of Rat Hippocampal Neurons. Alcohol Alcohol. 2016 Mar;51(2):128-35. [2]. Ferraro L, et al. GET73 modulates rat hippocampal glutamate transmission: evidence for a functional interaction with mGluR5. Pharmacol Rep. 2011;63(6):1359-71. [3]. Loche A, et al. Anti-Alcohol and Anxiolytic Properties of a New Chemical Entity, GET73. Front Psychiatry. 2012 Feb 14;3:8. |
| Additional Infomation | Get 73 has been investigated for the treatment of Alcohol Dependence. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~363.28 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.08 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 (9.08 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.08 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.6328 mL | 18.1640 mL | 36.3280 mL | |
| 5 mM | 0.7266 mL | 3.6328 mL | 7.2656 mL | |
| 10 mM | 0.3633 mL | 1.8164 mL | 3.6328 mL |