RimantadineCAS# 13392-28-4 |
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Quality Control & MSDS
3D structure
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| Cas No. | 13392-28-4 | SDF | Download SDF |
| PubChem ID | 5071 | Appearance | Powder |
| Formula | C12H21N | M.Wt | 179.3 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | 1-Rimantadine | ||
| Solubility | Soluble in DMSO > 10 mM | ||
| Chemical Name | 1-(1-adamantyl)ethanamine | ||
| SMILES | CC(C12CC3CC(C1)CC(C3)C2)N | ||
| Standard InChIKey | UBCHPRBFMUDMNC-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-11H,2-7,13H2,1H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Rimantadine (Flumadine) is an anti-influenza virus drug.
Target: Influenza Virus
rimantadine are oral antiviral drugs useful in the prophylaxis and treatment of influenza A virus infections. rimantadine has prophylactic efficacy comparable to amantadine but lower potential for causing adverse effects [1]. double-blind study of children with influenza-like illness. 37 received rimantadine for five days. Of the total 37 children in the rimantadine group, 27% were found to have resistant isolated compared with 6% in the total group receiving acetaminophen (P < .04). Furthermore, the mean inhibitory concentration of rimantadine increased with time in the rimantadine group (r = .4, P = .002) [2]. References: | |||||
Rimantadine Dilution Calculator
Rimantadine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.5772 mL | 27.8862 mL | 55.7724 mL | 111.5449 mL | 139.4311 mL |
| 5 mM | 1.1154 mL | 5.5772 mL | 11.1545 mL | 22.309 mL | 27.8862 mL |
| 10 mM | 0.5577 mL | 2.7886 mL | 5.5772 mL | 11.1545 mL | 13.9431 mL |
| 50 mM | 0.1115 mL | 0.5577 mL | 1.1154 mL | 2.2309 mL | 2.7886 mL |
| 100 mM | 0.0558 mL | 0.2789 mL | 0.5577 mL | 1.1154 mL | 1.3943 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Affinity of Rimantadine Enantiomers against Influenza A/M2 Protein Revisited.[Pubmed:28217261]
ACS Med Chem Lett. 2017 Jan 27;8(2):145-150.
Recent findings from solid state NMR (ssNMR) studies suggested that the (R)-enantiomer of Rimantadine binds to the full M2 protein with higher affinity than the (S)-enantiomer. Intrigued by these findings, we applied functional assays, such as antiviral assay and electrophysiology (EP), to evaluate the binding affinity of Rimantadine enantiomers to the M2 protein channel. Unexpectedly, no significant difference was found between the two enantiomers. Our experimental data based on the full M2 protein function were further supported by alchemical free energy calculations and isothermal titration calorimetry (ITC) allowing an evaluation of the binding affinity of Rimantadine enantiomers to the M2TM pore. Both enantiomers have similar channel blockage, affinity, and antiviral potency.
Simultaneous determination of amantadine, rimantadine, and memantine in processed products, chicken tissues, and eggs by liquid chromatography with tandem mass spectrometry.[Pubmed:28107701]
J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Feb 15;1044-1045:142-148.
A simultaneous determination of amantadine, Rimantadine, and memantine in processed products (deep-fried chicken, fried chicken, fried quail egg, and grilled chicken) with liquid chromatography tandem mass spectrometry (LC-MS/MS) was developed. This new method was also applicable for chicken tissue (muscle, liver, and gizzard) and eggs. The chromatographic separation was performed on a Kinetex((R)) XB-C18 core-shell technology column using a mobile phase of acetonitrile and 0.1% formic acid in a 10mmol/L ammonium formate solution, resulting in the complete separation of isomers (Rimantadine and memantine) and any other obstructive peaks from the sample matrices. Sample preparation was performed by a modified QuEChERS method using acetonitrile and a 0.1% acetic acid extraction solution and cleaned using an Oasis((R)) MCX cartridge. The sample matrix had no effect on the identification of the compounds. For quantification, an external solvent calibration curve was used. This new method exhibited good accuracy ranging from 79.9% to 91.5%. The relative standard deviation of repeatability (RSDr) ranged from 1.2% to 3.6% and the relative standard deviation of within-laboratory reproducibility (RSDWR) ranged from 1.3% to 6.0%. These standard deviations satisfied the criteria for Japanese validation guidelines. The limit of quantification (LOQ) was 1.0mug/kg for all samples. Analyte residues were not detected in 55 samples using the validated method.
Stereoselective synthesis of novel adamantane derivatives with high potency against rimantadine-resistant influenza A virus strains.[Pubmed:28338150]
Org Biomol Chem. 2017 Apr 11;15(15):3152-3157.
A series of (R)- and (S)-isomers of new adamantane-substituted heterocycles (1,3-oxazinan-2-one, piperidine-2,4-dione, piperidine-2-one and piperidine) with potent activity against Rimantadine-resistant strains of influenza A virus were synthesized through the transformation of adamantyl-substituted N-Boc-homoallylamines 8 into piperidine-2,4-diones 11 through the cyclic bromourethanes 9 and key intermediate enol esters 10. Biological assays of the prepared compounds were performed on the Rimantadine-resistant S31N mutated strains of influenza A - A/California/7/2009(H1N1)pdm09 and modern pandemic strain A/IIV-Orenburg/29-L/2016(H1N1)pdm09. The most potent compounds were both enantiomers of the enol ester 10 displaying IC50 = 7.7 muM with the 2016 Orenburg strain.
Dispersive micro solid phase extraction of amantadine, rimantadine and memantine in chicken muscle with magnetic cation exchange polymer.[Pubmed:28334651]
J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Apr 15;1051:92-96.
This study demonstrated a novel dispersive micro solid phase extraction (DMSPE) method for extraction of adamantane drugs (amantadine, Rimantadine and memantine) in chicken muscle. The adamantane drugs were extracted from chicken muscle using 1% acidic acetonitrile as extraction solvent. The cleanup of fatty matrices from analytes was achieved by the DMSPE technique using magnetic cation exchange polymer as adsorbent. In this procedure, the experimental parameters and conditions were optimized in detail for the improvement of extraction efficiency. The method showed low limit of detection of 0.03mug/kg and recoveries of the analytes ranged from 87.2% to 109.3% for adamantane drugs. The proposed DMSPE method proved to be simple, effective and suitable for the treatment of adamantane drugs in chicken muscle with a relatively shorter extraction time.
