ThiamphenicolCAS# 15318-45-3 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 15318-45-3 | SDF | Download SDF |
| PubChem ID | 27200 | Appearance | Powder |
| Formula | C12H15Cl2NO5S | M.Wt | 356.22 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | Thiophenicol; Dextrosulphenidol | ||
| Solubility | DMSO : 100 mg/mL (280.73 mM; Need ultrasonic) H2O : 2 mg/mL (5.61 mM; Need ultrasonic) | ||
| Chemical Name | 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide | ||
| SMILES | CS(=O)(=O)C1=CC=C(C=C1)C(C(CO)NC(=O)C(Cl)Cl)O | ||
| Standard InChIKey | OTVAEFIXJLOWRX-NXEZZACHSA-N | ||
| Standard InChI | InChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1 | ||
| 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 | Thiamphenicol is an antimicrobial antibiotic and a methyl-sulfonyl analogue of chloramphenicol.
Target: Antibacterial
Thiamphenicol (also known as thiophenicol and dextrosulphenidol) is an antibiotic. It is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Like chloramphenicol, it is insoluble in water, but highly soluble in lipids. It is used in many countries as a veterinary antibiotic, but is available in China, Morocco and Italy for use in humans. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia. Thiamphenicol is a derivative of chloramphenicol characterized by a spectrum comparable to that of the parent compound against multiresistant pathogens but showing satisfactory tolerability. Thiamphenicol showed a significant PAE (0.33 to 2.9h) on all pathogens studied and a powerful bactericidal effect against beta-lactamase-positive and -negative H. influenzae. These results indicate a good in vitro activity of thiamphenicol against difficult-to-treat multiply resistant pathogens [1, 2]. References: | |||||
Thiamphenicol Dilution Calculator
Thiamphenicol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8073 mL | 14.0363 mL | 28.0725 mL | 56.1451 mL | 70.1813 mL |
| 5 mM | 0.5615 mL | 2.8073 mL | 5.6145 mL | 11.229 mL | 14.0363 mL |
| 10 mM | 0.2807 mL | 1.4036 mL | 2.8073 mL | 5.6145 mL | 7.0181 mL |
| 50 mM | 0.0561 mL | 0.2807 mL | 0.5615 mL | 1.1229 mL | 1.4036 mL |
| 100 mM | 0.0281 mL | 0.1404 mL | 0.2807 mL | 0.5615 mL | 0.7018 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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Electrocatalytic reduction of low-concentration thiamphenicol and florfenicol in wastewater with multi-walled carbon nanotubes modified electrode.[Pubmed:28314194]
J Hazard Mater. 2017 Jun 15;332:168-175.
The electrocatalytic reduction of Thiamphenicol (TAP) and florfenicol (FF) was investigated with multi-walled carbon nanotubes (MWCNTs) modified electrode. MWCNTs was dispersed in pure water with the assistance of dihexadecyl phosphate (DHP), and then modified on glassy carbon electrode (GCE). The electrocatalytic reduction conditions, such as bias voltage, supporting electrolyte and its initial pH, and the initial concentrations of TAP and FF, were also optimized. The experimental results indicated that the removal efficiencies of 2mgL(-1) TAP and FF in 0.1M NH3.H2O-NH4Cl solution (pH 7.0) reached 87% and 89% at a bias voltage of -1.2V after 24h electrocatalytic reduction, respectively. The removal process could be described by pseudo first-order kinetic model, and the removal rate constants of TAP and FF were obtained as 0.0837 and 0.0915h(-1), respectively. The electrocatalytic reduction products of TAP and FF were identified by liquid chromatography-tandem mass spectrometry (LC-MS/MS), and the possible reduction mechanisms were preliminarily analyzed. Electrocatalytic reduction is promising to remove low-concentration TAP and FF in wastewater with the MWCNTs modified electrode, and may cut down their toxicity through dehalogenation and carbonyl reduction.
Effect of florfenicol and thiamphenicol exposure on the photosynthesis and antioxidant system of Microcystis flos-aquae.[Pubmed:28257901]
Aquat Toxicol. 2017 May;186:67-76.
Florfenicol (FF) and Thiamphenicol (TAP) are two typical pharmaceuticals used widely as therapeutica antibiotic agents in aquaculture. However, little is known about the potential adverse effects of these two antibiotics on non-target organisms in the aquatic ecosystem. In this study we investigated the effects of FF and TAP on photosynthesis and the antioxidant system of the cyanobacteria Microcystis flos-aquae. Over a concentration range of 0.001-1mug/L, the results showed that both FF and TAP significantly increased the chlorophyll a content of M. flos-aquae, while the superoxide dismutase (SOD) activity, catalase (CAT) activity and the levels of malondialdehyde (MDA) changed slightly. In contrast, the chlorophyll a content of M. flos-aqua was significantly inhibited (p<0.01) at high concentrations (>1mug/L) of FF and TAP, reaching a 46% inhibition level at 50mug/L FF and 56% inhibition at 100mug/L TAP. At the same time, the activities of SOD and CAT along with MDA content also increased significantly (p<0.01), indicating that the high concentrations of both FF and TAP led to oxidative stress in the algae. In addition, the M. flos-aquae fluorescence parameters (Fv/Fm, Fv/Fo, alpha, ETRmax and Ik) increased with increasing concentration of both FF and TAP, which may be the result of the increasing photoprotection capacity.
Deep eutectic solvents for the purification of chloromycetin and thiamphenicol from milk.[Pubmed:27888570]
J Sep Sci. 2017 Feb;40(3):625-634.
Deep eutectic solvents were used in both dispersive liquid-liquid microextraction and solid-phase extraction for the purification of chloromycetin and Thiamphenicol from milk. In the dispersive liquid-liquid microextraction procedure, deep eutectic solvents mixed with chloroform at different ratios (0:1-5:1, v/v) were used as the extraction agent to optimize the procedure, and the ratio of 2:1 v/v was found to be the best extraction agent with 87.23 and 83.17% recoveries of chloromycetin and Thiamphenicol, respectively. Furthermore, deep eutectic solvents were also used to modify molecular imprinted polymers in solid-phase extraction procedure, and the polymers were used to purify chloromycetin and Thiamphenicol from milk. Fourier transform infrared spectroscopy, and nuclear magnetic resonance spectroscopy were used to characterize the polymers. The solid-phase extraction recoveries with deep eutectic solvents with molecularly imprinted polymers (chloromycetin and Thiamphenicol, two templates), molecularly imprinted polymers (without deep eutectic solvents), and nonimprinted polymers (without a template) for chloromycetin were 91.23, 82.64, and 57.3%, respectively, and recoveries for Thiamphenicol were 87.02, 79.03, and 52.27%, respectively. The recoveries of chloromycetin and Thiamphenicol from milk in the solid-phase extraction procedure were higher than using deep eutectic solvents mixed with chloroform as the extraction agent in the dispersive liquid-liquid microextraction procedure.
Florfenicol induces more severe hemotoxicity and immunotoxicity than equal doses of chloramphenicol and thiamphenicol in Kunming mice.[Pubmed:27788606]
Immunopharmacol Immunotoxicol. 2016 Dec;38(6):472-485.
Amphenicols are effective, broad-spectrum antibiotics that function by inhibiting the peptidyl transferase activity of bacteria, while the drugs can also inhibit mitochondrial protein synthesis in eukaryotes through the same mechanism, which leads to multi-organ toxicity. Some side effects of each drug have been studied, while differences in the severity of the hemotoxicities and immunotoxicities of amphenicols have not been reported. Thus, it is important to identify, evaluate, and compare the potential hemotoxicities and immunotoxicities to guide their proper use in humans and animals, which will guarantee food safety and animal welfare. Ovalbumin-immunized Kunming mice were gavaged daily with amphenicols for seven days. Blood samples were collected for hematology analysis, and measuring anti-ovalbumin antibody levels and serum intereukin-2 concentrations. The bone marrow, spleen and thymus were collected for histopathology and apoptosis analyzes. Bone marrow nucleated cells (BMNCs) and splenocytes were harvested to determine their cell cycle stages and to analyze lymphocyte proliferation. The results demonstrated that amphenicols, especially florfenicol (FLO), induced cell cycle arrest and apoptosis of hematopoietic cells, and it changed the bone marrow hematopoietic microenvironment by decreasing the number of peripheral blood cells. Moreover, amphenicols, especially FLO, induced hypoplasia and atrophy of the spleen and thymus, induced cell cycle arrest, as well as splenocyte apoptosis, and decreased the proliferation and viability of lymphocytes and the humoral and cellular immunity of the treated mice. These results suggest that amphenicols induce hemotoxicity and immunotoxicity to some extent, and that FLO induces more severe toxicity than equal doses of chloramphenicol (CAP) and Thiamphenicol (TAP).
