| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
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| Other Sizes |
| Targets |
Target: Bacterial 50S Ribosomal Subunit. Thiamphenicol binds to the 50S ribosomal subunit, inhibiting peptidyl transferase activity and blocking protein chain elongation. This leads to suppression of bacterial protein synthesis and growth. The labeled form is used as an internal standard for the quantification of thiamphenicol in biological samples by LC-MS/MS.
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|---|---|
| ln Vitro |
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
In vitro, the labeled standard is an analytical tool with no direct biological activity. The unlabeled thiamphenicol is a broad-spectrum antibiotic that is 2.5 to 5 times more potent than chloramphenicol. It inhibits bacterial protein synthesis at sub-micromolar concentrations and shows bacteriostatic effects against a wide range of pathogens including respiratory and sexually transmitted bacteria. |
| ln Vivo |
In vivo, the unlabeled thiamphenicol is used clinically to treat bacterial infections including sexually transmitted infections (STIs) and pelvic inflammatory disease. It is well-absorbed orally, achieves good tissue penetration, and has a favorable safety profile compared to chloramphenicol (no risk of aplastic anemia). The deuterated standard is not therapeutically active.
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| Enzyme Assay |
For cell-free assays: plasma, serum, or urine samples are spiked with Thiamphenicol-d3 internal standard. After protein precipitation with acetonitrile or methanol and centrifugation, the supernatant is injected into an LC-MS/MS system. Quantitation is achieved by comparing the analyte peak area to the internal standard peak area. A C18 reverse-phase column and positive ion mode ESI-MS/MS are typically used.
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| Cell Assay |
No cell-based assays are performed with the deuterated standard. The unlabeled thiamphenicol is tested in bacterial susceptibility assays using broth microdilution or disk diffusion methods according to CLSI guidelines. Minimum inhibitory concentrations (MICs) are determined against Gram-positive and Gram-negative reference strains. The labeled compound is not used in these assays.
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| Animal Protocol |
No animal studies are conducted with the labeled internal standard itself. For PK and residue studies of thiamphenicol in food-producing animals (e.g., pigs, chickens, cows), tissues or plasma samples are collected after drug administration. The deuterated internal standard is used in LC-MS/MS bioanalysis to quantify thiamphenicol concentrations for residue monitoring and PK parameter determination.
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| ADME/Pharmacokinetics |
PK properties of thiamphenicol: after oral administration, it is rapidly and almost completely absorbed (bioavailability >90%). Tmax is 1-2 h, plasma half-life is 4-8 h, and it is excreted unchanged in urine (60-90%). It is less protein-bound than chloramphenicol (approx. 10-20%) and penetrates well into tissues including the CNS. No dose adjustment is required for renal impairment.
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| Toxicity/Toxicokinetics |
Toxicity profile: Thiamphenicol has a better safety profile than chloramphenicol; it does not cause dose-dependent aplastic anemia. Common adverse effects include mild gastrointestinal disturbances, dose-dependent reversible bone marrow suppression (leukopenia, thrombocytopenia), and rare hypersensitivity reactions. The labeled compound is for research use only and is not for human therapeutic administration.
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| References | |
| Additional Infomation |
Thiamphenicol-d3 is a research standard and is not an active drug substance. The unlabeled thiamphenicol is approved for clinical use in many countries (including the EU, China, and Latin America) for the treatment of respiratory tract infections, typhoid fever, and sexually transmitted infections. It is not FDA-approved in the USA due to concerns about bone marrow toxicity, but it is available in other regions. The labeled standard is used for pharmaceutical quality control and regulatory compliance testing.
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| Exact Mass |
358.024
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|---|---|
| CAS # |
2211914-19-9
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| Related CAS # |
Thiamphenicol;15318-45-3
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| PubChem CID |
139024769
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| Appearance |
White to off-white solid powder
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
21
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| Complexity |
443
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| Defined Atom Stereocenter Count |
2
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| SMILES |
[2H]C([2H])([2H])S(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O
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| InChi Key |
OTVAEFIXJLOWRX-BFHKXKNSSA-N
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| InChi Code |
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/i1D3
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| Chemical Name |
2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-[4-(trideuteriomethylsulfonyl)phenyl]propan-2-yl]acetamide
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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 Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| 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.) |
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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