Name | thiamphenicol |
Synonyms | thiophenicol THIAMPHENICOL thiamphenicol methylsulfonyl chloramphenicol Methylsulfonyl chloramphenicol 2,2-dichloro-N-{1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]propan-2-yl}acetamide d-threo-2,2-dichloro-n-(β-hydroxy-α-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide Acetamide, 2,2-dichloro-N-(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-4-(methylsulfonyl)phenylethyl- D-THREO-2,2-DICHLORO-N-(BETA-HYDROXY-ALPHA-[HYDROXYMETHYL]-4-[METHYLSULFONYL]PHENETHYL)ACETAMIDE D-THREO-2,2-DICHLORO-N-[BETA-HYDROXY-ALPHA-(HYDROXYMETHYL)-P-(METHYL-SULFONYL)PHENETHYL]ACETAMIDE Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-, [R-(R*,R*)]- Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]- (9CI) |
CAS | 15318-45-3 |
EINECS | 239-355-3 |
InChI | InChI=1/C12H14Cl2N2O7S/c1-24(21,22)23-6-9(15-12(18)11(13)14)10(17)7-2-4-8(5-3-7)16(19)20/h2-5,9-11,17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1 |
InChIKey | OTVAEFIXJLOWRX-NXEZZACHSA-N |
Molecular Formula | C12H15Cl2NO5S |
Molar Mass | 356.22 |
Density | 1.3281 (rough estimate) |
Melting Point | 163-166°C |
Boling Point | 695.9±55.0 °C(Predicted) |
Specific Rotation(α) | D25 +12.9° (ethanol) |
Water Solubility | Soluble in acetonitrile or DMF. Slightly soluble in water |
Solubility | Soluble in water and methanol, slightly soluble in ethanol, acetone, almost insoluble in ether, chloroform |
Appearance | grayish white solid |
Color | white to off-white |
Merck | 14,9301 |
BRN | 2819542 |
pKa | 11.05±0.46(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.6000 (estimate) |
MDL | MFCD00467983 |
Physical and Chemical Properties | White to off-white crystalline powder or crystal. Melting point (°c) 178-180 (mixed),164-166 (dextrorotatory). |
Use | Mainly used for the treatment of respiratory, urinary, hepatobiliary, typhoid and other intestinal surgery, obstetrics and gynecology and ENT infections and other diseases, especially in mild and moderate infections |
In vitro study | Thiamphenicol shows a significant post-antibiotic effect (PAE) (0.33 to 2.9h) on all pathogens studied ( S. pneumoniae , S. aureus and Escherichia coli ) and a powerful bactericidal effect against β-lactamase-positive and -negative H. influenzae . Thiamphenicol MICs for the microorganisms analyzed are: 32 mg/L ( S. aureus and E. coli ), 2 mg/L ( S. pneumoniae ) and 0.25 mg/L ( H. influenzae ). Thiamphenicol shows a good in vitro activity against difficult-to-treat multiply resistant pathogens. |
In vivo study | The pharmacokinetics of Thiamphenicol (30 mg/kg) after single intravenous (IV) and oral (PO) administration is investigated in Mulard ducks. After IV administration, for Thiamphenicol, the mean residence time is 2.83 hours, the general half-life is 1.96 hours, the clearance is 0.04 L/hr/kg. Pharmacokinetics after PO administration is very similar for IV administration. Thiamphenicol shows rapid absorption and bioavailability of more than 70%. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 2 |
RTECS | AB6680000 |
HS Code | 29414000 |
Reference Show more | 1. [IF=7.46] Yufeng Sun et al."Voltammetric sensor for chloramphenicol determination based on a dual signal enhancement strategy with ordered mesoporous carbon@polydopamine and β-cyclodextrin."Sensor Actuat B-Chem. 2018 Feb;255:2155 2. [IF=2.082] Qin Guo et al."Synergistic inhibition effects of tea polyphenols as adjuvant of oxytetracycline on Vibrio parahaemolyticus and enhancement of Vibriosis resistance of Exopalaemon carinicauda."Aquac Res. 2021 Aug;52(8):3900-3910 3. [IF=7.514] Shuang Han et al."Preparation of mesh covalent organic framework Tppa-2-based adsorption enhanced magnetic molecularly imprinted composite for selective extraction of tetracycline residues from animal-derived foods."Food Chem. 2022 Aug;384:132601 |
This product is N-[1- (hydroxymethyl) -2-hydroxy-2-[4-(methylsulfonyl) phenyl] ethyl] -2, 2-dichloroacetamide. The content of C12H15C12N05S shall not be less than 98.0% calculated as the dry product.
The melting point of this product (General 0612) is 163~167°C.
take this product, precision weighing, plus N ,N-dimethylformamide dissolved and quantitatively diluted to make a solution containing about 50mg per 1 ml, determined according to law (General 0621 ), the specific rotation is from one 21 ° to one 24 °.
take this product, precision weighing, add water to dissolve (about 40°C heating dissolution) and quantitatively dilute to make a solution containing about 0.2mg per 1 ml, according to UV-Vis spectrophotometry (General rule 0401), the absorbance was measured at the wavelengths of 266nm and 273nm, and the absorption coefficients were 25-28 and 21.5-23.5, respectively; the above test solution was quantitatively diluted with water to make a solution containing about 10ug per 1 ml. The absorbance was measured at a wavelength of 224nm, and the absorption coefficient was 370 to 400.
take this product O.lg, add 20ml of water to dissolve, add 0.LML of bromothymol blue indicator solution; If Blue, add 0.02 ml of hydrochloric acid titration solution (0.10 mol/L), the strain is yellow; If yellow, 0.02 of sodium hydroxide titration solution (0.10 mol/L) was added, and the strain was blue.
take this product, add mobile phase to dissolve and dilute to make a solution containing about lmg per lml as a test solution; Take lml for precision measurement and put it in a 100ml measuring flask, dilute to the scale with the mobile phase, shake, and serve as a control solution. According to the chromatographic conditions under the content determination item, 10ul of the test solution and the control solution are accurately weighed and injected into the human liquid chromatograph respectively, and the chromatogram is recorded to 3.5 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than the area of the main peak of the control solution (1.0%); the sum of each impurity peak area shall not be greater than 2 times (2.0%) of the main peak area of the control solution, and the peaks in the chromatogram of the test solution which are smaller than 0.05 times of the main peak area of the control solution are ignored.
take 0.5g of this product, add 30ml of water, shake for 5 minutes, filter, take 15ml of filtrate, add 1.5 of dilute nitric acid, and immediately add 0.1 mol / L silver nitrate solution 1ml, placed in the dark for 2 minutes, according to the law to check (General rule 0801), compared with the standard sodium chloride solution 5.0ml made of the control solution, not more concentrated (0.02%).
take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).
This product l.O g, inspection according to law (General 0841), residue shall not exceed 0.1%.
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
measured by high performance liquid chromatography (General 0512).
with eighteen alkyl silane bonded silica gel as filler; With water-acetonitrile (4:1) as mobile phase; The detection wavelength was 225nm, take the product 25mg, put in 25ml measuring flask, add 2ml of lmol/L sodium hydroxide solution to dissolve, place at room temperature for 10 minutes, add 2ml of lmol/L hydrochloric acid solution, dilute with mobile phase to the scale, shake well, take 5ml, put it in 50ml measuring flask, add 5mg thiamphenicol reference, dissolve with mobile phase and dilute to the scale, shake well, take 10ul injection liquid chromatograph, record chromatogram, the resolution between thiamphenicol alkaline degradation peak and thiamphenicol peak should meet the requirements.
take about 0.lg of this product, weigh it accurately, put it in a 100ml measuring flask, add the mobile phase to dissolve and dilute to the scale, shake well, take 5ml accurately, put it in a 50ml measuring flask, dilute to the scale with mobile phase, shake well, as a test solution, take the precision l0ul injection liquid chromatograph, record the chromatogram; Take the appropriate amount of thiamphenicol reference, the same method for determination. According to the external standard method to calculate the peak area, that is.
amide alcohol antibiotics.
light-shielded, sealed, and stored in a dry place.
This product contains thiamphenicol (C12H15Cl2NO5S) should be labeled the amount of 90.0% to 110.0%.
This product is an enteric-coated tablet, White after removing the coating.
Take 10 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (about 0.1g equivalent to thiamphenicol), put it in a 100ml measuring flask, and add an appropriate amount of mobile phase, shake to dissolve thiamphenicol and dilute to the scale with mobile phase, shake well, filter, Take 5ml of continuous filtrate precisely, put it in 50ml measuring flask, dilute to the scale with mobile phase, shake well, as a test solution. According to the method under the item of thiamphenicol, obtained.
Same as thiamphenicol.
(1)0.125g (2)0.25g
light-shielded, sealed, and stored in a dry place.
This product contains thiamphenicol (C12H15C12NO5S) should be the label amount of 90.0% ~ 110.0%.
take the content under the item of loading amount difference, mix evenly, accurately weigh appropriate amount (about equivalent to thiamphenicol O.lg), put in 100ml measuring flask, add mobile phase to dissolve and dilute to the scale., shake well, filter, Take 5ml of continuous filtrate with precision, put it in 50ml measuring flask, dilute to the scale with mobile phase, shake well, as a test solution. According to the method under the item of thiamphenicol, obtained.
Same as thiamphenicol.
(1)0.125g (2)0.25g
light-shielded, sealed, and stored in a dry place.