Sulfamerazine
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| Category | Antibiotics |
| Catalog number | BBF-03982 |
| CAS | 127-79-7 |
| Molecular Weight | 264.30 |
| Molecular Formula | C11H12N4O2S |
| Purity | >98% |
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Description
Sulfamerazine is a sulfonamide antibacterial. Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.
Specification
| Related CAS | 127-58-2 (sodium) |
| Synonyms | RP 2632; RP2632; RP-2632 |
| Storage | Store at 2-8°C |
| IUPAC Name | 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide |
| Canonical SMILES | CC1=NC(=NC=C1)NS(=O)(=O)C2=CC=C(C=C2)N |
| InChI | InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15) |
| InChI Key | QPPBRPIAZZHUNT-UHFFFAOYSA-N |
Properties
| Appearance | White to Light Yellow Powder |
| Application | Anti-Bacterial Agents |
| Boiling Point | 519.1°C at 760 mmHg |
| Melting Point | 234-238°C |
| Density | 1.439 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1.New antimicrobial chitosan derivatives for wound dressing applications.
Dragostin OM1, Samal SK2, Dash M3, Lupascu F1, Pânzariu A1, Tuchilus C4, Ghetu N5, Danciu M6, Dubruel P3, Pieptu D5, Vasile C7, Tatia R8, Profire L9. Carbohydr Polym. 2016 May 5;141:28-40. doi: 10.1016/j.carbpol.2015.12.078. Epub 2016 Jan 4.
Chitosan is a non-toxic, biocompatible, biodegradable natural cationic polymer known for its low imunogenicity, antimicrobial, antioxidant effects and wound-healing activity. To improve its therapeutic potential, new chitosan-sulfonamide derivatives have been designed to develop new wound dressing biomaterials. The structural, morphological and physico-chemical properties of synthesized chitosan derivatives were analyzed by FT-IR, (1)H NMR spectroscopy, scanning electron microscopy, swelling ability and porosity. Antimicrobial, in vivo testing and biodegradation behavior have been also performed. The chitosan derivative membranes showed improved swelling and biodegradation rate, which are important characteristics required for the wound healing process. The antimicrobial assay evidenced that chitosan-based sulfadiazine, sulfadimethoxine and sulfamethoxazole derivatives were the most active. The MTT assay showed that some of chitosan derivatives are nontoxic.
2.Development and Characterization of Novel Films Based on Sulfonamide-Chitosan Derivatives for Potential Wound Dressing.
Dragostin OM1, Samal SK2, Lupascu F3, Pânzariu A4, Dubruel P5, Lupascu D6, Tuchilus C7, Vasile C8, Profire L9. Int J Mol Sci. 2015 Dec 15;16(12):29843-55. doi: 10.3390/ijms161226204.
The objective of this study was to develop new films based on chitosan functionalized with sulfonamide drugs (sulfametoxydiazine, sulfadiazine, sulfadimetho-xine, sulfamethoxazol, sulfamerazine, sulfizoxazol) in order to enhance the biological effects of chitosan. The morphology and physical properties of functionalized chitosan films as well the antioxidant effects of sulfonamide-chitosan derivatives were investigated. The chitosan-derivative films showed a rough surface and hydrophilic properties, which are very important features for their use as a wound dressing. The film based on chitosan-sulfisoxazol (CS-S6) showed the highest swelling ratio (197%) and the highest biodegradation rate (63.04%) in comparison to chitosan film for which the swelling ratio was 190% and biodegradation rate was only 10%. Referring to the antioxidant effects the most active was chitosan-sulfamerazine (CS-S5) which was 8.3 times more active than chitosan related to DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging ability.
3.Method optimization and validation for the determination of eight sulfonamides in chicken muscle and eggs by modified QuEChERS and liquid chromatography with fluorescence detection.
Huertas-Pérez JF1, Arroyo-Manzanares N1, Havlíková L2, Gámiz-Gracia L1, Solich P2, García-Campaña AM3. J Pharm Biomed Anal. 2016 May 30;124:261-6. doi: 10.1016/j.jpba.2016.02.040. Epub 2016 Mar 3.
A simple, effective and reliable method for the determination of eight sulfonamide antibiotics (sulfadiazine, sulfapiridine, sulfamerazine, sulfamethazine, sulfachloropiridazine, sulfamethoxazole, sulfadoxine, sulfadimethoxin) in chicken muscle and eggs by liquid chromatography and fluorescence detection has been developed and validated. Sulfonamides do not present native fluorescence, however their direct determination was achieved by on-line post-column photochemical derivatization by UV irradiation. Sample treatment was based on QuEChERS with several modifications depending on the matrix. Egg extracts were cleaned-up using PSA for the dispersive solid phase extraction step. On the other hand, a new clean-up sorbent, Supel™ QuE Z-Sep(+), has been successfully applied in chicken muscle extract and has proved to be effective for interference removal from this matrix. Under optimum conditions, recoveries from 65.9 to 88.1%, relative standard deviations lower than 10% (except for sulfachloropiridazine), and limits of quantification (LOQs) from 14 to 85μgkg(-1) were achieved.
4.[Simultaneous determination of three sulfonamide residues in modified milk by ultra performance liquid chromatography-tandem mass spectrometry].
Cheng G, Wu X, Jin Z, Zhang Y, Hao D, Tong M, Gao J. Se Pu. 2015 Aug;33(8):892-6.
An ultra performance liquid chromatography-tandem mass spectrometry (UPLC-MS/ MS) method for the residue determination of sulfadiazine, sulfamerazine and sulfamethazine in modified milk was established. The modified milk samples were extracted and their protein precipitated with water (containing 1% (v/v) acetic acid) and methanol. Then they were purified with an HLB solid phase extraction cartridge. The separation was performed on an ACQUITY UPLC HSS T3 column (100 mm x 2.1 mm, 1.8 µm) with a gradient system of water (containing 0.1% (v/v) formic acid) and acetonitrile as mobile phases at a flow rate of 0.3 mL/min, and detected by the MS in ESI+ mode. Standard curves were drawn by using matrix standard addition method, and the external standard method was used for quantitative analysis. The limits of quantification were 1 µg/kg. The calibration curves for the three sulfa drugs were linear in the mass concentration range of 1-100 µg/L with R2 ≥ 0.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
