Sulfapyridine
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| Category | Antibiotics |
| Catalog number | BBF-04486 |
| CAS | 144-83-2 |
| Molecular Weight | 249.29 |
| Molecular Formula | C11H11N3O2S |
| Purity | >98% |
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Description
Sulfapyridine is a short-acting sulfonamide antibiotic used in the treatment of dermatitis herpetiformis. It has antibacterial activity.
Specification
| Synonyms | A 499; A499; A-499; Sulfapyridine; Plurazol; Pyriamid; 4-Amino-N-2-pyridinylbenzenesulfonamide; 2-Sulfanilamidopyridine; 2-Sulfapyridine; Adiplon; Coccoclase; Dagenan; Eubasin; Eubasinum; Haptocil; Sulfidine; Thioseptal; Trianon; Sulfasalazine Impurity J |
| Storage | Store at 2-8°C under inert atmosphere |
| IUPAC Name | 4-amino-N-pyridin-2-ylbenzenesulfonamide |
| Canonical SMILES | C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N |
| InChI | InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14) |
| InChI Key | GECHUMIMRBOMGK-UHFFFAOYSA-N |
Properties
| Appearance | White to Off-white Solid |
| Application | Anti-Infective Agents |
| Antibiotic Activity Spectrum | Bacteria |
| Boiling Point | 473.5±51.0°C (Predicted) |
| Melting Point | 191-196°C |
| Density | 1.432 g/cm3 |
| Solubility | Slightly soluble in DMSO, Methanol |
Reference Reading
1.Advanced oxidation of the antibiotic sulfapyridine by UV/H2O2: Characterization of its transformation products and ecotoxicological implications.
García-Galán MJ1, Anfruns A2, Gonzalez-Olmos R3, Rodriguez-Mozaz S4, Comas J5. Chemosphere. 2016 Mar;147:451-9. doi: 10.1016/j.chemosphere.2015.12.108. Epub 2016 Jan 17.
The aim of the present work is to investigate, under lab-scale conditions, the removal and transformation of the antibiotic sulfapyridine (SPY) upon advanced oxidation with UV/H2O2. High resolution mass spectrometry (HRMS) analyses by means of an ultra-high pressure liquid chromatography (UHPLC)-linear ion trap high resolution Orbitrap instrument (LTQ-Orbitrap-MS) were carried out in order to elucidate the different transformation products (TPs) generated. The abatement (>99%) of the antibiotic was only achieved after 180 min, highlighting its resilience to elimination and its potential persistence in the environment A total of 10 TPs for SPY were detected and their molecular structures elucidated by means of MS(2) and MS(3) scans. Finally, the combined ecotoxicity at different treatment times was evaluated by means of bioluminescence inhibition assays with the marine bacteria Vibrio fischeri.
2.Insights into photolytic mechanism of sulfapyridine induced by triplet-excited dissolved organic matter.
Li Y1, Chen J2, Qiao X1, Zhang H3, Zhang YN1, Zhou C1. Chemosphere. 2016 Mar;147:305-10. doi: 10.1016/j.chemosphere.2015.12.115. Epub 2016 Jan 15.
The ubiquity of sulfonamide antibiotics (SAs) in natural waters urges insights into their fate for ecological risk assessment in the aqueous euphotic zone. In this study, we investigated the effect of dissolved organic matter (DOM) on the photolysis of SAs with sulfapyridine as a reprentative. Results show that excited triplet state DOM ((3)DOM(∗)) is largely responsible for the photodegradation of sulfapyridine. The reaction of (3)DOM(∗) with a substructure model compound of SAs confirmed that sulfapyridine has one reaction site (aniline-N). Density functional theory (DFT) calculation was performed, which indicates that the anionic sulfapyridine has higher (3)DOM(∗) reactivity than that of the neutral form, which was also confirmed by steady state photolytic experiments. In the reaction, electrons of the aniline-N transfer to the carbonyl oxygen atom of (3)DOM(∗) moiety, followed by proton transfer, and leading to the formation of sulfapyridine radicals.
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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 ╳
