Cefalotinnatrium
CEFALOTIN SODIUM · CEPHALOTHIN SODIUM SALT · CEPHALOTHIN ACID · 38253 · Coaxin · Keflin · Seffin · Microtin
Identifikatoren & physikalische Daten
| CAS No. | 58-71-9 |
|---|---|
| Summenformel | C16H15N2NaO6S2 |
| Durchschnittliche Molmasse | 418,4 g/mol |
| Monoisotopische Masse | 418,02692248 g/mol |
| SMILES | CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)Cc3cccs3)[C@H]2SC1.[Na+] |
| InChIKey | VUFGUVLLDPOSBC-XRZFDKQNSA-M |
| PubChem CID | 23675321 |
| ChEMBL | CHEMBL1632 |
| ChEBI | CHEBI:3542 |
| EC No. | 200-394-6 |
| DTXSID | DTXSID30891362 |
| Lokaler Name | Cefalotinnatrium |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 169 |
|---|---|
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 8 |
| Frei drehbare Bindungen | 7 |
| Schwere Atome | 27 |
| Formalladung | 0 |
| Komplexität | 686 |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Collision Cross Section | 183.1 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Schmelzpunkt | 240°C |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Löslichkeit | H2O: 50 mg/mL, clear, faintly yellow158 mg/L |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| Merck | 13,1994 |
| BRN | 4120706 |
| Stabilität | Hygroscopic |
| InChI | InChI=1/C16H16N2O6S2.Na/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/s3 |
| InChIKey | XXDPRVHYESWPEX-JQWYMVCGNA-N |
| SMILES | C(C1=C(CS[C@]2([H])[C@@H](C(N21)=O)NC(=O)CC1SC=CC=1)COC(=O)C)(=O)O.[Na] |&1:5,7,r| |
| CAS Datenbank | 58-71-9(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 58 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 22-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/231805-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-8-oxo-7-(2-thienylacetyl)amino-, monosodium salt, (6R,7R)-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, monosodium salt, (6R-trans)-: Environment tier I assessment |
| Hazard Classes and Categories | Skin Sens. 1 (100%) |
| Wassergefährdungsklasse (WGK) | 2 |
| Zollcode | 29419000 |
| RTECS-Nr. | XI0388300 |
| R-Sätze (R) | 42/43 |
| Toxizität | LD50 in mice, rats (mg/kg): >20000, >10000 orally5670, 7716 i.p. (Kuramoto) |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 22-36/37 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Resp. Sens. 1Skin Sens. 1 |
Anwendungen & Verwendung
Beschreibung
Cefalothin is a β-lactam cephalosporin antibiotic. It inhibits the growth of various Gram-positive and Gram-negative bacteria, including several strains of S. pyogenes, S. aureus, C. tetani, N. gonorrhoeae, Salmonella, and Shigella (MICs = 0.1-0.2, 0.312-0.625, 0.078, 1.25, 1.56-6.25, and 3.12-12.5 μg/ml, respectively). Cefalothin binds to E. coli penicillin-binding proteins (PBPs; IC50s = S. pyogenes, D. pneumoniae, and S. aureus. Formulations containing cefalothin were previously used in the prophylaxis and treatment of bacterial infections.
Verwenden
Cephalothin sodium salt is used to study the mechanism of liposome encapsulated antibiotics1, strategies for co-opting β-lactamases of Gram-negative bacteria for treatment of antibiotics2, and for immunology studies in relation to antibiotics.3 It is used to study the effect of expression, binding and inhibition of penicillin-binding proteins especially PBP6 on bacterial cell wall mucopeptide synthesis.