Tilmicosin
Timicosin · Tilmicosine · pulmotil · Dianthi Herba · Tilmicosin (250 mg) · EL 870 · Stmicco · Micotil
Identifikatoren & physikalische Daten
| CAS No. | 108050-54-0 |
|---|---|
| Summenformel | C46H80N2O13 |
| Durchschnittliche Molmasse | 869,147 g/mol |
| Monoisotopische Masse | 868,56604062 g/mol |
| SMILES | CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](N(C)C)[C@H]2O)[C@@H](CCN2C[C@H](C)C[C@H](C)C2)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC |
| InChIKey | JTSDBFGMPLKDCD-XVFHVFLVSA-N |
| PubChem CID | 5282521 |
| ChEMBL | CHEMBL1908333 |
| ChEBI | CHEBI:195409 |
| EC No. | 639-676-2 |
| DTXSID | DTXSID5046011 |
Chemische & physikalische Eigenschaften
| Schmelzpunkt | >97°C (dec.) |
|---|---|
| Siedepunkt | 926.6±65.0 °C(Predicted) |
| Dichte | 1.18±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Inert atmosphere,Store in freezer, under -20°C |
| Löslichkeit | Acetone (Slightly), DMSO (Slightly), Methanol (Sparingly) |
| pKa (Säurekonstante) | pKa (66% DMF): 7.4, 8.5(at 25℃) |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| InChIKey | JTSDBFGMPLKDCD-XVFHVFLVSA-N |
| SMILES | CC1OC(OCC(C(CC)O2)/C=C(/C=C/C(C(C)CC(CCN3CC(C)CC(C)C3)C(OC4OC(C)C(O)C(N(C)C)C4O)C(C)C(O)CC2=O)=O)C)C(OC)C(OC)C1O |
| EPA chemische Informationen | Tilmicosin (108050-54-0) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Zollcode | 29419090 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 108050-54-0(Hazardous Substances Data) |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2 |
Anwendungen & Verwendung
Verwenden
Tilmicosin is a semi-synthetic antibiotic derived from desmycosin (tylosin B), a minor co-metabolite of tylosin. Tilmicosin is produced by reductive amination of desmycosin. Desmycosin itself is prepared by the partial hydrolysis of tylosin with the loss of the mycarosyl sugar. The piperidinyl group at C20 of tilmicosin provides a wider spectrum of antibiotic action, in particular good protection against Pasteurella in livestock.
Herstellung & Synthese
synthetische
The synthesis of tilmicosin starts with the removal of the sugar mycarose from tylosin by acid hydrolysis to give desmycosin. Reductive amination of the aldehyde at C-20 of desmycosin with 3,5-dimeth ylpiperidine via a Wallach reaction or a metal hydride (e.g., NaBH3CN) completes the synthesis to give tilmi cosin[1].