HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bupivacain
BUPIVACAINE BASE · MARCAINE · Anekain · Levobupivacaine (Bupivacaine) · 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide · 1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide · LAC-43 · win11318
Identifikatoren & physikalische Daten
| CAS No. | 2180-92-9 |
|---|---|
| Summenformel | C18H28N2O |
| Durchschnittliche Molmasse | 288,4 g/mol |
| Monoisotopische Masse | 288,22016352 g/mol |
| SMILES | CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C |
| InChIKey | LEBVLXFERQHONN-UHFFFAOYSA-N |
| PubChem CID | 2474 |
| ChEBI | CHEBI:77431 |
| DTXSID | DTXSID2022703 |
| Lokaler Name | Bupivacain |
Chemische & physikalische Eigenschaften
| XLogP | 3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 32,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 21 |
| Formalladung | 0 |
| Komplexität | 321 |
| Arzneimittel | Pharmaceuticals |
| LogP (Verteilungskoeffizient) | 3.6 |
| Löslichkeit | 9.77e-02 g/L101.5mg/L(25 ºC) |
| Human Drugs | Pharmaceuticals |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| Schmelzpunkt | 107 - 108 °C107.5-108° |
| Physical Description | Solid |
| Collision Cross Section | 173.1 Ų [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]180.07 Ų [M+H-H2O]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Siedepunkt | 430.65°C (rough estimate) |
| Dichte | 1.0238 (rough estimate) |
| Brechungsindex | 1.5700 (estimate) |
| pKa (Säurekonstante) | 8.09also reported as 8.17(at 25℃) |
| InChI | InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21) |
| InChIKey | LEBVLXFERQHONN-UHFFFAOYSA-N |
| SMILES | C1(CCCCN1CCCC)C(=O)NC1C(C)=CC=CC=1C |
| CAS Datenbank | 2180-92-9(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Piperidinecarboxamide, 1-butyl-n-(2,6-dimethylphenyl)-(2180-92-9) |
| EPA chemische Informationen | 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)- (2180-92-9) |
Sicherheit & Vorschriften
| UN-Transportnummer | 2811 |
|---|---|
| R-Sätze (R) | 26/27/28-38-41 |
| Gefahrensymbole | T+ |
| Sicherheitshinweise (S) | 22-26-36/37/39-45 |
Anwendungen & Verwendung
Verwenden
Like lidocaine and mepivacaine, bupivacaine is used in infiltration, spinal, and epidural anesthesia in blocking nerve transmission. Its most distinctive property is its long-lasting action. It is used for surgical intervention in urology and in lower thoracic surgery from 3 to 5 h in length, and in abdominal surgery lasting from 45 to 60 min. It is used to block the trifacial nerve, the sacral and brachial plexuses, in resetting dislocations, in epidural anesthesia, and during Cesarian sections.