HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ibudilast
Ketas · KC-404 · AV 411 · MN-166 · CS-351 · Pinatos · Eyevinal · budilast
Identifikatoren & physikalische Daten
| CAS No. | 50847-11-5 |
|---|---|
| Summenformel | C14H18N2O |
| Durchschnittliche Molmasse | 230,31 g/mol |
| Monoisotopische Masse | 230,1419132 g/mol |
| SMILES | CC(C)C(=O)c1c(C(C)C)nn2ccccc12 |
| InChIKey | ZJVFLBOZORBYFE-UHFFFAOYSA-N |
| PubChem CID | 3671 |
| ChEMBL | CHEMBL19449 |
| ChEBI | CHEBI:31684 |
| EC No. | 637-150-7 |
| DTXSID | DTXSID7049007 |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 34,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 17 |
| Formalladung | 0 |
| Komplexität | 288 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Löslichkeit | 1.79e-01 g/LDMSO: 28 mg/mL, soluble |
| Physical Description | Solid |
| Schmelzpunkt | 53-54°C |
| Siedepunkt | 175°C/7.5mmHg(lit.) |
| Dichte | 1.09 |
| Brechungsindex | 1.5500 (estimate) |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 1.22±0.30(Predicted) |
| Farbe | white |
| Merck | 14,4879 |
| Stabilität | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. |
| InChI | InChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3 |
| InChIKey | ZJVFLBOZORBYFE-UHFFFAOYSA-N |
| SMILES | C(C1=C2N(N=C1C(C)C)C=CC=C2)(=O)C(C)C |
| CAS Datenbank | 50847-11-5(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)IbudilastDILI PositiveDOI:10.1016/j.drudis.2019.09.022 |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 2933.99.8290 |
| RTECS-Nr. | UR0711200 |
| R-Sätze (R) | 22-36/37/38 |
| Toxizität | LD50 i.v. in mice: 260 mg/kg (Irikura, 1973) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
Ibudilast is a leukomene antagonist and phosphodiesterase inhibitor useful in the treatment of bronchial asthma. It antagonizes leukotriene D4-induced contractions of guinea pig ileum and tracheal muscles in virro, and inhibits eosinophil accumulation in vivo.
Verwenden
Inhibitors of phosphodiesterase 4 (PDE4), which catalyzes the hydrolysis of cAMP, have potential applications in a variety of diseases, including asthma. Ibudilast is an inhibitor of PDE4 (IC50 = 54-239 nM) that, at higher doses, also inhibits PDE3 and PDE5 (IC50 = 1,600-3,510 nM). Through this action, it suppresses the elaboration of mediators involved in asthma and inflammation.[Cayman Chemical]