Otiloniumbromid
Otilonium · OCTYLONIUM BROMIDE · Spasmomen · SPASMONEN · SP-63 · Spasen · Doralin · Menoctyl
Identifikatoren & physikalische Daten
| CAS No. | 26095-59-0 |
|---|---|
| Summenformel | C29H43BrN2O4 |
| Durchschnittliche Molmasse | 563,6 g/mol |
| Monoisotopische Masse | 562,24062 g/mol |
| SMILES | CCCCCCCCOc1ccccc1C(=O)Nc1ccc(C(=O)OCC[N+](C)(CC)CC)cc1.[Br-] |
| InChIKey | VWZPIJGXYWHBOW-UHFFFAOYSA-N |
| PubChem CID | 72092 |
| ChEMBL | CHEMBL2103773 |
| EC No. | 247-457-4 |
| DTXSID | DTXSID0046357 |
| Lokaler Name | Otiloniumbromid |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 64,6 |
|---|---|
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 17 |
| Schwere Atome | 36 |
| Formalladung | 0 |
| Komplexität | 599 |
| Schmelzpunkt | 130-133°C |
| Lagerbedingungen | -20°C |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly)H2O: 5mg/mL, clear (warmed) |
| Aggregatzustand | powder |
| Farbe | white to beige |
| InChI | 1S/C29H42N2O4.BrH/c1-5-8-9-10-11-14-22-34-27-16-13-12-15-26(27)28(32)30-25-19-17-24(18-20-25)29(33)35-23-21-31(4,6-2)7-3/h12-13,15-20H,5-11,14,21-23H2,1-4H31H |
| InChIKey | VWZPIJGXYWHBOW-UHFFFAOYSA-N |
| SMILES | O(C1C=CC=CC=1C(=O)NC1C=CC(C(=O)OCC[N+](C)(CC)CC)=CC=1)CCCCCCCC.[Br-] |
| CAS Datenbank | 26095-59-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302+H312+H332 (16.7%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, 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 6 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (66.7%) |
| Wassergefährdungsklasse (WGK) | WGK 3 |
| Toxizität | LD50 in mice (mg/kg) 87.0 i.p. |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
Otilonium is an inhibitor of L-type (IC50 = 2.3 μM) and T-type calcium channels (IC50s = 0.8, 1.1, and 0.4 μM for Cav3.1, Cav3.2, and Cav3.3, respectively). It is also an antagonist of muscarinic acetylcholine receptors (mAChRs; IC50s = 0.054, 0.4, 0.222, and 0.156 μM for M1, M2, M4, and M5 muscarinic receptors, respectively) and the platelet activating factor (PAF) receptor (IC50 = 0.0552 μM). Otilonium inhibits the inward calcium current in isolated rat colonic smooth muscle cells (EC50 = 885 nM), an effect that can be blocked by the L-type calcium channel inhibitor nifedipine . It inhibits contractions induced by the muscarinic acetylcholine receptor (mAChR) agonist methacholine in isolated circular muscle of the guinea pig proximal colon (IC50 = 3.7 μM). Otilonium (4 mg/kg) decreases fecal excretion and wet dog shakes and increases the tail withdrawal latency in the tail-flick test in a rat model of opioid withdrawal syndrome induced by morphine and naloxone.
Verwenden
Otilonium bromide is an antimuscarinic