HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(+)-Cromakalim
BRL-34915 · CROMAKALIM · AKOS 91890 · (±)-Cromakalim · (+/-)-CROMAKALIM · Cromakalim, KIR6.x (KATP) channel activator · Cromakalim=([+/-]-trans-6-Cyano-3,4-dihydro-2,2- · rac-(3α*,4β*)-3-Hydroxy-2,2-dimethyl-4-(2-oxopyrrolidine-1-yl)chroman-6-carbonitrile
Identifikatoren & physikalische Daten
| CAS No. | 94470-67-4 |
|---|---|
| Summenformel | C16H18N2O3 |
| Durchschnittliche Molmasse | 286,33 g/mol |
| Monoisotopische Masse | 286,13174244 g/mol |
| SMILES | CC1(C)Oc2ccc(C#N)cc2[C@H](N2CCCC2=O)[C@H]1O |
| InChIKey | TVZCRIROJQEVOT-LSDHHAIUSA-N |
| PubChem CID | 71191 |
| ChEMBL | CHEMBL11684 |
| DTXSID | DTXSID001017959 |
Chemische & physikalische Eigenschaften
| XLogP | 0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 73,6 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 21 |
| Formalladung | 0 |
| Komplexität | 481 |
| Schmelzpunkt | 242-244°C |
| Siedepunkt | 482.340±45.00 °C(Press: 760.00 Torr)(predicted) |
| Dichte | 1.313±0.10 g/cm3(Temp: 25 °CPress: 760 Torr)(predicted) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 10 mg/ml). |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 13.175±0.60(predicted) |
| Farbe | Off-white |
| Stabilität | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| InChI | 1S/C16H18N2O3/c1-16(2)15(20)14(18-7-3-4-13(18)19)11-8-10(9-17)5-6-12(11)21-16/h5-6,8,14-15,20H,3-4,7H2,1-2H3/t14-,15+/m1/s1 |
| InChIKey | TVZCRIROJQEVOT-CABCVRRESA-N |
| SMILES | CC1(C)Oc2ccc(cc2[C@H]([C@@H]1O)N3CCCC3=O)C#N |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
(±)-Cromakalim is a prototypical activator of the ATP-sensitive potassium channel, SUR2-Kir6, that displays anti-ischemic (EC25 = 8.9 μM) and cardioprotective (IC50 = 0.03 μM) effects in rat hearts. (±)-Cromakalim has also been shown to relax bladder smooth muscle in vitro. It has been used to investigate potassium channel biology and as a scaffold to develop increasingly selective K+ channel openers with clinical relevance.
Verwenden
Cromakalim causes vasodilation by activation of potassim channels