Isoxsuprinhydrochlorid
ISOXSUPRINE HCL · Isoxsuprine · Norephedrine, p-hydroxy-N-(1-methyl-2-phenoxyethyl)-, hydrochloride (6CI) · 4-Hydroxy-α-[1-[(1-Methyl-2-phenoxyethyl)aMino]ethyl]benzeneMethanol Hydrochloride · Benzenemethanol, 4-hydroxy-a-[1-[(1-methyl-2-phenoxyethyl)amino]ethyl]-, hydrochloride (9CI) · Navilox · isolait · vasoplex
Identifikatoren & physikalische Daten
| CAS No. | 579-56-6 |
|---|---|
| Summenformel | C18H24ClNO3 |
| Durchschnittliche Molmasse | 337,847 g/mol |
| Monoisotopische Masse | 337,14447131 g/mol |
| SMILES | CC(COc1ccccc1)NC(C)C(O)c1ccc(O)cc1.Cl |
| InChIKey | QVPSGVSNYPRFAS-UHFFFAOYSA-N |
| PubChem CID | 11368 |
| ChEMBL | CHEMBL559180 |
| ChEBI | CHEBI:31735 |
| EC No. | 209-443-6 |
| DTXSID | DTXSID1045328 |
| Lokaler Name | Isoxsuprinhydrochlorid |
Chemische & physikalische Eigenschaften
| Schmelzpunkt | 203-204° |
|---|---|
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Löslichkeit | Sparingly soluble in water and in ethanol (96 per cent), practically insoluble in methylene chloride. |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pKa 8.0 (Uncertain)9.8 (Uncertain) |
| Farbe | White to off-white |
| Hauptanwendungen | forensics and toxicologypharmaceutical (small molecule)veterinary |
| InChI | 1S/C18H23NO3.ClH/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3 |
| InChIKey | QVPSGVSNYPRFAS-UHFFFAOYSA-N |
| SMILES | OC(C(NC(COC1=CC=CC=C1)C)C)C2=CC=C(O)C=C2.Cl |
| CAS Datenbank | 579-56-6(CAS DataBase Reference) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| UN-Transportnummer | UN 3077 9 / PGIII |
| Zollcode | 2922504500 |
| RTECS-Nr. | DO8225000 |
| R-Sätze (R) | 22-50/53-63-50 |
| Toxizität | LD50 in rats (mg/kg): 1750 orally164 i.p. (Goldenthal) |
| Gefahrensymbole | Xn,N |
| Sicherheitshinweise (S) | 36-61-60 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 579-56-6(Hazardous Substances Data) |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1 |
Anwendungen & Verwendung
Beschreibung
Isoxsuprine is an adrenergic receptor modulator that has α-adrenergic receptor (α-AR) antagonist and β-AR agonist properties. It induces vasodilation of isolated equine common digital artery strips precontracted with norepinephrine, indicating an α-AR effect, and induces relaxation of isolated fowl cecum, an effect that can be blocked by the β-AR antagonist propranolol (Item Nos. 23349 | 17291). Isoxsuprine has antinociceptive effects in an acetic acid writhing test in mice. It also inhibits oxytocin-induced contractions in isolated rat uterus (IC50 = 9.15 μM). It delays labor onset in rats by 31.63 hours when administered at a dose of 10 mg/kg per day on days 13 to 21 of gestation but increases heart rate with increasing concentration.
Verwenden
As a vasilodator drug, Isoxsuprine Hydrochloride is used in veterinary medicine for the treatment of navicular syndrome and laminitis in horses. Isoxsuprine Hydrochloride has been shown to be a β-adrenoreceptor antagonist with β-adrenoreceptor agonistic properties, with both characteristics contributing to vasodilation and uterine relaxation. Studies suggest that Isoxsuprine Hydrochloride may be useful as a as a tocolytic agent in the treatment of preterm labour.