|
|
| | 4-Hydroxy propranolol HCl Basic information |
| | 4-Hydroxy propranolol HCl Chemical Properties |
| Melting point | 156-158°C | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | color | Pale Red to Black | | Stability: | Hygroscopic | | Major Application | forensics and toxicology
pharmaceutical (small molecule) | | InChI | 1S/C16H21NO3.ClH/c1-11(2)17-9-12(18)10-20-16-8-7-15(19)13-5-3-4-6-14(13)16;/h3-8,11-12,17-19H,9-10H2,1-2H3;1H | | InChIKey | ROUJENUXWIFONU-UHFFFAOYSA-N | | SMILES | CC(C)NCC(O)COC1=CC=C(O)C2=CC=CC=C21.Cl |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | 4-Hydroxy propranolol HCl Usage And Synthesis |
| Chemical Properties | Off-White Solid | | Uses | The main metabolite of (R)-Propranolol | | Uses | The main metabolite of (S)-Propranolol | | Uses | A metabolite of Propranolol. | | Biological Activity | (±)-4-hydroxy propranolol, an active metabolite of propranolol, blocks β1- and β2-adrenergic receptors (β1-ars, β2-ars). also, (±)-4-hydroxy propranolol has antioxidant properties at micromolar concentrations. β1- and β2-ars, expressed in cardiac myocytes, mediate an increase in contractility by gs-dependent coupling to adenylyl cyclase. | | in vitro | compared to the control, (±)-4-hydroxy propranolol potently blocked the lipid peroxidation in a concentration-dependent fashion in endothelial cells. when pretreated with (±)-4-hydroxy propranolol at 0.067 to 6.7 μm, the degrees of protection were increased against the glutathione loss in the endothelial cells. additionally, (±)-4-hydroxy propranolol effectively preserved the loss of cell survival because of the radical stress [1]. | | in vivo | rats were injected intravenously with (±)-4-hydroxy propranolol into the femoral vein at 0.1 ml/100 g. (±)-4-hydroxy propranolol induced an increase in heart rate in a dose-dependent manner in rats depleted of catecholamines, which suggested that (±)-4-hydroxy propranolol had intrinsic sympathomimetic activity. the response of (±)-4-hydroxy propranolol was inhibited when rats were pretreated with 0.5 mg/kg propranolol [2]. | | IC 50 | 1.1 μm: inhibits lipid peroxidation in endothelial cells. | | references | [1]. mak, i. potent antioxidant properties of 4-hydroxyl-propranolol. journal of pharmacology and experimental therapeutics. 2003; 308(1): 85-90.
[2]. fitzgerald, j., & o'donnell, s. pharmacology of 4-hydroxypropranolol, a metabolite of propranolol. british journal of pharmacology. 1971; 43(1): 222-235. |
| | 4-Hydroxy propranolol HCl Preparation Products And Raw materials |
|