| Identification | Back Directory | [Name]
4-HYDROXY PROPRANOLOL HCL | [CAS]
14133-90-5 | [Synonyms]
4-HYDROXY PROPRANOLOL HCL
(±)-4-Hydroxypropranolol-d7 HCl
4-Hydroxy Propranolol HCl (Rac)
4-HYDROXYPROPRANOLOL HYDROCHLORIDE
(R)-4-Hydroxy Propranolol Hydrochloride
(S)-4-Hydroxy Propranolol Hydrochloride
rac-4-Hydroxy Propranolol Hydrochloride
1-[(4-Hydroxy-1-naphthyl)oxy]-3-(isopropylamino)- 2-propanol hydrochloride
4-[(2S)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol Hydrochloride
4-[(2R)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol Hydrochloride | [Molecular Formula]
C16H22ClNO3 | [MDL Number]
MFCD06656370 | [MOL File]
14133-90-5.mol | [Molecular Weight]
311.8 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
A metabolite of Propranolol. | [Uses]
The main metabolite of (R)-Propranolol | [Uses]
The main metabolite of (S)-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. |
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| Company Name: |
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| Website: |
www.bocsci.com |
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