For research use only. Not for therapeutic Use.
Metipranolol (Cat.No:I007880) is a non-selective beta-adrenergic receptor antagonist used as an ophthalmic medication. It is primarily prescribed for the treatment of glaucoma to lower intraocular pressure. By blocking beta receptors in the eye, metipranolol reduces the production of aqueous humor, thereby decreasing pressure within the eye. It is available in the form of eye drops for local application.
| Catalog Number | I007880 |
| CAS Number | 22664-55-7 |
| Synonyms | Metipranolol, OptiPranolol, Betanol, Disorat, Trimepranol;[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]-2,3,6-trimethylphenyl] acetate |
| Molecular Formula | C17H27NO4 |
| Purity | ≥95% |
| Target | Neuronal Signaling |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4 °C for short term, or -20 °C for long term |
| IUPAC Name | [4-[2-hydroxy-3-(propan-2-ylamino)propoxy]-2,3,6-trimethylphenyl] acetate |
| InChI | InChI=1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3 |
| InChIKey | BQIPXWYNLPYNHW-UHFFFAOYSA-N |
| SMILES | CC1=CC(=C(C(=C1OC(=O)C)C)C)OCC(CNC(C)C)O |
| Reference | </br>1:Treatment of central serous chorioretinopathy with beta-blocker metipranolol. Chrapek O, Jirkova B, Kandrnal V, Rehak J, Sin M.Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2015 Mar;159(1):120-3. doi: 10.5507/bp.2013.015. Epub 2013 Mar 21. PMID: 23549516 Free Article</br>2:Pharmacophore modeling, homology modeling, and in silico screening reveal mammalian target of rapamycin inhibitory activities for sotalol, glyburide, metipranolol, sulfamethizole, glipizide, and pioglitazone. Khanfar MA, AbuKhader MM, Alqtaishat S, Taha MO.J Mol Graph Model. 2013 May;42:39-49. doi: 10.1016/j.jmgm.2013.02.009. Epub 2013 Mar 13. PMID: 23545333 </br>3:The beta-adrenergic receptor antagonist metipranolol blunts zinc-induced photoreceptor and RPE apoptosis. Osborne NN, Wood JP.Invest Ophthalmol Vis Sci. 2006 Jul;47(7):3178-86. PMID: 16799065 </br>4:Metipranolol blunts nitric oxide-induced lipid peroxidation and death of retinal photoreceptors: a comparison with other anti-glaucoma drugs. Osborne NN, Wood JP.Invest Ophthalmol Vis Sci. 2004 Oct;45(10):3787-95. PMID: 15452090 </br>5:Metipranolol attenuates lipid peroxidation in rat brain: a comparative study with other antiglaucoma drugs. Melena J, Osborne NN.Graefes Arch Clin Exp Ophthalmol. 2003 Oct;241(10):827-33. Epub 2003 Jul 29. PMID: 12898280 </br>6:Inhibition of neutrophil migration and oxygen free radical release by metipranolol and timolol. Djanani A, Kaneider NC, Meierhofer C, Sturn D, Dunzendorfer S, Allmeier H, Wiedermann CJ.Pharmacology. 2003 Aug;68(4):198-203. PMID: 12837974 </br>7:The beta-adrenoceptor antagonists metipranolol and timolol are retinal neuroprotectants: comparison with betaxolol. Wood JP, Schmidt KG, Melena J, Chidlow G, Allmeier H, Osborne NN.Exp Eye Res. 2003 Apr;76(4):505-16. PMID: 12634114 </br>8:[Measuring retinal circulation with the Heidelberg retinal flowmeter: reproducibility of data and no effect of metipranolol in normal probands]. Funk J, Müller-Velten R, Ness T.Klin Monbl Augenheilkd. 2000 Nov;217(5):263-8. German. PMID: 11146823 </br>9:Comparison of the effects of 0.5% timolol maleate, 2% carteolol hydrochloride, and 0.3% metipranolol on intraocular pressure and perimetry findings and evaluation of their ocular and systemic effects. Mirza GE, Karaküçük S, Temel E.J Glaucoma. 2000 Feb;9(1):45-50. PMID: 10708231 </br>10:Bilateral anterior uveitis associated with 0.3% minims metipranolol. Kamalarajah S, Johnston PB.Eye (Lond). 1999 Jun;13 ( Pt 3a):380-1. No abstract available. PMID: 10624443 |
