metipranolol
metipranolol Basic information
- Product Name:
- metipranolol
- Synonyms:
-
- 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2,3,6-trimethylphenol 1-acetate
- Disorat
- Methypranol
- Trimepranol
- VUFB-6453
- Glauline
- Glausyn
- 4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2,3,6-TRIMETHYLPHENYL ACETATE
- CAS:
- 22664-55-7
- MF:
- C17H27NO4
- MW:
- 309.4
- EINECS:
- 245-151-5
- Mol File:
- 22664-55-7.mol
metipranolol Chemical Properties
- Melting point:
- 105-107℃
- Boiling point:
- 458.7±45.0 °C(Predicted)
- Density
- 1.068
- storage temp.
- 4°C, protect from light
- solubility
- DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:6): 0.14 mg/ml; DMSO: 20 mg/ml; Ethanol: 10 mg/ml
- form
- A crystalline solid
- pka
- 13.91±0.20(Predicted)
- color
- White to off-white
- 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
- C1(OC(=O)C)=C(C)C=C(OCC(O)CNC(C)C)C(C)=C1C
metipranolol Usage And Synthesis
Uses
Antihypertensive (β-blocker, ophthalmic).
Definition
ChEBI: 3-(Propan-2-ylamino)propane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by a 4-acetoxy-2,3,5-trimethylphenoxy group. A non-cardioselective beta-blocker, it is used to lower intra-ocular pressure in the management of open-angl glaucoma.
brand name
OptiPranolol (Bausch & Lomb Pharmaceuticals).
in vivo
At postnatal day 35 (P35), rd10 mice given daily subcutaneous injections of 40 mg/kg of Metipranolol has reduction in markers of nitrosative stress, fewer TUNEL-positive cells, increased outer nuclear layer thickness, and substantially more staining for rhodopsin. At P50, Metipranolol-treated rd10 mice has decreased 3-nitrotyrosine staining in the retina, increased immunostaining for cone arrestin, a marker for cone photoreceptors, and significantly higher scotopic and photopic b-wave amplitudes at the highest stimulus intensity. At P65, cone density is significantly higher in Metipranolol-treated versus vehicle-injected rd10 mice[1].
IC 50
β1 adrenoceptor: 8.3 (pA2); β2 adrenoceptor: 8.4 (pA2)
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