LEVOBETAXOLOL

Names

[ Name ]:
LEVOBETAXOLOL

[Synonym ]:
(S)-(-)-Betaxolol
Levobetaxolol
(S)-(-)-3-<4-<2-(cyclopropylmethoxy)ethyl>phenoxy>-1-(isopropylamino)-2-propanol
UNII-75O9XHA4TU
(-)-Betaxolol
Levobetaxolol [INN]
(S)-(-)-3-[4-[2-(cyclopropylmethoxy)]ethyl]phenoxy-1-(N-isopropylamino)-propan-2-ol

Biological Activity

[Description]:

Levobetaxolol is a potent and high affinity β-adrenergic antagonist with IC50 values of 33.2, 2970, 709 nM for guinea pig atrial β1, tracheal β2 and rat colonic β3 receptors, respectively. Levobetaxolol reduces IOP (intraocular pressure). Levobetaxolol exhibits a micromolar affinity for L-type Ca21-channels. Levobetaxolol decreases the effects of ischaemia/reperfusion injury in rats. Levobetaxolol has the potential for the research of glaucoma[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

[Target]

β1 adrenoceptor:33.2 nM (IC50)

β2 adrenoceptor:2970 nM (IC50)

β3 adrenoceptor:709 nM (IC50)

[In Vitro]

Levobetaxolol shows a higher affinity at cloned human β1 and β2 receptor with Ki values of 0.76, 32.6 nM, respectively[1]. Levobetaxolol inhibits functional activities in cells expressing human recombinant β1 and β2 receptors with Kb values of 6, 39 nM, respectively[1].

[References]

[1]. Sharif NA, et al. Levobetaxolol (Betaxon) and other beta-adrenergic antagonists: preclinical pharmacology, IOP-lowering activity and sites of action in human eyes. J Ocul Pharmacol Ther. 2001 Aug;17(4):305-17.

[2]. Osborne NN, et al. Effectiveness of levobetaxolol and timolol at blunting retinal ischaemia is related to their calcium and sodium blocking activities: relevance to glaucoma. Brain Res Bull. 2004 Feb 15;62(6):525-8.

Chemical & Physical Properties

[ Density]:
1.067g/cm3

[ Boiling Point ]:
448ºC at 760 mmHg

[ Melting Point ]:
71-72ºC

[ Molecular Formula ]:
C₁₈H₂₉NO₃

[ Molecular Weight ]:
307.42800

[ Flash Point ]:
224.7ºC

[ Exact Mass ]:
307.21500

[ PSA ]:
50.72000

[ LogP ]:
2.78430

[ Index of Refraction ]:
1.529

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds

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