CAS 93221-48-8|LEVOBETAXOLOL

Introduction:Basic information about CAS 93221-48-8|LEVOBETAXOLOL, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLEVOBETAXOLOL
CAS Number93221-48-8Molecular Weight307.42800
Density1.067g/cm3Boiling Point448ºC at 760 mmHg
Molecular FormulaC18H29NO3Melting Point71-72ºC
MSDS/Flash Point224.7ºC

Names

Name(2S)-1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol
SynonymMore Synonyms

LEVOBETAXOLOL BiologicalActivity

DescriptionLevobetaxolol 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 CatalogResearch Areas >>OthersSignaling Pathways >>GPCR/G Protein >>Adrenergic Receptor
Target

β1 adrenoceptor:33.2 nM (IC50)

β2 adrenoceptor:2970 nM (IC50)

β3 adrenoceptor:709 nM (IC50)

In VitroLevobetaxolol 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

Density1.067g/cm3
Boiling Point448ºC at 760 mmHg
Melting Point71-72ºC
Molecular FormulaC18H29NO3
Molecular Weight307.42800
Flash Point224.7ºC
Exact Mass307.21500
PSA50.72000
LogP2.78430
Index of Refraction1.529
InChIKeyNWIUTZDMDHAVTP-KRWDZBQOSA-N
SMILESCC(C)NCC(O)COc1ccc(CCOCC2CC2)cc1

Synonyms

(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
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