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Betaxolol

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Betaxolol
Clinical data
Trade namesKerlone
AHFS/Drugs.comMonograph
MedlinePlusa609023
Pregnancy
category
Routes of
administration
By mouth,ocular
Drug classBeta blocker;β-Adrenergic receptorantagonist;Selectiveβ1-adrenergic receptorantagonist
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability89%
MetabolismLiver
Eliminationhalf-life14–22 hours
ExcretionKidney (20%)
Identifiers
  • (RS)-1-{4-[2-(cyclopropylmethoxy)ethyl]-
    phenoxy}-3-(isopropylamino)propan-2-ol
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.113.058Edit this at Wikidata
Chemical and physical data
FormulaC18H29NO3
Molar mass307.434 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • O(CCc1ccc(OCC(O)CNC(C)C)cc1)CC2CC2
  • InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3 checkY
  • Key:NWIUTZDMDHAVTP-UHFFFAOYSA-N checkY
  (verify)

Betaxolol is abeta blocker used in the treatment ofhypertension andangina.[1]

It acts as aselectiveβ1-adrenergic receptorantagonist.

The drug was patented in 1975 and approved for medical use in 1983.[2]

Medical uses

[edit]

Hypertension

[edit]

Betaxolol is most commonly ingested orally alone or with other medications for the management ofessential hypertension.[3] It is a cardioselective beta blocker, targeting beta-1 adrenergic receptors found in the cardiac muscle. Blood pressure is decreased by the mechanism of blood vessels relaxing and improving the flow of blood.[4][5]

Glaucoma

[edit]

Ophthalmic betaxolol is an available treatment forprimary open angle glaucoma (POAG) and optical hypertension. Betaxolol effectively prevents the increase of intracellular calcium, which leads to increased production of the aqueous humor. In the context of open angle glaucoma, increased aqueous humor produced by ciliary bodies increases intraocular pressure, causing degeneration ofretinal ganglion cells and the optic nerve.[6]

Furthermore, betaxolol is additionally able to protect retinal neurones following topical application fromexcitotoxicity orischemia-reperfusion, providing a neuroprotective effect. This is thought to be attributed to its capacity to attenuate neuronal calcium and sodium influx.[7] Betaxolol is also an effective treatment forIntraocular pressure[8]

Other uses

[edit]

Betaxolol has been used to treatanxiety as well.[9][10]

One study showed that topical betaxolol can be used in treating relapsedparonychia.[11]

Contraindications

[edit]
  • Hypersensitivity to the drug
  • Patients withsinus bradycardia, heart block greater than first degree, cardiogenic shock, and overt cardiac failure

Side effects

[edit]

The adverseside effects of betaxolol can be categorized into local and systemic effects.[6] The local effects include:

Systemically, patients taking betaxolol might experience:

See also:Beta blocker

Pharmacology

[edit]

Pharmacodynamics

[edit]

Betaxolol is abeta blocker and acts specifically as aselectiveβ1-adrenergic receptorantagonist. It has nopartial agonist action (i.e.,intrinsic sympathomimetic activity) and shows minimalmembrane-stabilizing activity (i.e.,sodium channel blockade orlocal anesthetic activity).[13] Being selective for beta1 receptors, it typically has fewer systemicside effects than non-selective beta-blockers, for example, not causingbronchospasm (mediated by beta2 receptors) astimolol may. Betaxolol also shows greater affinity for beta1 receptors thanmetoprolol. In addition to its effect on the heart, betaxolol reduces the pressure within the eye (intraocular pressure). This effect is thought to be caused by reducing the production of the liquid (which is called theaqueous humor) within the eye. The precise mechanism of this effect is not known. The reduction in intraocular pressure reduces the risk of damage to theoptic nerve and loss of vision in patients with elevated intraocular pressure due toglaucoma.

Chemistry

[edit]

The experimentallog P of betaxolol is 2.4 to 2.81.[14][15]

History

[edit]

Betaxolol was approved by the U.S.Food and Drug Administration (FDA) for ocular use as a 0.5% solution (Betoptic) in 1985 and as a 0.25% solution (Betoptic S) in 1989.

Society and culture

[edit]

Brand names

[edit]

Brand names include Betoptic, Betoptic S, Lokren, Kerlone.

See also

[edit]

References

[edit]
  1. ^Buckley MM, Goa KL, Clissold SP (July 1990). "Ocular betaxolol. A review of its pharmacological properties, and therapeutic efficacy in glaucoma and ocular hypertension".Drugs.40 (1):75–90.doi:10.2165/00003495-199040010-00005.PMID 2202584.S2CID 46962082.
  2. ^Fischer J, Ganellin CR (2006).Analogue-based Drug Discovery. John Wiley & Sons. p. 461.ISBN 9783527607495.
  3. ^Tajran J, Goyal A (2023)."Betaxolol".StatPearls. Treasure Island (FL): StatPearls Publishing.PMID 32491793. Retrieved2023-12-26.
  4. ^"Betaxolol".MedlinePlus Drug Information. U.S. National Library of Medicine. Retrieved2023-01-12.
  5. ^"Betaxolol: MedlinePlus Drug Information".medlineplus.gov. Retrieved2023-12-26.
  6. ^abTajran J, Goyal A (2022)."Betaxolol".StatPearls. Treasure Island (FL): StatPearls Publishing.PMID 32491793. Retrieved2023-01-12.
  7. ^Wood JP, Schmidt KG, Melena J, Chidlow G, Allmeier H, Osborne NN (April 2003). "The beta-adrenoceptor antagonists metipranolol and timolol are retinal neuroprotectants: comparison with betaxolol".Experimental Eye Research.76 (4):505–516.doi:10.1016/s0014-4835(02)00335-4.PMID 12634114.
  8. ^Goldberg I, Goldberg H (February 1995). "Betaxolol eye drops. A clinical trial of safety and efficacy".Australian and New Zealand Journal of Ophthalmology.23 (1):17–24.doi:10.1111/j.1442-9071.1995.tb01640.x.PMID 7619450.
  9. ^Boyce TG, Ballone NT, Certa KM, Becker MA (2021). "The Use of β-Adrenergic Receptor Antagonists in Psychiatry: A Review".J Acad Consult Liaison Psychiatry.62 (4):404–412.doi:10.1016/j.jaclp.2020.12.009.PMID 34210401.
  10. ^Archer C, Wiles N, Kessler D, Turner K, Caldwell DM (January 2025)."Beta-blockers for the treatment of anxiety disorders: A systematic review and meta-analysis".J Affect Disord.368:90–99.doi:10.1016/j.jad.2024.09.068.PMID 39271062.
  11. ^Yen CF, Hsu CK, Lu CW (June 2018). "Topical betaxolol for treating relapsing paronychia with pyogenic granuloma-like lesions induced by epidermal growth factor receptor inhibitors".Journal of the American Academy of Dermatology.78 (6):e143 –e144.doi:10.1016/j.jaad.2018.01.015.PMID 29339238.S2CID 39861588.
  12. ^Buckley MM, Goa KL, Clissold SP (July 1990). "Ocular betaxolol. A review of its pharmacological properties, and therapeutic efficacy in glaucoma and ocular hypertension".Drugs.40 (1):75–90.doi:10.2165/00003495-199040010-00005.PMID 2202584.S2CID 46962082.
  13. ^"Google Scholar".scholar.google.com. Retrieved2023-12-26.
  14. ^nih.gov
  15. ^https://go.drugbank.com/drugs/DB00195

External links

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