Levobetaxolol Hydrochloride | Betaxon | AL-1577A | CAS#116209-55-3 | CAS#93221-48-8 | β-adrenergic Receptor Inhibitor

MedKoo Cat#: 328706 | Name: Levobetaxolol Hydrochloride

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Levobetaxolol hydrochloride, also known as Betaxon and AL-1577A, is a cardioselective β-adrenergic receptor inhibitor that has been demonstrated to reduce intraocular pressure in patients affected with primary open-angle glaucoma and ocular hypertension.

Chemical Structure

Levobetaxolol Hydrochloride

CAS#116209-55-3 (S-isomer HCl)

Theoretical Analysis

MedKoo Cat#: 328706

Name: Levobetaxolol Hydrochloride

CAS#: 116209-55-3 (S-isomer HCl)

Chemical Formula: C18H30ClNO3

Exact Mass: 0.0000

Molecular Weight: 343.89

Elemental Analysis: C, 62.87; H, 8.79; Cl, 10.31; N, 4.07; O, 13.96

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 250.00	2 Weeks
50mg	USD 450.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

63659-18-7 (free base) 63659-19-8 (HCl) 93221-48-8 (S-isomer free base) 116209-55-3 (S-isomer HCl)

Synonym

Levobetaxolol hydrochloride; AL-1577A; AL 1577A; AL1577A; Betaxon;

IUPAC/Chemical Name

(S)-1-(4-(2-(cyclopropylmethoxy)ethyl)phenoxy)-3-(isopropylamino)propan-2-ol hydrochloride

InChi Key

CHDPSNLJFOQTRK-LMOVPXPDSA-N

InChi Code

InChI=1S/C18H29NO3.ClH/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;1H/t17-;/m0./s1

SMILES Code

O[C@@H](CNC(C)C)COC1=CC=C(CCOCC2CC2)C=C1.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Levobetaxolol hydrochloride is a beta-adrenergic receptor inhibitor (beta blocker) that can lower the pressure in the eye.

In vitro activity:

Levobetaxolol (Ki = 16.4 nM) was more potent than dextrobetaxolol (Ki = 2.97 microM) at inhibiting isoproterenol-induced cAMP production in human non-pigmented ciliary epithelial cells. Reference: J Ocul Pharmacol Ther. 2001 Aug;17(4):305-17. https://pubmed.ncbi.nlm.nih.gov/11572462/

In vivo activity:

Rats were dosed (IP) with vehicle or levobetaxolol (10 and 20 mg kg(-1)) 48, 24 and 0 hr prior to exposure for 6 hr to fluorescent blue light. The electroretinogram (ERG) and retinal morphology were assessed after a 3 week recovery period. Evaluation of the ERG demonstrated significant protection of retinal function in levobetaxolol (20 mg kg(-1))-dosed rats compared to vehicle-dosed rats. Similarly, the RPE and outer nuclear layer were significantly thicker in levobetaxolol (20 mg kg(-1))-dosed rats compared to vehicle-dosed rats. Reference: Exp Eye Res. 2002 Apr;74(4):445-53. https://pubmed.ncbi.nlm.nih.gov/12076088/

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	29.08
	DMSO	59.7	173.50
	Ethanol	35.0	101.78
	PBS (pH 7.2)	10.0	29.08
	Water	47.0	136.67

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 343.89 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Houtman MJC, Friesacher T, Chen X, Zangerl-Plessl EM, van der Heyden MAG, Stary-Weinzinger A. Development of IKATP Ion Channel Blockers Targeting Sulfonylurea Resistant Mutant KIR6.2 Based Channels for Treating DEND Syndrome. Front Pharmacol. 2022 Jan 14;12:814066. doi: 10.3389/fphar.2021.814066. PMID: 35095528; PMCID: PMC8795863. 2. Sharif NA, Xu SX, Crider JY, McLaughlin M, Davis TL. 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. doi: 10.1089/108076801753162726. PMID: 11572462. 3. Agarwal N, Martin E, Krishnamoorthy RR, Landers R, Wen R, Krueger S, Kapin MA, Collier RJ. Levobetaxolol-induced Up-regulation of retinal bFGF and CNTF mRNAs and preservation of retinal function against a photic-induced retinopathy. Exp Eye Res. 2002 Apr;74(4):445-53. doi: 10.1006/exer.2001.1145. PMID: 12076088.

In vitro protocol:

In vivo protocol:

1. Agarwal N, Martin E, Krishnamoorthy RR, Landers R, Wen R, Krueger S, Kapin MA, Collier RJ. Levobetaxolol-induced Up-regulation of retinal bFGF and CNTF mRNAs and preservation of retinal function against a photic-induced retinopathy. Exp Eye Res. 2002 Apr;74(4):445-53. doi: 10.1006/exer.2001.1145. PMID: 12076088.

1: Quaranta L, Turano R, Pizzolante T. Levobetaxolol hydrochloride: a review of its pharmacology and use in the treatment of chronic open-angle glaucoma and ocular hypertension. Clin Ophthalmol. 2007 Jun;1(2):93-7. PubMed PMID: 19668496; PubMed Central PMCID: PMC2704505. 2: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2007 Nov;29(9):625-55. PubMed PMID: 18193114. 3: Lele BS, Hoffman AS. Insoluble ionic complexes of polyacrylic acid with a cationic drug for use as a mucoadhesive, ophthalmic drug delivery system. J Biomater Sci Polym Ed. 2000;11(12):1319-31. PubMed PMID: 11261874.