Carteolol HCl

Non-selective beta-adrenoceptor antagonist CAS# 51781-21-6

Carteolol HCl

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Chemical structure

Carteolol HCl

3D structure

Chemical Properties of Carteolol HCl

Cas No. 51781-21-6 SDF Download SDF
PubChem ID 40127 Appearance Powder
Formula C16H25ClN2O3 M.Wt 328.83
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : 13.33 mg/mL (40.54 mM; Need ultrasonic and warming)
Chemical Name 5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-1H-quinolin-2-one;hydrochloride
SMILES CC(C)(C)NCC(COC1=CC=CC2=C1CCC(=O)N2)O.Cl
Standard InChIKey FYBXRCFPOTXTJF-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H24N2O3.ClH/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13;/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20);1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Carteolol HCl Dilution Calculator

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Carteolol HCl Molarity Calculator

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Preparing Stock Solutions of Carteolol HCl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0411 mL 15.2054 mL 30.4109 mL 60.8217 mL 76.0271 mL
5 mM 0.6082 mL 3.0411 mL 6.0822 mL 12.1643 mL 15.2054 mL
10 mM 0.3041 mL 1.5205 mL 3.0411 mL 6.0822 mL 7.6027 mL
50 mM 0.0608 mL 0.3041 mL 0.6082 mL 1.2164 mL 1.5205 mL
100 mM 0.0304 mL 0.1521 mL 0.3041 mL 0.6082 mL 0.7603 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Carteolol HCl

Beta-adrenergic antagonist are an important class of drugs for the treatment of various heart diseases, such as high blood pressure, insufficiency of blood flow to the heart muscle, irregular heart beat, thickened heart muscle, and decreased ability of the heart to empty or fill normally. β-Blockers can also be used to treat migraine headache and increased eye pressure (glaucoma). Carteolol is a nonselective beta-adrenoceptor antagonist.

In vitro: Previous findings demonstrate that carteolol, unlike xamoterol, is a nonconventional partial agonist, which causes agonistic effects via interaction with the low-affinity propranolol-resistant site of β1-adrenoceptors and antagonistic actions by the high-affinity site of the same receptors [1].

In vivo: Both 8-OH carteolol and carteolol suppressed the water-load induced intraocular pressure (IOP) rise in rabbits. 8-OH carteolol was more effective in suppressing water-load induced IOP rise in rabbits compared with carteolol on equimolar basis. Both 8-OH carteololand carteolol caused a significant decrease in IOP in monkeys. 8-OH carteolol was estimated to be more potent than carteolol in lowering IOP on equimolar basis in monkeys [2].

Clinical trial: The new alginate formulation of long-acting carteolol 1% given once daily is as effective as standard 1% carteolol given twice daily, with no meaningful differences regarding safety. The new alginate formulation of long-acting 1% carteolol given once a day is effective and well tolerated by glaucoma patients requiring chronic treatment [3].

Reference:
[1] Maura Floreani, Guglielmina Froldi, Luigi Quintieri, Katia Varani, Pier Andrea Borea, Maria Teresa Dorigo and Paola Dorigo.  In Vitro Evidence That Carteolol Is a Nonconventional Partial Agonist of Guinea Pig Cardiac β1-Adrenoceptors: A Comparison with Xamoterol. JPET 315:1386–1395, 2005
[2] Sugiyama K, Enya T, Kitazawa Y.  Ocular hypotensive effect of 8-hydroxycarteolol, a metabolite of carteolol. Int Ophthalmol. 1989 Jan;13(1-2):85-9.
[3] Trinquand C, Romanet JP, Nordmann JP, Allaire C; Groupe d'étude.  Efficacy and safety of long-acting carteolol 1% once daily. A double-masked, randomized study. J Fr Ophtalmol. 2003 Feb;26(2):131-6.

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References on Carteolol HCl

A comparison of the opacifying effects of carteolol.HCl and 8-hydroxycarteolol.HCl in the isolated porcine cornea.[Pubmed:2340982]

Fundam Appl Toxicol. 1990 Apr;14(3):554-9.

Using an in vitro method the authors have investigated whether 8-hydroxycarteolol.HCl(8-OH carteolol) and 8-OH carteolol with benzalkonium chloride affected intact isolated porcine corneas to the same or to a different degree as carteolol.HCl (carteolol) or carteolol with benzalkonium chloride. These ophthalmically used drugs were applied as solutions of varying concentrations to the epithelial surface only, to the endothelial surface only, or to both surfaces of porcine corneas. The resultant opacities were determined using an opacitometer. In general, 8-OH carteolol and 8-OH carteolol with benzalkonium chloride caused less opacity to develop than carteolol and carteolol with benzalkonium chloride. This suggests that 8-OH carteolol may be a safer drug than carteolol for ophthalmic use. It is very interesting to note that compounds with two nitrogens, e.g., 8-OH carteolol, caused greater opacity in the intact cornea when applied to the endothelial surface than when applied to both the epithelial and endothelial surfaces; however, compounds with none or one nitrogen caused greater opacity in the intact cornea when applied to both surfaces than when applied to the endothelial surface.

Description

Carteolol hydrochloride (OPC-1085 hydrochloride) is a non-selective beta blocker used to treat glaucoma.

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