Carteolol

Carteolol
Clinical data
Trade names	Ocupress
AHFS/Drugs.com	Professional Drug Facts
MedlinePlus	a601078
License data	US DailyMed: Carteolol;
Routes of; administration	Eye drops
ATC code	C07AA15 (WHO) S01ED05 (WHO);
Legal status
Legal status	US: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	85%
Metabolism	Liver, active with 8-hydrocarteolol
Elimination half-life	6–8 hours
Excretion	Kidney (50–70%)
Identifiers
	IUPAC name (RS)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydroquinolin-2(1H)-one;
CAS Number	51781-06-7;
PubChem CID	2583;
IUPHAR/BPS	7142;
DrugBank	DB00521 ;
ChemSpider	2485 ;
UNII	8NF31401XG;
KEGG	D07624 ;
ChEBI	CHEBI:3437 ;
ChEMBL	ChEMBL839 ;
CompTox Dashboard (EPA)	DTXSID3022746 ;
Chemical and physical data
Formula	C16H24N2O3
Molar mass	292.379 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C2Nc1cccc(OCC(O)CNC(C)(C)C)c1CC2;
	InChI InChI=1S/C16H24N2O3/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) ; Key:LWAFSWPYPHEXKX-UHFFFAOYSA-N ;
	(verify)

Carteolol is a non-selective beta blocker used to treat glaucoma. It is administered in the form of eye drops.

Carteolol was patented in 1972 and approved for medical use in 1980.^[1]

Pharmacology

Pharmacodynamics

Carteolol is a beta blocker, or an antagonist of the β-adrenergic receptors.^[2] It is selective for the β₁-adrenergic receptor and has intrinsic sympathomimetic activity.^[2] Carteolol has also been found to act as a serotonin 5-HT_1A and 5-HT_1B receptor antagonist in addition to being a beta blocker.^[3]

Pharmacokinetics

Carteolol is classified as a beta blocker with low lipophilicity and hence lower potential for crossing the blood–brain barrier.^[2] This in turn may result in fewer effects in the central nervous system as well as a lower risk of neuropsychiatric side effects.^[2]

Society and culture

Brand names

Brand names of carteolol include Arteolol, Arteoptic, Calte, Cartéabak, Carteol, Cartéol, Cartrol, Elebloc, Endak, Glauteolol, Mikelan, Ocupress, Poenglaucol, Singlauc, and Teoptic.

References

↑ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 460. ISBN 978-3-527-60749-5.
1 2 3 4 Cojocariu SA, Maștaleru A, Sascău RA, Stătescu C, Mitu F, Leon-Constantin MM (February 2021). "Neuropsychiatric Consequences of Lipophilic Beta-Blockers". Medicina (Kaunas). 57 (2): 155. doi:10.3390/medicina57020155. PMC 7914867. PMID 33572109.
↑ Langlois M, Brémont B, Rousselle D, Gaudy F (January 1993). "Structural analysis by the comparative molecular field analysis method of the affinity of beta-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors". European Journal of Pharmacology. 244 (1): 77–87. doi:10.1016/0922-4106(93)90061-d. PMID 8093601.

El-Kamel A, Al-Dosari H, Al-Jenoobi F (2006). "Environmentally responsive ophthalmic gel formulation of carteolol hydrochloride". Drug Delivery. 13 (1): 55–59. doi:10.1080/10717540500309073. PMID 16401594. S2CID 30222292.
Kuwahara K, Oizumi N, Fujisawa S, Tanito M, Ohira A (March 2005). "Carteolol hydrochloride protects human corneal epithelial cells from UVB-induced damage in vitro". Cornea. 24 (2): 213–220. doi:10.1097/01.ico.0000141232.41343.9d. PMID 15725891. S2CID 20523541.
Trinquand C, Romanet JP, Nordmann JP, Allaire C (February 2003). "[Efficacy and safety of long-acting carteolol 1% once daily. A double-masked, randomized study]". Journal Francais d'Ophtalmologie. 26 (2): 131–136. PMID 12660585.

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[1] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 460. ISBN 978-3-527-60749-5.

[pmid33572109-2] 1 2 3 4 Cojocariu SA, Maștaleru A, Sascău RA, Stătescu C, Mitu F, Leon-Constantin MM (February 2021). "Neuropsychiatric Consequences of Lipophilic Beta-Blockers". Medicina (Kaunas). 57 (2): 155. doi:10.3390/medicina57020155. PMC 7914867. PMID 33572109.

[pmid8093601-3] Langlois M, Brémont B, Rousselle D, Gaudy F (January 1993). "Structural analysis by the comparative molecular field analysis method of the affinity of beta-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors". European Journal of Pharmacology. 244 (1): 77–87. doi:10.1016/0922-4106(93)90061-d. PMID 8093601.

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