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T6394

Sigma-Aldrich

Timolol maleate salt

≥98% (TLC), powder

Synonyme(s) :

S-(−)-1-(t-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]-2-propanol maleate salt, Timolol hydrogen maleate

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About This Item

Formule empirique (notation de Hill):
C13H24N4O3S · C4H4O4
Numéro CAS:
26921-17-5
Poids moléculaire :
432.49
Numéro CE :
248-111-5
Numéro MDL:
MFCD00058356
Code UNSPSC :
12352200
ID de substance PubChem :
24277810
Nomenclature NACRES :
NA.77

Pureté

≥98% (TLC)

Forme

powder

Activité optique

[α]25/D -5.4°, c = 4.9 in 1 M HCl(lit.)

Couleur

white to off-white

Pf

202-203 °C (lit.)

Solubilité

H2O: soluble
ethanol: soluble

ε (coefficient d'extinction)

8,700 at 294 nm at 1 M

Auteur

Merck & Co., Inc., Kenilworth, NJ, U.S.

Chaîne SMILES 

[H]\C(=C(/[H])C(O)=O)C(O)=O.CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2

InChI

1S/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t10-;/m0./s1

Clé InChI

WLRMANUAADYWEA-NWASOUNVSA-N

Informations sur le gène

human ... ADRB1(153) , ADRB2(154) , ADRB3(155)

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Application

Timolol maleate has been used as an adrenergic β-blocker for evaluating cardiovascular functions in mice5. It has also been used for evaluating the uptake of 86Rb+ in rat cardiomyocytes6.

Actions biochimiques/physiologiques

Timolol maleate is a class II anti-arrhythmic agent that functions as a non-selective β-adrenoceptor antagonist, a vasodilator and an anti-glaucoma agent. Studies have reported that timolol maleate can be used for the treatment of infantile hemangioma (IH)7.

Caractéristiques et avantages

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Notes préparatoires

Timolol maleate is soluble in ethanol and water.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H361

Classification des risques

Acute Tox. 4 Oral - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Verena Prokosch et al.
PloS one, 8(2), e49730-e49730 (2013-03-08)
Optic nerve atrophy caused by abnormal intraocular pressure (IOP) remains the most common cause of irreversible loss of vision worldwide. The aim of this study was to determine whether topically applied IOP-lowering eye drugs affect retinal ganglion cells (RGCs) and
Ajith Chakkittakandiyil et al.
Pediatric dermatology, 29(1), 28-31 (2011-12-14)
Therapeutic options for superficial infantile hemangiomas (IH) are limited. Recently, timolol maleate gel, a topical nonselective beta-blocker, has been reported as a potentially effective treatment for superficial IH. This study is an extension of a previously published pilot study designed
G C Chiou et al.
Journal of ocular pharmacology, 8(3), 183-190 (1992-01-01)
An ocular hypertensive rabbit eye model was used to study the effect of L- and D-timolol on retinal and choroidal blood flow. Ocular hypertension was induced artificially by raising the intraocular pressure to 40 mmHg which reduced the ocular blood
Hyun Jung Jung et al.
Journal of controlled release : official journal of the Controlled Release Society, 165(1), 82-89 (2012-11-06)
Glaucoma is the second major cause of blindness in the world after cataract. Glaucoma management through eye drops that reduce the intraocular pressure (IOP) has major deficiencies including low patient compliance and low bioavailability. Extended wear contact lenses that deliver
M Gallarate et al.
International journal of pharmaceutics, 440(2), 126-134 (2012-10-20)
After an initial screening of ingredients and production methods, nanoemulsions for ocular administration of timolol containing the drug as maleate (TM) or as ion-pair with AOT (TM/AOT) were prepared. The physico-chemical characterization of nanoemulsions, regarding mean diameter, pH, zeta potential
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