T6394

Timolol maleate salt

≥98% (TLC), powder

• Synonym(s): S-(−)-1-(t-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]-2-propanol maleate salt, Timolol hydrogen maleate
• Empirical Formula (Hill Notation): C₁₃H₂₄N₄O₃S · C₄H₄O₄
• CAS Number: 26921-17-5
• Molecular Weight: 432.49
• EC Number: 248-111-5
• MDL number: MFCD00058356
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277810
• NACRES: NA.77

Properties

• assay: ≥98% (TLC)
• form: powder
• optical activity: [α]25/D -5.4°, c = 4.9 in 1 M HCl(lit.)
• color: white to off-white
• mp: 202-203 °C (lit.)
• solubility: H₂O: soluble; ethanol: soluble
• ε (extinction coefficient): 8,700 at 294 nm at 1 M
• originator: Merck & Co., Inc., Kenilworth, NJ, U.S.
• SMILES string: [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
• InChI key: WLRMANUAADYWEA-NWASOUNVSA-N
• Gene Information: human ... ADRB1(153) , ADRB2(154) , ADRB3(155)

Description

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.

Biochem/physiol Actions

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.

Features and Benefits

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.

Preparation Note

Timolol maleate is soluble in ethanol and water.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H361
• pcodes: P201 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges