CAS 26839-76-9

(R)-Timolol

Description:

(R)-Timolol is a non-selective beta-adrenergic antagonist primarily used in the treatment of glaucoma and hypertension. It is a chiral compound, with the (R) configuration indicating its specific stereochemistry, which is crucial for its biological activity. The substance is typically presented as a white to off-white crystalline powder, and it is soluble in water, which facilitates its formulation in eye drops for ocular administration. Timolol works by reducing intraocular pressure by decreasing the production of aqueous humor in the eye. In addition to its ophthalmic applications, it is also used in oral formulations for managing systemic hypertension and certain cardiac conditions. The compound has a relatively low molecular weight and exhibits a moderate half-life, necessitating regular dosing for optimal therapeutic effects. Its pharmacokinetics can be influenced by factors such as age and renal function, making patient monitoring essential during treatment. Overall, (R)-Timolol is a vital medication in both ophthalmology and cardiology, demonstrating the importance of beta-blockers in clinical practice.

Formula: C₁₃H₂₄N₄O₃S

InChI: InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3/t10-/m1/s1

InChI key: InChIKey=BLJRIMJGRPQVNF-SNVBAGLBSA-N

SMILES: O(C[C@@H](CNC(C)(C)C)O)C=1C(=NSN1)N2CCOCC2

Synonyms:

• (+)-Timolol
• (2R)-1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol
• (2R)-1-[(1,1-Dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-2-propanol
• (R)-(+)-Timolol
• 1,2,5-Thiadiazole, 2-propanol deriv.
• 1-(tert-Butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-2-propanol
• 2-Propanol, 1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-
• 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (2R)-
• 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (R)-
• L 714465
• d-Timolol

(R)-Timolol

Controlled Product

CAS: 26839-76-9

Impurity Timolol EP Impurity A; Timolol BP Impurity A; Timolol USP Related Compound A
Applications (R)-Timolol (Timolol EP Impurity A; Timolol BP Impurity A; Timolol USP Related Compound A) is an antihypertensive agent that increases ocular blood flow and reduces intraocular pressure. (R)-Timolol is an β-adrenergic blocking agent that binds only to nonspecific sites in the particulate fraction of the heart, lungs, and brain.
References Rotmensch, H. et al.: J. Clinical. Pharmacol., 33, 544 (1993); Chiou, G. & Chen. Y., J. Ocular. Pharmacol., 8, 183 (1992); Chiou, G. et al.: J. Ocular. Pharmacol., 6, 23 (1990); Tocco, D. et al.: Drug Met. Disposit., 4, 323 (1976)

Formula: C₁₃H₂₄N₄O₃S

Color and Shape: Neat

Molecular weight: 316.42

Ref: TR-T443695

Timolol EP Impurity A

CAS: 26839-76-9

Formula: C₁₃H₂₄N₄O₃S

Molecular weight: 316.42

Ref: ST-EA-CP-T13001