Structure via PubChem · Public domain (PubChem)
(S)-(−)-timolol
Sign in to saveAlso known as NYO142, (S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol, timolol anhydrous, (-)-S-timolol, timolol
Timolol is a beta blocker medication used either by mouth or as eye drops. As eye drops it is used to treat increased pressure inside the eye such as in ocular hypertension and glaucoma. By mouth it is used for high blood pressure, chest pain due to insufficient blood flow to the heart, to prevent further complications after a heart attack, and to prevent migraines.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 457286138
- Drug.image
- Timolol structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Timolol ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Timoptic, others
- Drug.Drugs.com
- Maleate eent
- Drug.MedlinePlus
- a684029
- Drug.DailyMedID
- Timolol
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth, topical (eye drop)
- Drug.class
- Beta blocker
- Drug.ATC_prefix
- C07
- Drug.ATC_suffix
- AA06
- Drug.ATC_supplemental
- Combination:
- Drug.legal_CA
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C13H24N4O3S
- Molecular weight
- 316.42 g/mol
- IUPAC name
- (2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
- SMILES
- CC(C)(C)NC[C@@H](COC1=NSN=C1N2CCOCC2)O
- InChIKey
- BLJRIMJGRPQVNF-JTQLQIEISA-N
- XLogP
- 1.8
- Polar surface area
- 108 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1978
- Admin. routes
- oral, topical
- Indications
- open-angle glaucoma, cardiovascular disease, hemangioma, ocular hypertension
via ChEMBL · EBI
Research
2,302 papers- Synthesis and Characterization of 3-S-impurities in Timolol Maleate.Current organic synthesis · 2025
- Peyronie's disease and Dupuytren's contracture secondary to topical timolol.International ophthalmology · 2019
- Cardiac safety of ophthalmic timolol.Expert opinion on drug safety · 2016
- [Timolol (author's transl)].Journal francais d'ophtalmologie · 1979
- Determination of (R)-timolol in (S)-timolol maleate active pharmaceutical ingredient: validation of a new supercritical fluid chromatography method with an established normal phase liquid chromatography method.Journal of chromatography. A · 2014
via PubMed
Wikidata facts
- Mass
- 316.156912
- Has use
- medication
Show 11 more facts
- chemical formula
- C₁₃H₂₄N₄O₃S
- NCI Thesaurus ID
- C90802
- medical condition treated
- angina pectoris
- canonical SMILES
- CC(C)(C)NCC(COC1=NSN=C1N2CCOCC2)O
- World Health Organisation international non-proprietary name
- timolol
- Commons category
- Timolol
- isomeric SMILES
- CC(C)(C)NC[C@H](O)COC1=NSN=C1N2CCOCC2
- subject has role
- essential medicine
- MCN code
- 2934.99.91
- different from
- thymol
- defined daily dose
- 20
Sources (6)
via Wikidata · CC0
~4 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- By mouth
- Eye drops
- On the skin
- Available forms
- Contraindications
- Side effects
- Chemistry
- Society and culture
- Brand names
- References
- External links
Timolol is a beta blocker medication used either by mouth or as eye drops. As eye drops it is used to treat increased pressure inside the eye such as in ocular hypertension and glaucoma. By mouth it is used for high blood pressure, chest pain due to insufficient blood flow to the heart, to prevent further complications after a heart attack, and to prevent migraines.
Common side effects with the drops is irritation of the eye. Common side effects by mouth include tiredness, slow heart beat, itchiness, and shortness of breath. Other side effects include masking the symptoms of low blood sugar in those with diabetes. Use is not recommended in those with asthma, uncompensated heart failure, or chronic obstructive pulmonary disease (COPD). It is unclear if use during pregnancy is safe for the fetus. Timolol is a non-selective beta blocker.
Excerpted from Wikipedia’s “(S)-(−)-timolol” article, available under the CC BY-SA 4.0 licence.