(S)-Timolol (CED0032005)

Record Information
Version1.0
Creation Date2016-05-22 03:47:21 UTC
Update Date2026-08-19 02:50:00 UTC
Accession NumberCHEM016910
Identification
Common Name(S)-Timolol
ClassSmall Molecule
Description
(S)-Timolol is an organic compound with the formula C13H24N4O3S and an average molecular weight of 316.42 g/mol. (S)-Timolol belongs to the amines, a subclass of organonitrogen compounds within the organic compounds. It acts as an antagonist for two recorded protein targets: the Beta-1 adrenergic receptor (ADRB1) and the Beta-2 adrenergic receptor (ADRB2). The compound is found in or released from 25 recorded sources across several sectors. In healthcare, pharmaceuticals, and veterinary products, it is associated with beta blocking agents, medical devices, and miotics and antiglaucoma preparations. It is also linked to electrical and electronic equipment, including batteries, printed circuit boards, capacitors, wires and cables, and cell phones, among six other items. Within household cleaning and consumer products, it is found in bleaching agents, cigar cigarettes, other smoking requisites, and non electric simulated smoking devices. Additionally, it is identified in drinking water and water supply, food packaging from the food and cookware sector, and textiles, leather, and furnishings, specifically synthetic textiles and carpets and rugs, as well as three more sectors. Recorded exposure routes for (S)-Timolol include oral, topical, inhalation, touch, and ophthalmic routes.
Contaminant Type
  • PFAS
Chemical Structure
Synonyms
ValueSource
(-)-3-Morpholino-4-(3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazoleChEBI
(2S)-1-((1,1-Dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanolChEBI
(S)-1-(1,1-(Dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanolChEBI
(S)-1-(Tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-olChEBI
(S)-1-Tert-butylamino-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-2-olChEBI
(S)-TimololChEBI
1-(Tert-butylamino)-3-[4-(1,4-oxazinan-4-yl)-1,2,5-thiadiazol-3-yloxy]-(2S)-propan-2-olChEBI
S-(-)-3-(3-Tert-butylamino-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazoleChEBI
BetimolKegg
TimololChEBI
(S)-1-((1,1-Dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadazol-3-yl)oxy)-2-propanolMeSH
TimacarMeSH
OptimolMeSH
Timolol hemihydrateMeSH
BlocadrenMeSH
Timolol maleate, (1:1) saltMeSH
TimopticMeSH
TimoptolMeSH
Hemihydrate, timololMeSH
Timolol maleateMeSH
Chemical FormulaC13H24N4O3S
Average Molecular Mass316.420 g/mol
Monoisotopic Mass316.157 g/mol
CAS Registry Number26839-75-8
IUPAC Name(2S)-1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol
Traditional Name(2S)-1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol
SMILES[H][C@](O)(CNC(C)(C)C)COC1=NSN=C1N1CCOCC1
InChI IdentifierInChI=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-/m0/s1
InChI KeyBLJRIMJGRPQVNF-JTQLQIEISA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylarylamines
Alternative Parents
Substituents
  • Dialkylarylamine
  • Alkyl aryl ether
  • Morpholine
  • Oxazinane
  • Imidolactam
  • Azole
  • Heteroaromatic compound
  • Thiadiazole
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Secondary amine
  • Oxacycle
  • Ether
  • Secondary aliphatic amine
  • Dialkyl ether
  • Azacycle
  • Organoheterocyclic compound
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.27 g/LALOGPS
logP1.44ALOGPS
logP1.34ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)14.08ChemAxon
pKa (Strongest Basic)9.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area79.74 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity83.92 m³·mol⁻¹ChemAxon
Polarizability33.86 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0009000000-d71d621ed511e13fd0fcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02t9-0069000000-b1978af1db9940bfb5e5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01vx-4390000000-df83be04a7e7c18de424Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9410000000-c9b47edd2cfab49a0aefNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9300000000-617e94c43fe73fa575e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-da0c1e25ae5110879b00Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02t9-0379000000-8b822b96645d698d2c82Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-2449000000-658bdda5490ee521a38aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9572000000-eeff2781c39c4d9bc9acNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dr-9200000000-04646f3c9b1ea6bed03dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-2938000000-2af43376de55b5ef3669Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004r-3921000000-57cfb128498f5b8c8aefNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4r-5900000000-7a92e177cc451b3d3eccNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
1021.0Log mg/kg[570:1800]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
120Wires and cablesElectrical & Electronic EquipmentNot Available
121Printed circuit boardsElectrical & Electronic EquipmentNot Available
125BatteriesElectrical & Electronic EquipmentNot Available
130SemiconductorsElectrical & Electronic EquipmentNot Available
138LubricantsEnergy, oil & gasNot Available
147Food packagingFood, food processing & cookwareNot Available
174LubricantsIndustrial manufacturing & chemical processingNot Available
234Medical devicesHealthcare, pharmaceuticals & veterinary productsNot Available
293Beta blocking agentsHealthcare, pharmaceuticals & veterinary productsNot Available
398Antiglaucoma preparations and mioticsHealthcare, pharmaceuticals & veterinary productsNot Available
451Carpets and RugsTextiles, leather & furnishingsNot Available
454Synthetic textilesTextiles, leather & furnishingsNot Available
490Personal care & cosmeticsNot Available
492Cell phonesElectrical & Electronic EquipmentNot Available
493CapacitorsElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
5 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)8.87481
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)11.0546
Click to view 3D structureBeta-1 adrenergic receptorB0FL73Cavia porcellusPredicted (SEA)2.88042
Click to view 3D structureBeta-2 adrenergic receptorQ8K4Z4Cavia porcellusPredicted (SEA)4.67095
Click to view 3D structureBeta-1 adrenergic receptorP18090Rattus norvegicusPredicted (SEA)2.64687
Beta-3 adrenergic receptor structureClick to view 3D structureBeta-3 adrenergic receptorP13945HumansPredicted (SEA)8.64126
Lysosomal acid lipase/cholesteryl ester hydrolase structureClick to view 3D structureLysosomal acid lipase/cholesteryl ester hydrolaseP38571HumansPredicted (SEA)0.233548
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)82.1309
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)77.0707
Click to view 3D structureImmunoglobulin A1 protease autotransporterP44969Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)Predicted (SEA)0.233548
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansPredicted (SEA)100.27
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)753.036
Click to view 3D structureBeta-2 adrenergic receptorQ28044Bos taurusPredicted (SEA)10.7432
Extracellular calcium-sensing receptor structureClick to view 3D structureExtracellular calcium-sensing receptorP41180HumansPredicted (SEA)22.732
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)2759.6
Click to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoformP42338HumansPredicted (SEA)1010.72
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformP48736HumansPredicted (SEA)1220.29
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoformP42336HumansPredicted (SEA)1467.85
Serine/threonine-protein kinase mTOR structureClick to view 3D structureSerine/threonine-protein kinase mTORP42345HumansPredicted (SEA)1098.06
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoformO00329HumansPredicted (SEA)1241.31
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)4176.46
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)1384.94
Tyrosine-protein kinase SYK structureClick to view 3D structureTyrosine-protein kinase SYKP43405HumansPredicted (SEA)2276.47
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)1327.8
Mitogen-activated protein kinase kinase kinase 9 structureClick to view 3D structureMitogen-activated protein kinase kinase kinase 9P80192HumansPredicted (SEA)702.823
Concentrations
Not Available
External Links
DrugBank IDDB00373
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTimolol
Chemspider IDNot Available
ChEBI ID9599
PubChem Compound IDNot Available
Kegg Compound IDC07141
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10891117
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11300874
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11728183
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=11784135
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=14971904
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=15027870
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=15857133
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=1635066
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=2002467
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2579237
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=2872332
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=2892933
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=2903243
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=6094812
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=6109024
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=6113285
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=6126588
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=6134834
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=8568799
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=9288160