TIM

(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

Created:2008-05-22
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count45
Chiral Atom Count1
Bond Count46
Aromatic Bond Count5
2D diagram of TIM
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Chemical Component Summary

Name(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
SynonymsTimolol maleate
Systematic Name (OpenEye OEToolkits)(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
FormulaC13 H24 N4 O3 S
Molecular Weight316.42
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs10.04OC(COc1nsnc1N2CCOCC2)CNC(C)(C)C
SMILESCACTVS3.341CC(C)(C)NC[CH](O)COc1nsnc1N2CCOCC2
SMILESOpenEye OEToolkits1.5.0CC(C)(C)NCC(COc1c(nsn1)N2CCOCC2)O
Canonical SMILESCACTVS3.341 CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2
Canonical SMILESOpenEye OEToolkits1.5.0 CC(C)(C)NC[C@@H](COc1c(nsn1)N2CCOCC2)O
InChIInChI1.03 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-/m0/s1
InChIKeyInChI1.03 BLJRIMJGRPQVNF-JTQLQIEISA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB00373 
NameTimolol
Groups approved
DescriptionTimolol is a nonselective beta-adrenergic antagonist given in an eye drop solution to reduce intraocular pressure, or pressure in the eyes.[L6724] It is also used in tablet form as a drug to treat hypertension.[L6727] Timolol was first approved by the FDA in 1978.[L6724] This drug is marketed by several manufacturers [L6736] and is an effective agent for the management of conditions such as open-angle glaucoma and hypertension.
Synonyms
  • Timololo
  • Timolol hemihydrate
  • Timolol
  • (S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
  • Timolol anhydrous
Brand Names
  • Ratio-timolol Maleate 0.25%
  • Dorzolamide Hydrochloride and Timolol Maleate ophthalmic
  • Rhoxal-timolol 0.5%
  • Beta-tim - 0.25% Liq
  • Timolol Maleate Ophthalmic Gel Forming Solution, 0.25%
Indication Ophthalmic timolol is indicated for the treatment of increased intraocular pressure in patients with ocular hypertension or open-angle glaucoma. The oral form of this drug is used to treat high blood pressure.[L6724,L6727] In certain cases, timolol is used in the prevention of migraine headaches.[A179530,L6742]
Categories
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Agents causing hyperkalemia
  • Alcohols
  • Amines
ATC-Code
  • C07AA06
  • S01ED51
  • C07BA06
  • C07DA06
  • S01ED01
CAS number26839-75-8

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Beta-1 adrenergic receptorMGAGVLVLGASEPGNLSSAAPLPDGAATAARLLVPASPPASLLPPASESP...unknownantagonist
Beta-2 adrenergic receptorMGQPGNGSAFLLAPNGSHAPDHDVTQERDEVWVVGMGIVMSLIVLAIVFG...unknownantagonist
EndolysinMNIFEMLRIDERLRLKIYKDTEGYYTIGIGHLLTKSPSLNAAKSELDKAI...unknown
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknownsubstrate
Cytochrome P450 2D6MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL499
PubChem 33624
ChEMBL CHEMBL499
ChEBI CHEBI:9599
CCDC/CSD JEYFEY10