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CHEBI:9398 - tamsulosin

ChEBI IDCHEBI:9398
ChEBI Nametamsulosin
Stars
DefinitionA 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide that has (R)-configuration. A specific α1 adrenoceptor antagonist used (generally as its hydrochloride salt, tamsulosin hydrochloride) in the treatment of prostatic hyperplasia, chronic prostatitis, urinary retention, and help with the passage of kidney stones.
Last Modified12 November 2018
DownloadsMolfile
FormulaC20H28N2O5S
Net Charge0
Average Mass408.520
Monoisotopic Mass408.17189
SMILESCCOc1ccccc1OCCN[C@H](C)Cc1ccc(OC)c(S(N)(=O)=O)c1
InChIInChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1
InChIKeyDRHKJLXJIQTDTD-OAHLLOKOSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
ChEBI Ontology
Outgoing Relation(s)
tamsulosin (CHEBI:9398) has role antineoplastic agent (CHEBI:35610)
tamsulosin (CHEBI:9398) has role α-adrenergic antagonist (CHEBI:37890)
tamsulosin (CHEBI:9398) is a 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamide (CHEBI:142546)
tamsulosin (CHEBI:9398) is conjugate base of tamsulosin(1+) (CHEBI:142544)
tamsulosin (CHEBI:9398) is enantiomer of ent-tamsulosin (CHEBI:142548)
Incoming Relation(s)
rac-tamsulosin (CHEBI:142552) has part tamsulosin (CHEBI:9398)
tamsulosin(1+) (CHEBI:142544) is conjugate acid of tamsulosin (CHEBI:9398)
ent-tamsulosin (CHEBI:142548) is enantiomer of tamsulosin (CHEBI:9398)
IUPAC Name 
5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzenesulfonamide
INNs  Source
tamsulosinChemIDplus
tamsulosinaChemIDplus
tamsulosineChemIDplus
tamsulosinumChemIDplus
Synonyms  Source
TamsulosinKEGG COMPOUND
(R)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamideChemIDplus
(−)-tamsulosinChEBI
(R)-(−)-tamsulosinChEBI
Manual XrefsDatabases
C07124KEGG COMPOUND
EP34432Patent
US4703063Patent
DB00706DrugBank
TamsulosinWikipedia
D08560KEGG DRUG
2562DrugCentral
Registry NumbersSources
Reaxys:6896059Reaxys
CAS:106133-20-4KEGG COMPOUND
CAS:106133-20-4ChemIDplus
Citations