Tamsulosin hydrochlorideProduct ingredient for Tamsulosin

Name
Tamsulosin hydrochloride
Drug Entry
Tamsulosin

Tamsulosin is a selective alpha-1A and alpha-1B adrenoceptor antagonist that exerts its greatest effect in the prostate and bladder, where these receptors are most common.Label It is indicated for the treatment of signs and symptoms of benign prostatic hypertrophy.Label Antagonism of these receptors leads to relaxation of smooth muscle in the prostate and detrusor muscles in the bladder, allowing for better urinary flow.Label Other alpha-1 adrenoceptor antagonists developed in the 1980s were less selective and more likely to act on the smooth muscle of blood vessels, resulting in hypotension.5

Tamsulosin was first approved by the FDA on April 15, 1997.6

Accession Number
DBSALT000978
Structure
Thumb
Synonyms
Tamsulosin HCl
UNII
11SV1951MR
CAS Number
106463-17-6
Weight
Average: 444.973
Monoisotopic: 444.148570445
Chemical Formula
C20H29ClN2O5S
InChI Key
ZZIZZTHXZRDOFM-XFULWGLBSA-N
InChI
InChI=1S/C20H28N2O5S.ClH/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);1H/t15-;/m1./s1
IUPAC Name
5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzene-1-sulfonamide hydrochloride
SMILES
Cl.[H][C@@](C)(CC1=CC(=C(OC)C=C1)S(N)(=O)=O)NCCOC1=CC=CC=C1OCC
External Links
Human Metabolome Database
HMDB0042022
ChemSpider
4515016
ChEBI
9399
ChEMBL
CHEMBL1200914
Wikipedia
Tamsulosin
Predicted Properties
PropertyValueSource
logP2.04ChemAxon
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)9.28ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area99.88 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity108.86 m3·mol-1ChemAxon
Polarizability43.37 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon