5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzene-1-sulfonamide hydrochloride

• ChemBase ID: 72678
• Molecular Formular: C20H29ClN2O5S
• Molecular Mass: 444.97266
• Monoisotopic Mass: 444.14857072
• SMILES: c1(ccc(cc1S(=O)(=O)N)CC(NCCOc1c(cccc1)OCC)C)OC.Cl
• Canonical SMILES: CCOc1ccccc1OCCNC(Cc1ccc(c(c1)S(=O)(=O)N)OC)C.Cl
• 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
• InChIKey: ZZIZZTHXZRDOFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzene-1-sulfonamide hydrochloride
• IUPAC Traditional name: @tamsulosin hydrochloride; tamsulosin hydrochloride
• Synonyms: Flomax; Tamsulosin hydrochloride; 5-[2-[[2-(-Ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide Hydrochloride; Harnal; Omnic; Pradif; YM 12617-1; YM 617; Yutanal; rac Tamsulosin Hydrochloride

Database IDs

• CAS Number: 106463-17-6; 80223-99-0
• PubChem SID: 162037599
• PubChem CID: 6917671

CALCULATED PROPERTIES

• Acid pKa: 9.932656
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.6416307
• LogD (pH = 7.4): 0.46680295
• Log P: 2.038114
• Molar Refractivity: 108.8649 cm^3
• Polarizability: 43.42021 Å^3
• Polar Surface Area: 99.88 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 231-233°C (dec.)

Safety Information

• Storage Condition: -20°C; Refrigerator

Pharmacology Properties

• Target: 5α-reductase

Product Information

• Salt Data: Hydrochloride

DETAILS

Selleck Chemicals - S1435

Research Area: Cancer
Biological Activity:
Tamsulosin (rINN) is an α1a-selective alpha blocker . Tamsulosin is primarily used for benign prostatic hyperplasia(BPH), but is sometimes used for the passage of kidney stones by the same mechanism of smooth muscle relaxation via alpha antagonism. [1]

Toronto Research Chemicals - T006351

Specific α1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy.

REFERENCES

• http://www.rxlist.com/flomax-drug.htm
• Kawabe, K., et al.: J. Urol., 144, 908 (1990)
• Abrams, P., et al.: Br. J. Urol., 76, 325 (1990)
• Michel, M.C., Expert Opin. Pharmacother., 5, 151 (1990)