1-(3-hydroxypropyl)-5-[2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide

• ChemBase ID: 72765
• Molecular Formular: C25H32F3N3O4
• Molecular Mass: 495.5344896
• Monoisotopic Mass: 495.23449118
• SMILES: c1ccc(c(c1)OCCNC(C)Cc1cc2c(c(c1)C(=O)N)N(CC2)CCCO)OCC(F)(F)F
• Canonical SMILES: OCCCN1CCc2c1c(cc(c2)CC(NCCOc1ccccc1OCC(F)(F)F)C)C(=O)N
• InChI: InChI=1S/C25H32F3N3O4/c1-17(30-8-12-34-21-5-2-3-6-22(21)35-16-25(26,27)28)13-18-14-19-7-10-31(9-4-11-32)23(19)20(15-18)24(29)33/h2-3,5-6,14-15,17,30,32H,4,7-13,16H2,1H3,(H2,29,33)
• InChIKey: PNCPYILNMDWPEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-hydroxypropyl)-5-[2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide
• IUPAC Traditional name: 1-(3-hydroxypropyl)-5-[2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydroindole-7-carboxamide
• Synonyms: KAD 3213; KMD 3213; Rapaflo; Silodosin(Rapaflo)

Database IDs

• CAS Number: 160970-54-7
• PubChem SID: 162037686
• PubChem CID: 9891967

CALCULATED PROPERTIES

• Acid pKa: 14.865219
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.1458398
• LogD (pH = 7.4): 0.82869637
• Log P: 3.0467358
• Molar Refractivity: 128.9196 cm^3
• Polarizability: 47.85751 Å^3
• Polar Surface Area: 97.05 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1613

Research Area: Endocrinology
Biological Activity:
Silodosin(Rapaflo) is an α1-adrenoceptor antagonist with high uroselectivity. It causes practically no orthostatic hypotension (in contrast to other α1 blockers). Since Silodosin is a highly selective inhibitor of the α1A adrenergic receptor, it causes practically no orthostatic hypotension (in contrast to other α1 blockers). On the other hand, the high selectivity seems to cause more problems with ejaculation. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Silodosin