Silodosin

• CAT Number: A000383
• CAS Number: 160970-54-7
• Molecular Formula: C25H32F3N3O4
• Molecular Weight: 495.5
• Purity: ≥95%
• Synonyms: 160970-54-7; Rapaflo; Urief; Silodyx; Urorec
• Target: Neuronal Signaling
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• 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)/t17-/m1/s1
• InChIKey: PNCPYILNMDWPEY-QGZVFWFLSA-N
• SMILES: CC(CC1=CC2=C(C(=C1)C(=O)N)N(CC2)CCCO)NCCOC3=CC=CC=C3OCC(F)(F)F

Silodosin is an α1-adrenoceptor antagonist approved for the symptomatic treatment of benign prostatic hyperplasia. It acts as an α1-adrenoceptor antagonist with high uroselectivity (selectivity for the prostate). Since silodosin has high affinity for the α1A adrenergic receptor, it causes practically no orthostatic hypotension (in contrast to other α1 blockers). On the other side, the high selectivity seems to be the cause of silodosin/’s typical side effect of retrograde ejaculation.

Reference

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2: Elgalaly H, Eliwa A, Seleem M, Salem E, Omran M, Shello H, Abdelwahab K,
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3: Choi WS, Cho MC, Lee JW, Song SH, Oh JK, Lee SW, Cho SY, Park JY. Efficacy and
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4: Fukuhara S. Editorial Comment to Silodosin versus naftopidil in the treatment
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6: Tanaka Y, Tanuma Y, Masumori N. The Persistence of Silodosin Monotherapy and
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7: Shah PA, Shrivastav PS. Determination of silodosin and its active glucuronide
metabolite KMD-3213G in human plasma by LC-MS/MS for a bioequivalence study.
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8: Chatterjee S, Agrawal D. Silodosin-associated intraoperative floppy iris
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9: Sato Y, Otani T, Amano T, Araki T, Kondou N, Matsukawa M, Tobe M, Haga K,
Uchida K, Honma I. Silodosin versus naftopidil in the treatment of premature
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10: Celik S, Akdeniz F, Yildirim MA, Bozkurt O, Bulut MG, Hacihasanoglu ML, Demir
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