SILODOSIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H32F3N3O4
Molecular Weight	495.5345
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H](CC1=CC2=C(N(CCCO)CC2)C(=C1)C(N)=O)NCCOC3=CC=CC=C3OCC(F)(F)F

InChI

InChIKey=PNCPYILNMDWPEY-QGZVFWFLSA-N

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

HIDE SMILES / InChI

Molecular Formula	C25H32F3N3O4
Molecular Weight	495.5345
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf | https://www.ncbi.nlm.nih.gov/pubmed/14725494 | https://www.ncbi.nlm.nih.gov/pubmed/7651358

Silodosin is a selective antagonsit of alpha-1a adrenergic receptor which was developed by Kissei Pharmaceutical. The drug was approved by FDA under the name Rapaflo for the treatment of signs and symptoms associated with benign prostatic hyperplasia.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Alpha-1a adrenergic receptor 67 Target ID: CHEMBL229 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	Antagonist 2849		0.32 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Benign prostatic hyperplasia 28 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	Palliative		Approved 8583	RAPAFLO Approved Use RAPAFLO, a selective alpha-1 adrenergic receptor antagonist, is indicated for the treatment of the signs and symptoms of benign prostatic hyperplasia (BPH). Launch Date 2008

C_max

Value	Dose	Co-administered	Analyte	Population
61.6 ng/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	8 mg 1 times / day steady-state, oral dose: 8 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		SILODOSIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
373.4 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	8 mg 1 times / day steady-state, oral dose: 8 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		SILODOSIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
13.3 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	8 mg 1 times / day steady-state, oral dose: 8 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		SILODOSIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
3% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/022206s012lbl.pdf	8 mg 1 times / day steady-state, oral dose: 8 mg route of administration: Oral experiment type: STEADY-STATE co-administered:		SILODOSIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
48 mg 1 times / day multiple, oral Highest studied dose Dose: 48 mg, 1 times / day Route: oral Route: multiple Dose: 48 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21114397 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_MedR_P1.pdf#page=54	healthy, 19 - 45 Health Status: healthy Age Group: 19 - 45 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21114397 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_MedR_P1.pdf#page=54	DLT: Postural hypotension... Dose limiting toxicities: Postural hypotension Sources: https://pubmed.ncbi.nlm.nih.gov/21114397 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_MedR_P1.pdf#page=54
12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	Other AEs: Nervous system disorder NOS, Fatigue... Other AEs: Nervous system disorder NOS (13%) Fatigue (13%) Dizziness (13%) Hematuria (13%) Leukocyturia (13%) Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
8 mg 1 times / day multiple, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: multiple Dose: 8 mg, 1 times / day Sources: https://allergan-web-cdn-prod.azureedge.net/allergancanadaspecialty/allergancanadaspecialty/media/actavis-canada-specialty/en/products/pms/rapaflo-pm_eng-12march2018.pdf	unhealthy Health Status: unhealthy Sex: M Sources: https://allergan-web-cdn-prod.azureedge.net/allergancanadaspecialty/allergancanadaspecialty/media/actavis-canada-specialty/en/products/pms/rapaflo-pm_eng-12march2018.pdf	Disc. AE: Retrograde ejaculation... AEs leading to discontinuation/dose reduction: Retrograde ejaculation (2.8%) Sources: https://allergan-web-cdn-prod.azureedge.net/allergancanadaspecialty/allergancanadaspecialty/media/actavis-canada-specialty/en/products/pms/rapaflo-pm_eng-12march2018.pdf
8 mg 1 times / day multiple, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: multiple Dose: 8 mg, 1 times / day Sources: https://www.ema.europa.eu/en/documents/product-information/silodyx-epar-product-information_en.pdf	unhealthy Health Status: unhealthy Sex: M Sources: https://www.ema.europa.eu/en/documents/product-information/silodyx-epar-product-information_en.pdf	Other AEs: Intraoperative floppy iris syndrome... Other AEs: Intraoperative floppy iris syndrome Sources: https://www.ema.europa.eu/en/documents/product-information/silodyx-epar-product-information_en.pdf

AEs

AE	Significance	Dose	Population
Postural hypotension	DLT	48 mg 1 times / day multiple, oral Highest studied dose Dose: 48 mg, 1 times / day Route: oral Route: multiple Dose: 48 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/21114397 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_MedR_P1.pdf#page=54	healthy, 19 - 45 Health Status: healthy Age Group: 19 - 45 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21114397 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_MedR_P1.pdf#page=54
Dizziness	13%	12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
Fatigue	13%	12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
Hematuria	13%	12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
Leukocyturia	13%	12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
Nervous system disorder NOS	13%	12 mg single, oral Highest studied dose Dose: 12 mg Route: oral Route: single Dose: 12 mg Sources: https://pubmed.ncbi.nlm.nih.gov/21804212	healthy, 23 ± 1.4 Health Status: healthy Age Group: 23 ± 1.4 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/21804212
Retrograde ejaculation	2.8% Disc. AE	8 mg 1 times / day multiple, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: multiple Dose: 8 mg, 1 times / day Sources: https://allergan-web-cdn-prod.azureedge.net/allergancanadaspecialty/allergancanadaspecialty/media/actavis-canada-specialty/en/products/pms/rapaflo-pm_eng-12march2018.pdf	unhealthy Health Status: unhealthy Sex: M Sources: https://allergan-web-cdn-prod.azureedge.net/allergancanadaspecialty/allergancanadaspecialty/media/actavis-canada-specialty/en/products/pms/rapaflo-pm_eng-12march2018.pdf
Intraoperative floppy iris syndrome		8 mg 1 times / day multiple, oral Recommended Dose: 8 mg, 1 times / day Route: oral Route: multiple Dose: 8 mg, 1 times / day Sources: https://www.ema.europa.eu/en/documents/product-information/silodyx-epar-product-information_en.pdf	unhealthy Health Status: unhealthy Sex: M Sources: https://www.ema.europa.eu/en/documents/product-information/silodyx-epar-product-information_en.pdf

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946 inhibitor 2252 inducer 1087	inhibitor 2438 inducer 440 substrate 1193	inhibitor 2507 substrate 1388	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2A6 879 CYP2C19 2057 CYP2E1 1060	UGT2B7 456 P-gp 2052 CYP1A1 389 CYP1A2 1197 CYP2A6 626 CYP2C19 1119 CYP2E1 729 UGT1A1 479 UGT1A3 470 UGT1A6 343 UGT1A9 423 UGT1A10 331 UGT2B15 236	CYP1A2 832 CYP2C8 198 CYP2C19 329 P-gp 301

Drug as perpetrator

Target	Modality	Activity	Clinical evidence
CYP1A2 2333	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP1A2 2333	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2A6 911	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2C19 2141	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2C19 2141	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2C8 1117	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2C9 2497	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2C9 2497	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2D6 2546	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP2E1 1146	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP3A4 2633	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
CYP3A4 2633	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 12	no
P-gp 1932	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5.0	no	no (co-administration study) Comment: silodosin did not significantly affect the PK of digoxin Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5.0

Drug as victim

Target	Modality	Activity	Clinical evidence
UGT1A1 479	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no
UGT1A10 331	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no
UGT1A3 470	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no
UGT1A6 343	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no
UGT1A9 423	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no
UGT2B15 236	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_PharmR_P1.pdf Page: 61.0	no
CYP1A1 389	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: furafylline did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP1A2 1197	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: furafylline did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP2A6 626	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: coumarin did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP2C19 1119	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: S-mephenytoin did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP2C9 1193	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: sulfafenazole did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP2D6 1388	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: quinidine did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
CYP2E1 729	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0	no	no (co-administration study) Comment: diethyldithiocarbamate did not affect silodosin metabolism Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 16.0
UGT2B7 456	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 11.0	yes
CYP3A4 1946	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 11, 12	yes	yes (co-administration study) Comment: ketaconzaole increased sildosin Cmax by 3.8-fold and AUC by 3.2-fold Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 5, 11, 12
P-gp 2052	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 17.0	yes	yes (co-administration study) Comment: ketaconzaole increased sildosin Cmax by 3.8-fold and AUC by 3.2-fold Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_ClinPharmR.pdf Page: 17.0

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/022206s000_PharmR_P1.pdf Page: 2, 31

Sourcing

Vendor/Aggregator	ID	URL
AA Blocks	AA001VHU	https://www.aablocks.com/goods/Goods/detail?id=AA001VHU
Aaron Chemicals	AR001W9M	http://www.aaronchem.com/160970-54-7
abcr GmbH	AB479551	http://www.abcr.com/shop/en/AB479551
AbMole Bioscience	M3551	http://www.abmole.com/products/silodosin.html
Achemo Scientific Limited	AC-63538	http://www.achemo.com/search/?Keyword= 160970-54-7
Achemtek	0101-002081	http://www.achemtek.com/160970-54-7
Acorn PharmaTech	ACN-S002529	http://www.acornpharmatech.com/
Active Biopharma	ABP000202	http://www.activebiopharma.com/160970-54-7
AK Scientific, Inc. (AKSCI)	66700	http://www.aksci.com/item_detail.php?cat=66700
Alfa Chemistry	1051374-52-7	https://www.alfa-chemistry.com/cas_1051374-52-7.htm
Alfa Chemistry	AP160970547	https://reagents.alfa-chemistry.com/product/silodosin-cas-160970-54-7-5943.html
Allbio Pharm Co., Ltd	AF15549	http://www.allbiopharm.com/product/n/AF15549
Alsachim	1524	http://www.alsachim.com/product-C2122-glo.bal-view.html
Ambeed	A632990	https://www.ambeed.com/products/160970-54-7.html
Angel Pharmatech	AG-19708	http://www.angelpharmatech.com/160970-54-7.html
ApexBio Technology	A8521	http://www.apexbt.com/silodosin.html
Aurora Fine Chemicals LLC	A24.077.565	http://online.aurorafinechemicals.com/info?ID=A24.077.565
Aurum Pharmatech LLC	W-5225	http://www.Aurumpharmatech.com/Product/ProductDetails/W_5225
AvaChem Scientific	2658	http://www.avachem.com/productSearch.asp?2658
Axon MedChem	3112	https://www.axonmedchem.com/product/3112
BioChemPartner	BCP02143	http://www.biochempartner.com/160970-54-7-BCP02143
BioSynth	Q-102517	https://www.biosynth.com/en/products/chemical-intermediates/advanced-intermediates/products/Q-102517.html
BLD Pharm	BD161491	http://www.bldpharm.com/products/160970-54-7.html
Chem Scene	CS-0284	http://www.chemscene.com/160970-54-7.html
ChemFaces	CFN90002	http://www.chemfaces.com/natural/Silodosin-CFN90002.html
ChemMol	30116026	http://www.chemmol.com/chemmol/30116026.html
ChemMol	49401385	http://www.chemmol.com/chemmol/49401385.html
Chemspace	CSSB00016998219	https://chem-space.com/CSSB00016998219
Clearsynth	CS-O-11743	https://www.clearsynth.com/en/CSO11743.html
CSNpharm	CSN12335	https://www.csnpharm.com/products/silodosin.html
DC Chemicals	DCAPI1485	http://www.dcchemicals.com/product_show-Silodosin.html
Hairui	HR117388	http://www.hairuichem.com/en/product/160970-54-7.html
iChemical	EBD33557	http://www.ichemical.com/products/160970-54-7.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
Lab Network	LN01296344	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01296344
MedChem Express	HY-10122	https://www.medchemexpress.com/Silodosin.html
OChem	24781	http://www.ocheminc.com/index.php?act=psearch&pid=970S649
Renno Tech	RL02066	http://www.rennotech.com/product_show.asp?id=2315
Selleck Chemicals	S1613	http://www.selleckchem.com/products/Silodosin(Rapaflo).html
Sigma-Aldrich	SML2142_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/sml2142?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S543190	http://www.smolecule.com/products/s543190
Synblock Inc	SB19320	http://www.synblock.com/product/160970-54-7.html
THE BioTek	bt-283302	https://www.thebiotek.com/product/inhibitors/bt-283302
Tocris	6663	https://www.tocris.com/products/silodosin_6663
TripleBond	CS0060	http://www.triplebond-canada.com/prod/1593/
VladaChem	VL281883-10MG	https://www.vladachem.com/product.php?products=160970-54-7

PubMed

Title	Date	PubMed
KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues.	1995 Aug	7651358
Effects of KMD-3213, a uroselective alpha 1A-adrenoceptor antagonist, on the tilt-induced blood pressure response in normotensive rats.	2002 Oct	12419883
Carvedilol selectively inhibits oscillatory intracellular calcium changes evoked by human alpha1D- and alpha1B-adrenergic receptors.	2004 Sep 1	15306222
Cardiovascular effects of the selective alphalA-adrenoceptor antagonist silodosin (KMD-3213), a drug for the treatment of voiding dysfunction.	2006	17225563
Uroselectivity in male dogs of silodosin (KMD-3213), a novel drug for the obstructive component of benign prostatic hyperplasia.	2006	16894620
[Pharmacokinetic profile of silodosin in clinical practice].	2006 Mar	16518091
[Toxicity profile of silodosin (KMD-3213)].	2006 Mar	16518090
[Pharmacokinetics and disposition of silodosin (KMD-3213)].	2006 Mar	16518089
[Duration of action of silodosin (KMD-3213) against phenylephrine-induced increase in intraurethral pressure in rats].	2006 Mar	16518088
[Effect of silodosin on intraurethral pressure increase induced by hypogastric nerve stimulation in dogs with benign prostatic hyperplasia].	2006 Mar	16518087
[Effects of silodosin (KMD-3213) on phenylephrine-induced increase in intraurethral pressure and blood pressure in rats--study of the selectivity for lower urinary tract].	2006 Mar	16518086
[Alpha1-adrenoceptor subtype selectivity and organ specificity of silodosin (KMD-3213)].	2006 Mar	16518085
[Alpha1-adrenoceptor subtypes and alpha1-adrenoceptor antagonists].	2006 Mar	16518082
Silodosin, a new alpha1A-adrenoceptor-selective antagonist for treating benign prostatic hyperplasia: results of a phase III randomized, placebo-controlled, double-blind study in Japanese men.	2006 Nov	16945121
[Pharmacological and clinical profile of silodosin (URIEF Cap. 2 mg, 4 mg)].	2006 Oct	17038792
Search for new alpha1a-adrenoceptor-selective antagonist for treating lower urinary tract symptoms associated with benign prostatic hyperplasia.	2007 Apr	19675810
Silodosin, a novel selective alpha 1A-adrenoceptor selective antagonist for the treatment of benign prostatic hyperplasia.	2007 Dec	18042003
Identification of alpha-1L and alpha-1A adrenoceptors in human prostate by tissue segment binding.	2007 Jan	17162094
Prediction of alpha1-adrenoceptor occupancy in the human prostate from plasma concentrations of silodosin, tamsulosin and terazosin to treat urinary obstruction in benign prostatic hyperplasia.	2007 Jul	17603160
Expressions and mechanical functions of alpha1-adrenoceptor subtypes in hamster ureter.	2007 Nov 14	17658513
Alpha1-adrenoceptors and ejaculatory function.	2007 Oct	17603543
Different affinities of native alpha1B-adrenoceptors for ketanserin between intact tissue segments and membrane preparations.	2008 Apr 28	18336813
[Multi-center trial on the early effects of silodosin on lower urinary tract symptoms associated with benign prostatic hyperplasia].	2008 Dec	19174997
In vivo study on the effects of alpha1-adrenoceptor antagonists on intraurethral pressure in the prostatic urethra and intraluminal pressure in the vas deferens in male dogs.	2008 Feb 2	18078926
Gateways to clinical trials.	2008 Jun	18806898
The involvement of urothelial alpha1A adrenergic receptor in controlling the micturition reflex.	2008 Oct	18997438
Early efficacy of silodosin in patients with lower urinary tract symptoms suggestive of benign prostatic hyperplasia.	2008 Oct	18775032
Ejaculatory dysfunction caused by the new alpha1-blocker silodosin: A preliminary study to analyze human ejaculation using color Doppler ultrasonography.	2008 Oct	18721206
Computational studies of the binding site of alpha1A-adrenoceptor antagonists.	2008 Oct	18626669
Inhibition of Seminal emission is the main cause of anejaculation induced by a new highly selective alpha1A-blocker in normal volunteers.	2008 Sep	18399947
Effects of four different alpha(1)-adrenoceptor antagonists on alpha-adrenoceptor agonist-induced contractions in isolated mouse and hamster ureters.	2009 Aug	19783871
Mechanical function and gene expression of alpha(1)-adrenoceptor subtypes in dog intravesical ureter.	2009 Aug	19371927
Silodosin in the treatment of the signs and symptoms of benign prostatic hyperplasia: a 9-month, open-label extension study.	2009 Dec	19815265
Gene expressions and mechanical functions of α1-adrenoceptor subtypes in mouse ureter.	2009 Dec	19259685
Silodosin (Rapaflo) for benign prostatic hyperplasia.	2009 Jan 12	19122568
Rapid efficacy of the highly selective alpha1A-adrenoceptor antagonist silodosin in men with signs and symptoms of benign prostatic hyperplasia: pooled results of 2 phase 3 studies.	2009 Jun	19371887
Short- and long-term effects of silodosin, a selective alpha 1A-adrenoceptor antagonist, on ejaculatory function in rats.	2009 Jun	19220259
Effects of silodosin and tamsulosin on the urethra and cardiovascular system in young and old dogs with benign prostatic hyperplasia.	2009 Jun 24	19389393
New drugs: milnacipran hydrochloride, fesoterodine fumarate, and silodosin.	2009 Mar-Apr	19289354
Determination of silodosin in human plasma by liquid chromatography-tandem mass spectrometry.	2009 Nov 1	19782650
Orgasm is preserved regardless of ejaculatory dysfunction with selective alpha1A-blocker administration.	2009 Sep-Oct	19536124
Urodynamic effects of silodosin, a new alpha 1A-adrenoceptor selective antagonist, for the treatment of benign prostatic hyperplasia.	2010 Apr	19693954
Ejaculation disorder is associated with increased efficacy of silodosin for benign prostatic hyperplasia.	2010 Dec	20472263
(RS)-1-[5-(2-Chloro-prop-yl)indolin-1-yl]ethanone.	2010 Dec 8	21522761
Effects of silodosin and naftopidil on the distal ureter and cardiovascular system in anesthetized dogs: comparison of potential medications for distal ureteral stone passage.	2010 Jan	19914658
(RS)-1-(1-Acetyl-indolin-5-yl)-2-chloro-propan-1-one.	2010 Jun 9	21587848
Lack of pharmacodynamic interaction of silodosin, a highly selective alpha1a-adrenoceptor antagonist, with the phosphodiesterase-5 inhibitors sildenafil and tadalafil in healthy men.	2010 Mar	20080287
Gateways to clinical trials.	2010 Nov	21225019
Short-term effects of crossover treatment with silodosin and tamsulosin hydrochloride for lower urinary tract symptoms associated with benign prostatic hyperplasia.	2010 Oct	20735791
Selective α1A-blocker improves bladder storage function in rats via suppression of C-fiber afferent activity.	2010 Oct	19834713

Patents

Sample Use Guides

In Vivo Use Guide

The recommended dose is 8 mg orally once daily with a meal. The dose can be reduced to 4 mg for those with moderate renal impairment.

Route of Administration: Oral

In Vitro Use Guide

Human prostate tissue were treated with silodosin at 3 uM added 15 min before application of noradrenaline (30 uM) to study the inhibition of noradrenaline-activated Transcription Factors Elk1 and SRF.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:49 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:49 GMT 2025`
Record UNII	CUZ39LUY82
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RAPAFLO

Preferred Name

English

SILODOSIN

Official Name

English

SILODOSIN [ORANGE BOOK]

Common Name

English

KSO-0400

Common Name

English

URIEF

Brand Name

English

SILODOSIN [EMA EPAR]

Common Name

English

(-)-1-(3-HYDROXYPROPYL)-5-((2R)-2-((2-(2-(2,2,2-TRIFLUOROETHOXY)PHENOXY)ETHYL)AMINO)PROPYL)-2,3-DIHYDRO-1H-INDOLE-7-CARBOXAMIDE

Systematic Name

English

2,3-DIHYDRO-1-(3-HYDROXYPROPYL)-5-((2R)-2-((2-(2-(2,2,2-TRIFLUOROETHOXY)PHENOXY)ETHYL)AMINO)PROPYL)-1H-INDOLE-7-CARBOXAMIDE

Systematic Name

English

KAD-3213

Code

English

SILODOSIN [JAN]

Common Name

English

silodosin [INN]

Common Name

English

SILODOSIN [MI]

Common Name

English

SILODYX

Brand Name

English

RAPILIF

Brand Name

English

SILODOSIN [VANDF]

Common Name

English

Silodosin [WHO-DD]

Common Name

English

KMD-3213

Code

English

SILODAL

Brand Name

English

SILODOSIN [MART.]

Common Name

English

UROREC

Brand Name

English

Classification Tree Code System Code

EMA ASSESSMENT REPORTS

UROREC (AUTHORIZED: PROSTATIC HYPERPLASIA)