U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H26N2O2
Molecular Weight 362.4647
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOLIFENACIN

SMILES

O=C(O[C@H]1CN2CCC1CC2)N3CCC4=CC=CC=C4[C@@H]3C5=CC=CC=C5

InChI

InChIKey=FBOUYBDGKBSUES-VXKWHMMOSA-N
InChI=1S/C23H26N2O2/c26-23(27-21-16-24-13-10-18(21)11-14-24)25-15-12-17-6-4-5-9-20(17)22(25)19-7-2-1-3-8-19/h1-9,18,21-22H,10-16H2/t21-,22-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://www.rxlist.com/vesicare-drug.htm https://www.drugs.com/mtm/solifenacin.html http://www.wikidoc.org/index.php/Solifenacin

Solifenacin is a competitive muscarinic acetylcholine receptor antagonist. The binding of acetylcholine to these receptors, particularly the M3 receptor subtype, plays a critical role in the contraction of smooth muscle. By preventing the binding of acetylcholine to these receptors, solifenacin reduces smooth muscle tone in the bladder, allowing the bladder to retain larger volumes of urine. It is FDA approved for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency. Common adverse reactions include constipation, Xerostomia. Inhibitors of CYP3A4 may increase the concentration of Solifenacin. Vice versa, CYP3A4 Inducers decrease concentration.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rat. Human data not available

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10.0 nM [Ki]
125.0 nM [Ki]
25.0 nM [Ki]
7.73 null [pKi]
7.46 null [pKi]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VESICARE

Approved Use

VESIcare is a muscarinic antagonist indicated for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency. VESIcare is a muscarinic antagonist indicated for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency (1)

Launch Date

2004
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
14.1 ng/mL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SOLIFENACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
820 ng × h/mL
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SOLIFENACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
50.8 h
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SOLIFENACIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
2%
SOLIFENACIN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
100 mg single, oral
Highest studied dose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources: Page: p.1028
healthy, 19-40
n = 6
Health Status: healthy
Age Group: 19-40
Sex: M
Population Size: 6
Sources: Page: p.1028
30 mg 1 times / day multiple, oral
Highest studied dose
Dose: 30 mg, 1 times / day
Route: oral
Route: multiple
Dose: 30 mg, 1 times / day
Sources: Page: p.1029
healthy, 20-35
n = 8
Health Status: healthy
Age Group: 20-35
Sex: M
Population Size: 8
Sources: Page: p.1029
10 mg 1 times / day multiple, oral
Recommended
Dose: 10 mg, 1 times / day
Route: oral
Route: multiple
Dose: 10 mg, 1 times / day
Sources: Page: p.4
unhealthy
n = 1233
Health Status: unhealthy
Condition: Overactive bladder
Population Size: 1233
Sources: Page: p.4
Disc. AE: Dry mouth...
AEs leading to
discontinuation/dose reduction:
Dry mouth (1.5%)
Sources: Page: p.4
10 mg 1 times / day multiple, oral
Recommended
Dose: 10 mg, 1 times / day
Route: oral
Route: multiple
Dose: 10 mg, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Overactive bladder
Sources: Page: p.1
Disc. AE: Angioedema, Anaphylactic reaction...
AEs leading to
discontinuation/dose reduction:
Angioedema
Anaphylactic reaction (rare)
Sources: Page: p.1
AEs

AEs

AESignificanceDosePopulation
Dry mouth 1.5%
Disc. AE
10 mg 1 times / day multiple, oral
Recommended
Dose: 10 mg, 1 times / day
Route: oral
Route: multiple
Dose: 10 mg, 1 times / day
Sources: Page: p.4
unhealthy
n = 1233
Health Status: unhealthy
Condition: Overactive bladder
Population Size: 1233
Sources: Page: p.4
Angioedema Disc. AE
10 mg 1 times / day multiple, oral
Recommended
Dose: 10 mg, 1 times / day
Route: oral
Route: multiple
Dose: 10 mg, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Overactive bladder
Sources: Page: p.1
Anaphylactic reaction rare
Disc. AE
10 mg 1 times / day multiple, oral
Recommended
Dose: 10 mg, 1 times / day
Route: oral
Route: multiple
Dose: 10 mg, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Overactive bladder
Sources: Page: p.1
Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer







Drug as perpetrator​Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Gateways to clinical trials.
2004 Dec
Drug forecast--solifenacin: an investigational anticholinergic for overactive bladder.
2004 May
Gateways to clinical trials.
2004 Nov
Randomized, double-blind placebo controlled trial of the once daily antimuscarinic agent solifenacin succinate in patients with overactive bladder.
2004 Nov
Elevating our therapeutic expectations in overactive bladder.
2004 Oct
[Urinary incontinence: new pharmacologic therapies].
2004 Oct-Dec
Solifenacin in overactive bladder: a viewpoint by Hashim Hashim.
2005
Solifenacin in overactive bladder syndrome: a viewpoint by Scott Serels.
2005
Solifenacin in overactive bladder syndrome.
2005
Overactive bladder in the elderly: a guide to pharmacological management.
2005
Improving the tolerability of anticholinergic agents in the treatment of overactive bladder.
2005
Recent developments in the management of overactive bladder: focus on the efficacy and tolerability of once daily solifenacin succinate 5 mg.
2005 Jan
New molecular entity: Vesicare, Yamanouchi/GlaxoSmithKline solifenacin.
2005 Jan
Improved quality of life in patients with overactive bladder symptoms treated with solifenacin.
2005 Jan
[Medical therapy of urinary incontinence].
2005 Jan
Long-term open-label solifenacin treatment associated with persistence with therapy in patients with overactive bladder syndrome.
2005 Mar
Solifenacin and darifenacin for overactive bladder.
2005 Mar 14
Effect of age on the pharmacokinetics of solifenacin in men and women.
2005 May
[Drug discovery in the fields of urology: tamsulosin and solifenacin].
2005 Nov
The Q-T interval and antimuscarinic drugs.
2005 Nov
Solifenacin versus tolterodine--a head-to-head study: finally! But not final?
2005 Nov
Solifenacin in the management of the overactive bladder syndrome.
2005 Oct
Synthesis and antimuscarinic properties of quinuclidin-3-yl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate derivatives as novel muscarinic receptor antagonists.
2005 Oct 20
Pharmacokinetic interaction of solifenacin with an oral contraceptive containing ethinyl estradiol and levonorgestrel in healthy women: a double-blind, placebo-controlled study.
2005 Sep
Role of muscarinic receptor antagonists in urgency and nocturia.
2005 Sep
Solifenacin in overactive bladder syndrome.
2006
The causes and consequences of overactive bladder.
2006 Apr
Patient-reported outcomes in overactive bladder: importance for determining clinical effectiveness of treatment.
2006 Aug
Solifenacin significantly improves all symptoms of overactive bladder syndrome.
2006 Aug
New developments in the treatment of urinary incontinence.
2006 Dec
Open-label study of the safety and pharmacokinetics of solifenacin in subjects with hepatic impairment.
2006 Dec
Pharmacoeconomic evaluation of antimuscarinic agents for the treatment of overactive bladder.
2006 Dec
Solifenacin provides effective antimuscarinic therapy for the complete management of overactive bladder.
2006 Dec
Newer agents for the management of overactive bladder.
2006 Dec 15
Efficacy of solifenacin in patients with severe symptoms of overactive bladder: a pooled analysis.
2006 Jan
Re: Chapple CR, Martinez-Garcia R, Selvaggi L, Toozs-Hobson P, Warnack W, Drogendijk T, Wright DM, Bolodeoku J. A comparison of the efficacy and tolerability of solifenacin succinate and extended release tolterodine at treating overactive bladder syndrome: results of the STAR trial. Eur Urol 2005;48:464-70.
2006 Jan
[Comment on the STAR study: Comparison of the efficacy and tolerance of solifenacin and tolterodine retard in the treatment of overactive bladder].
2006 Jul
[Oral anticholinergics in overactive bladder].
2006 Jul
Gateways to clinical trials.
2006 Jul-Aug
Short- and long-term efficacy of solifenacin treatment in patients with symptoms of mixed urinary incontinence.
2006 Jun
Solifenacin: as effective in mixed urinary incontinence as in urge urinary incontinence.
2006 Jun
Efficacy and tolerability of solifenacin in elderly subjects with overactive bladder syndrome: a pooled analysis.
2006 Mar
The emergence of new drugs for overactive bladder.
2006 Mar
Management of overactive bladder and urge urinary incontinence in the elderly patient.
2006 Mar
Pharmacologic management of overactive bladder: practical options for the primary care physician.
2006 Mar
Using anticholinergics to treat overactive bladder: the issue of treatment tolerability.
2006 Mar
Anticholinergic drugs versus placebo for overactive bladder syndrome in adults.
2006 Oct 18
Reductions in overactive bladder-related incontinence from pooled analysis of phase III trials evaluating treatment with solifenacin.
2006 Sep
Solifenacin for overactive bladder with incontinence: symptom bother and health-related quality of life outcomes.
2007 Mar
An unusual cause of postoperative detrusor overactivity.
2007 Oct
Patents

Sample Use Guides

5 mg tablet taken once daily, and if well tolerated may be increased to 10 mg once daily.
Route of Administration: Oral
The inhibitory effect of solifenacin (dose range: 10^-10 - 10^-6 M) for bladder smooth muscle cells (pK(i)=8.12) was 3.6-fold more potent than that for salivary gland cells (pK(i)=7.57).
Name Type Language
SOLIFENACIN
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
solifenacin [INN]
Common Name English
NSC-759144
Code English
SOLIFENACIN [MI]
Common Name English
Solifenacin [WHO-DD]
Common Name English
SOLIFENACIN [VANDF]
Common Name English
Classification Tree Code System Code
WHO-ATC G04CA53
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
NDF-RT N0000000125
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
WHO-ATC G04BD08
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NDF-RT N0000000125
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
WHO-VATC QG04CA53
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
LIVERTOX NBK548716
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NDF-RT N0000000125
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WHO-VATC QG04BD08
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
NCI_THESAURUS C29704
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NDF-RT N0000175700
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Code System Code Type Description
RXCUI
322167
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PRIMARY
MESH
C441209
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PRIMARY
LACTMED
Solifenacin
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PRIMARY
MERCK INDEX
m10108
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PRIMARY Merck Index
INN
8155
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PRIMARY
DRUG CENTRAL
2457
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PRIMARY
DRUG BANK
DB01591
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PRIMARY
SMS_ID
100000084906
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PRIMARY
EVMPD
SUB21589
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PRIMARY
EPA CompTox
DTXSID3048289
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PRIMARY
CAS
242478-37-1
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PRIMARY
IUPHAR
7483
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PRIMARY
ChEMBL
CHEMBL1734
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PRIMARY
NSC
759144
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PRIMARY
DAILYMED
A8910SQJ1U
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PRIMARY
NCI_THESAURUS
C75284
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PRIMARY
FDA UNII
A8910SQJ1U
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PRIMARY
PUBCHEM
154059
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PRIMARY
WIKIPEDIA
SOLIFENACIN
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PRIMARY
RXCUI
477364
Created by admin on Fri Dec 15 16:26:35 GMT 2023 , Edited by admin on Fri Dec 15 16:26:35 GMT 2023
ALTERNATIVE