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Tamsulosin HCl

Alias: Tamsulosina hydrochloride; Tamsulosinum hydrochloride; Tamsulosin HCl; Pradif; Flomax; Omnic
Cat No.:V2704 Purity: ≥98%
Tamsulosin HCl, a marketed drug, is a potent and selective α1a adrenergic receptor antagonist used for the treatment ofbenign prostatic hyperplasia (BPH).
Tamsulosin HCl
Tamsulosin HCl Chemical Structure CAS No.: 106463-17-6
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
1g
Other Sizes

Other Forms of Tamsulosin HCl:

  • Tamsulosin-d5 hydrochloride
  • (Rac)-Tamsulosin-d3 hydrochloride
  • Tamsulosin-d4
  • Tamsulosin-d4 HCl-(-)-YM12617-d4
  • Tamsulosin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Tamsulosin HCl, a marketed drug, is a potent and selective α1a adrenergic receptor antagonist used for the treatment of benign prostatic hyperplasia (BPH). It exhibits a preference for the α1A receptor found in the prostate as opposed to the α1B receptor found in blood vessels. Compared to control patients, tamsulosin-treated patients had a 0.30-fold decreased risk of experiencing acute urinary retention. Tamsulosin can be suggested as a treatment for men who have had AUR catheterization, as it can lessen the chance that they will require another catheterization.

Biological Activity I Assay Protocols (From Reference)
Targets
α1-adrenergic receptor
ln Vitro

In vitro activity: Tamsulosin is a α1 receptor antagonist that exhibits selectivity towards the α1A receptor in the prostate as opposed to the α1B receptor in blood vessels. Compared to control patients, patients on tamsulosin had a 0.30-fold decreased risk of experiencing acute urinary retention. There were no appreciable differences in any of the male questionnaire domain scores from the International Continence Society between the groups. When treating men for AUR following catheterization, tamsulosin may be suggested as it can lower the chance of re-catheterization.

ln Vivo
Tamsulosin exhibits high plasma-protein binding, largely to α1-acid glycoprotein. Eighteen to fifteen percent of an oral dose is eliminated by the kidneys as the parent compound after it is metabolized, mostly by cytochrome P450 (CYP) 3A4 and CYP2D6 to low abundance compounds. The pharmacokinetics of tamsulosin are not affected to a major extent by age, and pharmacokinetic alterations in renally impaired patients relate largely to an increased concentration of α1-acid glycoprotein. Medication adjustment is not necessary for either mild to moderate hepatic impairment or renal impairment because pharmacokinetic changes associated with hepatic impairment are only moderate. Tamsulosin was quickly absorbed after oral administration (within 30 to 90 minutes) in early studies involving rats and dogs, but its absolute bioavailability was only 7–23% in rats and 30–42% in dogs. Tamsulosin MR has a near-100 percent absolute bioavailability in humans who are fasting. In the fed state, the tmax is approximately 6 hours (range 5.2-7.0 hours), and in the fasted state, it is usually about 5 hours (reported range of mean values 2.9-5.6 hours). Animal studies involving intravenous injection of radiolabelled tamsulosin and measurement of radiolabel in various tissues after 10 minutes have shown the presence of the drug in various tissues, ranked in the following order: kidney>lung≈heart>submaxillary gland>liver ≈spleen≈aorta≈vas deferens> prostate>>cerebral cortex, the latter being close to detection limits. The blood-brain barrier might not be crossed by tamsulosin. In rats and dogs, tamsulosin is extensively metabolized in the liver, and the parent compound is excreted in the urine at rates of 1.2% and 2.8%, respectively. While rats and dogs also experience extensive hepatic metabolism, it appears that humans experience this process to a lesser extent, as 8.7–15% of an oral dose is eliminated in the urine in an unmetabolized form. Tamsulosin is eliminated from the body at varying rates depending on the species. For example, rats and dogs eliminate tamsulosin from their bodies more quickly than humans do.
Animal Protocol
Dissolved in saline; 0.1 and 1 μg/kg; s.c. injection
Female Wistar rats
References

[1]. Tamsulosin: an overview. World J Urol. 2002 Apr;19(6):397-404.

[2]. Tamsulosin Attenuates Abdominal Aortic Aneurysm Growth. Surgery. 2018 Nov; 164(5): 1087-1092.

Additional Infomation
Tamsulosin hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of tamulosin and hydrogen chloride. It has a role as an alpha-adrenergic antagonist and an antineoplastic agent. It contains a tamsulosin(1+). It is an enantiomer of an ent-tamsulosin hydrochloride.
Tamsulosin Hydrochloride is the hydrochloride salt of tamsulosin, a sulfonamide derivative with adrenergic antagonist activity. Tamsulosin selectivity binds to and blocks the activity of alpha1 adrenoreceptors in the human prostate and bladder neck; blockade of these adrenoceptors can cause smooth muscle in the prostate and bladder neck to relax, resulting in an improvement in urinary flow rate.
A sulfonamide derivative and adrenergic alpha-1 receptor antagonist that is used to relieve symptoms of urinary obstruction caused by BENIGN PROSTATIC HYPERPLASIA.
See also: Tamsulosin (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H28N2O5S.HCL
Molecular Weight
444.97
Exact Mass
444.148
Elemental Analysis
C, 55.00; H, 6.56; Cl, 8.54; N, 6.75; O, 15.42; S, 7.73
CAS #
106463-17-6
Related CAS #
Tamsulosin;106133-20-4; Tamsulosin-d5 hydrochloride; Tamsulosin-d4 hydrochloride; 2518100-55-3
PubChem CID
5362376
Appearance
White to off-white solid powder
Boiling Point
595.5ºC at 760 mmHg
Melting Point
228-230ºC
Flash Point
313.9ºC
Vapour Pressure
3.79E-14mmHg at 25°C
LogP
4.512
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
11
Heavy Atom Count
29
Complexity
539
Defined Atom Stereocenter Count
1
SMILES
Cl[H].S(C1=C(C([H])=C([H])C(=C1[H])C([H])([H])[C@@]([H])(C([H])([H])[H])N([H])C([H])([H])C([H])([H])OC1=C([H])C([H])=C([H])C([H])=C1OC([H])([H])C([H])([H])[H])OC([H])([H])[H])(N([H])[H])(=O)=O
InChi Key
ZZIZZTHXZRDOFM-XFULWGLBSA-N
InChi Code
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/t15-;/m1./s1
Chemical Name
5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride
Synonyms
Tamsulosina hydrochloride; Tamsulosinum hydrochloride; Tamsulosin HCl; Pradif; Flomax; Omnic
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~88 mg/mL (~197.8 mM)
Water: ~17 mg/mL (~38.2 mM)
Ethanol: ~8 mg/mL (~18 mM)
Solubility (In Vivo)
O=S(C1=CC=C(C[C@H](NCCOC2=CC=CC=C2OCC)C)C=C1)(N)=O.[H]Cl
 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2473 mL 11.2367 mL 22.4734 mL
5 mM 0.4495 mL 2.2473 mL 4.4947 mL
10 mM 0.2247 mL 1.1237 mL 2.2473 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

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Clinical Trial Information
A Study to Evaluate the Efficacy, Safety, and Tolerability of Mirabegron in Men With OAB Symptoms While Taking Tamsulosin Hydrochloride for Lower Urinary Tract Symptoms (LUTS) Due to Benign Prostatic Hyperplasia (BPH)
CTID: NCT02757768
Phase: Phase 4    Status: Completed
Date: 2024-11-12
Post-Operative Urinary Retention (POUR) in Thoracic Surgery Patients Receiving Prophylactic Tamsulosin
CTID: NCT04994431
Phase: Phase 4    Status: Terminated
Date: 2024-11-07
Prevention of Post Operative Urinary Retention After Thoracic Surgery Trial
CTID: NCT06262048
Phase: Phase 2    Status: Recruiting
Date: 2024-10-28
Use of Tamsulosin to Reduce the Incidence and Duration of Postoperative Urinary Retention Following Spine Surgery
CTID: NCT01568918
Phase: Phase 3    Status: Terminated
Date: 2024-05-30
Efficacy and Safety of Ningmitai Capsule in Patients With Chronic Prostatitis/Chronic Pelvic Pain Syndrome
CTID: NCT05890235
Phase: Phase 4    Status: Completed
Date: 2023-06-06
View More

Investigating Medication vs. Prostatic Urethral Lift: Assessment and Comparison of Therapies for BPH
CTID: NCT04987892
Phase: Phase 4    Status: Recruiting
Date: 2023-04-25


Composite Steep-pulseTreatment Device Used in Patients With Benign Prostatic Hyperplasia
CTID: NCT05531344
Phase: Phase 2/Phase 3    Status: Completed
Date: 2022-09-07
Efficacy of Tadalafil/Solifenacin VS Tamsulosin/Solifenacin Combination Therapy for BPH/OAB
CTID: NCT05494567
Phase: Phase 4    Status: Unknown status
Date: 2022-08-10
Prophylactic Tamsulosin in Prevention of Post-operative Urinary Retention in Men After Transanal Endoscopic Microsurgery
CTID: NCT03314025
Phase: Phase 2    Status: Unknown status
Date: 2021-05-19
Trial of Tadalafil, Tamsulosin and Combination for Access Sheath Deployment
CTID: NCT03229889
Phase: Phase 4    Status: Unknown status
Date: 2021-04-19
REduction of Post-Operative Urinary Retention With Tamsulosin Versus Placebo (REPOURT- P) Trial
CTID: NCT04159077
Phase: Phase 3    Status: Unknown status
Date: 2021-02-25
Chronic Prostatitis Collaborative Research Network Clinical Trial- Ciprofloxacin and Tamsulosin
CTID: NCT04552431
Phase: Phase 2    Status: Completed
Date: 2020-09-18
Determine the Bioequivalence of Two Formulations of Tamsulosin HCl Capsules in Fasted Male.
CTID: NCT02417831
Phase: Phase 1    Status: Completed
Date: 2020-04-27
Determine the Bioequivalence of Two Formulations of Tamsulosin HCl Capsules in Fed Male.
CTID: NCT02417844
Phase: Phase 1    Status: Completed
Date: 2020-04-17
Actual Use Study of Tamsulosin in Men
CTID: NCT02573311
Phase: Phase 3    Status: Completed
Date: 2020-04-08
Treatment of Supine Hypertension in Autonomic Failure
CTID: NCT00223717
Phase: Phase 1    Status: Completed
Date: 2017-10-13
The Effects of α-adrenergic Receptor Antagonists on Choroid and Pupil
CTID: NCT03144596
Phase: Phase 4    Status: Completed
Date: 2017-05-09
Study to Investigate the Efficacy and Safety of GL2702 GLARS-NF1tablet and Harnal-D - Tablet in BPH Patients With LUTS
CTID: NCT02303769
Phase: Phase 3    Status: Completed
Date: 2016-02-25
PK/PD, Long-term Safety and Efficacy of Tamsulosin Treatment in Children With Neurogenic Bladder
CTID: NCT00340704
Phase: Phase 2    Status: Completed
Date: 2016-02-17
EC905 Pharmacokinetic Profile Study
CTID: NCT02634489
PhasePhas
Etude de l’efficacité et de la tolérance, de l’injection intra prostatique de toxine botulique A, chez l’homme, dans le traitement de l’hyperplasie bénigne de prostate symptomatique.
CTID: null
Phase: Phase 2    Status: Completed
Date: 2010-09-29
A Phase 3, Randomized, Double-Blind, Placebo-Controlled, Parallel-Design, Global Multicenter Study to Evaluate the Efficacy and Safety of Tadalafil Once Daily Dosing for 12 Weeks in Men with Signs and Symptoms of Benign Prostatic Hyperplasia.
CTID: null
Phase: Phase 3    Status: Completed
Date: 2009-10-01
A randomized, double-blind, parallel group, placebo controlled, multi-center study of fixed dose combinations of solifenacin succinate (6 mg and 9 mg) with tamsulosin hydrochloride OCAS 0.4 mg and tamsulosin hydrochloride OCAS 0.4 mg monotherapy, in male subjects with lower urinary tract symptoms (LUTS) associated with benign prostatic hyperplasia (BPH) with a substantial storage component
CTID: null
Phase: Phase 3    Status: Completed
Date: 2009-07-16
An open-label, long term multi-center study to assess the safety and efficacy of fixed dose combinations of solifenacin succinate (6 mg and 9 mg) with tamsulosin hydrochloride OCAS 0.4 mg, in male subjects with lower urinary tract symptoms (LUTS) associated with benign prostatic hyperplasia (BPH) with a substantial storage component
CTID: null
Phase: Phase 3    Status: Completed
Date: 2009-07-16
A Phase IIb/III, multi-centre, double-blind, randomised, placebo-controlled, dose ranging study of tamsulosin hydrochloride (low, medium and high dose) as treatment in children with neuropathic bladder for three months
CTID: null
Phase: Phase 3    Status: Completed
Date: 2007-10-29
A Phase 2, Randomized, Double-Blind, Parallel Group, Placebo Controlled, Multi-Center Study to Evaluate the Safety of the Co-administration of Solifenacin Succinate with 0.4 mg Tamsulosin Hydrochloride OCAS (TOCAS) Using Urodynamics in Male Subjects with Lower Urinary Tract Symptoms (LUTS) and Bladder Outlet Obstruction (BOO)
CTID: null
Phase: Phase 2    Status: Completed
Date: 2007-09-12
An uncontrolled, open-label, titration, long-term safety (up to 12 months) and efficacy study of tamsulosin hydrochloride in children with neuropathic bladder, with a randomized pharmacokinetic sub-study investigating low, medium and high dose ranges
CTID: null
Phase: Phase 2    Status: Prematurely Ended, Completed
Date: 2007-01-22
A randomized, double-blind, parallel group, placebo controlled, multi center dose ranging study of solifenacin succinate (3 mg, 6 mg and 9 mg) in combination with tamsulosin OCAS 0.4 mg compared with solifenacin succinate monotherapy (3 mg, 6 mg and 9 mg) and tamsulosin OCAS 0.4 mg monotherapy in males with lower urinary tract symptoms
CTID: null
Phase: Phase 2    Status: Completed
Date: 2006-12-13
Evaluation Of The Efficacy And Safety Of Silodosin Vs. Tamsulosin And Placebo In The Treatment Of The Signs And Symptoms Of Benign Prostatic Hyperplasia. Multicentre, Randomised, Double-Blind, Controlled Trial With An Optional Long-Term Open-Label Extension Phase
CTID: null
Phase: Phase 3    Status: Completed
Date: 2006-03-23
Tamsulosiinin ja sildenafiilin sydän- ja verenkiertoelinvaikutukset BPH-potilailla
CTID: null
Phase: Phase 4    Status: Ongoing
Date: 2005-03-02
Intraprostatic injection of Botulinumtoxin type A in patients with chronic prostatitis / chronic pelvic pain syndrome (CP/CPPS)
CTID: null
Phase: Phase 3    Status: Completed
Date:

Biological Data
  • Blood pressure measurement, topical elastase and tamsulosin treatment experiment design. Surgery . 2018 Nov;164(5):1087-1092.
  • Tamsulosin treatment decreases the percent change in aortic diameter of treated mice and preserves elastin integrity. Surgery . 2018 Nov;164(5):1087-1092.
  • Pro-inflammatory cytokines IL-1β, INF-γ, TNFα, IL-17, IL-7, CXCL1, CXCL2, IL-1α are down-regulated in tamsulosin treated aortic tissue. Surgery . 2018 Nov;164(5):1087-1092.
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