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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
25mg
50mg
100mg
250mg
500mg
1g
Other Sizes

Other Forms of Tamsulosin HCl:

  • Tamsulosin
  • Tamsulosin-d4 HCl-(-)-YM12617-d4
Official Supplier of:
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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.

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.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

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.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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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