An internal standard for the quantification of tamsulosin
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Tamsulosin-d4 (hydrochloride)

Item No. 28486

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl-1,1,2,2-d4]amino]propyl]-2-methoxy-benzenesulfonamide, monohydrochloride
CAS Number
2518100-55-3
Molecular Formula
C20H24D4N2O5S • HCl
Formula Weight
449.0
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly solubleWater: slightly soluble
SMILES
COC1=CC=C(C[C@@H](C)NC([2H])([2H])C([2H])([2H])OC2=CC=CC=C2OCC)C=C1S(N)(=O)=O.Cl
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/i11D2,12D2;
InChi Key
ZZIZZTHXZRDOFM-PRPOIGJMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    2.5 mg

    $347

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    Product Description

    Tamsulosin-d4 is intended for use as an internal standard for the quantification of tamsulosin (Item No. 24020) by GC- or LC-MS. Tamsulosin is a potent antagonist of α1-adrenergic receptors (α1-ARs; Ki = 0.229 nM in a radioligand binding assay).1 It is 3,800-fold selective for α1-ARs over α2-ARs (Ki = 871 nM). Tamsulosin antagonizes norepinephrine-induced contraction of isolated rabbit aorta (pA2 = 10.11) but has no effect on contraction stimulated by histamine, serotonin (Item No. 14332), angiotensin II (Item No. 17150), or prostaglandin F2α (Item No. 16010). In vivo, tamsulosin reverses the pressor effect of phenylephrine (Item Nos. 17205 | 18619) in pithed rats. It reversibly reduces fertility in male rats when administered at a dose of 0.15 mg/kg.2 Tamsulosin (1-100 μg/kg) also reduces prostatic pressure in a dose-dependent manner with minimal hypotensive effects in anesthetized dogs.3 Formulations containing tamsulosin have been used in the treatment of benign prostatic hyperplasia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Honda, K., Takenaka, T., Miyata-Osawa, A., et al. Studies on YM-12617: A selective and potent antagonist of postsynaptic α1-adrenoceptors. Naunyn Schmiedebergs Arch. Pharmacol. 328(3), 264-272 (1985).

    2. Ratnasooriya, W.D., and Wadsworth, R.M. Tamsulosin, a selective alpha 1-adrenoceptor antagonist, inhibits fertility of male rats. Andrologia 26(2), 107-110 (1994).

    3. Sudoh, K., Tanaka, H., Inagaki, O., et al. Effect of tamsulosin, a novel alpha 1-adrenoceptor antagonist, on urethral pressure profile in anaesthetized dogs. J. Auton. Pharmacol. 16(3), 147-154 (1996).