An internal standard for the quantification of tadalafil
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Unlabeled Version(s)
14024Tadalafil
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Tadalafil-d3

Item No. 25030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,12aR)-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-(methyl-d3)-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
CAS Number
960226-55-5
Molecular Formula
C22H16D3N3O4
Formula Weight
392.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
O=C1N(C([2H])([2H])[2H])CC(N2[C@H](C3=CC=C(OCO4)C4=C3)C5=C(C6=CC=CC=C6N5)C[C@@]21[H])=O
InChi Code
InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21-/m1/s1/i1D3
InChi Key
WOXKDUGGOYFFRN-WFMNTJQSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $196

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    5 mg

    $775

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    Product Description

    Tadalafil-d3 is intended for use as an internal standard for the quantification of tadalafil (Item No. 14024) by GC- or LC-MS. Tadalafil is a potent inhibitor of phosphodiesterase 5 (PDE5; IC50 = 1.2 nM).1 It is selective for PDE5 over PDE1-4 and 7-10 (IC50s = 9.2-280 μM), however, it does also inhibit PDE11 (IC50 = 11 nM). In vivo, tadalafil (10 mg/kg) decreases production of the proinflammatory cytokines TNF-α, IL-1β, and IL-6 and improves renal function in a rat model of ischemia/reperfusion injury.2 It also reduces development of tobacco smoke-induced emphysema and pulmonary hypertension in mice.3 Formulations containing tadalafil have been used to treat erectile dysfunction, pulmonary arterial hypertension, and lower urinary tract dysfunction.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Card, G.L., England, B.P., Suzuki, Y., et al. Structural basis for the activity of drugs that inhibit phosphodiesterases. Structure 12(12), 2233-2247 (2004).

    2. Medeiros, V.F., Azevedo, Í.M., Carvalho, M.D., et al. The renoprotective effect of oral tadalafil pretreatment on ischemia/reperfusion injury in rats. Acta Cir. Bras. 32(2), 90-97 (2017).

    3. Seimetz, M., Parajuli, N., Pichl, A., et al. Cigarette smoke-induced emphysema and pulmonary hypertension can be prevented by phosphodiesterase 4 and 5 inhibition in mice. PLoS One 10(6), e0129327 (2015).