An internal standard for the quantification of dapoxetine
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Dapoxetine-d7 (hydrochloride)

Item No. 40762

Technical Information
Formal Name
N,N-dimethyl-α3-[2-(1-naphthalenyloxy)ethyl-d7]-benzenemethanamine, monohydrochloride
CAS Number
2699607-47-9
Synonyms
  • Dapoxetine-d7
  • (S)-(+)-Dapoxetine-d7
Molecular Formula
C21H16D7NO • HCl
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CN(C)[C@H](C1=CC=CC=C1)CCOC2=C([2H])C([2H])=C([2H])C3=C2C([2H])=C([2H])C([2H])=C3[2H].Cl
InChi Code
InChI=1S/C21H23NO.ClH/c1-22(2)20(18-10-4-3-5-11-18)15-16-23-21-14-8-12-17-9-6-7-13-19(17)21;/h3-14,20H,15-16H2,1-2H3;1H/t20-;/m0./s1/i6D,7D,8D,9D,12D,13D,14D;
InChi Key
IHWDIQRWYNMKFM-WISGJDKSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Dapoxetine-d7 is intended for use as an internal standard for the quantification of dapoxetine by GC- or LC-MS. Dapoxetine is a selective serotonin (5-HT) reuptake inhibitor (SSRI; IC50 = 10 nM in isolated rat cerebral cortex membranes).1 It selectively inhibits 5-HT uptake over norepinephrine or dopamine uptake in cells expressing the human transporters (IC50s = 1.2, 202, and 1,720 nM, respectively).2 (S)-Dapoxetine (1 and 80 µg/animal) increases the amplitude of the pudendal motoneuron reflex discharges in a rat model of the ejaculatory expulsion reflex induced by electrical stimulation of the dorsal penis nerves.3 It decreases infarct volume and improves motor performance in a rat model of ischemic stroke induced by bilateral common carotid artery occlusion when administered at doses of 30 or 60 mg/kg.4 Dapoxetine (5 mg/kg) decreases prostate weight and levels of Tnf-α, inducible nitric oxide synthase (iNos), and Cox-2 in a rat model of testosterone propionate-induced benign prostatic hyperplasia (BPH).5 Formulations containing dapoxetine have been used in the treatment of premature ejaculation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Robertson, D.W., Wong, D.T., and Thompson, D.C. 1-Phenyl-3-naphthalenyloxypropanamines and their use as selective serotonin reuptake inhibitors. US5135947A, (1990).

    2. Gengo, P.J., François, G., McKenna, K.E., et alMonoaminergic transporter binding and inhibition profile of dapoxetine, a medication for the treatment of premature ejaculation. J. Urol. 173(4), 239 (2005).

    3. Clément, P., Bernabé, J., Gengo, P., et alSupraspinal site of action for the inhibition of ejaculatory reflex by dapoxetine. Eur. Urol. 51(3), 825-832 (2007).

    4. Abdel-Hameed, S.S., El-Daly, M., Ahmed, A.-S.F., et alDapoxetine prevents neuronal damage and improves functional outcomes in a model of ischemic stroke through the modulation of inflammation and oxidative stress. Naunyn Schmiedebergs Arch. Pharmacol. 397(1), 253-266 (2024).

    5. Sayed, R.H., Saad, M.A., and El-Sahar, A.E. Dapoxetine attenuates testosterone-induced prostatic hyperplasia in rats by the regulation of inflammatory and apoptotic proteins. Toxicol. Appl. Pharmacol. 311, 52-60 (2016).