A racemic mixture of (R)-dapoxetine and (S)-dapoxetine
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DL-Dapoxetine (hydrochloride)

Item No. 37915

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-α-[2-(1-naphthalenyloxy)ethyl]-benzenemethanamine, monohydrochloride
CAS Number
1071929-03-7
Synonyms
  • (±)-Dapoxetine
Molecular Formula
C21H23NO • HCl
Formula Weight
341.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 16 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CN(C)C(C1=CC=CC=C1)CCOC2=CC=CC3=C2C=CC=C3.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
InChi Key
IHWDIQRWYNMKFM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $39

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    500 mg

    $74

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    1 g

    $116

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    5 g

    $345

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    Product Description

    DL-Dapoxetine is a racemic mixture of the serotonin (5-HT) reuptake inhibitors (R)-dapoxetine and (S)-dapoxetine.1 (S)-Dapoxetine is more potent than (R)-dapoxetine in a serotonin reuptake assay using isolated rat cerebral cortex membranes (IC50s = 10 and 35 nM, respectively).2 (S)-Dapoxetine also inhibits the reuptake of norepinephrine and dopamine in cells expressing the human transporters (IC50s = 202 and 1,720 nM, respectively).3 Formulations containing (S)-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. Kang, S., and Lee, H.-K. Highly efficient, enantioselective syntheses of (S)-(+)- and (R)-(−)-dapoxetine starting with 3-phenyl-1-propanol. The Journal of Organic Chemistry 75(1), 237-240 (2010).

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

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