Dapoxetine HCl (formerly known as LY210448; LY-210448; trade name Priligy), an antidepressant, is a novel, potent, short-acting and selective serotonin reuptake inhibitor (SSRI) that has alto been used for the treatment of premature ejaculation. It is a novel, short-acting selective serotonin reuptake inhibitor that is marketed to treat men's premature ejaculation. Granisetron inhibits feline isolated ventricular myocytes' delayed rectifier current (IK) at a 4.3 mM KD. Granisetron exhibits an inherent voltage dependence when the depolarization increases the block.

Physicochemical Properties

Molecular Formula	C21H24CLNO
Molecular Weight	341.87
Exact Mass	341.154
Elemental Analysis	C, 73.78; H, 7.08; Cl, 10.37; N, 4.10; O, 4.68
CAS #	129938-20-1
Related CAS #	Dapoxetine-d7 hydrochloride; Dapoxetine; 119356-77-3; (rac)-Dapoxetine-d6 hydrochloride
PubChem CID	71352
Appearance	White to off-white solid powder
Boiling Point	454.4ºC at 760 mmHg
Melting Point	175-179ºC
Flash Point	132.6ºC
Vapour Pressure	1.27E-09mmHg at 25°C
LogP	5.713
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	6
Heavy Atom Count	24
Complexity	337
Defined Atom Stereocenter Count	1
SMILES	CN(C)[C@H](C1=CC=CC=C1)CCOC2=C3C(C=CC=C3)=CC=C2.Cl
InChi Key	IHWDIQRWYNMKFM-BDQAORGHSA-N
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
Chemical Name	(1S)-N,N-dimethyl-3-naphthalen-1-yloxy-1-phenylpropan-1-amine;hydrochloride
Synonyms	LY-210448; Dapoxetine HCl; LY 210448; LY210448; Priligy
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 Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	5-HT
ln Vitro	In vitro activity: Dapoxetine hydrochloride binds to transporters of dopamine, norepinephrine, and 5-HT. It then inhibits the uptake of dopamine, norepinephrine, and 5-HT in the following potent order: 55-HT >norepinephrine≫dopamine. Dapoxetine hydrochloride blocks the uptake of [3H]5-HT by the 5-HT reuptake transporter at a concentration of 1.12 nM. Dapoxetine also blocks the uptake of [3H]dopamine by the dopamine reuptake transporter and [3H]norepinephrine into cells using the norepinephrine reuptake transporter, with IC50 values of 202 nM and 1720 nM, respectively.[1]
ln Vivo	Dapoxetine hydrochloride (oral gavage; 1-10 mg/kg; once daily) significantly reduces the weight gain and relative weight gain of the prostate caused by testosterone and attenuates the prostatic hyperplasia caused by testosterone in rats[2].
Animal Protocol	Adult male Wistar rats 1 mg/kg, 5 mg/kg, 10 mg/kg Oral gavage; 1-10 mg/kg; once daily
References	[1]. Dapoxetine, a novel selective serotonin transport inhibitor for the treatment of premature ejaculation. Ther Clin Risk Manag. 2007 Jun;3(2):277-89. [2]. Dapoxetine attenuates testosterone-induced prostatic hyperplasia in rats by the regulation of inflammatory and apoptotic proteins. Toxicol Appl Pharmacol. 2016 Nov 15;311:52-60.

Solubility Data

Solubility (In Vitro)

DMSO: ~68 mg/mL (~198.9 mM) Water: <1 mg/mL Ethanol: ~68 mg/mL (~198.9 mM)

Solubility (In Vivo)

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9251 mL	14.6254 mL	29.2509 mL
	5 mM	0.5850 mL	2.9251 mL	5.8502 mL
	10 mM	0.2925 mL	1.4625 mL	2.9251 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.