ChemicalBook > CAS DataBase List > Dapoxetine hydrochloride

Dapoxetine hydrochloride

Product Name
Dapoxetine hydrochloride
CAS No.
129938-20-1
Chemical Name
Dapoxetine hydrochloride
Synonyms
DAPOXETINE HCL;Dapoxetin HCl;Priligy;DL-Dapoxteine HCL;Dapoxetine HCL (Priligy);LY-21044;LY-210448;Dapoxetine HCI;Rimonabant 75000;Dapoxetine HCL-IHS
CBNumber
CB7104314
Molecular Formula
C21H24ClNO
Formula Weight
341.88
MOL File
129938-20-1.mol
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Dapoxetine hydrochloride Property

Melting point:
175-1790C
alpha 
D +135.78° (c = 2.18 in methanol)
storage temp. 
room temp
solubility 
DMSO: ≥20mg/mL
form 
powder
color 
white
optical activity
[α]/D +125 to +135°, c = 1 in methanol
Merck 
14,2821
InChI
InChI=1/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-;/s3
InChIKey
IHWDIQRWYNMKFM-OZYVVJTJNA-N
SMILES
O(C1=CC=CC2C=CC=CC1=2)CC[C@@H](C1C=CC=CC=1)N(C)C.Cl |&1:13,r|
CAS DataBase Reference
129938-20-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-36-50/53
Safety Statements 
36-60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
29221990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D7071
Product name
Dapoxetine hydrochloride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
D7071
Product name
Dapoxetine hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$277.2
Updated
2024/03/01
TCI Chemical
Product number
D4761
Product name
Dapoxetine Hydrochloride
Purity
>98.0%(HPLC)
Packaging
1g
Price
$55
Updated
2024/03/01
TCI Chemical
Product number
D4761
Product name
Dapoxetine Hydrochloride
Purity
>98.0%(HPLC)
Packaging
5g
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
9002488
Product name
Dapoxetine (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$81
Updated
2024/03/01
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Dapoxetine hydrochloride Chemical Properties,Usage,Production

Description

Dapoxetine hydrochloride, belonging to the class of SSRIs, was the first drug originally approved for the on-demand treatment of men with PE by seven European countries in 2008.
Premature ejaculation (PE) is the most common male sexual dysfunction. Dapoxetine is a short-acting SSRI. It is differentiated from the existing SSRI treatments for PE by the fact that it can be administered on an as-needed basis. In healthy subjects, dapoxetine is rapidly absorbed after oral administration with a peak plasma concentration (Tmax) occurring between 1.4 and 2h.

Chemical Properties

Dapoxetine hydrochloride is a white to slightly yellow powder. It is freely soluble in methanol, propylene glycol, some organic solvents (eg. N,N-dimethylformamide) , slightly soluble in ethanol and almost insoluble in water. It is a BCSI class II compound, and poor solubility is a key factor affecting the difference in clinical efficacy. Dapoxetine hydrochloride exists in various crystal forms, the solubility of different crystal forms is quite different, and there is a phenomenon of phase and transformation between crystal forms.

Originator

Lilly (US)

Uses

Dapoxetine hydrochloride is a short-acting novel selective serotonin reuptake inhibitor marketed for the treatment of premature ejaculation in men. Premature ejaculation (PE) is the most common male sexual disorder, estimated to affect up to 30% of men.

brand name

Priligy

General Description

Dapoxetine ((+)-(S)-N,N-dimethyl-(α)-[2(1naphthal enyloxy)ethyl]-benzenemethanamine hydrochloride) possess a similar structure as that of fluoxetine.

Biochem/physiol Actions

Potent Selective serotonin reuptake inhibitor (SSRI); used in treatment of premature ejaculation

Synthesis

Dapoxetine can be synthesized in four chemical steps starting from R-1phenyl- 1,3-propanediol via selective tosylation of the primary hydroxy group with p-toluenesulfonyl chloride, triethylamine and 4-(dimethylamino) pyridine (DMAP), and subsequent condensation with 1naphthol by means of sodium- or lithium hydroxide to yield R-3-(1naphthyloxy)- 1-phenylpropanol as the key intermediate. Conversion of the alcohol group to the corresponding mesylate with methanesulfonyl chloride, triethylamine, and DMAP, followed by treatment with dimethylamine affords dapoxetine, which is then acidified to its hydrochloride salt.

storage

room temperature (desiccate)

Mode of action

The mechanism of action of dapoxetine in premature ejaculation is presumed to be linked to the inhibition of neuronal reuptake of serotonin and the subsequent potentiation of the neurotransmitter's action at pre- and post-synaptic receptors. Dapoxetine is a centrally-acting SSRI that modulates serotonin levels in relevant areas such as the lateral paragigantocellular nucleus through inhibition of the serotonin transporter (SERT). This compound also decreases peak amplitude and accelerates the decay rate of current inactivation in a variety of voltage-gated K+ channels.

Dapoxetine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dapoxetine hydrochloride manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
Dapoxetine hydrochloride 129938-20-1
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99% HPLC
Supply Ability
1000kg
Release date
2024-11-23
Baoji Guokang Bio-Technology Co., Ltd.
Product
Dapoxetine hydrochloride 129938-20-1
Price
US $857.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2021-06-03
PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
Product
Dapoxetine hydrochloride 129938-20-1
Price
US $0.00/kg
Min. Order
1kg
Purity
98% HPLC
Supply Ability
500 kgs
Release date
2024-05-15

129938-20-1, Dapoxetine hydrochlorideRelated Search:

Phenacetin Naphthalene Propane Chlorodimethylphenylsilane N,N-Dimethylformamide Duloxetine Diethoxydimethylsilane Dimethyl carbonate (RS)-N-Methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride Dimethyldimethoxysilane Phenyltriethoxysilane Topotecan hydrochloride Trimethoxyphenylsilane Dimethyl sulfoxide ETHANE Dimethyl fumarate (S)-Azelastine Hydrochloride Dyclonine hydrochloride

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  • 1299-20-1