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Dapoxetine hydrochloride
- Iupac Name：(1S)-N,N-dimethyl-3-naphthalen-1-yloxy-1-phenylpropan-1-amine;hydrochloride
- CAS No.: 129938-20-1
- Molecular Weight：341.879
- Modify Date.: 2022-11-12 07:10
- Introduction: PE is the most common form of male sexual dysfunction affecting20-40% of men globally at some point in their lives. Ejaculation is areflex comprising different sensory pathways, motor centers, and nervepathways. This ejaculatory reflex has been shown to be controlledprimarily by serotonin and dopamine. Dapoxetine isa short-acting SSRI. It is differentiated from the existing SSRI treatmentsfor PE by the fact that it can be administered on an as-needed basis. Inhealthy subjects, dapoxetine is rapidly absorbed after oral administration with a peak plasma concentration (Tmax) occurring between 1.4 and2 h.Dapoxetine also showed statistically significant improvements in perceived control over ejaculation, PE-relatedpersonal distress, and other patient-reported outcomes in all five trials.Dapoxetine treatment was generally well tolerated, with low incidencesof discontinuation syndrome, sexual dysfunction, and treatment-emergent mood symptoms. The most common adverse events with dapoxetine included nausea, diarrhea, headache, dizziness, and somnolence.
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1. Names and Identifiers
- 1.1 Name
- Dapoxetine hydrochloride
- 1.2 Synonyms
Benzenemethanamine,N,N-dimethyl-a-[2-(1-naphthalenyloxy)ethyl]-,hydrochloride, (S)- LY 210448 hydrochloride
- 1.3 CAS No.
- 129938-20-1
- 1.4 CID
- 71352
- 1.5 EINECS(EC#)
- 1308068-626-2
- 1.6 Molecular Formula
- C21H24ClNO (isomer)
- 1.7 Inchi
- 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
- 1.8 InChkey
- IHWDIQRWYNMKFM-BDQAORGHSA-N
- 1.9 Canonical Smiles
- CN(C)C(CCOC1=CC=CC2=CC=CC=C21)C3=CC=CC=C3.Cl
- 1.10 Isomers Smiles
- CN(C)[C@@H](CCOC1=CC=CC2=CC=CC=C21)C3=CC=CC=C3.Cl
2. Properties
- 2.1 Melting point
- 175-1790C
- 2.1 Boiling point
- 454.4 °C at 760 mmHg
- 2.1 Flash Point
- 132.6 °C
- 2.1 Precise Quality
- 341.15500
- 2.1 PSA
- 12.47000
- 2.1 logP
- 5.71360
- 2.1 Solubility
- DMSO: ≥20mg/mL
- 2.2 Appearance
- White to off-white crystalline solid
- 2.3 Storage
- -20°C Freezer
- 2.4 Chemical Properties
- Off-white Cryst
- 2.5 Color/Form
- white
- 2.6 StorageTemp
- 0-10°C
3. Use and Manufacturing
- 3.1 GHS Classification
- Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 27 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
H302 (96.3%): Harmful if swallowed [Warning Acute toxicity, oral]
H319 (92.59%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H413 (85.19%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
Precautionary Statement Codes
P264, P270, P273, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501
- 3.2 Usage
- Selective serotonin reuptake inhibitor (SSRI)
4. Safety and Handling
- 4.1 Symbol
- GHS07;
- 4.1 Hazard Codes
- Xn,N
- 4.1 Signal Word
- Warning
- 4.1 Risk Statements
- 22-36-50/53
- 4.1 Safety Statements
- 36-60-61
- 4.1 Hazard Declaration
- H302; H319; H413
- 4.1 RIDADR
- UN 3077 9 / PGIII
- 4.1 WGK Germany
- 3
- 4.1 Specification
-
?Dapoxetine hydrochloride , its cas register number is 129938-20-1. It also can be called ( )-Dapoxetine hydrochloride ; LY 210448 hydrochloride ; Dapoxetine HCl ; and (1S)-N,N-Dimethyl-3-naphthalen-1-yloxy-1-phenyl-propan-1-amine hydrochloride .
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Acute toxicity - Oral, Category 4
Eye irritation, Category 2
Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 4
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Warning |
| Hazard statement(s) | H302 Harmful if swallowed H319 Causes serious eye irritation H413 May cause long lasting harmful effects to aquatic life |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment. |
| Response | P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
7. Other Information
- 7.0 Merck
- 14,2821
- 7.1 Chemical Properties
- Off-white Cryst
- 7.2 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. D
- 7.3 Uses
- A selective serotonin reuptake inhibitor
- 7.4 Uses
- Selective serotonin reuptake inhibitor (SSRI)
8. Computational chemical data
- Molecular Weight: 341.879g/mol
- Molecular Formula: C21H24ClNO
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 341.1546421
- Monoisotopic Mass: 341.1546421
- Complexity: 337
- Rotatable Bond Count: 6
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 2
- Topological Polar Surface Area: 12.5
- Heavy Atom Count: 24
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 2
- CACTVS Substructure Key Fingerprint: AAADceB6IAAEAAAAAAAAAAAAAAAAAAAAAAAwYMAAAAAAAADBVAAAHgAAAAAADCzhmAYyBsMABACAAiBCAACCCAAgIAAIiAAODIgMJiKEsRuGOCjmwBEIqAeQwLAOgAABAAAYAAAAAAIAADAAAAAAAAAAAA==
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10. Realated Product Infomation
![Dapoxetine impurity 11/(S)-N-Didemethyl Dapoxetine HCl/(S)-α-[2-(1-Naphthalenyloxy)ethyl]benzenemethanamine Hydrochloride](https://structimg.guidechem.com/11/23/3546922.png)
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