Compound: Dapoxetine
SMILES: O(c1c2c(ccc1)cccc2)CC[C@H](N(C)C)c3ccccc3
InChIKey: USRHYDPUVLEVMC-FQEVSTJZSA-N
Synonyms: Dapoxetine, 119356-77-3, Dapoxetina, Dapoxetinum, Kutub, LY-210448, LY 210448, DTXSID0057627, GB2433A4M3, DTXCID1031416, dimethyl[(1S)-3-(naphthalen-1-yloxy)-1-phenylpropyl]amine, Benzenemethanamine, N,N-dimethyl-alpha-(2-(1-naphthalenyloxy)ethyl)-, (+)-, dimethyl((1S)-3-(naphthalen-1-yloxy)-1-phenylpropyl)amine, RefChem:130954, G04BX14, LY21044, (S)-N,N-Dimethyl-3-(naphthalen-1-yloxy)-1-phenylpropan-1-amine, Dapoxetine [INN], (1S)-N,N-dimethyl-3-naphthalen-1-yloxy-1-phenylpropan-1-amine, LY210448, C21H23NO, MFCD00865355, Benzenemethanamine, N,N-dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]-, (alphaS)-, Dapoxetin, Dapoxetinum [INN-Latin], Dapoxetina [INN-Spanish], Dapoxetine (Free Base), UNII-GB2433A4M3, S-(+)-N,N-Dimethyl-a-[2-(naphthalenyloxy)ethyl]benzenemethanamine, (alphaS)-N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine;(S)-(+)-N,N-Dimethyl-3-(naphthalen-1-yloxy)-1-phenylpropan-1-amine;(S)-(+)-N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine, DAPOXETINE [MI], DAPOXETINE [MART.], DAPOXETINE [WHO-DD], SCHEMBL34479, GTPL7901, orb1710762, CHEMBL2110900, SCHEMBL29387056, CHEBI:135962, USRHYDPUVLEVMC-FQEVSTJZSA-N, GLXC-07957, (1S)-N,N-dimethyl-3-(1-naphthyloxy)-1-phenyl-propan-1-amine, EX-A4045, HY-B0304, Tox21_113784, AKOS015895183, DB04884, NCGC00253658-01, NCGC00253658-02, NCGC00253658-09, AC-22603, AS-72866, CAS-119356-77-3, NS00010178, AB01274725-01, AB01274725_02, Q424965, BRD-K51579475-003-02-4, N,N-dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]-Benzenemethanamine, (+)-(S)-N,N-DIMETHYL-.ALPHA.-(2-(1-NAPHTHYLOXY)ETHYL)BENZYLAMINE, (1S)-N,N-Dimethyl-3-[(naphthalen-1-yl)oxy]-1-phenylpropan-1-amine, Benzenemethanamine, N,N-dimethyl-|A-[2-(1-naphthalenyloxy)ethyl]-, (|AS)-, BENZENEMETHANAMINE, N,N-DIMETHYL-.ALPHA.-(2-(1-NAPHTHALENYLOXY)ETHYL)-
Theoretical properties:
molecular_formula: C21H23NO
molecular_weight: 305.4 g/mol
exact_mass: 305.177964357 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 6
heavy_atom_count: 23
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dapoxetine is a member of naphthalenes.
chembl: DAPOXETINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Dapoxetine, sold under the brand name Priligy among others, is a selective serotonin reuptake inhibitor (SSRI) used for the treatment of premature ejaculation (PE) in men ages 18 to 64 years old. Dapoxetine works by inhibiting the serotonin transporter, increasing serotonin's action at the postsynaptic cleft, and as a consequence promoting ejaculatory delay. As a member of the SSRI family, dapoxetine was initially created as an antidepressant. However, unlike other SSRIs, dapoxetine is absorbed and eliminated rapidly in the body. Its fast-acting property makes it suitable for the treatment of PE, but not as an antidepressant.
Originally created by Eli Lilly pharmaceutical company, dapoxetine was sold to Johnson & Johnson in 2003 and submitted as a New Drug Application to the US Food and Drug Administration (FDA) for the treatment of PE in 2004. Dapoxetine is sold in several European and Asian countries, and in Mexico. In the US, dapoxetine has been in phase III development. In May 2012, US-based Furiex Pharmaceuticals reached an agreement with ALZA Corp and Janssen Pharmaceuticals to market dapoxetine in the United States, Japan, and Canada, while selling the rights to market the drug in Europe, most of Asia, Africa, Latin America, and the Middle East to Menarini.