Structure of racemic duloxetine hydro-chloride.

ABSTRACT: Duloxetine hydro-chloride (trade name Cymbalta) is marketed as a single enanti-omer (S)-N-methyl-3-(naphthalen-1-yl-oxy)-3-(thio-phen-2-yl)propyl-am-in-ium chloride, C₁₈H₂₀NOS⁺·Cl^-, which is twice as effective as the (R)-enanti-omer in serotonin uptake. Here, we report the crystal structure of duloxetine hydro-chloride in its racemic form (space group Pna2₁), where it shows significant differences in the mol-ecular conformation and packing in its extended structure compared to the previously reported (S)-enanti-omer crystal structure. Mol-ecules of this type, comprising aromatic groups with a single side chain terminated in a protonated secondary amine, are commonly found in active anti-depressants. A

SUBMITTER: Bhadbhade MM 

PROVIDER: S-EPMC10162076 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature