R:-(CH2)N(CH3)2 R:=CH(CH2)2N(CH3h2 R1:=CH(CH2)N(CHab R2:H Imipramine Amitriptyline Doxepin Rj:-(CH2lNHCH3 R:=CH(CH22NHCH3 R2:H Nortriptyline Desipramine R:-(CH2lN(CHgl2 R:-(CH2lgNHCH3 R2:-C Protriptyline Clomipramine R:-CH2CH(CH3)CH2N(CH3)2 R2:H Trimipramine Figure 30-1.Structural relationships between various tricyclic antidepressants (TCAs). NH CH2一CH2一CH2一NH一CH3 Amoxapine Maprotiline 0 CH2-CH2一CH2一 CH -NH一C(CH3)3 CHa Trazodone Bupropion Figure 30-2.Second-generation antidepressants.Figure 30-1. Structural relationships between various tricyclic antidepressants (TCAs). Figure 30-2. Second-generation antidepressants