Inhibitor(s) of transporters or uptake of monoaminergic neurotransmitters

A composition, comprising:

• a compound or pharmaceutically acceptable salt thereof, having a formula
• where n is from 1 to 10, R groups independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, halide, heterocyclic, substituted heterocyclic, hydrogen or hydroxyl, R1 substituents independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, heterocyclic, substituted heterocyclic, or hydrogen, X1 is carbon, oxygen, nitrogen or sulfur, and X2 is a bond to the 3-membered ring, or is selected from a carbon, oxygen, nitrogen or sulfur atom;
• and
• at least one additional material useful for making a pharmaceutically acceptable composition.

A method for making a compound having a formula

• where n is from 1 to 10, R groups independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, halide, heterocyclic, substituted heterocyclic, hydrogen or hydroxyl, R1 substituents independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, heterocyclic, substituted heterocyclic, or hydrogen, and X1 is carbon, oxygen, nitrogen or sulfur, the method comprising:
• forming an ester by reacting a carboxylic acid with an aryl alcohol, wherein the carboxylic acid has a formula
• and the aryl alcohol has a formula
• performing a Tebbe or Wittig methylenation reaction on the ester to provide an olefin;
• and
• forming a 3-membered ring from the olefin using a diazo compound.

A method of treating a subject, comprising:

• administering to the subject a compound having a formula
• or a pharmaceutically acceptable salt thereof, where n is from 1 to 10, R groups independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, halide, heterocyclic, substituted heterocyclic, hydrogen or hydroxyl, R1 substituents independently are aliphatic, substituted aliphatic, cyclic, substituted cyclic, heterocyclic, substituted heterocyclic, or hydrogen, X1 is carbon, oxygen, nitrogen or sulfur, and X2 is a bond to the 3-membered ring, or is selected from a carbon, oxygen, nitrogen, or sulfur atom;
• and
• wherein the subject is suffering from a disease, or a symptom thereof, selected from diabetic peripheral neuropathy, major depressive disorder (MDD), generalized anxiety disorder (GAD), or posttraumatic stress disorder.