3h norepinephrine

All of the 2,5-dimethoxy-4-substituted phenethylamines (2C-O-2, 2C-O-16, 2C-O-3, 2C-O-27, 2C-O-21, 2C-O-21.5 and 2C-O-22) and the 2,5-dimethoxy-4-substituted amphetamines (TMA-2, 2,5-dimethoxy-4-isopropoxyamphetamine (MIPM), 4-allyloxy-2,5-dimethoxyamphetamine (MALM), 2,5-dimethoxy-4-methallyloxyamphetamine (MMALM), 2,5-dimethoxy-4-(2-fluoroethoxy)amphetamine (MFEM), 4-(2,2-difluoroethoxy)-2,5-dimethoxyamphetamine (MDFEM), and 2,5-dimethoxy-4-(2,2,2-trifluoroethoxy)amphetamine (MTFEM). all racemates) were synthetized in the hydrochloride form by ReseaChem (Burgdorf, Switzerland) as previously described (Shulgin and Shulgin, 1991 (link); Trachsel, 2003 (link); Trachsel et al., 2013 (link)). Purity for all described substances was >98%. [³H]5-HT (80.0 Ci/mmol) was acquired from Anawa (Zurich, Switzerland). [³H]dopamine (30.0 Ci/mmol) and [³H]norepinephrine (13.1 Ci/mmol) were purchased from Perkin-Elmer (Schwerzenbach, Switzerland).

Full names and abbreviations of the test compounds are provided in Supplementary Table S1. The 3,5-dimethoxy-4-substituted phenethylamines (mescaline [5], MDFM [11], DFM [12], TFM [13], FE [16], DFE [17], TFE [18], IP [22], DFIP [23], FP [25], TFP [26], CP [29], MAL [32], BZ [33]) and the 3,5-dimethoxy-4-substituted amphetamines (TMA [6], 3C-DFM [14], 3C-DFE [19], 3C-FE [20], 3C-E [21], 3C-FP [27], 3C-P [28], 3C-AL [31]) were synthesized as racemates as previously described (Shulgin and Shulgin 1991 ; Trachsel 2002 (link); Trachsel 2003 (link); Trachsel et al., 2013 ), and provided as hydrochloride salts for pharmacological testing by ReseaChem (Burgdorf, Switzerland). Purity of all substances was >98%. [³H]serotonin (80.0 Ci/mmol) was purchased from Anawa (Zurich, Switzerland). [³H]dopamine (30.0 Ci/mmol) and [³H]norepinephrine (13.1 Ci/mmol) were obtained from Perkin-Elmer (Schwerzenbach, Switzerland).

All of the chemicals, unless otherwise stated, were from Sigma-Aldrich (Taufkirchen, Germany). Citalopram was purchased from Biotrend (Cologne, Germany) and collagenase D was from Serva (Heidelberg, Germany). [³H]DHEAS (70.5 Ci/mmol), [³H]E-3-S (45.6 Ci/mmol), [³H]aspartate (11.3 Ci/mmol), [³H]GABA (76.2 Ci/mmol), [³H]histamine (13.4 Ci/mmol), [³H]choline chloride (66.7 Ci/mmol), [³H]norepinephrine (56.6 Ci/mmol), [³H]serotonin (28.25 Ci/mmol), [³H]dopamine (38.7 Ci/mmol), [³H]glutamate (49.6 Ci/mmol), [³H]ATP (30.9 Ci/mmol), [³⁵S]Adenosine 5′-(γ-thio) triphosphate (12.5 mCi/mmol) and [³H]acetylcholine iodide (99.7 Ci/mmol) were purchased from PerkinElmer Life Sciences (Boston, MA, USA). [³H]PREGS (20 Ci/mmol), [³H]taurocholic acid (10.0 Ci/mmol), [³H]acetate (150 mCi/mmol), and [³H]lithocholic acid (50 Ci/mmol) were obtained from American Radiolabeled Chemicals (St. Louis, MO, USA).