158984-57-7

Upstream product

• 32161-06-1 1-acetyl-4-piperidinone 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 1425732-60-0 1-(4-(4-(3-(4-(1-acetyl-4-(4-((2-nitrobenzyl)oxy)phenyl)piperidin-4-yl)-3-methoxyphenoxy)propoxy)phenyl)-4-(4-(3-chloropropoxy)phenyl)piperidin-1-yl)ethanone 
• 1425732-57-5 1-(4-(4-(3-chloropropoxy)phenyl)-4-(4-(3-iodopropoxy)phenyl)piperidin-1-yl)ethanone 
• 1425732-54-2 1-(4-(4-(3-chloropropoxy)phenyl)-4-(4-hydroxyphenyl)piperidin-1-yl)ethanone 
• 1425732-51-9 1-(4-(4-(3-chloropropoxy)phenyl)-5,6-dihydropyridin-1(2H)-yl)ethanone 
• 1425732-48-4 1-(4-(4-hydroxy-3-methoxyphenyl)-4-(4-(2-nitrobenzyloxy)phenyl)piperidin-1-yl)ethanone 
• 1425732-45-1 1-(4-(4-(2-nitrobenzyloxy)phenyl)-5,6-dihydropyridin-1(2H)-yl)ethanone 
• 1425732-75-7 1-(4-(4-(3-bromopropoxy)-3-methoxyphenyl)-4-(4-(3-bromopropoxy)phenyl)piperidin-1-yl)ethanone 
• 1425732-72-4 1-(4-(4-(3-bromopropoxy)phenyl)-4-(4-hydroxy-3-methoxyphenyl)piperidin-1-yl)ethanone 
• 1425732-69-9 1-(4-(4-(3-bromopropoxy)phenyl)-5,6-dihydropyridin-1(2H)-yl)ethanone 
• 1425732-63-3 1-(4-(4-(3-(4-(1-acetyl-4-(4-(3-chloropropoxy)phenyl)piperidin-4-yl)phenoxy)propoxy)-2-methoxyphenyl)-4-(4-hydroxyphenyl)piperidin-1-yl)ethanone 
• 59954-73-3 4-(4-methoxyphenyl)-1,2,3,6-tetrahydro-pyridine 
• 203438-55-5 1-[4-(3-{5-[1-Acetyl-4-(4-methoxy-phenyl)-piperidin-4-yl]-2,3-dimethoxy-phenylethynyl}-4,5-dimethoxy-phenyl)-4-(4-methoxy-phenyl)-piperidin-1-yl]-ethanone 
• 203438-50-0 1-acetyl-4-[4-(4-chlorobutoxy)phenyl]-4-(4-hydroxy-5-iodo-3-methoxyphenyl)piperidine 
• 203438-49-7 1-acetyl-4-[4-(4-chlorobutoxy)phenyl]-4-(4-hydroxy-3-methoxyphenyl)piperidine 

Relevant academic research and scientific papers

Molecular daisy chains: Synthesis and aggregation studies of an amphiphilic molecular rod

A water-soluble cyclophane as the loop subunit, monofunctionalized with a molecular rod, has been synthesized to introduce a new binding motif for mechanically interlinked oligomers. It has been demonstrated that this hermaphroditic compound forms [c2]dai

Macrotricyclic Steroid Receptors by Pd°-Catalyzed Cross-Coupling Reactions: Dissolution of Cholesterol in Aqueous Solution and Investigations of the Principles Governing Selective Molecular Recognition of Steroidal Substrates

Three double-decker cyclophane receptors, (±)-2,(±)-3, and (±)-4 with 11-13-A deep hydrophobic cavities were prepared and their steroid-binding properties investigated in aqueous and methanolic solutions. Pd°-Catalyzed cross-coupling reactions were key steps in the construction of these novel macrotricyclic structures. In the synthesis of D2-symmetrical (±)-2, the double-decker precursor (±)-7 was obtained in 14% yield by fourfold Stille coupling of equimolar amounts of bis(tributylstannyl)acetylene with dibromocyclophane 5 (Scheme 1). For the preparation of the macrotricyclic precursor (±)-15 of D2-.symmetrical (±)-3, diiodocylophane 12 was dialkynylated with Me3SiC≡CH to give 13 using the Sonogoshira cross-coupling reaction; subsequent alkyne deprotection yielded the diethynylated cyclophane 14, which was transformed in 42% yield into (±)-15 by Glaser-Hay macrocyclization (Scheme 2). The synthesis of the C2-symmetrical conical receptor (±)-4 was achieved via the macrotricyclic precursor (±)-25, which was prepared in 20% yield by the Hiyama cross-coupling reaction between the diiodo[6.1.6.1]paracyclophane 19 and the larger, dialkynylated cyclophane 17 (Scheme 4). Solid cholesterol was efficiently dissolved in water through complexation by (±)-2 and (±)-3, and the association constants of the formed 1:1 inclusion complexes were determined by solid-liquid extraction as Ka = 1.1 × 106 and 1.5 × 105 1 mol-1, respectively (295 K) (Table 1). The steroid-binding properties of the three receptors were analyzed in detail by 1H-NMR binding titrations in CD3OD. Observed steroid-binding selectivities between the two structurally closely related cylindrical receptors (±)-2 and (±)-3 (Table 2) were explained by differences in cavity width and depth, which were revealed by computer modeling (Fig. 4). Receptor (±)-2, with two ethynediyl tethers linking the two cyclophanes, possesses a shallower cavity and, therefore, is specific for flatter steroids with a C(5)=C(6) bond, such as cholesterol. In contrast, receptor (±)-3. constructed with longer buta-1,3-diynediyl linkers, has a deeper and wider hydrophobic cavity and prefers fully saturated steroids with an aliphatic side chain, such as 5α-cholestane (Fig. 7). In the 1:1 inclusion complexes formed by the conical receptor (±)-4 (Table 3), testosterone or progesterone penetrate the binding site from the wider cavity side, and their flat A ring becomes incorporated into the narrower [6.1.6.1]paracyclophane moiety. In contrast, cholesterol penetrates (±)-4 with its hydrophobic side chain from the wider rim of the binding side. This way, the side chain is included into the narrower cavity section shaped by the smaller [6.1.6.1]paracyclophane, while the A ring protrudes with the OH group at C(3) into the solvent on the wider cavity side (Fig. 8). The molecular-recognition studies with the synthetic receptors (±)-2, (±)-3, and (±)-4 complement the X-ray investigations on biological steroid complexes in enhancing the understanding of the principles governing selective molecular recognition of steroids.

PYRROLO-PYRIDINE DERIVATIVES

Compounds of formula I are ligands for dopamine receptor subtypes within the body and are therefore useful in the treatment and/or prevention of disorders of the dopamine system, in particular schizophrenia. STR1 wherein Q is STR2