62826-21-5

Upstream product

• 2294-43-1 1-allyl-4-bromo-benzene 
• 20808-74-6 1-Bromo-4-(3-chloro-2-hydroxypropyl)benzene 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 62825-93-8 5-(4-bromo-benzyl)-oxazolidin-2-one 
• 134905-78-5 3-(4-bromophenyl)-2-hydroxy-1-[1-(4-phenylpiperidinyl)]propane 
• 145248-19-7 3-(4-bromophenyl)-2-hydroxy-1-[1-(4-phenylpiperazinyl)]propane 
• 134905-78-5 (-)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane 
• 134905-78-5 (+)-3-(4-bromophenyl)-2-hydroxy-1-<1-(4-phenylpiperidinyl)>propane 

Relevant academic research and scientific papers

Cyclohexanones by Rh-mediated intramolecular C-H insertion

Some long chain α-aryl α-diazo ketones under Rh catalysis cyclize efficiently to the corresponding cyclohexanones. This is in marked contrast to the cyclizations of α-diazo β-ketoesters, which consistently deliver cyclopentanone products.

Rhodium-catalyzed intramolecular C-H insertion of α-aryl-α- diazo ketones

(Chemical Equation Presented) Direct diazo transfer proceeds smoothly with α-aryl ketones. The derived α-aryl-α-diazo ketones cyclize efficiently with Rh catalysis to give the corresponding α-aryl cyclopentanones.

Synthesis and study of the lubricating properties of some thiiranes

A series of novel thiiranes were synthesized, and their lubricating properties were studied. It has been found that they improve the antiscuff and antiwear properties of gear oils and therefore can be used as additives. The relation between the structure of the synthesized thiiranes and their lubricating activity was revealed.

Symmetric bisthiiranes

Symmetric bisthiiranes were synthesized by reactions of the corresponding bisoxiranes with thiourea in the presence of methyl alcohol. The initial bisoxiranes were obtained by cyclization of bis(chlorohydrins) which were prepared by reaction of p-phenylen

N-hydroxyalkyl derivatives of 3β-phenyltropane and 1-methylspiro[1H- indoline-3,4'-piperidine]: Vesamicol analogues with affinity for monoamine transporters

As part of our ongoing structure-activity studies of the vesicular acetylcholine transporter ligand 2-(4-phenylpiperidino)cyclohexanol [vesamicol, 1), 22 N-hydroxy(phenyl)alkyl derivatives of 3β-phenyltropane, 6, and 1-methylspiro[1H-indoline-3,4'-piperidine], 7, were synthesized and tested for binding in vitro. Although a few compounds displayed moderately high affinity for the vesicular acetylcholine transporter, no compound was more potent than the prototypical vesicular acetylcholine transporter ligand vesamicol. However, a few derivatives of 6 displayed higher affinity for the dopamine transporter than cocaine. We conclude that modification of the piperidyl fragment of 1 will not lead to more potent vesicular acetylcholine transporter ligands.

Acyclic analogues of 2-(4-phenylpiperidino)cyclohexanol (vesamicol): Conformationally mobile inhibitors of vesicular acetylcholine transport

Several 1,3-disubstituted propan-2-ols and one α,β-disubstituted ethanol (11i) were synthesized and evaluated as potential acyclic mimics of the vesicular acetylcholine transport inhibitor 2-(4-phenylpiperidinyl)cyclohexanol (1, vesamicol, AH5183). Analogues containing the 4-phenylpiperidyl fragment (11a, 11b) were more potent than those containing the 4-phenylpiperazyl moiety (11e, 11f). Substitution at the second terminal carbon of the propyl (or ethyl) fragment with simple lipophilic aryl substituents yielded potent inhibitors of vesicular acetylcholine storage, including (-)-11a and d-11i, which are equipotent with vesamicol. However, the activity of analogues containing bicyclic aryl groups was susceptible to aryl substitution patterns (11g vs 11h), indicating a definite receptor site topography. In addition, the inhibitory activity of these acyclic analogues was enantioselective, exhibiting a preference, similar to the parent vesamicol, for the levorotatory isomer [(-)-11a vs (+)-11a]. Therefore, the simple lipophilic acyclic vicinal amino alcohols may successfully mimic the biological activity of vesamicol.