49812-93-3

Usage

Physical state

White solid

Usage

Reagent in organic synthesis and pharmaceutical research

Usage

Building block in the synthesis of biologically active compounds

Usage

Ligand in metal catalysts

Derivative

Naphthalene

Functional group

Amine

Application

Synthesis of various pharmaceuticals and organic compounds

Salt form

Hydrochloride, increases solubility in aqueous solutions

Benefits in laboratory settings

Easier to handle due to increased solubility

Upstream product

• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 138206-92-5 dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate 
• 138206-89-0 benzyl (3aRS,9bSR)-N-(2,3,3a,4,5,9b-hexahydro-2-oxonaphth<2.1-d>oxazol-3-yl)carbamate 

Relevant academic research and scientific papers

Benzocycloalkylazolethione derivatives

The present invention relates to novel benzocycloalkylazolethione compounds which are dopamine β-hydroxylase inhibitors in which the benzocycloalkyl portion of the compound is selected from indanyl, 1,2,3,4-tetrahydronaphthalenyl and 6,7,8,9-tetrahydro-5H-benzocycloheptenyl (in which the benzo is optionally substituted with one to three substituents) and the azolethione portion of the compound is selected from 2-thioxo-2,3-dihydro-1H-imidazol-3-yl, 5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-4-yl and 5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-1-yl (each optionally substituted with one to three substituents); and the prodrugs, pharmaceutically acceptable salts, individual isomers and mixtures of isomers and the methods of using and preparing such benzocycloalkylazolethione compounds.

DERIVATIVES OF 4-(AMINOMETHYL) PIPERIDINE, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Compounds of general formula (I) STR1 in which n is 1 or 2; R represents a linear or branched C 1-C 3-alkyl group; andX represents at least one substituent chosen from hydrogen, halogen, C 1-C 3-alkyl and C 1-C 3-alkoxy, in the form of a free base or an acid addition salt thereof, and their therapeutic application.

Synthesis of Amines and Amino Alcohols by Electrophilic Amination and Highly Stereoselective Reduction

A practical and selective method for the synthesis of the β-arylamines 5 and the cis- or trans-amino alcohols 8 and 11 is reported.The reaction sequence starts from α-tetralones 1 which readily react with dibenzyl azodicarboxylate to afford the protected α-hydrazino ketones 2.Then, depending on the reduction conditions, the trans-hydrazino alcohols 10 or the cis isomers 7 are formed predominantly.The stereoselectivities which range between 18:1 and 1:67 (trans/cis) are explained by stereoelectronic effects (?,?* interactions) and steric hindrance.Depending on the workup procedure, we can control, whether the cis-hydrazino alcohols 7 or the oxazolidinone derivatives 3 are isolated.Subsequent hydrogenolyses of 4, 7 and 10 lead to the target molecules 5, 8 and 11, respectively. Key Words: Electrophilic amination / Dibenzyl azodicarboxylate / Stereoselective reduction

Comparison of Biological Effects of N-Alkylated Congeners of β-Phenylethylamine Derived from 2-Aminotetralin, 2-Aminoindan, and 6-Aminobenzocycloheptene

Three series of bicyclic, semirigid congeners of β-phenethylamine have been prepared for evaluation of the effect of ring size (and of concomitant conformational variation) on biological activity in a variety of assays for adrenergic and dopaminergic actions.Pharmacologic activity was associated with 2-aminotetralin and 2-aminoindan derivatives, but was not found with 6-aminobenzocycloheptene derivatives.Noteworthy is the ability of several aminotetralins and aminoindans to increase the hot-plate reaction time without eliciting dopaminergic effects.This action was not blocked by pretreatment with naloxone.