56139-76-5

Usage

InChI:InChI=1/C8H14N2/c1-9(2)7-8-5-4-6-10(8)3/h4-6H,7H2,1-3H3

Upstream product

• 96-54-8 N-Methylpyrrole 
• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 124-40-3 dimethyl amine 
• 51-80-9 bis-(dimethylamino)methane 
• 62992-33-0 ethoxy-N,N-dimethylaminomethane 

Downstream Products

• 24437-41-0 1-methyl-2-pyrroleacetonitrile 
• 676486-43-4 1-methyl-4,6-dihydrocyclopenta[b]pyrrol-5-one 
• 21898-59-9 1-methylpyrrole-2-acetic acid 

Relevant academic research and scientific papers

AMINO ALCOHOL COMPOUND

A pharmaceutical composition is provided that has a low toxicity, demonstrates superior physicochemical properties and pharmacokinetics, and has superior peripheral blood lymphocyte count lowering activity. The pharmaceutical composition contains a compound having general formula (I): (wherein R 1 represents a methyl group or an ethyl group, R 2 represents a methyl group or an ethyl group, and R 3 represents a phenyl group substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a lower alkyl group, a cycloalkyl group, a lower alkoxy group, a halogeno lower alkyl group, a lower aliphatic acyl group and a cyano group), a pharmacologically acceptable salt thereof or a pharmacologically acceptable ester thereof.

AMINO ALCOHOL DERIVATIVE OR PHOSPHONIC ACID DERIVATIVE AND MEDICINAL COMPOSITION CONTAINING THESE

The present invention relates to amino alcohol derivatives or phosphonic acid derivatives having excellent immunosuppressive activity, pharmacologically acceptable salts thereof or pharmacologically acceptable esters thereof, and to pharmaceutical compositions comprising said compounds as an active ingredient: [wherein, ???R1 and R2 each represent a hydrogen atom, or a protecting group of the amino group; ???R3 represents a hydrogen atom, or a protecting group of the hydroxyl group; ???R4 represents a lower alkyl group; ???n represents an integer of from 1 to 6; ???X represents an oxygen atom or a nitrogen atom unsubstituted or substituted with a lower alkyl group or the like; ???Y represents an ethylene group; ???Z represents a C1-C10 alkylene group; ???R5 represents an aryl group, or an aryl group substituted with substituents; ???R6 and R7 each represents a hydrogen atom; provided that when R5 represents a hydrogen atom, then Z represents a group other than a single bond or a straight chain C1-C10 alkylene group] .

Rhodium(II) catalyzed intramolecular insertion of carbenoids derived from 2-pyrrolyl and 3-indolyl α-diazo-β-ketoesters and α-diazoketones

α-Diazo-β-ketoesters and α-diazoketones derived from 2-pyrrolylacetic, 2-pyrrolylpropionic, 3-indolylacetic and 3-indolylpropionic acids afforded carbenoid derived cyclization products on treatment with catalytic rhodium(II) acetate.

The activation of aminals and aminol ethers by sulfur dioxide and their reactions with electron rich aromatic compounds

Reactions of bis(dialkylamino)methanes and ethoxydialkylaminomethanes with nucleophilic aromatic heterocycles in the presence of sulfur dioxide result in the formation of the expected Mannich bases in good yields. Reactions of phenols are similarly activated by sulfur dioxide which lead to improved regioselectivity: in particular the reactions of 2,5-dimethylphenol result in the formation of 2-dialkylaminomethyl-3,6-dimethylphenol whereas reaction occurs at the I-position using the classical procedures.

The generation of iminium ions using chlorosilanes and their reactions with electron rich aromatic heterocycles

Dichlorodimethylsilane and trichloromethylsilane have been used to generate iminium ions from aminals and aminol ethers derived from secondary alkylamines, including glycine derivatives, in aprotic media which were shown to undergo reactions with electron rich aromatic heterocycles, including furan, to give mono-aminoalkylation products in good yields. Whereas chlorotrimethylsilane has been shown to generate iminium ions from aminol ethers, no evidence was adduced for the involvement of iminium ions using aminals. 2,5-Disubstitution of N-methylpyrrole was the major result in reactions of N-methylpyrrole with aminals in the presence of chlorotrimethylsilane where no build up of hydrogen chloride occurs and where chlorotrimethylsilane can function catalytically. Experimental results, including the use of bis(trimethylsilyl)acetamide as a proton scavenger, and some relative rate data, are presented that allow possible mechanisms to be evaluated.

Mannich Reactions of Nucleophilic Aromatic Compounds involving Aminals and α-Amino Ethers activated by Chlorosilane Derivatives; Catalysis by Chlorotrimethylsilane

Aminals and α-amino ethers afford N,N-dialkylmethyleneammonium salts by reaction with dichloro(dimethyl)- and trichloro(methyl)-silanes, but whereas chlorotrimethylsilane interacts with α-amino ethers to yield iminium salts, the reaction of the latter silane with aminals does not; in situ Mannich reactions may be carried out using these systems, and in the case of the reactions using chlorotrimethylsilane and aminals the reactions can be catalytic with respect to the silane.

MANNICH REACTIONS OF Π-EXCESSIVE HETEROCYLES USING BIS-(DIALKYLAMINO)METHANES AND ALKOXYDIALKYLAMINOMETHANES ACTIVATED WITH ACETYL CHLORIDE OR SULPHUR DIOXIDE

Π-Excessive heterocyles react rapidly with bis(dialkylamino)methanes (aminals) and alkoxydialkylaminomethanes (aminol ethers) in acetonitrile to afford Mannnich bases in good yields when ativated by means of an acidi reagent suh as acetyl chloride or sulphur dioxide: the principal ompound studied was N-methylpyrrole.