19509-06-9

Upstream product

• 100-42-5 styrene 
• 1184-78-7 trimethylamine-N-oxide 
• 106658-99-5 4,4-diethoxy-2-phenylbutan-1-amine 
• 762-72-1 allyl-trimethyl-silane 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 86-34-0 phensuximide 
• 97382-80-4 1-methyl-3-phenyl-3-pyrroline 
• 935-44-4 1-cyano-1-phenylcyclopropane 
• 123-39-7 N-Methylformamide 
• 21744-88-7 1-phenylcyclopropanecarbaldehyde 

Downstream Products

• 750583-91-6 C₁₁H₁₄ClNO₂S 
• 13217-97-5 1-methyl-3-phenyl-1H-pyrrole 

Relevant academic research and scientific papers

Trimethylamine N-Oxide as a Precursor of Azomethine Ylides

The first azomethine ylide devoid of a stabilizing group, generated by treating trimethylamine N-oxide with lithium di-isopropylamide, undergoes a ready cycloaddition with various simple alkenes to give high yields of the corresponding pyrrolidine

A novel acid stable/base labile carbamate linker for N-acyliminium ion reactions on solid support

The development of a novel carbamate linker optimized for solid phase N- acyliminium ion chemistry is reported. Some 2- and 2,4-substituted pyrrolidines were synthesized via addition of several carbon nucleophiles to immobilized N-acyliminium ions. A β-sulfonylethyl carbamate linker appeared especially useful; readily synthesized, stable towards Lewis acids and easily cleavable.

Reagents for Storage and Regeneration of Nonstabilized Azomethine Ylides: Spiroanthraceneoxazolidines

Nonstabilized azomethine ylides are easily trapped by anthraquinone to form stable spiro-oxazolidines, which have an unusual ability to undergo a cycloreversion in the presence of other dipolarophiles at 120-150°C. All tested recycloadditions with carbonyl compounds and electron-poor alkenes occurred in moderate to high yields (41-92%). Moreover, increasing the reaction temperature to 210°C made it possible to obtain adducts with low reactive dipolarophiles.

Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B

The parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and its corresponding five-membered ring analogue 1-methyl-3-phenyl-3-pyrroline are cyclic tertiary allylamines and good substrates of monoamine oxidase B (MAO-B). The MAO-B catalyzed 2-electron α-carbon oxidation of this class of substrates appears to be dependent on the presence of the allylic π-bond since the corresponding saturated piperidinyl analogue of MPTP is reported not to be an MAO-B substrate. The only saturated cyclic tertiary amine known to act as an MAO-B substrate is the 3,4-cyclopropyl analogue of MPTP, 3-methyl-6-phenyl-3-azabicyclo[4.1.0]heptane. As part of our ongoing studies we have examined the MAO-B substrate properties of the corresponding pyrrolidinyl analogue, 1-methyl-3-phenylpyrrolidine, and the 3,4-cyclopropyl analogue, 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane. The results document that both the pyrrolidinyl analogue [Km = 234 μM; Vmax = 8.37 nmol/(min-mg mitochondrial protein)] and the 3,4-cyclopropyl analogue [Km = 148 μM; Vmax = 16.9 nmol/(min-mg mitochondrial protein)] are substrates of baboon liver mitochondrial MAO-B. We also have compared the neurotoxic potential of these compounds in the C57BL/6 mouse. The results led us to conclude that these compounds are not MPTP-type neurotoxins.

N-HETEROCYCLYL-SUBSTITUTED AMINO-THIAZOLE DERIVATIVES AS PROTEIN KINASE INHIBITORS

Aminothiazole compounds with N-containing cycloalkyl at the 2-amino position which are represented by the Formula (I), or a pharmaceutically acceptable prodrug of said compound, or pharmaceutically acceptable salt of said compound, modulate and/or inhibit the cell proliferation and activity of protein kinases.

Synthesis of Some Substituted Pyrrolidines from Cyclopropyl Carbonyl Compounds

A series of alkyl and aryl cyclopropyl carbonyl compounds, when refluxed in N-methylformamide in the presence of magnesium chloride, gave variously substituted pyrrolidines.