19339-72-1

Usage

Classification

Arylcyclohexylamine class of dissociative anesthetics

Effects

Hallucinogenic and sedative effects in animal studies

Mechanism of action

Potent blocker of the N-methyl-D-aspartate (NMDA) receptor
Involved in the transmission of pain signals and regulation of synaptic plasticity in the brain

Interactions

Known to interact with serotonin and dopamine receptors

Medical use

Not approved for medical use

Legal status

Classified as a designer drug and legally restricted in many countries

Primary uses

Recreational purposes and scientific research

InChI:InChI=1/C21H19NO2/c1-24-19-14-12-18(13-15-19)22-20(16-8-4-2-5-9-16)21(23)17-10-6-3-7-11-17/h2-15,20,22H,1H3

Upstream product

• 97-94-9 triethyl borane 
• 201230-82-2 carbon monoxide 
• 4198-96-3 2-((4-methoxyphenyl)imino)-1,2-diphenylethan-1-one 
• 13964-92-6 acetyl(tetracarbonyl)cobalt 
• 4198-96-3 2-[(E)-4-Methoxy-phenylimino]-1,2-diphenyl-ethanone 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 104-94-9 4-methoxy-aniline 
• 134-81-6 benzil 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 4746-86-5 hydroxy-diphenyl-acetaldehyde 
• 63468-90-6 phenylglyoxylic acid potassium salt 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 4198-96-3 2-((4-methoxyphenyl)imino)-1,2-diphenylethan-1-one 
• 1186242-40-9 2-amino-1-(4-methoxyphenyl)-4,5-diphenyl-1H-pyrrole-3-carbonitrile 
• 212968-11-1 (1S,2R)-1,2-diphenyl-2-(4-methoxy-anilino)-ethan-1-ol 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 21096-60-6 MS--desoxybenzoin 
• 130162-54-8 1-(4-methoxyphenyl)-2,3-diphenyl-1H-indole 
• 89357-33-5 erythro-2-<(p-methoxyphenyl)amino>-1,2-diphenylethanol 

Relevant academic research and scientific papers

The Acceleration of the Rearrangement of α-Hydroxy Aldimines by Lewis or Bronsted Acids

An efficient method was developed for the synthesis of α-amino ketones from α-hydroxy imines. The reaction occurs through an α-iminol rearrangement involving the migration of a substituent of the carbinol carbon to the imine carbon. The optimal catalysts were found to be silica gel or montmorillonite K 10, which effected migration of a variety of aryl and alkyl substituents in high yields. The rearrangement can also be carried out on imines generated in situ from aldehydes and amines in essentially the same yields as those from the preformed imines.

2-(4-chloroanilino)- and 2-(4-methoxyanilino)-1,2-diphenylethanone

The title compounds, C20H16ClNO and C 21H19NO2, adopt syn orientations of the C=O and N - H bonds but, like their analogues, form no strong intermolecular hydrogen bonds.

Chemoselective reduction of α-imino carbonyl compounds into α-amino carbonyl compounds with titanium tetraiodide

α-Imino carbonyl compounds are chemoselectively reduced with titanium tetraiodide to give α-amino carbonyl compounds in good to excellent yields.

Catalytic Diastereo- and Enantioconvergent Synthesis of Vicinal Diamines from Diols through Borrowing Hydrogen

We present herein an unprecedented diastereoconvergent synthesis of vicinal diamines from diols through an economical, redox-neutral process. Under cooperative ruthenium and Lewis acid catalysis, readily available anilines and 1,2-diols (as a mixture of diastereomers) couple to forge two C?N bonds in an efficient and diastereoselective fashion. By identifying an effective chiral iridium/phosphoric acid co-catalyzed procedure, the first enantioconvergent double amination of racemic 1,2-diols has also been achieved, resulting in a practical access to highly valuable enantioenriched vicinal diamines.

Visible-Light-Induced Radical Acylation of Imines with α-Ketoacids Enabled by Electron-Donor-Acceptor Complexes

A visible-light-induced radical acylation of imines with α-ketoacids has been achieved, enabled by an electron-donor-acceptor (EDA) complex. This EDA complex-mediated process eradicates the use of a photocatalyst. Visible light is used as the sole promote

Synthesis and lung cancer cell line study of pyrrolo[2,3-d]pyrimidine analogs

Three series of new pyrrolo[2,3-d]pyrimidines having diverse groups at position C4 and N7 of the pyrrolo[2,3-d]pyrimidine core were synthesized and their cell line study on the National Cancer Institute (NCI) H1 299 lung cancer cell line was performed. The details of the synthetic methods and characterization data of the synthesized compounds have been presented in this study. Compounds 08a, 08h, 08j, 09h, 09i, 09j, 09m, 09n, and 09o showed excellent anticancer activity compared to standard doxorubicin half maximal inhibitory concentration value on NCI H1 299 (lung cancer cell line) which was nontoxic to normal Vero cell line.

ORGANIC LUMINOGENS

Small molecule compounds having aggregation-induced emission (AIE) characteristics. The compounds include organic, aromatic salts having anion-π+ interactions. In some embodiments, the anion-π+ interactions can include heavy-atom-ani

Br?nsted Base-Catalyzed Reductive Cyclization of Alkynyl α-Iminoesters through Auto-Tandem Catalysis

A novel reductive cyclization of alkynyl α-iminoesters was developed through auto-tandem catalysis with a Br?nsted base as the catalyst. The reaction system involves two mechanistically different elementary processes, both of which are efficiently catalyz

Novel antiviral compounds against gastroenteric viral infections

Viral gastroenteritis is a serious viral infection which affects a large number of individuals around the world, most of them being children. The infection may occur due to different viruses, for example, coxsackievirus, adenovirus, and rotavirus. There i

Titanium-mediated reductive cross-coupling reactions of imines with nitriles: An efficient route for the synthesis of α-aminoketones or 1,2-diketones

The reaction of imines with low-valent titanium species, generated in situ by using Ti(OiPr)4/2 c-C5H9MgCl reagent, affords titanium-imine complex, which can couple with nitriles to provide 2,5-diazatitanacyclop