17329-20-3

Usage

Chemical Properties

clear colorless to yellow liquid

InChI:InChI=1/C9H9N/c1-8(10-2)9-6-4-3-5-7-9/h3-8H,1H3

Upstream product

• 19145-06-3 (S)-N-formyl-1-phenylethylamine 
• 137566-61-1 (+)-N,N'-bis<(R)-1-phenylethyl>-2,3-butanediimine 
• 530-62-1 1,1'-carbonyldiimidazole 
• 67122-56-9 (-)-N,N'-bis<(S)-1-phenylethyl>-2,3-butanediimine 
• 64-18-6 formic acid 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 98-86-2 acetophenone 
• 2942-58-7 diethyl cyanophosphonate 
• 134920-71-1 1-Diphenylphosphinoxy-1-phenylethan 
• 6948-01-2 N-formyl-α-methylbenzylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1895-39-2 sodium chlorodifluoroacetate 
• 6948-01-2 (R)-(+)-α-methylbenzyl formamide 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 339560-54-2 4,5-dimethyl-4,5-diphenyl-4,5-dihydro-oxazole 
• 58644-75-0 4r,5c-dimethyl-4,5t-diphenyl-4,5-dihydro-oxazole 
• 6292-62-2 4,4'-dicyano-stilbene 
• 1823-91-2 1-phenylethyl cyanide 
• 880250-78-2 [2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-(1-phenyl-ethyl)-amine 
• 1174062-74-8 N-(4-bromophenyl)-2-phenylpropionamide 
• 131481-71-5 (E)-(R)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid ((S)-1-phenyl-ethyl)-amide 
• 131481-70-4 (E)-(S)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid ((S)-1-phenyl-ethyl)-amide 

Relevant academic research and scientific papers

Concentration-dependent circularly polarized luminescence of chiral cyclometalated platinum(II) complexes for electroluminescence

Circularly polarized organic light-emitting diodes (CP-OLEDs) have been attracting increasing attention due to the direct generation of CP light, and they show the improved image contrast and luminous efficiency in OLEDs displays. In this work, a pair of chiral Pt(II) complexes with methylbenzylisocyanide and 1,3-bis(2-pyridyl)benzene as a tridentate N∧C∧N ligand were synthesized. Both of them exhibited bright green emission in dilute acetonitrile solution, while strong orange emission in high concentration of acetonitrile solution. However, when the complexes were doped into polymethyl methacrylate, the green emission originated from intrinsic single molecule can be changed to the red emission from excimer by adjusting the doping ratios. More importantly, the amplification of CPL signal can be achieved compared with the solution state. Furthermore, the monochrome devices were fabricated by utilizing these two enantiomers as emitters.

Method for preparing isonitrile compound

The invention discloses a method for preparing an isonitrile compound, and belongs to the field of organic synthesis. According to the method, sodium chlorodifluoroacetate or potassium bromodifluoroacetate is used as a difluoromethyl source and is condensed with primary amine under the action of alkali to obtain an isocyanide target product, so that isocyanide is generated in situ on the primary amine. The reaction raw materials, alkali and solvent used in the method are simple and easy to obtain, wide in source and convenient to operate, do not need special storage and use conditions, the method has the advantages of safety, low cost, high yield, simple process, environmental friendliness and the like, and has important application value in the fields of medicine, protein and polypeptidepreparation, pesticides, high polymer materials, dyes and the like.

Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides

A new electrochemical method for the preparation of isocyanides from easily accessible aminotetrazole derivatives has been developed, which tolerates an unprecedented range of functional groups. The use of chemical, rather than electrochemical, oxidation to afford isocyanides was also demonstrated, which provides access to these compounds for those without electrosynthesis equipment. The practicality of scale-up using flow electrochemistry has been demonstrated, in addition to the possibility of using electrochemically generated isocyanides in further reactions.

Isocyanide 2.0

The isocyanide functionality due to its dichotomy between carbenoid and triple bond characters, with a nucleophilic and electrophilic terminal carbon, exhibits unusual reactivity in organic chemistry exemplified for example in the Ugi reaction. Unfortunately, the over proportional use of only a few isocyanides hampers novel discoveries about the fascinating reactivity of this functional group. The synthesis of a broad range of isocyanides with multiple functional groups is lengthy, inefficient, and exposes the chemist to hazardous fumes. Here we present an innovative isocyanide synthesis overcoming these problems by avoiding the aqueous workup which we exemplify by parallel synthesis from a 0.2 mmol scale performed in 96-well microtiter plates up to a 0.5 mol multigram scale. The advantages of our methodology include an increased synthesis speed, very mild conditions giving access to hitherto unknown or highly reactive classes of isocyanides, rapid access to large numbers of functionalized isocyanides, increased yields, high purity, proven scalability over 5 orders of magnitude, increased safety and less reaction waste resulting in a highly reduced environmental footprint. For example, the hitherto believed to be unstable 2-isocyanopyrimidine, 2-acylphenylisocyanides and even o-isocyanobenzaldehyde could be accessed on a preparative scale and their chemistry was explored. Our new isocyanide synthesis will enable easy access to uncharted isocyanide space and will result in many discoveries about the unusual reactivity of this functional group. This journal is

Synthesis of isocyanides by reacting primary amines with difluorocarbene

A general, convenient, and friendly route for preparing a versatile building block of isocyanides from primary amines is developed. Difluorocarbene, generated in situ from decarboxylation of chlorodifluoroacetate, reacts efficiently with primary amines to produce isocyanides. Various primary amines are well tolerated, including aryl, heteroaryl, benzyl, and alkyl amines, as well as amine residues in amino acids and peptides. Late-stage functionalization of biologically active amines is demonstrated, showing its practical capacity in drug design and peptide modification.

Nonacidic Farnesoid X Receptor Modulators

As a cellular bile acid sensor, farnesoid X receptor (FXR) participates in regulation of bile acid, lipid and glucose homeostasis, and liver protection. Clinical results have validated FXR as therapeutic target in hepatic and metabolic diseases. To date, potent FXR agonists share a negatively ionizable function that might compromise their pharmacokinetic distribution and behavior. Here we report the development and characterization of a high-affinity FXR modulator not comprising an acidic residue.

Synthesis of 3,4-dihydroisoquinolines by cyclization of 1-bromo-2-(2-isocyanoalkyl)benzenes with butyllithium

A new and convenient method for the preparation of 3,3-disubstituted 3,4-dihydroisoquinolines has been developed. Thus, the reaction of 1-bromo-2-(bromomethyl)benzenes with (1-isocyano-1-lithioalkyl)benzenes, generated by the treatment of (1-isocyanoalkyl

Cyanation of alcohols with diethyl cyanophosphonate and 2,6-dimethyl-1,4-benzoquinone by a new type of oxidation-reduction condensation

Cyanation of various alcohols by a new type of oxidation-reduction condensation is described. Primary alkyl diphenylphosphinites, 2,6-dimethyl-1,4-benzoquinone (DMBQ), and diethyl cyanophosphonate gave the corresponding nitriles in high yields. During the above experiment on cyanation of 4-phenylbutan-2-ol, the unexpected formation of a mixture of nitrile and isocyanide was observed. After careful examination of the reaction conditions, selective synthesis of isocyanides from secondary alcohols was successfully accomplished by the use of zinc oxide (ZnO) as an additive. Reaction of tertiary alcohols provided the corresponding isocyanides exclusively in the absence of an additive. Cyanation of optically active alcohols was tried in order to clarify the stereochemistry of this reaction, and the reaction was thus proved to proceed with the inversion of configuration.

Selective synthesis of isocyanides from secondary alcohols by a new type of oxidation-reduction condensation

Selective synthesis of isocyanides from secondary alcohols via alkyl diphenylphosphinites is established by a new type of oxidation-reduction condensation in controlling the ambident reactivity of cyanide anion. In the presence of ZnO, isocyanides are obtained exclusively in moderate to high yields. Copyright

Methods and compounds for inhibiting β-amyloid peptide release and/or its synthesis

Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.