1225-93-0

Basic information

• Product Name: 1H-Indole, 3-(2-nitroethenyl)-2-phenyl-
• CAS NO: 1225-93-0
• Molecular Formula: C16H12N2O2
• Molecular Weight: 264.283
• Mol File: 1225-93-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(2-nitroethenyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(2-nitroethenyl)-2-phenyl-(1225-93-0)
• EPA Substance Registry System: 1H-Indole, 3-(2-nitroethenyl)-2-phenyl-(1225-93-0)

Safety Data

• Hazardous Substances Data: 1225-93-0(Hazardous Substances Data)

Usage

Chemical class

Indole class of organic compounds

Structure

Nitrogen-containing five-membered ring

Substituents

2-nitroethenyl and phenyl groups

Potential uses

Chemical reactions, building block for synthesizing other organic compounds

Application fields

Chemistry, pharmaceuticals, and materials science

Handling precautions

Hazards and risks associated with its chemical properties

Upstream product

• 25365-71-3 2-phenyl-1H-indol-3-carboxaldehyde 
• 75-52-5 nitromethane 
• 948-65-2 2-phenyl-indole 

Downstream Products

• 55164-80-2 3-(4-methoxy-phenyl)quinolin-2(1H)-one 
• 1459775-46-2 3-(3,4-dimethylphenyl)quinolin-2(1H)-one 
• 4970-03-0 3-(3,4-dimethoxyphenyl)quinolin-2(1H)-one 
• 1459775-47-3 3-(4-ethoxy-phenyl)quinolin-2(1H)-one 
• 1217-80-7 2-(2-phenyl-1H-indol-3-yl)ethylamine 

Relevant articles and documents

Identification of cb1 receptor allosteric sites using force-biased mmc simulated annealing and validation by structure-activity relationship studies

Positive allosteric modulation of the cannabinoid 1 receptor (CB1R) has demonstrated distinct therapeutic advantages that address several limitations associated with orthosteric agonism and has opened a promising therapeutic avenue for further drug development. To advance the development of CB1R positive allosteric modulators, it is important to understand the molecular architecture of CB1R allosteric site(s). The goal of this work was to use Force-Biased MMC Simulated Annealing to identify binding sites for GAT228 (R), a partial allosteric agonist, and GAT229 (S), a positive allosteric modulator (PAM) at the CB1R. Our studies suggest that GAT228 binds in an intracellular (IC) TMH1-2-4 exosite that would allow this compound to act as a CB1 allosteric agonist as well as a CB1 PAM. In contrast, GAT229 binds at the extracellular (EC) ends of TMH2/3, just beneath the EC1 loop. At this site, this compound can act as CB1 PAM only. Finally, these results were successfully validated through the synthesis and biochemical evaluation of a focused library of compounds.

Asymmetric dearomatization of indoles through a Michael/Friedel-Crafts-Type cascade to construct polycyclic spiroindolines

A highly efficient asymmetric dearomatization of indoles was realized through a cascade reaction between 2-isocyanoethylindole and alkylidene malonates catalyzed by a chiral N,N-dioxide/MgII catalyst. Fused polycyclic indolines containing three stereocenters were afforded in good yields with excellent diastereo- and enantioselectivities through a Michael/Friedel-Crafts/Mannich cascade. When 2-substituted 2-isocyanoethylindoles were used, spiroindoline derivatives were obtained through a Michael/Friedel-Crafts reaction.