22693-51-2

Basic information

• Product Name: 1-INDYL-2-NITROPROPENE
• Synonyms: 1-INDYL-2-NITROPROPENE;3-(β-nitro-β-methylvinyl)indole;3-[(E)-2-nitroprop-1-enyl]-1H-indole
• CAS NO: 22693-51-2
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.212
• Mol File: 22693-51-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 402.2°Cat760mmHg
• Flash Point: 197°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 2.6E-06mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 1-INDYL-2-NITROPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-INDYL-2-NITROPROPENE(22693-51-2)
• EPA Substance Registry System: 1-INDYL-2-NITROPROPENE(22693-51-2)

Safety Data

• Hazardous Substances Data: 22693-51-2(Hazardous Substances Data)

Usage

General Description

1-INDYL-2-NITROPROPENE is a chemical compound with the molecular formula C11H9NO2. It is a yellow to orange solid with a molecular weight of 191.19 g/mol. 1-INDYL-2-NITROPROPENE is primarily used in the synthesis of pharmaceuticals and research chemicals. It is known to be an intermediate in the production of various organic compounds and is often used as a building block in organic synthesis. Additionally, 1-INDYL-2-NITROPROPENE has been studied for its potential pharmacological properties, including its effects on the central nervous system. However, it is important to handle this compound with caution, as it may pose certain health and safety hazards. Overall, 1-INDYL-2-NITROPROPENE is a versatile chemical with various applications in the fields of medicine and research.

InChI:InChI=1/C11H10N2O2/c1-8(13(14)15)6-9-7-12-11-5-3-2-4-10(9)11/h2-7,12H,1H3/b8-6-

Upstream product

• 120-72-9 indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 79-24-3 Nitroethane 

Downstream Products

• 299-26-3 1-(1H-indol-3-yl)propan-2-amine 

Relevant articles and documents

Virtual screening-driven discovery of dual 5-HT6/5-HT2A receptor ligands with pro-cognitive properties

A virtual screening campaign aimed at finding structurally new compounds active at 5-HT6R provided a set of candidates. Among those, one structure, 4-(5-{[(2-{5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl)amino]methyl}furan-2-yl)phenol (1, 5-HT6R Ki = 91 nM), was selected as a hit for further optimization. As expected, the chemical scaffold of selected compound was significantly different from all the serotonin receptor ligands published to date. Synthetic efforts, supported by molecular modelling, provided 43 compounds representing different substitution patterns. The derivative 42, 4-(5-{[(2-{5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl)amino]methyl}furan-2-yl)phenol (5-HT6R Ki = 25, 5-HT2AR Ki = 32 nM), was selected as a lead and showed a good brain/plasma concentration profile, and it reversed phencyclidine-induced memory impairment. Considering the unique activity profile, the obtained series might be a good starting point for the development of a novel antipsychotic or antidepressant with pro-cognitive properties.

Visible-Light-Induced Trifluoromethylation of Isonitrile-Substituted Indole Derivatives: Access to 1-(Trifluoromethyl)-4,9-dihydro-3H-pyrido[3,4-b]indole and β-Carboline Derivatives

A visible-light-induced trifluoromethylation of isonitrile-substituted indole derivatives has been developed from the reaction of isonitrile-substituted indoles with Togni II reagent, affording 1-(trifluoromethyl)-4,9-dihydro-3H-pyrido[3,4-b]indoles in mo

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.