163517-79-1

Basic information

• Product Name: 7-Azabicyclo[2.2.1]heptane-2-carbonitrile,7-methyl-,(1R,2R,4S)-rel-(9CI)
• Synonyms: 7-Azabicyclo[2.2.1]heptane-2-carbonitrile,7-methyl-,(1R,2R,4S)-rel-(9CI)
• CAS NO: 163517-79-1
• Molecular Formula: C8H12N2
• Molecular Weight: 136.19428
• Product Categories: AMINETERTIARY
• Mol File: 163517-79-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Azabicyclo[2.2.1]heptane-2-carbonitrile,7-methyl-,(1R,2R,4S)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Azabicyclo[2.2.1]heptane-2-carbonitrile,7-methyl-,(1R,2R,4S)-rel-(9CI)(163517-79-1)
• EPA Substance Registry System: 7-Azabicyclo[2.2.1]heptane-2-carbonitrile,7-methyl-,(1R,2R,4S)-rel-(9CI)(163517-79-1)

Safety Data

• Hazardous Substances Data: 163517-79-1(Hazardous Substances Data)

Relevant articles and documents

7-azabicyclo[2.2.1]-heptane and -heptene derivatives as cholinergic receptor ligands

7-Azabicyclo[2.2.1]-heptane and -heptene derivatives are disclosed that can be administered to a mammal, including a human, to treat disorders associated with a decrease or increase in cholinergic activity.

Osmium-promoted dipolar cycloadditions with pyrroles: An efficient, stereoselective synthesis of 7-azanorbornanes

A series of 7-azabicyclo[2.2.1]hept-5-ene complexes are prepared from [Os(NH3)5(η2-L)]2+ (L = pyrrole, l-methylpyrrole, 2,5-dimethylpyrrole, 1,2,5-trimethylpyrrole, or 1-(trimethylsilyl)pyrrole) and various dipolarophiles (e.g., acrylonitrile, methyl acrylate, α-methylene-γ-butyrolactone, dimethyl maleate, dimethyl fumarate, N-phenyl maleimide, cyclopentene-1,2-dicarboxylic acid anhydride, and (E)- and (Z)- methyl 3-(3'-pyridyl)acrylate). The cycloaddition is promoted by coordination of the pyrrole with [Os(NH3)5]2+ across C3 and C4, transforming the uncoordinated portion of the pyrrole nucleus into an azomethine ylide capable of undergoing 1,3-dipolar cycloadditions. The metal serves not only to activate the pyrrole ring but also to stabilize the resulting 7-azabicyclo[2.2.1]heptene ligands. A number of organic 7-azabicyclo[2.2.1]heptanes, including analogs of the alkaloid epibatidine, have been synthesized by this methodology. For the cases examined, the cycloaddition favors exo stereochemistry of the electron-withdrawing substituent when the pyrrole nitrogen is unsubstituted. Crystal structures have been determined for the complexes obtained from the reactions of pyrrole with N-phenylmaleimide (8a), 2,5-dimethylpyrrole with dimethyl maleate (13a), and 2,5-dimethylpyrrole with α-methylene-γ-butyrolactone (22a).