3423-30-1

Basic information

• Product Name: 8-ethyl-8-azabicyclo[3.2.1]octan-3-one
• CAS NO: 3423-30-1
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.2215
• Mol File: 3423-30-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 244.5°C at 760 mmHg
• Flash Point: 94.7°C
• Density: 1.034g/cm³
• Vapor Pressure: 0.0302mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 8-ethyl-8-azabicyclo[3.2.1]octan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-ethyl-8-azabicyclo[3.2.1]octan-3-one(3423-30-1)
• EPA Substance Registry System: 8-ethyl-8-azabicyclo[3.2.1]octan-3-one(3423-30-1)

Safety Data

• Hazardous Substances Data: 3423-30-1(Hazardous Substances Data)

Usage

General Description

8-ethyl-8-azabicyclo[3.2.1]octan-3-one is a chemical compound with a bicyclic structure containing a nitrogen atom. It is commonly known as tropanone and is a derivative of tropane. Tropanone is used as an intermediate in the synthesis of various pharmaceutical drugs, particularly those targeting the central nervous system. It is a chiral compound, meaning it has two mirror-image isomers, and its stereochemistry plays a crucial role in its pharmacological activity. Tropanone derivatives have been studied for their potential therapeutic effects, including as analgesics, anti-dementia agents, and treatments for substance abuse. Additionally, tropanone derivatives have been investigated for their potential use in the treatment of depression and anxiety disorders.

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Relevant articles and documents

Metabolism of N-alkyldiamines and N-alkylnortropinones by transformed root cultures of Nicotiana and Brugmansia

A range of analogues of N-methylputrescine and tropinone were fed to transformed root cultures of Nicotiana rustica and/or a Brugmansia candida x aurea hybrid. These cultures were made by the transformation of the relevant plant species with Agrobacterium rhizogenes. A number of the metabolites, notably those showing a relatively modest alteration in the N-alkyl substituent, were metabolized in vivo to form homologues of the normal alkaloids biosynthesized by these roots. These products were identified by GC/MS and comparison with some synthetic reference materials. Analogues with major alterations in the size of the N-alkyl substituent were not metabolized at all. In the N. rustica cultures, the analogues fed at 1 mM significantly affected the profile of normal alkaloids, with up to a 4-fold diminution in nicotine being found in the presence of N-n-propylputrescine. The ratio between alkaloids of the pyrrolidine series and the piperideine series was also affected. In contrast, the presence of the analogues in the B. candida x aurea hybrid culture at 1 mM did not inhibit or substantially interfere with the accumulation of the normal spectrum of alkaloids. The potential for using these cultures to make complex novel products from simple precursors is discussed.

The chemistry of N-alkyl-nor-tropinones and of their reduction products.

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