768-41-2

Usage

Main properties

1. Chemical compound: 2-azatricyclo[3.3.1.13,7]decane
2. Also known as: azabicyclo[3.3.1]nonane
3. Part of: bicyclic bridged heterocycles group
4. Tricyclic system with a nitrogen atom and a bridging methylene group

Specific content

1. Commonly used as: building block in organic chemistry and medicinal chemistry
2. Applications: synthesis of pharmaceuticals and biologically active molecules
3. Potential applications in: material science and as a ligand in metal coordination chemistry
4. Versatile and valuable: building block for multiple chemical processes and applications

Upstream product

• 5001-18-3 1,3-adamantandiol 
• 17933-29-8 7-methylenebicyclo[3.3.1]nonan-3-one 
• 770-15-0 bicyclo[3.3.1]nonane-3,7-dione 
• 1155843-81-4 N-trichloroacetyl-2-azaadamantane 
• 1155843-83-6 N-(2-nitrophenylsulfonyl)-2-azaadamantane 
• 1253279-13-8 N-benzyloxycarbonyl-4-bromo-2-azaadamantane 
• 1274919-04-8 C₉H₁₄BrN 
• 78127-63-6 anti,anti-4,8-Dichloro-2-azaadamantane hydrochloride 
• 157521-81-8 7,7-ethylenedioxybicyclo[3.3.1]nonan-3-one oxime 
• 16473-11-3 bicyclo[3.3.1]nonane-2,6-dione 
• 13534-08-2 Bicyclo<3.3.1>nonadion-(2.6)-bis-(p-toluolsulfonylhydrazon) 
• 78127-55-6 2-Azaadamantane-anti-4,8-diol 
• 78127-62-5 exo-2,3-exo-6,7-diepoxybicyclo<3.3.1>nonane 
• 13534-07-1 Bicyclo<3.3.1>nona-2,6-diene 

Downstream Products

• 57625-08-8 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl 
• 57625-08-8 2-azaadamantane-N-oxyl 
• 1622401-42-6 benzyl(2-(2-azaadamantane-2-yl)-2-oxoethyl)carbamate 
• 79191-41-6 N-benzyl-2-azatricyclo[3.3.1.13,7]decane 
• 1622872-44-9 C₁₇H₁₈F₃NO 
• 1622872-37-0 C₃₆H₄₂N₂O₄ 
• 1622872-59-6 C₄₆H₅₁N₃O₅ 
• 1622872-49-4 C₁₆H₁₉NO₂ 
• 1392473-63-0 (S)-N-(1-(2-phenylethyl)pyrrolidin-3-yl)-2-azaadamantane-2-carboxamide 

Relevant academic research and scientific papers

C?H Activation from Iron(II)-Nitroxido Complexes

The reaction of nitroxyl radicals TEMPO (2,2′,6,6′-tetramethylpiperidinyloxyl) and AZADO (2-azaadamantane-N-oxyl) with an iron(I) synthon affords iron(II)-nitroxido complexes (ArL)Fe(κ1-TEMPO) and (ArL)Fe(κ2-N,O

METHOD OF WOUND HEALING

The present invention relates to a method of treating a wound, comprising administering to a subject in need thereof a therapeutically effective amount of an aza adamantane compound according to Formula (I), or a pharmaceutically acceptable salt, thereof.

COMPOUNDS CONTAINING AN ALICYCLIE STRUCTURE AND ANTI-TUMOR APPLICATION

This invention relates with anti-tumor activities of new compounds containing an adamantyl group or analogs thereof. The invention also relates with the medication applications of anti-tumor and other diseases by this kind of compounds with the combination of S, P, T structures containing adamantyl group and the formation of stereoisomer, tautomers, prodrug, pharmaceutically acceptable salts, complex salts or solvates to their anticancer application and anticancer agents, which have the following general formula:

L -DIHYDRO-2-OXOQUINOLINE COMPOUNDS A 5-HT4 RECEPTOR LIGANDS

The present invention relates to novel l,2-dihydro-2-oxoquinoline compounds of the formula (I), and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. Formula (I) The present invention also relates to a process for the preparation of above said novel compounds, and their derivatives, prodrugs, tautomers, stereoisomers, polymorphs, solvates, hydrates, metabolites, N-oxides, pharmaceutically acceptable salts and compositions containing them. The compounds of the present invention are useful in the treatment/prevention of various disorders that are mediated by 5-HT4 receptor activity.

Practical preparation methods for highly active azaadamantane-nitroxyl- radical-type oxidation catalysts

We have recently disclosed that a less hindered class of nitroxyl radicals, i.e., 2-azaadamantan-N-oxyl (AZADO), 1-Me-AZADO, and 9-azabicyclo[3.3.1]nonan- N-oxyl (ABNO), exhibit marked catalytic activity for the oxidation of alcohols with the aid of environmentally friendly oxidants, offering a green and sustainable option for current alcohol oxidation. Encouraged by their outstanding catalytic performance, we envisioned the development of scalable routes to these radicals that could be extended to the commercialization of these radicals for benchtop use as well as for industrial use as optional reagents that complement TEMPO, the flagship compound of stable nitroxyl radicals. We herein describe short and reproducible preparation methods for AZADO and 1-Me-AZADO, featuring an efficient construction of the 2-azaadamantane skeleton. 1 Introduction 2 1-Me-AZADO and AZADO: First-Generation Syntheses 3 Second-Generation Synthesis of 1-Me-AZADO 4 Synthetic Venture towards 2-Azaadamantane: Second-Generation Synthesis of AZADO 5 Conclusion. Georg Thieme Verlag Stuttgart.

METHOD FOR PRODUCING 2-AZAADAMANTANE

To provide a method whereby a 2-azaadamantane can easily be obtained in good yield. A method for producing a 2-azaadamantane represented by the formula (1), which comprises cyclizing a compound represented by the following formula (2) in the presence of an acid.

2-Azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: Highly efficient organocatalysts for oxidation of alcohols

Development of a stable nitroxyl radical class of catalysts, 2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO, for highly efficient oxidation of alcohols is described. AZADO and 1-Me-AZADO exhibit superior catalytic proficiency to TEMPO, converting various sterically hindered alcohols to the corresponding carbonyl compounds in excellent yields. Copyright

A substrate-directed synthesis of substituted 2-azaadamantanes

A synthesis of mono- and disubstituted 2-azaadamantanes with control of substituent stereochemistry has been developed.

A General Synthesis of N-Substituted 2-Azaadamantanes and Their 4,8-Disubstituted Derivatives

A general synthesis of N-substituted 2-azaadamantanes (1) is reported, along with the corresponding 4,8-dihydroxy derivatives (2).The synthesis offers the advantage of the use of inexpensive and readily available starting material.Dione 3, obtained by decarboxylation of Meerwein's ester, is converted to diene 4 by Bamford-Stevens-type elimination of the corresponding ditosylhydrazone.Epoxidation of 4 affords diepoxide 12, which reacts with primary amines to form the 2-azaadamantyl skeleton 2.Removal of the hydroxyl groups to give 1 is accomplished by using SOCl2 and then LiAlH4.

Neighboring Group Effects in the β-Halo Amines. Synthesis and Solvolytic Reactivity of the anti-4-Substituted 2-Azaadamantyl System

The syntheses of anti-4-chloro-2-n-propyl-2-azaadamantane (1) and 2-(2-chloroethyl)-2-azaadamantane (8) were carried out.When 1 was subjected to solvolysis in aqueous methanolic NaOH, a rate enhancement of ca. 2*106 was observed at 25 deg C, compared to that for 2-chloroadamantane (23).The solvolytic rate of 1 is comparable to that of an aliphatic β-halo amine, and because of the absence of a kinetic rate component due to solvent assistance in the adamantyl system, the observed enhancement may represent the rate-limiting case for the substituted β-chloroethylamines.The solvolysis rate of 8 was 2.5-fold less than that of 1, despite an expected decrease in activation energy.The lower rate for 8 may be due to its larger negative entropy of activation compared to that of 1.Indirect evidence was found for the existence of azridinium ion intermediates during solvolysis, but their direct observation remains to be accomplished.