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Usage

Uses

Used in Pharmaceutical Industry:
2-Azabicyclo[2.2.1]heptane serves as a chemical intermediate for the production of various pharmaceuticals. Its unique structure and properties contribute to the synthesis of organic compounds with medicinal properties, enhancing the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Azabicyclo[2.2.1]heptane is utilized as a chemical intermediate for the synthesis of agrochemicals. Its involvement in the production process helps create effective compounds for agricultural applications, such as pesticides and herbicides.
Used as a Solvent:
2-Azabicyclo[2.2.1]heptane is employed as a solvent in various chemical processes. Its ability to dissolve a wide range of substances makes it a valuable component in the synthesis and purification of organic compounds.
Used in Organic Synthesis:
As a building block, 2-Azabicyclo[2.2.1]heptane is instrumental in the synthesis of various organic compounds. Its unique ring strain and stability facilitate the creation of complex molecular structures, contributing to the advancement of organic chemistry.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
2-Azabicyclo[2.2.1]heptane is used as a chiral auxiliary in asymmetric synthesis. Its presence helps control the stereochemistry of reactions, leading to the production of enantiomerically pure compounds, which are crucial in the development of pharmaceuticals and other chiral molecules with specific biological activities.
Used in the Synthesis of Bicycles:
2-Azabicyclo[2.2.1]heptane is an important starting material in the synthesis of bicycles, which are complex organic molecules with potential applications in various fields, including medicine and materials science. Its unique structure and properties enable the formation of intricate molecular frameworks.

InChI:InChI=1/C6H11N/c1-2-6-3-5(1)4-7-6/h5-7H,1-4H2/t5-,6+/m0/s1

Upstream product

• 24647-29-8 2-Azabicyclo[2.2.1]heptan-3-one 
• 85689-06-1 2-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 
• 542-92-7 cyclopenta-1,3-diene 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 

Downstream Products

• 85689-07-2 2-(4-Methylphenylsulfonyl)-2-azabicyclo<2.2.1>heptan 
• 85689-06-1 2exo-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 
• 85689-06-1 endo-2-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 
• 947263-49-2 4-(2-azanorborn-2-yl)butyronitrile 
• 933690-44-9 2-(2-azabicyclo[2.2.1]hept-2-yl)acetic acid 
• 1200131-54-9 2-(4-bromobenzyl)-2-azabicyclo[2.2.1]heptane 
• 38118-79-5 1-cyclopentylethan-1-amine 
• 947263-58-3 4-acetamido-N-(4-(2-azanorborn-2-yl)butyl)-2-methoxybenzamide 
• 166975-48-0 methanesulfonic acid 3-{4-[2-(2-aza-bicyclo[2.2.1]hept-2-yl)-ethoxy]-benzoyl}-2-(4-methanesulfonyloxy-phenyl)-benzo[b]thiophen-6-yl ester 

Relevant academic research and scientific papers

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Substituted benzothiazole amide derivatives

A compound of formula I and a method of treatment of diseases, related to modulation of the adenosine A2 receptor system comprising administering a compound of formula 1to a person in need of such treatment.

Cyclosporins

The present invention relates to novel cyclosporins, processes for their preparation, their use as pharmaceuticals and pharmaceutical compositions comprising them. The novel cyclosporins are represented by the compound of formula I or a pharmaceutically acceptable salt thereof, wherein the letters A to L represent residues of amino acids.

Piperadinyl-substituted pyridylalkane, alkene and alkine carboxamides

The invention relates to new piperidinyl-substituted pyridyl carboxamides of the general formula (I), wherein the structure element E has meanings (E1) or (E2) and whereby the heterocyclic ring can optionally have a double bond. These substances have especially high cytostatic activities and pronounced immunosuppressive properties which make them suitable for therapeutic treatment in broad tumor spectrum.

PEPTIDE COMPOUNDS DERIVED FROM BORONIC ACID

A compound of formula (I): STR1 in which: R 1 represents hydrogen or acyl, alkyl, benzyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, 5-[(dimethyl)amino]naphthylsulfonyl, alkoxycarbonylmethyl or carboxymethyl,R 2 represents hydrogen or phenyl, substituted or unsubstituted benzyl, 3-thienylmethyl, 2-pyridylmethyl, diphenylmethyl, fluorenyl, naphthylmethyl, benzocyclobutyl, (dicyclopropylmethyl)methyl, indanyl or (C 3-C 7 cycloalkyl)methyl,R' 2 represents hydrogen or benzylor alternativelyR 2 and R'. sub.2 together represent C 6 H 5--CH=,R. sub.3 represents substituted alkyl or guanidinophenyl, amidinophenyl, aminophenyl, guanidinobenzyl, amidinobenzyl, aminobenzyl or cycloalkyl, R 4 and R 5 each represent hydrogen or alkyl, or STR2 forms a boronic ester of pinanediol, A represents any one of the groups as defined in the description.Medicinal products.

Nitrenium and Carbenium Ions in Rearrangements of 2-Azabicyclic Systems

An ionic mechanism proceeding in intimate ion pairs is suggested for the rearrangement of N-sulfonyloxy derivatives of 2-azabicycloheptane and -hept-5-ene (e. g. 9, 11 -> 10, 12). 1.Experiments with 18O labelled educts show partial scrambling dependend both on structure of educt and solvent. 2.In methanol the intermediate carbenium ions (19, 23) react to give methoxy compounds. 3.MINDO/3-calculations are in agreement with the experiments: a) In the saturated systems the nitrenium ion 20 is a stable intermediate. b) The optimized geometries of the rearranged carbenium ions (21, 23) are consistent with the products obtained in methanol.