51102-42-2

Usage

Uses

Used in Organometallic Chemistry:
8-METHYL-3,8-DIAZABICYCLO[3.2.1]OCTANE is used as a ligand for organometallic compounds, enhancing their stability and reactivity in various chemical processes.
Used in Organic Synthesis:
As a catalyst, 8-METHYL-3,8-DIAZABICYCLO[3.2.1]OCTANE is employed in organic synthesis to facilitate a range of reactions, including asymmetric transformations, which are crucial for the production of enantiomerically pure compounds.
Used in Pharmaceutical Synthesis:
8-METHYL-3,8-DIAZABICYCLO[3.2.1]OCTANE is used as a building block and a chiral auxiliary in the synthesis of pharmaceuticals, contributing to the development of new drugs with improved efficacy and selectivity.
Used in Fine Chemicals Synthesis:
8-METHYL-3,8-DIAZABICYCLO[3.2.1]OCTANE is also utilized in the synthesis of fine chemicals, where its ability to control stereochemistry is valuable for creating high-purity specialty chemicals for various applications.
Used in Asymmetric Catalysis:
8-METHYL-3,8-DIAZABICYCLO[3.2.1]OCTANE is used as a catalyst in asymmetric catalysis, a technique that allows for the selective formation of one enantiomer over another, which is essential in creating biologically active molecules with specific properties.

Upstream product

• 17783-48-1 3-benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane 
• 22315-26-0 8-methyl-3,8-diazabicyclo[3.2.1]octan-2-one 
• 190783-99-4 (S)-methyl 1-methyl-5-oxopyrrolidine-2-carboxylate 
• 17783-46-9 3-benzyl-2,4-dioxo-8-methyl-3,8-diazabicyclo-(3.2.1)octane 
• 869-10-3 diethyl 2,5-dibromoadipate 
• 52321-02-5 diethyl cis-1-methylpyrrolidine-2,5-dicarboxylate 
• 54221-37-3 diethyl meso-2,5-dibromoadipate 

Downstream Products

• 63978-04-1 3-benzhydryl-8-methyl-3,8-diaza-bicyclo[3.2.1]octane 
• 155848-60-5 N-[3(R,S)-2,3-Dihydro-5-(8-methyl-3,8-diazabicyclo[3.2.1]octan-3-yl)-2-oxo-1-propyl-1H-1,4-benzodiazepin-3-yl]-N'-[3-methylphenyl]urea 
• 1186332-19-3 C₃₁H₃₀N₆O 
• 1186332-23-9 3-(4-chloro-3-methoxy-phenyl)-7-[4-(8-methyl-3,8-diaza-bicyclo[3.2.1]oct-3-yl)-phenyl]-2-pyridin-4-yl-pyrazolo[1,5-a]pyrimidine 
• 1422394-74-8 N-(5-(3,8-diazabicyclo[3.2.1]octan-3-yl)isothiazol-4-yl)-2-(2,6-difluorophenyl)thiazole-4-carboxamide 

Relevant academic research and scientific papers

A simple and efficient synthesis of 8-methyl-3,8-diazabicyclo[3.2.1]octane (azatropane) and 3-substituted azatropanes therefrom using pyroglutamic acid

8-Methyl-3,8-diazabicyclo[3.2.1]octane (3-azatropane) is synthesized efficiently from pyroglutamic acid making use of amide activation. The key step of the synthesis involves reduction and cyclization of a nitroenamine intermediate. Several 3-substituted

BIS-HETEROARYL DERIVATIVES AS MODULATORS OF PROTEIN AGGREGATION

The present invention relates to certain bis-heteroaryl compounds, pharmaceutical compositions containing them, and methods of using them, including methods for preventing, reversing, slowing, or inhibiting protein aggregation, and methods of treating diseases that are associated with protein aggregation, including neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease, Lewy body disease, Parkinson's disease with dementia, fronto- temporal dementia, Huntington's Disease, amyotrophic lateral sclerosis, and multiple system atrophy, and cancer including melanoma.

NOVEL 3,8-DIAZA-BICYCLO[3.2.1]OCTANE- AND 3,9-DIAZA-BICYCLO[3.3.1]-NONANE-3-CARBOXYLIC ACID ESTER DERIVATIVES AND THEIR USE AS MONOAMINE NEUROTRANSMITTER RE-UPTAKE INHIBITORS

This invention relates to novel 3,8-diaza-bicyclo[3.2.1]octane-and 3,9-diaza- bicyclo[3.3.1]nonane-3-carboxylic acid ester derivatives useful as monoamine neurotransmitter re-uptake inhibitors. In other aspects the invention relates to the use of these co

NOVEL DIAZABICYCLIC ARYL DERIVATIVES AND THEIR MEDICAL USE

This invention relates to novel diazabicyclic aryl derivatives which are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile the compound

NOVEL DIAZABICYCLIC ARYL DERIVATIVES AND THEIR MEDICAL USE

This invention relates to novel diazabicyclic aryl derivatives, which are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile the compoun

NOVEL SUBSTITUTED DIAZABICYCLO DERIVATIVES AND THEIR USE AS MONOAMINE NEUROTRANSMITTER RE-UPTAKE INHIBITORS

This invention relates to novel substituted diazabicyclo derivatives useful as monoamine neurotransmitter re-uptake inhibitors. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions

Synthesis and transporter binding properties of bridged piperazine analogues of 1-{2-[bis(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine (GBR 12909)

A series of analogues related to 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (2) and 1-{2-[bis(4-fiuorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine(3) (GBR 12935 and GBR 12909, respectively), in which the piperazine moiety was replaced

Diazabicyclooctanes and diazabicycloheptanes

Twelve analogs of diethylcarbamazine as prepared by acylation of 3- and 8-methyl-3,8-diazabicyclo[3.2.1]octane, 2-methyl-2,5-diazabicyclo[2.2.2]octane, and 2-methyl-2,5-diazabicyclo [2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from diethylcarbamazine in possessing two- or one-carbon bridges over the piperazine ring. The compounds have utility as antifilarial agents and as bronchodilators.

Antifilarial agents. Diazabicyclooctanes and diazabicycloheptanes as bridged analogs of diethylcarbamazine

Twelve analogs of diethylcarbamazine (DEC) were prepared by acylation of 3 and 8 methyl 3,8 diazabicyclo[3.2.1]octane, 2 methyl 2,5 diazabicyclo[2.2.2]octane, and 2 methyl 2,5 diazabicyclo[2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from DEC in possessing two or one carbon bridges over the piperazine ring. When evaluated against Litomosoides carinii in the gerbil, all compounds strongly suppressed blood microfilaremia levels but did not affect the adult worms. Several compounds were nearly equivalent to DEC in activity. The results are discussed in terms of molecular model studies and receptor site theory.