34025-60-0

Usage

Type of compound

Bicyclic ketone derivative

Structure

Structurally related to phenyltropane derivatives

Pharmacological properties

Potential psychoactive substance, stimulant effects (not widely reported)

Potential uses

Not well-established, requires further research for full understanding of properties and applications

Upstream product

• 108-94-1 cyclohexanone 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 1228657-82-6 C₂₁H₂₂Cl₂N₄S 
• 5706-80-9 4-chlorobenzaldehyde thiosemicarbazone 
• 147225-35-2 2,4-bis(4-chlorophenyl)-3-azabicyclo[3.3.1]nonan-9-one oxime 
• 83651-07-4 (1S,2S,4R,5R,9R)-2,4-Bis-(4-chloro-phenyl)-3-aza-bicyclo[3.3.1]nonan-9-ol 
• 74959-65-2 2-(4-chlorobenzylidene)-N-phenylhydrazinecarbothioamide 

Relevant academic research and scientific papers

Synthesis, characterization and antitumor activities of some novel thiazinones and thiosemicarbazones derivatives

Two series of thiazinone and thiosemicarbazone derivatives (1-12) were synthesized using 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones (ABNs) and 3–alkyl–2,6–diarylpiperidin–4–ones as the starting materials. The structures of newly synthesized compounds were established on the basis of FT–IR, NMR spectroscopy and mass spectrometry. From the spectroscopic data, we identified that the cyclization reaction of thioamide with dialkyl acetylenedicarboxylate selectively gives six membered methyl 2-(2-(2,4-disubstituted-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazinyl)-4-oxo-4H-1,3-thiazine-6-carboxylates (1-6). In order to investigate the antitumor activities of the synthesized compounds, in?vitro cytotoxicity studies were carried out using human prostate cancer cell lines. Tested compounds showed good/moderate activities against cancer cell lines and further investigation carried out by live/dead assay.

Synthesis, stereochemical, structural, and biological studies of a series of N′-(2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)pyrazine-2-carbohydrazides

A new series of N′-(2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)pyrazine-2-carbohydrazides (8–14) were synthesized by the corresponding 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-ones (1–7) reaction with pyrazine-2-carbohydrazide. The stereochemistry of

Synthesis, spectral, structural and biological studies of N-cyclohexyl-2-(2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazinecarbothioamide derivatives

Potential antimicrobial activities of azabicyclic skeleton based N-cyclohexyl-2-(2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazinecarbothioamides (6-10) was synthesized. The newly synthesized compounds were characterized by FT-IR, 1H NM

Antimicrobial evaluation of a set of heterobicyclic methylthiadiazole hydrazones: Synthesis, characterization, and SAR studies

To exploit the potential antimicrobial activities of azabicyclic skeleton based compounds, a set of 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one-4-methyl- 1,2,3-thiadazole-5-carbonyl hydrazones were synthesized. Unambiguous structural elucidation has been

Synthesis and antibacterial, antifungal activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one-4-aminobenzoyl hydrazones

A series of biologically active seven 2r, 4c-diaryl-3-azabicyclo[3.3.1] nonan-9-one-4-aminobenzoyl hydrazone derivatives have been synthesized in good yield. The structures of compounds have been established on the basis of IR, 1H, 13C NMR, and elemental analysis. The structure-activity relationships (SAR) have been studied by screening of antimicrobial activity over a representative panel of bacterial and fungal strains using two-fold serial dilution method. All these synthesized compounds exhibited significant activities against all bacterial and fungal strains. Springer Science+Business Media, LLC 2010.

Synthesis and antimicrobial studies of novel 2,4-diaryl-3-azabicyclo[3.3.1] nonan-9-one 4′-phenylthiosemicarbazones

New series of 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one 4′-phenylthiosemicarbazones (compounds 9-16) was obtained from the corresponding 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones. The synthesized compounds have been characterized by their elemental, anal

Synthesis, stereochemistry and in vitro antimicrobial evaluation of novel 2-[(2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazono]-4-phenyl-2, 3-dihydrothiazoles

2-[(2,4-Diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazono]-4-phenyl-2, 3-dihydrothiazoles (3a-3k) have been synthesized by the cyclization of 2-[(2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one thiosemicarbazones with phenacyl bromide and characterized by ana

Synthesis, complete NMR spectral assignments, and antifungal screening of new 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one oxime derivatives

A series of differently substituted 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9- one oximes have been synthesized and their 1H and 13C NMR chemical shifts have been unambiguously assigned using H,H-COSY, NOESY, HSQC, and HMBC spectral data

Efficient synthesis of novel 2,4-[diaryl-3-azabicyclo[3.3.1]nonan-9-yl]-5- spiro-4-acetyl-2-(acetylamino)-δ2-1,3,4-thiadiazolines

2,4-[Diaryl-3-azabicyclo[3.3.1]nonan-9-yl]-5-spiro-4-acetyl-2-(acetylamino) -2-1,3,4-thiadiazoline derivatives (3a-h) have been synthesized by the cyclization of 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one thiosemicarbazones (2a-h) under acetylating condition. The synthesized compounds were characterized by analytical and spectral (infrared, 1H NMR, and 13C NMR) studies. Copyright

Synthesis, structure and conformational analysis of 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one thiosemicarbazones and semicarbazones

A series of thiosemicarbazones and semicarbazones have been synthesized and characterized by one and two dimensional NMR spectroscopy. The possible ring conformations of both the hydrazones are discussed. The chemical shifts and coupling constants suggest that the reported hydrazones adopt twin-chair conformations with equatorial orientation of the aryl substituents. Besides, the proposed conformations are further confirmed by single crystal X-ray diffraction analysis and molecular optimization geometry method. Crown Copyright