175-94-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Azaspiro[4.4]nonane is used as a structural motif for the development of new drugs, particularly those aimed at treating central nervous system disorders such as schizophrenia and anxiety. Its unique spirocyclic structure allows for the creation of pharmaceuticals with novel mechanisms of action and potential therapeutic benefits.
Used as a Chiral Building Block:
In the synthesis of biologically active compounds, 2-Azaspiro[4.4]nonane serves as an important chiral building block. Its incorporation into the molecular structure of these compounds can enhance their biological activity and selectivity, leading to the development of more effective therapeutic agents.
Overall, the versatile applications of 2-Azaspiro[4.4]nonane in the pharmaceutical field, coupled with its unique structure, make it a promising target for research and development, with the potential to contribute to the advancement of novel drug therapies.

InChI:InChI=1/C8H15N/c1-2-4-8(3-1)5-6-9-7-8/h9H,1-7H2

Upstream product

• 59253-90-6 cyclopent-1-enecarbonyl chloride 
• 90085-05-5 (R)-Trans-2-Methoxycarbonylcyclopentanol 
• 25662-28-6 1-(carboxymethoxy)cyclopentadiene 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 94297-79-7 21a2-(phenylmethyl)-2-azaspiro<4.4>nonane 
• 156222-36-5 4-(4-bromobutyl)-1-(phenylsulfonyl)-2,3-dihydro-1H-pyrrole 
• 94695-94-0 2-azaspiro<4.4>non-1-ene 
• 156222-35-4 4-(1-Benzenesulfonyl-4,5-dihydro-1H-pyrrol-3-yl)-butan-1-ol 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 136788-13-1 N-<1-(2-naphthylthio)ethenyl>-N-(phenylmethyl)-1-cyclopentene-1-carboxamide 
• 136788-14-2 2-(phenylmethyl)-2-azaspiro<4.4>nonan-1-one 

Downstream Products

• 1451006-53-3 (S)-2-(tert-butoxy)-2-(5-methyl-2-phenyl-7-(2-azaspiro[4.4]nonan-2-yl)pyrazolo[1,5-a]pyrimidin-6-yl)acetic acid 
• 137795-51-8 (R)-5-(2-Aza-spiro[4.4]non-2-yl)-4-(3-chloro-benzoylamino)-5-oxo-pentanoic acid 
• 137795-80-3 (R)-5-(2-Aza-spiro[4.4]non-2-yl)-4-benzyloxycarbonylamino-5-oxo-pentanoic acid benzyl ester 

Related news

Synthesis, physicochemical and anticonvulsant properties of N-benzyl and N-aminophenyl derivatives of 2-azaspiro[4.4]nonane and [4.5]decane-1,3-dione. Part I09/30/2019

To continue our systematic SAR studies, two series of N-benzyl- (X=CH 2 ) and N-aminophenyl- (X=NH) derivatives of 2-azaspiro[4.4]nonane (1a–1j) and 2-azaspiro[4.5]decane-1,3-dione (2a–2j) were synthesized, and evaluated in maximum electroshock seizure (MES), subcutaneous pentylenetetr...detailed

Relevant academic research and scientific papers

Radical cyclizations of cyclic ene sulfonamides occur with β-elimination of sulfonyl radicals to form polycyclic imines

Radical cyclizations of cyclic ene sulfonamides provide stable bicyclic and tricyclic aldimines and ketimines in good yields. Depending on the structure of the precursor, the cyclizations occur to provide fused and spirocyclic imines with five-, six-, and seven-membered rings. The initial radical cyclization produces an α-sulfonamidoyl radical that undergoes elimination to form the imine and a phenylsulfonyl radical. In a related method, 3,4-dihydroquinolines can also be produced by radical translocation reactions of N-(2- iodophenylsulfonyl)tetrahydroiso-quinolines. In either case, very stable sulfonamides are cleaved to form imines (rather than amines) under mild reductive conditions.

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