18717-73-2

Basic information

• Product Name: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL
• Synonyms: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL;N-Benzylnortropine;endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-ol
• CAS NO: 18717-73-2
• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.31
• Mol File: 18717-73-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Refractive Index: 1.598
• CAS DataBase Reference: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL(18717-73-2)
• EPA Substance Registry System: 8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ENDO-OL(18717-73-2)

Safety Data

• Hazardous Substances Data: 18717-73-2(Hazardous Substances Data)

Usage

General Description

8-Benzyl-8-azabicyclo[3.2.1]octan-3-endo-ol, also known as BNJ-716-12, is a complex organic chemical compound. It consists of a bicyclic structure, with one of the rings being an eight-membered ring and the other, a three-membered ring. The eight-membered ring contains an amine group (the 'aza' portion of its name) and the three-membered ring contains a hydroxy group (signified by 'ol' at the end of the name). The 'benzyl' portion indicates the presence of a benzyl group, which is a phenyl group (a cyclic ring of six Carbons) bonded to a CH2 group. Overall, its structure makes it quite a versatile compound for chemical synthesis and reactions.

InChI:InChI=1/C14H19NO/c16-14-8-12-6-7-13(9-14)15(12)10-11-4-2-1-3-5-11/h1-5,12-14,16H,6-10H2/t12-,13+,14+

Upstream product

• 204695-89-6 ((1R,3R,5S)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone 
• 83393-23-1 N-8-benzyl[3.2.1]8-azabicyclooctan-3-one hydrochloride 
• 100-58-3 phenylmagnesium bromide 
• 120-29-6 3-tropanol 
• 95687-85-7 (8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone 
• 28957-72-4 N-benzylnortropinone 
• 5632-84-8 nortropinone 
• 100-52-7 benzaldehyde 

Downstream Products

• 123259-27-8 endo-8-benzyl-8-azabicyclo<3.2.1>oct-3-yl chloroformate hydrochloride 
• 363140-16-3 N-(8-benzyl-8-azabicyclo[3.2.1]octan-3α-yl)-N'-(2-methoxy-5-methylphenyl)carbamate 
• 123279-49-2 (2-Nitro-phenyl)-carbamic acid (1R,3R,5S)-8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl ester; hydrochloride 

Relevant articles and documents

Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups

We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.

HETEROARYL DERIVATIVES FOR THE TREATMENT OF RESPIRATORY DISEASES

The invention relates to novel compounds of formula (I) which are both phosphodiesterase 4 (PDE4) enzyme inhibitors and muscarinic M3 receptor antagonists, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

Azabicyclo[3.2.1]octan-3α-yl and azabicyclo[3.3.1]nonan-3α-yl carbamates as σ2-selective radiotracers

-