Home Other Heterocycles 279-40-3
279-40-3,MFCD13624216
Catalog No.:AA003NAB

279-40-3 | 7-azabicyclo[2.2.1]heptane

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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003NAB
Chemical Name:
7-azabicyclo[2.2.1]heptane
CAS Number:
279-40-3
Molecular Formula:
C6H11N
Molecular Weight:
97.1582
MDL Number:
MFCD13624216
SMILES:
C1CC2NC1CC2
Properties
Properties
 
BP:
144.1°C at 760 mmHg  
Form:
Liquid  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
62.2  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
XLogP3:
0.9  

Literature

Title: 7-Azabicyclo[2.2.1]heptane as a scaffold for the development of selective sigma-2 (σ2) receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Synthesis and binding affinity at α4β2 and α7 nicotinic acetylcholine receptors of new analogs of epibatidine and epiboxidine containing the 7-azabicyclo[2.2.1]hept-2-ene ring system.

Journal: Bioorganic & medicinal chemistry letters 20120115

Title: 7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.

Journal: Bioorganic & medicinal chemistry 20110415

Title: Asymmetric synthesis of 3,4-diaminocyclohexanol and endo-7-azabicyclo[2.2.1]heptan-2-amine.

Journal: Organic letters 20101105

Title: Water-stable helical structure of tertiary amides of bicyclic β-amino acid bearing 7-azabicyclo[2.2.1]heptane. Full control of amide cis-trans equilibrium by bridgehead substitution.

Journal: Journal of the American Chemical Society 20101027

Title: Mechanistic analysis of intramolecular free radical reactions toward synthesis of 7-azabicyclo[2.2.1]heptane derivatives.

Journal: The Journal of organic chemistry 20090605

Title: A novel intramolecular Ugi reaction with 7-azabicyclo[2.2.1]heptane derivatives followed by post-condensation acylations: a new entry to azanorbornyl peptidomimetics.

Journal: Organic & biomolecular chemistry 20090121

Title: 7-Azabicyclo[2.2.1]heptane as a unique and effective dialkylamino auxochrome moiety: demonstration in a fluorescent rhodamine dye.

Journal: Journal of the American Chemical Society 20081231

Title: Nonplanar structures of thioamides derived from 7-azabicyclo[2.2.1]heptane. Electronically tunable planarity of thioamides.

Journal: The Journal of organic chemistry 20081121

Title: Synthesis of heterocyclic analogues of epibatidine via 7-azabicyclo[2.2.1]hept-2-yl radical intermediates. 1. Intermolecular reactions.

Journal: The Journal of organic chemistry 20080905

Title: Structure-activity relationships of adenosines with heterocyclic N6-substituents.

Journal: Bioorganic & medicinal chemistry letters 20071215

Title: Synthesis and nicotinic acetylcholine receptor binding properties of bridged and fused ring analogues of epibatidine.

Journal: Journal of medicinal chemistry 20071213

Title: Synthesis of 7-azabicyclo[2.2.1]heptane and 2-oxa-4-azabicyclo[3.3.1]non-3-ene derivatives by base-promoted heterocyclization of alkyl N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl)carbamates and N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl)-2,2,2-trifluoroacetamides.

Journal: The Journal of organic chemistry 20071109

Title: Aza-Prins-pinacol approach to 7-azabicyclo[2.2.1]heptanes: syntheses of (+/-)-epibatidine and (+/-)-epiboxidine.

Journal: The Journal of organic chemistry 20071012

Title: Unusually high pyramidal geometry of the bicyclic amide nitrogen in a complex 7-azabicyclo[2.2.1]heptane derivative: Theoretical analysis using a bottom-up strategy.

Journal: The journal of physical chemistry. B 20050616

Title: aza-Prins-pinacol approach to 7-azabicyclo[2.2.1]heptanes and ring expansion to [3.2.1]tropanes.

Journal: Organic letters 20050331

Title: Cycloadditions of 2-azaallyllithium species with conjugated polyenes.

Journal: The Journal of organic chemistry 20040220

Title: An evaluation of amide group planarity in 7-azabicyclo[2.2.1]heptane amides. Low amide bond rotation barrier in solution.

Journal: Journal of the American Chemical Society 20031210

Title: Synthesis of enantiomerically pure 1,2-diamine derivatives of 7-azabicyclo[2.2.1]heptane. New leads as glycosidase inhibitors and rigid scaffolds for the preparation of peptide analogues.

Journal: The Journal of organic chemistry 20030711

Title: Synthesis and biological evaluation at nicotinic acetylcholine receptors of N-arylalkyl- and N-aryl-7-azabicyclo[2.2.1]heptanes.

Journal: Journal of medicinal chemistry 20020704

Title: Structural features of aliphatic N-nitrosamines of 7-azabicyclo[2.2.1]heptanes that facilitate N-NO bond cleavage.

Journal: Journal of the American Chemical Society 20011024

Title: Synthesis of n-heteroaryl-7-azabicyclo[2.2.1]heptane derivatives via palladium-bisimidazol-2-ylidene complex catalyzed amination reactions.

Journal: Organic letters 20010503

Title: exo-2-(Pyridazin-4-yl)-7-azabicyclo[2.2.1]heptanes: syntheses and nicotinic acetylcholine receptor agonist activity of potent pyridazine analogues of (+/-)-epibatidine.

Journal: Journal of medicinal chemistry 20010104

Title: [Nitrogen pyramidal amides and related compounds].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20010101

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Tags:279-40-3 Molecular Formula|279-40-3 MDL|279-40-3 SMILES|279-40-3 7-azabicyclo[2.2.1]heptane