CAS 279-40-3 | 7-Azabicyclo[2.2.1]heptane | CAS Number 279-40-3

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

CAS No: 279-40-3 Catalog No: AG003ND3 MDL No:MFCD13624216

Product Description

Catalog Number:

AG003ND3

Chemical Name:

7-Azabicyclo[2.2.1]heptane

CAS Number:

279-40-3

Molecular Formula:

C6H11N

Molecular Weight:

97.1582

MDL Number:

MFCD13624216

IUPAC Name:

7-azabicyclo[2.2.1]heptane

InChI:

InChI=1S/C6H11N/c1-2-6-4-3-5(1)7-6/h5-7H,1-4H2

InChI Key:

SNZSSCZJMVIOCR-UHFFFAOYSA-N

SMILES:

C1CC2NC1CC2

Properties

Complexity:

62.2

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

97.089g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

97.161g/mol

Monoisotopic Mass:

97.089g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

12A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

0.9

Literature

Title	Journal
7-Azabicyclo[2.2.1]heptane as a scaffold for the development of selective sigma-2 (σ2) receptor ligands.	Bioorganic & medicinal chemistry letters 20120615
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.	Bioorganic & medicinal chemistry letters 20120115
7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.	Bioorganic & medicinal chemistry 20110415
Asymmetric synthesis of 3,4-diaminocyclohexanol and endo-7-azabicyclo[2.2.1]heptan-2-amine.	Organic letters 20101105
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 of the American Chemical Society 20101027
Mechanistic analysis of intramolecular free radical reactions toward synthesis of 7-azabicyclo[2.2.1]heptane derivatives.	The Journal of organic chemistry 20090605
A novel intramolecular Ugi reaction with 7-azabicyclo[2.2.1]heptane derivatives followed by post-condensation acylations: a new entry to azanorbornyl peptidomimetics.	Organic & biomolecular chemistry 20090121
7-Azabicyclo[2.2.1]heptane as a unique and effective dialkylamino auxochrome moiety: demonstration in a fluorescent rhodamine dye.	Journal of the American Chemical Society 20081231
Nonplanar structures of thioamides derived from 7-azabicyclo[2.2.1]heptane. Electronically tunable planarity of thioamides.	The Journal of organic chemistry 20081121
Synthesis of heterocyclic analogues of epibatidine via 7-azabicyclo[2.2.1]hept-2-yl radical intermediates. 1. Intermolecular reactions.	The Journal of organic chemistry 20080905
Structure-activity relationships of adenosines with heterocyclic N6-substituents.	Bioorganic & medicinal chemistry letters 20071215
Synthesis and nicotinic acetylcholine receptor binding properties of bridged and fused ring analogues of epibatidine.	Journal of medicinal chemistry 20071213
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.	The Journal of organic chemistry 20071109
Aza-Prins-pinacol approach to 7-azabicyclo[2.2.1]heptanes: syntheses of (+/-)-epibatidine and (+/-)-epiboxidine.	The Journal of organic chemistry 20071012
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.	The journal of physical chemistry. B 20050616
aza-Prins-pinacol approach to 7-azabicyclo[2.2.1]heptanes and ring expansion to [3.2.1]tropanes.	Organic letters 20050331
Cycloadditions of 2-azaallyllithium species with conjugated polyenes.	The Journal of organic chemistry 20040220
An evaluation of amide group planarity in 7-azabicyclo[2.2.1]heptane amides. Low amide bond rotation barrier in solution.	Journal of the American Chemical Society 20031210
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.	The Journal of organic chemistry 20030711
Synthesis and biological evaluation at nicotinic acetylcholine receptors of N-arylalkyl- and N-aryl-7-azabicyclo[2.2.1]heptanes.	Journal of medicinal chemistry 20020704
Structural features of aliphatic N-nitrosamines of 7-azabicyclo[2.2.1]heptanes that facilitate N-NO bond cleavage.	Journal of the American Chemical Society 20011024
Synthesis of n-heteroaryl-7-azabicyclo[2.2.1]heptane derivatives via palladium-bisimidazol-2-ylidene complex catalyzed amination reactions.	Organic letters 20010503
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 of medicinal chemistry 20010104
[Nitrogen pyramidal amides and related compounds].	Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20010101