88798-96-3

Basic information

• Product Name: Bicyclo[2.2.1]heptan-2-amine, 1-methyl-, exo-
• CAS NO: 88798-96-3
• Molecular Formula: C8H15N
• Molecular Weight: 125.214
• Mol File: 88798-96-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Bicyclo[2.2.1]heptan-2-amine, 1-methyl-, exo-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptan-2-amine, 1-methyl-, exo-(88798-96-3)
• EPA Substance Registry System: Bicyclo[2.2.1]heptan-2-amine, 1-methyl-, exo-(88798-96-3)

Safety Data

• Hazardous Substances Data: 88798-96-3(Hazardous Substances Data)

Upstream product

• 24321-84-4 1-Methylbicyclo<2.2.1>heptan-2-on-oxim 
• 91738-02-2 E-1-methylbicyclo<2.2.1>heptan-2-one oxime 
• 31502-30-4 (+/-)-2-(formylamino)-1-methylbicyclo<2.2.1>heptane 
• 10218-04-9 1-methyl-norbornan-2-one 
• 767623-85-8 2-amino-1-methylbicyclo<2.2.1>heptane 
• 88798-96-3 endo-2-amino-1-methylbicyclo<2.2.1>heptane 
• 156473-10-8 [(S)-1-((1R,2S,4S)-1-Methyl-bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester 

Downstream Products

• 766-25-6 1-methyl-exo-bicyclo<2.2.1>heptan-2-ol 
• 766-25-6 1-methylbicyclo<2.2.1>heptan-endo-2-ol 
• 3212-15-5 2-methyl-2-exo-norborneol 
• 38996-55-3 exo-2-methylbicyclo<3.1.1>heptan-2-ol 
• 88798-96-3 (1R,2S,4S)-2-amino-1-methylbicyclo<2.2.1>heptane 
• 156473-12-0 (1S,2R,4R)-2-amino-1-methylbicyclo<2.2.1>heptane 
• 156473-10-8 [(S)-1-((1R,2S,4S)-1-Methyl-bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 156473-09-5 [(S)-1-((1S,2R,4R)-1-Methyl-bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 16651-54-0 1-methyl-exo-bicyclo<2.2.1>heptan-2-yl acetate 
• 770-92-3 endo-2-methyl-exo-bicyclo<2.2.1>heptan-2-yl acetate 
• 16651-54-0 1-Methyl-norbornyl-(2-endo)-acetat 
• 87030-93-1 2-Methylbicyclo<3.1.1>hept-2-ylacetat 
• 770-92-3 exo-2-methyl-endo-bicyclo<2.2.1>heptan-2-yl acetate 

Relevant articles and documents

Novel Potassium-Channel Openers: Preparation and Pharmacological Evaluation of Racemic and Optically Active N-(6-Amino-3-pyridyl)-N'-bicycloalkyl-N"-cyanoguanidine Derivatives

The previous paper reported on the synthesis and pharmacological evaluation of N-(6-amino-3-pyridyl)-N'-bicycloalkyl-N"-cyanoguanidine derivatives, from among which three compounds were selected as potent potassium-channel openers. In the present study, selected compounds were tested for antagonism of potassium-induced contraction of rat aorta, hypotensive activity in normotensive rats, and diuretic activity in spontaneously hypertensive rats. This led to further evaluation of compound (+/-)-10 and selection of (+)-N-(6-amino-3-pyridyl)-N'-hept-2-yl>-N"-cyanoguanidine ((+)-10) (AL0670) for development as an antihypertensive agent. Although AL0670 is regarded as a pinacidil-type K+-channel opener, it showed different pharmacological and conformational profiles from pinacidil.

Deamination Reactions, 39. Decomposition of 1-Methylnorbornane-2-diazonium Ions

Nitrous acid deaminations of 1-methyl-exo-2-norbornylamine (19) and of the epimeric 2-methyl-2-norbornylamines (32, 34) in water yielded endo-2-methyl-exo-2-norbornanol (42a) exclusively.In contrast, 1-methyl-endo-2-norbornylamine (23) afforded 2-methylbicycloheptan-2-ol (13a, 20percent) and 1-methyl-endo-2-norbornanol (14a, 17percent) in addition to 42a.The formation of bicycloheptyl derivatives 13 is accentuated by better nucleophiles, as shown by photolyses of 1-methyl-2-norbornanone tosylhydrazone (35) in methanol/methoxide, and in the presence of lithium azide. 14 and (in part) 13 are thought to originate from 7-bridged 1-methylnorbornyl cations (10).A substantial fraction of 13 stems from the open 2-methylbicycloheptyl cation (12).The contributions of 10 and 12 have been elucidated by means of 3-D2 labels.Introduction of an exo-3-methyl group (48, 50) enhances participation of the C-1 - C-7 bond.Cations 57 and 61 are the predominant intermediates generated from 1,exo-3-dimethylnorbornane-endo-2-diazonium ions (53).Less polar solvents (acetic acid, 2-ethylhexanoic acid) induce variations in product distribution which are attributed to increasing solvolytic displacement (ks) and ion pair collapse.