141650-55-7

Basic information

• Product Name: 9-Azabicyclo[3.3.1]nonan-3-aMine, 9-Methyl-
• Synonyms: 9-Azabicyclo[3.3.1]nonan-3-aMine, 9-Methyl-
• CAS NO: 141650-55-7
• Molecular Formula: C₉H₁₈N₂
• Molecular Weight: 154
• Mol File: 141650-55-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-Azabicyclo[3.3.1]nonan-3-aMine, 9-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Azabicyclo[3.3.1]nonan-3-aMine, 9-Methyl-(141650-55-7)
• EPA Substance Registry System: 9-Azabicyclo[3.3.1]nonan-3-aMine, 9-Methyl-(141650-55-7)

Safety Data

• Hazardous Substances Data: 141650-55-7(Hazardous Substances Data)

Usage

General Description

9-Azabicyclo[3.3.1]nonan-3-amine, 9-methyl- is a chemical compound with the molecular formula C9H17N. It is a member of the azabicycloalkane family, which are saturated bicyclic organic compounds containing at least one nitrogen atom in a ring. This specific compound has a methyl group attached to the ninth carbon atom in the bicyclic structure. It is commonly used in organic synthesis and pharmaceutical research as a building block for the synthesis of various compounds, including pharmaceutical drugs and agrochemicals. Its unique structure and reactivity make it a valuable component in the development of new chemical compounds with potentially useful properties.

Upstream product

• 552-70-5 pseudopelletierine 
• 5470-11-1 hydroxylamine hydrochloride 
• 6164-67-6 9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime 
• 1887167-87-4 tert-butyl 3-amino-9-azabicyclo[3.3.1]nonane-9-carboxylate 
• 111-30-8 Glutaraldehyde 
• 135906-03-5 C₉H₁₈N₂*ClH 

Downstream Products

• 109889-09-0 granisetron 
• 127472-42-8 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-2-methyl-2H-indazole-3-carboxamide 
• 139632-32-9 1-(2-Methoxy-benzoyl)-3-((1R,3R,5S)-9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-urea 
• 107007-95-4 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide 
• 114559-59-0 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-N'-(2-methyoxyphenyl)urea 
• 127517-26-4 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-N'-phenylurea 
• 123258-83-3 2-Oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid (9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-amide 
• 124998-65-8 granisetron 
• 107007-99-8 granisetron hydrochloride 
• 1001347-65-4 4-amino-2,5-difluoro-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yI]benzamide 
• 1001346-74-2 4-amino-3-fluoro-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yI]benzamide 
• 1001346-73-1 4-amino-3-methoxy-N-((1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yl)benzamide 
• 1007168-25-3 C₂₄H₂₈N₄O₃ 

Relevant articles and documents

Preparation method of granisetron intermediate

The invention discloses a preparation method of a granisetron intermediate. The preparation method comprises the following steps: step 1, carrying out a Mannich reaction on acetone dicarboxylic acid represented by a formula III to obtain pseudopelletierine represented by a formula IV; step 2, carrying out a reaction on the pseudopelletierine and hydroxylamine to prepare 3-pseudopelletierine oximerepresented by a formula V; and step 3, carrying out preparation by adopting one of the following schemes: (1) carrying out catalytic reduction on the 3-pseudopelletierine oxime through sodium bis(2-methoxyethoxy)aluminumhydride and Lewis acid to obtain a crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane represented by a formula I, and directly using the crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane to prepare granisetron, or purifying the crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane for preparing granisetron; and (2) carrying out catalytichydrogenation reduction on the 3-pseudopelletierine oxime through Raney nickel to obtain a mixture of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane, purifying the mixture to obtain endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane represented by the formula I, and using the endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane used for preparing granisetron. The method has the advantages of mild reaction conditions, high reaction yield and low cost, and is suitable for industrial production.

Studies on azabicylo systems II: Synthesis and pharmacological evaluation of 3β-amino-9-methyl-9-azabicyclo [3.3.1] nonane analogs

Aminoamides (15a-15h) and aryloxyamides (16a-16f) of 3β- chloracetamido-9-methyl-9-azabicyclo [3.3.1] nonane (14) were synthesized by treating (14) with different amines and phenols. The compounds so synthesized were evaluated for their CNS effect as well as on their effect on spasmogenic activity of acetyl choline, histamine and adrenaline.

Toward biophysical probes for the 5-HT3 receptor: Structure-activity relationship study of granisetron derivatives

This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT3A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one such position and specifically bound to 5-HT3A receptors in mammalian cells.