101353-61-1

Basic information

• Product Name: endo-N-Benzyl-endo-3-aminotropane
• Synonyms: endo-N-Benzyl-endo-3-aminotropane;endo-N-Benzyl-8-Methyl-8-azabicyclo[3.2.1]octan-3-aMine;8-Azabicyclo[3.2.1]octan-3-amine,8-methyl-N-(phenylmethyl)-;Tropane,3-benzylamino- (6CI)
• CAS NO: 101353-61-1
• Molecular Formula: C₁₅H₂₂N₂
• Molecular Weight: 230.35
• EINECS: 1533716-785-6
• Product Categories: Heterocycle
• Mol File: 101353-61-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 334.488 °C at 760 mmHg
• Flash Point: 129.32 °C
• Appearance: /
• Density: 1.065 g/cm³
• Vapor Pressure: 0.000127mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: endo-N-Benzyl-endo-3-aminotropane(CAS DataBase Reference)
• NIST Chemistry Reference: endo-N-Benzyl-endo-3-aminotropane(101353-61-1)
• EPA Substance Registry System: endo-N-Benzyl-endo-3-aminotropane(101353-61-1)

Safety Data

• Hazardous Substances Data: 101353-61-1(Hazardous Substances Data)

Usage

General Description

Endo-N-Benzyl-endo-3-aminotropane, also known as benztropine, is a chemical compound used in the treatment of Parkinson's disease and other movement disorders. It acts as a dopamine reuptake inhibitor and blocks the action of acetylcholine in the brain, leading to improved motor control and reduced symptoms of tremors and rigidity. Benztropine is also used as an adjunct treatment for drug-induced extrapyramidal symptoms and has been investigated for its potential in treating cocaine addiction. It is available in oral and injectable forms and is generally well-tolerated, although it may cause side effects such as dry mouth, dizziness, and constipation in some individuals.

InChI:InChI=1/C15H22N2/c1-17-14-7-8-15(17)10-13(9-14)16-11-12-5-3-2-4-6-12/h2-6,13-16H,7-11H2,1H3

Upstream product

• 532-24-1 tropinone 
• 100-46-9 benzylamine 
• 135-97-7 pseudotropine 
• 120-29-6 3-tropanol 
• 532-24-1 tropinone 
• 13514-03-9 3-chlorotropan 
• 35130-97-3 (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl-methane sulfonate 

Downstream Products

• 716353-96-7 C₃₅H₃₇N₃O₃ 
• 110176-96-0 benzyl-methyl-tropane-3endo-yl-amine 

Relevant articles and documents

A modified palladium catalysed reductive amination procedure

New, extended applications of a modified palladium catalysed reductive amination procedure are described; a mechanistic hypothesis alternative to the common imine pathway is proposed. This versatile method advances the usual reductive amination processes

Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures

Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.