1875-50-9

Basic information

• Product Name: rasagiline
• Synonyms: 2,3-Dihydro-N-(2-propynyl)-1H-inden-1-amine;AGN-1135;N-propynyl-1-indanamine;indan-1-yl(propargyl)amine;N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine;N-(2-Propynyl)-2,3-dihydroinden-1-aMine
• CAS NO: 1875-50-9
• Molecular Formula: C₁₂H₁₃N
• Molecular Weight: 171.2383
• Mol File: 1875-50-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 305.5 °C at 760 mmHg
• Flash Point: 146.8 °C
• Appearance: /
• Density: 1.05 g/cm³
• Vapor Pressure: 0.000816mmHg at 25°C
• Refractive Index: 1.576
• PKA: 6.95±0.20(Predicted)
• CAS DataBase Reference: rasagiline(CAS DataBase Reference)
• NIST Chemistry Reference: rasagiline(1875-50-9)
• EPA Substance Registry System: rasagiline(1875-50-9)

Safety Data

• Hazardous Substances Data: 1875-50-9(Hazardous Substances Data)

Usage

Description

Rasagiline is a monoamine oxidase B (MAO-B) inhibitor, a type of enzyme that breaks down neurotransmitters such as dopamine in the brain. It is a propargylamine derivative and has neuroprotective properties, making it a promising candidate for the treatment of neurodegenerative disorders.

Uses

Used in Pharmaceutical Industry:
Rasagiline is used as an antiparkinsonian agent for the treatment of Parkinson's disease. It helps to increase the levels of dopamine in the brain, improving motor symptoms and quality of life in patients with this condition.
Additionally, rasagiline is used as an adjunct therapy for the treatment of major depressive disorder. It has been shown to have antidepressant effects by increasing the levels of neurotransmitters such as dopamine and serotonin in the brain.
Rasagiline is also being studied for its potential use in the treatment of other neurodegenerative disorders, such as Alzheimer's disease and amyotrophic lateral sclerosis (ALS), due to its neuroprotective properties and ability to modulate various signaling pathways involved in these conditions.

InChI:InChI=1/C12H13N/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12/h1,3-6,12-13H,7-9H2

Upstream product

• 6165-75-9 propargyl benzenesulfonate 
• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 83-33-0 inden-1-one 
• 2450-71-7 Propargylamine 
• 1506-18-9 S-(-)-N-propargyl-1-aminoindan hydrochloride 
• 15430-52-1 prop-2-yn-1-amine hydrochloride 
• 1227784-59-9 N-(2,3-dihydroinden-1-ylidene)prop-2-yn-1-amine 
• 1227784-60-2 N-(2-propynyl)-indanyl-imine hydrochloride 
• 624-65-7 2-propynyl chloride 
• 185517-74-2 N-Propargyl-1(S)-aminoindan 
• 68253-35-0 indan-1-one oxime 

Downstream Products

• 1309125-23-2 R-(+)-N-propargyl-1-aminoindane L-(+)-mandelate 
• 161735-79-1 rasagiline mesylate 
• 136236-51-6 rasagiline 
• 1201908-33-9 R-(+)-N-propargyl-1-aminoindan besylate 
• 185517-74-2 N-Propargyl-1(S)-aminoindan 
• 1179031-47-0 N-(2-chloroallyl)-2,3-dihydro-1H-inden-1-amine 
• 6351-10-6 1-Indanol 
• 83-33-0 inden-1-one 

Relevant articles and documents

Trimethyl Borate-Catalyzed, Solvent-Free Reductive Amination

Solvent-free reductive amination of aldehydes and ketones with aliphatic and aromatic amines in high-to-excellent yields has been achieved with sub-stoichiometric trimethyl borate as promoter and ammonia borane as reductant.

Intermolecular Radical C(sp3)?H Amination under Iodine Catalysis

The direct amination of aliphatic C?H bonds has remained one of the most tantalizing transformations in organic chemistry. Herein, we report on a unique catalyst system, which enables the elusive intermolecular C(sp3)?H amination. This practical synthetic strategy provides access to aminated building blocks and fosters innovative multiple C?H amination within a new approach to aminated heterocycles. The synthetic utility is demonstrated by the synthesis of four relevant pharmaceuticals.

Hydroboration Catalyzed by 1,2,4,3-Triazaphospholenes

The synthesis and study of the catalytic activity of 1,2,4,3-triazaphospholenes (TAPs) is reported. TAPs represent a more modular scaffold than previously reported diazaphospholenes. TAP halides were shown to catalyze the 1,2 hydroboration of 19 imines, and three α,β unsaturated aldehydes with pinacolborane, including examples that did not undergo hydroboration by previously reported diazaphospholene systems. DFT calculations support a mechanism where a triazaphospholene cation interacts with the substrate, a mechanism distinct from diazaphospholene catalyzed hydroborations.