70146-15-5

Basic information

• Product Name: 1-AMINOINDANE HYDROCHLORIDE
• Synonyms: AURORA KA-8028;INDAN-1-YLAMINE HYDROCHLORIDE;1-AMINOINDANE HYDROCHLORIDE;1-AminoindaneHCl;1-Aminoindane hydrochloride 98%;1-Aminoindan Hydrochloride (Rasagiline);1-AMINOINDAN HYDROCHLORIDE;2,3-Dihydro-1H-inden-1-amine hydrochloride
• CAS NO: 70146-15-5
• Molecular Formula: C₉H₁₁N*ClH
• Molecular Weight: 169.65
• EINECS: 1312995-182-4
• Product Categories: APIs Intermediate
• Mol File: 70146-15-5.mol

Chemical Properties

• Melting Point: 206-210
• Boiling Point: 225 °C at 760 mmHg
• Flash Point: 94.4 °C
• Appearance: /
• Density: 1.056 g/cm3
• Vapor Pressure: 0.0886mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• CAS DataBase Reference: 1-AMINOINDANE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINOINDANE HYDROCHLORIDE(70146-15-5)
• EPA Substance Registry System: 1-AMINOINDANE HYDROCHLORIDE(70146-15-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 70146-15-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Aminoindane hydrochloride is used as an appetite suppressant for its ability to reduce appetite in rats, which may have implications for the development of medications targeting obesity or overeating.
Used in Neuroscience Research:
1-Aminoindane hydrochloride is used as a research compound for studying the effects of reduced motor activity in rats, which can contribute to the understanding of neurological disorders and the development of treatments for conditions affecting motor function.
Used in Chemical Synthesis:
1-Aminoindane hydrochloride, due to its off-white crystalline nature, may also be used as an intermediate in the synthesis of other chemical compounds, potentially leading to the creation of new materials or pharmaceuticals with various applications.

InChI:InChI=1/C9H11N.ClH/c10-9-6-5-7-3-1-2-4-8(7)9;/h1-4,9H,5-6,10H2;1H

Upstream product

• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 496-11-7 INDANE 
• 6351-10-6 1-Indanol 
• 83-33-0 inden-1-one 
• 144192-67-6 1-azido-2,3-dihydro-1H-indene 

Downstream Products

• 95-13-6 1-indene 
• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 10408-91-0 N-(2,3-dihydro-1H-inden-1-yl)acetamide 

Relevant articles and documents

One-Pot Synthesis of Primary and Secondary Aliphatic Amines via Mild and Selective sp3 C?H Imination

The direct replacement of sp3 C?H bonds with simple amine units (?NH2) remains synthetically challenging, although primary aliphatic amines are ubiquitous in medicinal chemistry and natural product synthesis. We report a mild and selective protocol for preparing primary and secondary aliphatic amines in a single pot, based on intermolecular sp3 C?H imination. The first C?H imination of diverse alkanes, this method shows useful site-selectivity within substrates bearing multiple sp3 C?H bonds. Furthermore, this reaction tolerates polar functional groups relevant for complex molecule synthesis, highlighted in the synthesis of amine pharmaceuticals and amination of natural products. We characterize a unique C?H imination mechanism based on radical rebound to an iminyl radical, supported by kinetic isotope effects, stereoablation, resubmission, and computational modeling. This work constitutes a selective method for complex amine synthesis and a new mechanistic platform for C?H amination.

Cerium-Catalyzed C-H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents

Modern photoredox catalysis has traditionally relied upon metal-to-ligand charge-transfer (MLCT) excitation of metal polypyridyl complexes for the utilization of light energy for the activation of organic substrates. Here, we demonstrate the catalytic application of ligand-to-metal charge-transfer (LMCT) excitation of cerium alkoxide complexes for the facile activation of alkanes utilizing abundant and inexpensive cerium trichloride as the catalyst. As demonstrated by cerium-catalyzed C-H amination and the alkylation of hydrocarbons, this reaction manifold has enabled the facile use of abundant alcohols as practical and selective hydrogen atom transfer (HAT) agents via the direct access of energetically challenging alkoxy radicals. Furthermore, the LMCT excitation event has been investigated through a series of spectroscopic experiments, revealing a rapid bond homolysis process and an effective production of alkoxy radicals, collectively ruling out the LMCT/homolysis event as the rate-determining step of this C-H functionalization.

Synthesis of α-Substituted Primary Benzylamines through Copper-Catalyzed Cross-Dehydrogenative Coupling

A copper-catalyzed route to α-substituted, primary benzylamines by C-H functionalization of alkylarenes is described. The method directly affords the amine hydrochloride salt. Catalyst loadings down to 0.1 mol % in combination with scalability, insensitivity to air and moisture, and no need for column chromatography makes the procedure highly practical. The facile synthesis of the racemate of a blockbuster drug highlights the relevance for the development of pharmaceuticals. Preliminary mechanistic data are also included.

Sustainable organophosphorus-catalysed Staudinger reduction

A highly efficient and sustainable catalytic Staudinger reduction for the conversion of organic azides to amines in excellent yields has been developed. The reaction displays excellent functional group tolerance to functionalities that are otherwise prone to reduction, such as sulfones, esters, amides, ketones, nitriles, alkenes, and benzyl ethers. The green nature of the reaction is exemplified by the use of PMHS, CPME, and a lack of column chromatography.

Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins

Six sulfonamides derived from indanes and tetralines were synthesized. The human carbonic anhydrase isozymes hCA I and hCA II inhibition effects of the synthesized sulfonamides were determined. From these compounds, while N-(5,6-dimethoxy-2,3-dihydro-1H-i