185517-74-2

Basic information

• Product Name: (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE
• Synonyms: (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE;(S)-N-(2-Propynyl)-2,3-dihydroinden-1-aMine;S-PAI;(S)-Rasagiline;TV 1022;TVP 1022;(S)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine;(1S)-2,3-Dihydro-N-2-propyn-1-yl-1H-inden-1-amine
• CAS NO: 185517-74-2
• Molecular Formula: C13H15N
• Molecular Weight: 185.26
• Mol File: 185517-74-2.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 305.5°Cat760mmHg
• Flash Point: 146.8°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 0.000816mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• Solubility: DMSO: ≥15mg/mL
• PKA: 6.95±0.20(Predicted)
• CAS DataBase Reference: (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE(185517-74-2)
• EPA Substance Registry System: (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE(185517-74-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• RTECS: NK8216500
• Hazardous Substances Data: 185517-74-2(Hazardous Substances Data)

Usage

General Description

(S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE is a chemical compound that belongs to the class of anilines. It is a chiral amine with a molecular formula of C14H19N, and a molecular weight of 201.305 g/mol. (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE is commonly used in the pharmaceutical industry for the synthesis of various therapeutic agents and drugs. It acts as a selective serotonin reuptake inhibitor (SSRI) and is being studied for its potential use in the treatment of depression and other mood disorders. Its unique chemical structure and pharmacological properties make it a valuable component in the development of new medications for mental health disorders.

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/t12-/m0/s1

Upstream product

• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 106-96-7 propargyl bromide 
• 1875-50-9 N-propargyl-1-aminoindan 
• 1227784-59-9 N-(2,3-dihydroinden-1-ylidene)prop-2-yn-1-amine 
• 83-33-0 inden-1-one 
• 2450-71-7 Propargylamine 
• 10277-74-4 (R)-1-Aminoindane 
• 16156-58-4 prop-2-yn-1-ol methanesulfonate 
• 25501-32-0 (S)-indanol 
• 6351-10-6 1-Indanol 
• 624-65-7 2-propynyl chloride 
• 26452-98-2 2,3-dihydro-1H-inden-1-yl-acetate 
• 501-52-0 3-Phenylpropionic acid 
• 10277-74-4 (S)-1-Aminoindane 

Downstream Products

• 136236-51-6 rasagiline 
• 1179031-47-0 N-(2-chloroallyl)-2,3-dihydro-1H-inden-1-amine 
• 1875-50-9 N-propargyl-1-aminoindan 
• 124192-86-5 N-Methyl Rasagiline 
• 1175018-74-2 N-2-propene-1-yl-3-chloro-cis-(R)-aminoindan 
• 1175018-79-7 N-2-propene-1-yl-3-chloro-trans-(R)-aminoindan 
• 1175018-73-1 (R)-N-(2-chloroallyl)-2,3-dihydro-1H-inden-1-amine 

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.

Improved method for preparing rasagiline

The invention provides an improved method for preparing rasagiline, which comprises the following steps: by using a micro-channel reactor, reacting R-(-)-1-aminoindane (structural formula II) servingas a raw material with a propargyl derivative (structural formula III) in the presence of a proper solvent, temperature, alkali and the like to obtain R-(+)-N-propargyl-1-aminoindane (structural formula I), and salifying to obtain rasagiline mesylate. The reaction formula is shown in the specification. According to the method, a dialkyl substitution by-product N,N-dipropargyl-1-aminoindane can bereduced, the rasagiline and the salt thereof can be prepared with a high yield and high purity, the reaction time is shortened, the reaction conditions can resist high temperature and high pressure, the post-treatment is simple, the dialkyl substitution by-product is easy to remove, the unreacted R-(-)-1-aminoindane can be separated and recycled, and the cost is low, and the method is suitable forindustrial production.

Preparation method of rasagiline mesylate and intermediate thereof

The invention discloses a preparation method of rasagiline mesylate and an intermediate thereof. The invention provides the preparation method of rasagiline mesylate I. The preparation method comprises the following steps: S1, in an organic solvent, in the presence of a reducer and a catalyst, carrying out a reduction reaction on a rasagiline mesylate intermediate II and the reducer to obtain a rasagiline mesylate intermediate III; and S2, in an organic solvent, carrying out a salt forming reaction on the rasagiline mesylate intermediate III obtained in the S1 and methanesulfonic acid to obtain rasagiline mesylate I. The preparation method does not employ an amino alkylation reaction which is relatively more in side reaction, and the prepared rasagiline mesylate I is high in purity, reaches the demand on bulk pharmaceutical chemicals, the purity is greater than 99.5%, the maximum single impurities are smaller than 0.10%, the yield is high, the production cost is low, and the method issuitable for industrial production. The formula is as shown in the description.