33237-72-8

Basic information

• Product Name: N-PHENYL-2-AMINOINDAN
• Synonyms: N-PHENYL-2-AMINOINDAN;N-(2-Indanyl)aniline;N-phenylindan-2-amine;N-Phenyl-2-indanamine;2,3-Dihydro-N-phenyl-1H-inden-2-amine;2-Anilinoindan;2-Phenylaminoindan;N-Phenyl-2,3-dihydro-1H-inden-2-aMine
• CAS NO: 33237-72-8
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.29
• EINECS: 251-416-6
• Mol File: 33237-72-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366℃
• Flash Point: 188℃
• Appearance: /
• Density: 1.140
• Vapor Pressure: 1.56E-05mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: N-PHENYL-2-AMINOINDAN(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYL-2-AMINOINDAN(33237-72-8)
• EPA Substance Registry System: N-PHENYL-2-AMINOINDAN(33237-72-8)

Safety Data

• Hazardous Substances Data: 33237-72-8(Hazardous Substances Data)

Usage

Uses

N-(2-Indanyl)aniline is a reagent that is used in the synthesis of Aprindine Hydrochloride (A729900), which is a long-acting antiarrhythmic agent, effective when administered orally or intravenously in the treatment of ventricular arrhythmias of varying etiologies.

InChI:InChI=1/C15H15N/c1-2-8-14(9-3-1)16-15-10-12-6-4-5-7-13(12)11-15/h1-9,15-16H,10-11H2

Upstream product

• 17783-69-6 indan-2-yl p-toluenesulphonate 
• 62-53-3 aniline 
• 74190-01-5 1-iodo-2-(prop-2-en-1-yl)benzene 
• 615-13-4 2-indanone 

Downstream Products

• 313257-47-5 N-[(1-methylpiperidin-2-yl)methyl]-N-phenylindan-2-yl-amine 
• 313257-62-4 N-phenyl-N-(piperidin-2-ylmethyl)indan-2-yl-amine 
• 1393836-32-2 (S)-1,1-diethyl-2-[2-((indan-2-yl)(phenyl)amino)ethyl]piperidinium iodide 
• 1393836-33-3 1,1-dimethyl-2-[((indan-2-yl)(phenyl)amino)methyl]piperidinium iodide 
• 1393836-31-1 (S)-1,1-dipropyl-2-[2-((indan-2-yl)(phenyl)amino)ethyl]piperidinium iodide 
• 1393836-81-1 (S)-N-phenyl-N-[2-(1-propylpiperidin-2-yl)ethyl]indan-2-yl-amine 
• 1393836-82-2 indan-2-yl-[2-(1-methylpyrrolidin-2-yl)ethyl]phenylamine 
• 1393836-35-5 1,1-dimethyl-2-[2-((indan-2-yl)(phenyl)amino)ethyl]pyrrolidinium iodide 
• 313257-54-4 N-[(1-benzylpiperidin-2-yl)methyl]-N-phenylindan-2-yl-amine 
• 881920-49-6 (S)-N-[2-(1-benzylpiperidin-2-yl)ethyl]-N-phenylindan-2-ylamine 
• 102897-26-7 indan-2-yl-phenyl-carbamic acid-(2-diisopropylamino-ethyl ester) 

Relevant articles and documents

Gold-Catalyzed 1,2-Aminoarylation of Alkenes with External Amines

Reported herein is the gold-catalyzed 1,2-aminoarylation of alkenes that engages external amine as a coupling partner. Careful optimization studies revealed a significant role of the concentration of base to achieve highly chemoselective access to the aminoarylation products over potential C-N cross-coupled products. Overcoming all the limitations, the current strategy provided straightforward access to the medicinally relevant 3-aminochroman, 2-aminotetrahydronaphthalene, and 2-aminoindane derivatives.

Aminoindane Compounds and Use Thereof in Treating Pain

The present application provides novel aminoindane compounds and methods for preparing and using these compounds. These compounds are useful in treating pain and/or itch in patients by administering one or more of the compounds to a patient. The methods include administering a compound of formula (I) or (II) and a TRPV 1 receptor activator. In one embodiment, the TRPV 1 receptor activator is lidocaine.

Nucleophilic Substitution Reactions of Indan-2-yl Arenesulfonates with Anilines in Methanol

The nucleophilic substitution reactions of (Y)-indan-2-yl (Z)-arenesulfonates with (X)-anilines in methanol at 55.0 deg C are reported.Sign reversals in all three second-order cross-interaction constants, ρXY, ρYZ and ρXZ, are observed at non-interaction points Z = -0.11 (ρXY = 0), X = -0.02 (ρYZ = 0) and Y = 0.43 (ρXZ = 0) respectively, which have been ascribed to an unusually large third-order cross-interaction constant, ρXYZ = -0.53, for the reaction series.An SN2 transition state with a tilted, parallel stacked and displaced structure of the three benzene rings in the nucleophile (X), substrate (Y) and leaving group (Z) is proposed to rationalize the strong three-body coupling manifested by the large ρXYZ value.