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

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

Used in Pharmaceutical Synthesis:
N-PHENYL-2-AMINOINDAN is used as a reagent for the synthesis of Aprindine Hydrochloride (A729900), a medication with significant therapeutic applications. N-PHENYL-2-AMINOINDAN plays a pivotal role in the production process, enabling the creation of a long-acting antiarrhythmic agent.
In Cardiology:
N-PHENYL-2-AMINOINDAN contributes to the development of Aprindine Hydrochloride, which is utilized as an antiarrhythmic agent. It is particularly effective in the treatment of ventricular arrhythmias that can have various underlying causes. The administration of this agent can be done orally or intravenously, offering flexibility in treatment approaches.
While the provided materials do not specify other industries or applications for N-PHENYL-2-AMINOINDAN, its primary use as outlined is in the pharmaceutical industry for the synthesis of a medication that addresses cardiac arrhythmias. Further research and development may reveal additional applications in different fields.

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 
• 615-13-4 2-indanone 
• 74190-01-5 1-iodo-2-(prop-2-en-1-yl)benzene 

Downstream Products

• 102897-26-7 indan-2-yl-phenyl-carbamic acid-(2-diisopropylamino-ethyl ester) 
• 881920-49-6 (S)-N-[2-(1-benzylpiperidin-2-yl)ethyl]-N-phenylindan-2-ylamine 
• 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 

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.

USE OF AMINOINDANE COMPOUNDS IN TREATING OVERACTIVE BLADDER AND INTERSTITIAL CYSTITIS

The present application provides methods of using the aminoindane compounds of formula (I) or (II) in treating an overactive bladder or interstitial cystitis by administering one or more of the compounds to a patient.

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.

Potassium iodide catalysed monoalkylation of anilines under microwave irradiation

A potassium iodide catalysed method for the selective N-monoalkylation anilines with alkylhalides and alkyltosylates under microwave irradiation is described. The corresponding N-alkylanilines are obtained in good yields with only minor quantities of dialkylation by-products.

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.