196597-81-6

Basic information

• Product Name: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine
• Synonyms: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine;(8S)-;2H-Indeno[5;4-b]furan-8-ethanaMine;8-tetrahydro-;2H-Indeno[5,4-b]furan-8-ethanaMine, 1,6,7,8-tetrahydro-, (8S)-;(S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-9-yl)ethylaMine;(S)-2-(1,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)ethanaMine
• CAS NO: 196597-81-6
• Molecular Formula: C13H17NO
• Molecular Weight: 203.283
• EINECS: 1592732-453-0
• Product Categories: Ramelteon
• Mol File: 196597-81-6.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 329.637 °C at 760 mmHg
• Flash Point: 156.769 °C
• Appearance: /
• Density: 1.129
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 10.27±0.10(Predicted)
• CAS DataBase Reference: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine(196597-81-6)
• EPA Substance Registry System: (S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine(196597-81-6)

Safety Data

• Hazardous Substances Data: 196597-81-6(Hazardous Substances Data)

Usage

General Description

(S)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethylamine, also known as "THIFEA," is a chemical compound with the molecular formula C15H21NO that belongs to the class of amines. It is a chiral compound, meaning that it has a non-superimposable mirror image, and the (S)-enantiomer is the active form. THIFEA has been studied for its potential pharmacological effects, including its potential as a ligand for certain receptors and its possible use in the development of pharmaceutical drugs.

InChI:InChI=1/C13H17NO/c14-7-5-10-2-1-9-3-4-12-11(13(9)10)6-8-15-12/h3-4,10H,1-2,5-8,14H2/t10-/m0/s1

Upstream product

• 196597-77-0 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one 
• 221530-44-5 2-(1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ylidene)acetonitrile 
• 626-02-8 3-Iodophenol 
• 626250-32-6 1-(2-bromoethoxy)-3-iodobenzene 
• 1448715-61-4 1-(4-(2-bromoethoxy)-2-iodophenyl)ethanone 
• 1448715-63-6 2-(4-(2-bromoethoxy)-2-iodophenyl)-2-methyl-1,3-dioxolane 
• 1448715-64-7 (E)-3-(5-(2-methyl-1,3-dioxolan-2-yl)-2,3-dihydrobenzofuran-4-yl)acrylic acid ethyl ester 
• 1448715-65-8 (E)-3-(5-acetyl-2,3-dihydrobenzofuran-4-yl)acrylic acid ethyl ester 
• 1448715-66-9 (E)-ethyl 3-(5-(1-(S)-((tert-butylsulfinyl)imino)ethyl)-2,3-dihydrobenzofuran-4-yl) acrylate 
• 1448715-67-0 ethyl 2-((8S)-6-(((S)-tert-butylsulfinyl)imino)-2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetate 
• 1356394-92-7 (S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethane-1-ol 
• 1448715-68-1 (S)-ethyl 2-(6-oxo-2,6,7,8-tetrahydro-1H-indeno[5,4-b] furan-8-yl)acetate 
• 1222483-21-7 ethyl (S)-2-(2,6,7,8-tetrahydro-1H-indeno [5,4-b]furan-8-yl)acetate 
• 591-27-5 m-Hydroxyaniline 

Downstream Products

• 196597-27-0 N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide 
• 196597-16-7 N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]acetylamide 
• 196597-26-9 ramelteon 

Relevant articles and documents

Preparation method of ramelteon

The invention belongs to the field of medicinal chemistry, and mainly relates to a (S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)-1-ethylamine compound represented by a formula I. The method has the advantages that the operation is simple, the steps are reduced compared with the previous method, the route is shortened, and the used solvent is single in variety, convenient to recycle and high in yield, wherein the formula I is defined in the specification.

The thunder-splitting method for amine intermediate

The invention aims at providing lei meiti amine intermediate resolution method. The method of the invention to low cost optical pure chiral acid split (±) - 2 - (1, 6, 7, 8 - tetrahydro - 2 H - indenyl and [5, 4 - b] furan - 8 - yl) ethylamine preparing high optical purity of the (S)- 2 - (1, 6, 7, 8 - tetrahydro - 2 H - indenyl and [5, 4 - b] furan - 8 - yl) ethylamine. This method is simple in operation, and is suitable for industrial production.

Preparation of 2 - (1, 6, 7, 8 - tetrahydro - 2H - indenyl and [5, 4 - b] furan - 8 - subunit of ethylamine

The invention discloses a method for preparing 2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-idenethamine. The method comprises the following steps: (a) synthesizing a compound of a structural formula (III) by taking a compound of a structural formula (II) as an initial raw material under the conditions of certain temperature, catalyst, carbonic acid ditert-butyl ester, solvent and hydrogen source; (b) generating 2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-idenethamine from the compound of the structural formula (III) under the conditions of certain temperature, acid and solvent. In addition, the invention further discloses a novel compound, namely the compound of the structural formula (III). By adopting the method, the defects that the reaction of the conventional method is hard to control, the reaction time is too long and byproducts such as secondary amine and tertiary amine are easy to produce in the reaction process, are avoided.