215362-49-5

Usage

1H-Inden-1-amine, 2,3-dihydro-7-methoxy-, (1S)-(9CI) properties and specific content

A compound consisting of 10 carbon atoms, 13 hydrogen atoms, 1 nitrogen atom, and 1 oxygen atom.

Derivative of indenamine

A modified version of indenamine, which is a bicyclic compound with a benzene ring fused to a five-membered ring.

Methoxy group presence

Contains a -OCH3 functional group, which consists of an oxygen atom bonded to a methyl group (-CH3).

Stereochemistry

(1S)
The compound has a specific three-dimensional arrangement of atoms, with the stereocenter (chiral center) at the first carbon atom in the S ( clockwise) configuration.

Potential applications in pharmaceuticals

The compound may have possible uses in the development of drugs due to its unique structure and functional groups.

Building block for synthesis of other organic compounds

The compound can be used as a starting material or intermediate in the synthesis of other organic molecules.

Biological activity and medicinal chemistry potential

The stereochemistry and specific functional groups of the compound may influence its interactions with biological systems, which could lead to potential applications in medicinal chemistry.

Need for further research and study

More investigation is required to fully understand the properties, behavior, and potential applications of this chemical compound.

Upstream product

• 34985-41-6 7-methoxy-indan-1-one 
• 215362-37-1 ((S)-7-Methoxy-indan-1-yl)-((S)-1-phenyl-ethyl)-amine 

Relevant academic research and scientific papers

Structure activity relationship of homochiral 7-substituted 1- Aminoindans as 5-HT(1A) receptor ligands

A series of homochiral 7-substituted 1-aminoindans was prepared by means of asymmetric reductive amination from racemic 7-substituted 1-indanones via E-imines and E-imine/enamine mixtures, respectively, and subjected to 5- hydroxytryptamine (5-HT) receptor subtype binding studies. The ee's of the title compounds were determined by HPLC of the corresponding Mosher's amides and range from 96 to 99.9%. The absolute configuration was elucidated by means of correlation CD spectroscopy. On the basis of the pK(I) values obtained from various test systems, structure activity relationships have been established with respect to the absolute configuration, degree of N- alkylation, and the type of 7-substituents. The tested 1-aminoindans show the highest affinity to the 5-HT(1A) receptor, with decreasing magnitude for the 5-HT(2A), 5-HT(1D), and 5-HT(2C) receptors. The highest affinities for the 5- HT(1A) receptor were observed for the R-(-)-7-propoxy-1-(di-n-propylamino)in- dan hydrochloride (R-(-)-30), S,S'-(+)-7-benzylamido-1-(1- phenylethylamino)indan hydrochloride [S,S'-(+)-19] and R-(-)-7-methoxyl-1- (di-n-propylamino)indan hydrogenembonate (R-(-)-29) with pK(I) = 7.07 ± 0.19, 6.40 ± 0.09, and 6.22 ± 0.10, respectively, in comparison to 8-OH- DPAT with pK(I) = 8.70 ± 0.30. Nearly all other compounds showed low affinity at all 5-HT receptors tested. The three above mentioned ligands were tested on HeLa cells (cell line HA6) expressing recombinant human 5-HT(1A) receptors for their effects on forskolin-stimulated cAMP accumulation in intact cells. Both the di-n-propylamino substituent bearing R-(-)-30 and R- (-)-29 acted as efficacious agonists with a pEC50 value of 5.89 ± 0.20 for R-(-)-30 compared to 5-HT with a pEC50 value of 8.06 ± 0.14. S,S'-(+)-19 with the 1-phenylethylamino substituent was devoid of intrinsic activity up to the highest tested concentration (10 μM).