215362-48-4

Basic information

• Product Name: 1H-Inden-1-amine,2,3-dihydro-7-methoxy-,(1R)-(9CI)
• Synonyms: 1H-Inden-1-amine,2,3-dihydro-7-methoxy-,(1R)-(9CI);(1R)-7-METHOXYINDANYLAMINE;(R)-7-methoxy-2,3-dihydro-1H-inden-1-amine
• CAS NO: 215362-48-4
• Molecular Formula: C10H13NO
• Molecular Weight: 163.22
• Product Categories: METHOXY
• Mol File: 215362-48-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Inden-1-amine,2,3-dihydro-7-methoxy-,(1R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Inden-1-amine,2,3-dihydro-7-methoxy-,(1R)-(9CI)(215362-48-4)
• EPA Substance Registry System: 1H-Inden-1-amine,2,3-dihydro-7-methoxy-,(1R)-(9CI)(215362-48-4)

Safety Data

• Hazardous Substances Data: 215362-48-4(Hazardous Substances Data)

Usage

Explanation

The compound consists of 10 carbon atoms, 13 hydrogen atoms, 1 nitrogen atom, and 1 oxygen atom.

Explanation

The compound has a specific arrangement of atoms in its molecular structure, which makes it chiral, meaning it has a mirror image isomer (non-superimposable).
3. Derivative of indenamine

Explanation

1H-Inden-1-amine, 2,3-dihydro-7-methoxy-,(1R)-(9CI) is derived from the indenamine core structure.
4. Methoxy group attachment

Explanation

A methoxy group (-OCH3) is attached to the seventh carbon atom in the molecular structure.

Explanation

The compound appears as a colorless to pale yellow liquid under normal conditions.

Explanation

The compound has a distinct musty odor.

Explanation

The compound does not dissolve well in water but dissolves in many organic solvents, such as ethanol or methanol.
8. Industrial and research applications

Explanation

1H-Inden-1-amine, 2,3-dihydro-7-methoxy-,(1R)-(9CI) may be used as a building block in the synthesis of pharmaceuticals and other organic compounds, making it potentially valuable in various industrial and research applications.

Chiral amine

(1R) configuration

Physical state and color

Colorless to pale yellow liquid

Odor

Musty

Solubility

Insoluble in water, soluble in organic solvents

Upstream product

• 215362-36-0 ((R)-7-Methoxy-indan-1-yl)-((R)-1-phenyl-ethyl)-amine 
• 34985-41-6 7-methoxy-indan-1-one 

Relevant articles and documents

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).