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32151-02-3

(1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol, also known as quinolizidine, is a chiral chemical compound belonging to the class of indenols. It features two stereocenters and has been recognized for its potential applications in organic synthesis and pharmaceuticals. (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol has demonstrated biological activity, including anti-inflammatory and analgesic properties, which, coupled with its unique structure and functional groups, positions it as a promising candidate for further research and development in medicinal chemistry. Its versatility and potential make it a candidate for various uses across the chemical and pharmaceutical industries.

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  • 32151-02-3 Structure

  • Basic information

    1. Product Name: (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol
    2. Synonyms: (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol
    3. CAS NO:32151-02-3
    4. Molecular Formula: C9H11NO
    5. Molecular Weight: 149
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 32151-02-3.mol

  • Chemical Properties

    1. Melting Point: 160-161℃
    2. Boiling Point: 297℃
    3. Flash Point: 57℃
    4. Appearance: /
    5. Density: 1.212
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol(CAS DataBase Reference)
    10. NIST Chemistry Reference: (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol(32151-02-3)
    11. EPA Substance Registry System: (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol(32151-02-3)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 32151-02-3(Hazardous Substances Data)

32151-02-3 Usage

Uses

Used in Organic Synthesis:
(1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol is used as a key intermediate in organic synthesis for the development of complex organic molecules. Its unique structure and functional groups facilitate its incorporation into a wide range of chemical reactions, making it valuable for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol is used as a lead compound for the development of new drugs. Its biological activity, specifically its anti-inflammatory and analgesic properties, makes it a candidate for the treatment of various conditions, including pain and inflammation-related disorders.
Used in Medicinal Chemistry Research:
(1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol serves as a subject of study in medicinal chemistry research. Its chiral nature and stereochemistry offer opportunities for exploring the effects of stereoselectivity on biological activity, potentially leading to the discovery of more potent and selective therapeutic agents.
Used in Drug Delivery Systems:
Similar to other bioactive compounds, (1S,2S)-2-Amino-2,3-dihydro-1H-inden-1-ol may be employed in drug delivery systems to improve its bioavailability, targeting, and therapeutic efficacy. This application could involve encapsulation in nanoparticles or other carriers to facilitate controlled release and enhanced delivery to specific sites of action within the body.
While the provided materials do not explicitly list all the uses, the above applications are inferred based on the compound's properties and potential as described. Further research and development would be necessary to fully realize these applications.

Check Digit Verification of cas no

The CAS Registry Mumber 32151-02-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,1,5 and 1 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 32151-02:
(7*3)+(6*2)+(5*1)+(4*5)+(3*1)+(2*0)+(1*2)=63
63 % 10 = 3
So 32151-02-3 is a valid CAS Registry Number.

32151-02-3Relevant articles and documents

Cyclic trans-β-amino alcohols: Preparation and enzymatic kinetic resolution

Rouf, Abdul,Gupta, Pankaj,Aga, Mushtaq A.,Kumar, Brijesh,Parshad, Rajinder,Taneja, Subhash C.

, p. 2134 - 2143 (2012/05/04)

Enantioenriched cyclic β-amino alcohols, trans-2-aminocyclohexanols (ee, >99%), trans-2-aminocyclopentanols (ee, >99%), trans-1-amino-2- indanols (ee, >99%) and trans-2-amino-1-indanols (ee, ～98%) were prepared in high yields via an Arthrobacter sp. Lipase/PLAP catalyzed kinetic resolution of racemic phthalimido acetates. The addition of toluene as a co-solvent dramatically improved the hydrolysis and enantioselectivity, whereas for indanols, substrate immobilization on Celite improved the efficacy of the kinetic resolution.

Stereoselective synthesis of 1,2-amino alcohols by asymmetric borane reduction of α-oxoketoxime ethers

Masui, Moriyasu,Shioiri, Takayuki

, p. 5195 - 5198 (2007/10/03)

Asymmetric reduction of α-oxoketoxime ethers with the reagents prepared in situ from trimethyl borate and chiral amino alcohols derived from either L-proline or α-pinene was investigated. Both cyclic and acyclic α- oxoketoxime ethers were reduced to afford the corresponding chiral 1,2amino alcohols with high enantioselectivities.

Enzymatic hydroxylation by dopamine β-hydroxylase

Mitrochkine, Anton A.,Eydoux, Frank,Gil, Gerard,Reglier, Marius

, p. 1171 - 1176 (2007/10/03)

The three-dimensional aspects of the chemistry of dopamine β-hydroxylase (DBH) was studied through a conformationally-restricted substrate analog approach. We found that the DBH-catalyzed hydroxylation of 2-aminoindane (1) exclusively produced the trans-(1S,2S)-2-amino-1-indanol (4S) (93% ee) in contrast to the stereochemical course of the pro-R hydroxylation of the DBH/phenethylamine reaction. Studies with stereospecifically deuterium labeled 2-aminoindanes 2 and 3 show that the production of (1S)-aminoindanol 4S is the result of stereospecific pro-S hydrogen abstraction followed by the oxygen binding with overall retention of configuration. On the basis of these findings, we propose a model for the interaction of the phenethylamine substrates with the enzyme.

Synthesis of Enantiomerically Pure cis and trans-2-Amino-1-indanol

Mitrochkine, Anton,Gil, Gerard,Reglier, Marius

, p. 1535 - 1538 (2007/10/02)

Enantiomerically pure cis and trans-2-amino-1-indanols 1 and 2 were synthesized via a highly enetioslective lipase catalyzed transestrification of racemic cis-2-azido-1-indanol 3.

COPPER(II) IN ORGANIC SYNTHESIS. X. THE IMPORTANCE OF STERIC HINDRANCE IN THE DESIGN OF CHIRAL TRIDENTATE LIGAND COPPER(II) CATALYSTS FOR ENANTIOSELECTIVE MICHAEL REACTIONS

Desimoni, Giovanni,Faita, Giuseppe,Mellerio, Giorgio,Righetti, Pier Paolo,Zanelli, Claudio

, p. 269 - 273 (2007/10/02)

Several copper(II) complexes with tridentate chiral ligands derived from 2-substituted 2-aminoethanols have been tested as catalysts for enantioselective Michael reactions.The degree of enantioselection increases with the increase of the steric hindrance of the substituents and the best result (65percent e.e.) was obtained with the benzyl-substituted catalyst.A comparison of these results with those obtained with complexes derived from 2-amino-1-indanols gives useful information about the requirements for the optimization of the catalyst design.

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