Cas no 1184999-47-0 ((1R,2R)-2-(Dimethylamino)cyclopentan-1-ol)

(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol is a chiral cyclopentanol derivative featuring a dimethylamino substituent at the 2-position. This compound is of interest in asymmetric synthesis and pharmaceutical applications due to its stereospecific configuration, which can influence enantioselective reactions. The presence of both hydroxyl and tertiary amine functional groups enhances its utility as a building block for ligands, catalysts, or intermediates in medicinal chemistry. Its rigid cyclopentane backbone contributes to structural stability, while the polar groups improve solubility in organic and aqueous media. The (1R,2R) stereochemistry is particularly valuable for designing biologically active molecules with targeted selectivity. Proper handling under inert conditions is recommended to preserve its integrity.
(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol structure
1184999-47-0 structure
Product Name:(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol
CAS No:1184999-47-0
MF:C7H15NO
MW:129.200102090836
MDL:MFCD12827444
CID:1207859
PubChem ID:12862486
Update Time:2025-06-07

(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol Chemical and Physical Properties

Names and Identifiers

    • (1R,2R)-2-(Dimethylamino)cyclopentanol
    • trans-2-(Dimethylamino)cyclopentanol
    • (1R,2R)-2-Dimethylamino-cyclopentanol
    • D79450
    • DTXSID10511773
    • CS-0225346
    • (1R,2R)-2-(dimethylamino)cyclopentanol(SALTDATA: FREE)
    • trans-(-)-2-(dimethylamino)cyclopentanol
    • 68327-05-9
    • Cyclopentanol, 2-(dimethylamino)-, trans-
    • CS-0368454
    • J-524988
    • EN300-5118631
    • AKOS005173410
    • (1R,2R)-2-(dimethylamino)cyclopentan-1-ol
    • 1184999-47-0
    • trans-2-(N,N-dimethylamino)cyclopentanol
    • MFCD12827444
    • EN300-1234841
    • CS-0368703
    • Rac-(1r,2r)-2-(dimethylamino)cyclopentan-1-ol, trans
    • SCHEMBL8446256
    • F89339
    • rac-(1R,2R)-2-(dimethylamino)cyclopentan-1-ol
    • DB-309429
    • (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol
    • MDL: MFCD12827444
    • Inchi: 1S/C7H15NO/c1-8(2)6-4-3-5-7(6)9/h6-7,9H,3-5H2,1-2H3/t6-,7-/m1/s1
    • InChI Key: RXMKVUFGNZHQEE-RNFRBKRXSA-N
    • SMILES: O[C@@H]1CCC[C@H]1N(C)C

Computed Properties

  • Exact Mass: 129.11545
  • Monoisotopic Mass: 129.115364102g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 92.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.6
  • Topological Polar Surface Area: 23.5?2

Experimental Properties

  • PSA: 23.47

(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol Pricemore >>

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Additional information on (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol

Introduction to (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol and Its Significance in Chemical Biology

Chemical compounds play a pivotal role in the advancement of pharmaceutical research and development, particularly in the domain of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol (CAS No: 1184999-47-0). This compound, characterized by its unique stereochemical configuration and functional groups, has garnered significant attention in recent years due to its potential applications in drug design and molecular recognition. The (1R,2R)-configuration of the cyclopentanone ring system, combined with the presence of a dimethylamino substituent, endows this molecule with distinct chemical properties that make it a valuable scaffold for medicinal chemists.

The CAS No1184999-47-0 serves as a unique identifier for this compound, ensuring precise referencing in scientific literature and patent filings. This alphanumeric code is essential for researchers to accurately locate and verify the compound's properties and synthesis methods. The molecular structure of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol consists of a five-membered cycloalkane ring with hydroxyl and dimethylamino functional groups at specific positions. This arrangement contributes to its chiral nature, which is crucial for many biological interactions.

In recent years, there has been a surge in research focused on chiral auxiliaries and ligands that can facilitate asymmetric synthesis. The (1R,2R)-configuration of this compound makes it an attractive candidate for such applications. Researchers have explored its use as a building block in the synthesis of more complex molecules, particularly in the development of protease inhibitors and other enzyme-targeting agents. The dimethylamino group, while providing basicity, also influences the electronic properties of the molecule, making it suitable for various coordination chemistry applications.

One of the most compelling aspects of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol is its potential in drug discovery. The cyclopentanone moiety is a common structural feature found in many bioactive compounds, often contributing to their binding affinity and metabolic stability. The presence of a hydroxyl group at the 1-position enhances solubility and allows for further derivatization through esterification or etherification reactions. These characteristics make it a versatile intermediate in the synthesis of novel therapeutic agents.

Recent studies have highlighted the compound's role in developing small-molecule probes for studying enzyme mechanisms. For instance, derivatives of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol have been used to investigate the kinetics of serine proteases. The chiral environment provided by the cyclic structure allows researchers to probe stereoselective interactions with biological targets, offering insights into enzyme substrate recognition. Such studies are crucial for designing more effective drugs with improved selectivity and reduced side effects.

The dimethylamino group also plays a significant role in modulating the pharmacokinetic properties of derived compounds. Its basic nature can influence solubility and permeability across biological membranes, making it an important consideration in drug formulation. Additionally, the amine functionality can participate in hydrogen bonding interactions with polar residues in protein targets, enhancing binding affinity. These properties have been leveraged in the design of peptidomimetics and other protein inhibitors.

Advances in computational chemistry have further enhanced the utility of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol as a scaffold for drug design. Molecular modeling studies have predicted its interaction profiles with various biological targets, providing a rational basis for designing optimized derivatives. These predictions are complemented by experimental validation through X-ray crystallography and NMR spectroscopy, confirming the structural integrity and binding modes of synthesized analogs.

The synthesis of (1R,2R)-2-(Dimethylamino)cyclopentan-1-ol presents an interesting challenge due to its stereochemical complexity. Traditional synthetic routes often involve chiral resolution or asymmetric synthesis methods to achieve high enantiomeric purity. Recent developments in catalytic asymmetric transformations have provided more efficient pathways for producing this compound on scale. These advances are particularly significant for industrial applications where cost-effective and environmentally benign synthetic methods are preferred.

In conclusion,(1R,2R)-2-(Dimethylamino)cyclopentan-1-ol (CAS No: 1184999-47-0) represents a fascinating compound with broad applications in chemical biology and pharmaceutical research. Its unique structural features make it a valuable tool for developing new drugs and understanding biological mechanisms at the molecular level. As research continues to uncover new synthetic strategies and biological functions,(1R,2R)-configuration, dimethylamino, and other key aspects of this compound will undoubtedly remain at the forefront of scientific inquiry.

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