Cas no 1110772-05-8 ((1R,3S)-3-Aminocyclopentanol)

(1R,3S)-3-Aminocyclopentanol is a chiral cyclopentanol derivative featuring both amino and hydroxyl functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its stereospecific configuration (1R,3S) ensures high enantiomeric purity, which is critical for asymmetric synthesis and the development of biologically active compounds. The compound's rigid cyclopentane backbone enhances structural stability, while the polar functional groups improve solubility and reactivity in diverse reaction conditions. It is particularly valuable in the synthesis of chiral ligands, catalysts, and bioactive molecules, including potential drug candidates. The product is typically supplied with rigorous quality control to meet research and industrial standards.
(1R,3S)-3-Aminocyclopentanol structure
(1R,3S)-3-Aminocyclopentanol structure
Product Name:(1R,3S)-3-Aminocyclopentanol
CAS No:1110772-05-8
MF:C5H11NO
MW:101.146941423416
MDL:MFCD11052498
CID:1011058
PubChem ID:21308749
Update Time:2025-05-27

(1R,3S)-3-Aminocyclopentanol Chemical and Physical Properties

Names and Identifiers

    • (1R,3S)-3-Aminocyclopentanol
    • Cyclopentanol, 3-aMino-
    • (1R,3S)-3-Amino-cyclopentanol
    • (1R,3S)-3-aminocyclopentanol hydrochloride
    • Cyclopentanol, 3-amino-, (1R,3S)-
    • Cyclopentanol, 3-amino-, (1R,3S)-rel-
    • SS-4960
    • 124555-42-6
    • EN300-207410
    • CIS-(3-AMINO)CYCLOPENTANOL
    • 1110772-05-8
    • AC-31322
    • WS-01062
    • W11751
    • AMY12396
    • AKOS015854149
    • AKOS006306610
    • A851653
    • ZEA55542
    • cis-3-Aminocyclopentanol
    • (1R,3S)-3-Aminocyclopentan-1-Ol
    • Cyclopentanol, 3-mino-, (1R,3S)-el-
    • MFCD12911748
    • J-500344
    • MFCD11052498
    • Cyclopentanol,3-amino-,(1R,3S)-rel-(9CI)
    • CS-0020859
    • SCHEMBL3547564
    • Cyclopentanol, 3-amino-, hydrochloride, (1R,3R)-rel- (9CI)
    • MDL: MFCD11052498
    • Inchi: 1S/C5H11NO/c6-4-1-2-5(7)3-4/h4-5,7H,1-3,6H2/t4-,5+/m0/s1
    • InChI Key: YHFYRVZIONNYSM-CRCLSJGQSA-N
    • SMILES: O[C@@H]1CC[C@@H](C1)N

Computed Properties

  • Exact Mass: 101.08400
  • Monoisotopic Mass: 101.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 65.1
  • 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: -0.4
  • Topological Polar Surface Area: 46.2?2

Experimental Properties

  • Density: 1.084
  • Boiling Point: 179 oC
  • Flash Point: 62 oC
  • PSA: 46.25000
  • LogP: 0.55880

(1R,3S)-3-Aminocyclopentanol Pricemore >>

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Additional information on (1R,3S)-3-Aminocyclopentanol

Recent Advances in the Application of (1R,3S)-3-Aminocyclopentanol (CAS: 1110772-05-8) in Chemical Biology and Pharmaceutical Research

The compound (1R,3S)-3-Aminocyclopentanol (CAS: 1110772-05-8) has recently emerged as a key chiral building block in pharmaceutical synthesis and chemical biology research. This stereospecific aminocyclopentanol derivative has shown remarkable versatility in drug discovery programs, particularly in the development of novel enzyme inhibitors and receptor modulators. Recent studies highlight its unique structural features that enable precise spatial orientation of pharmacophores, making it particularly valuable for targeting complex protein binding sites.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the application of (1R,3S)-3-Aminocyclopentanol in the synthesis of potent histone deacetylase (HDAC) inhibitors. The researchers utilized the rigid cyclopentane scaffold to constrain the conformation of the zinc-binding group, resulting in improved selectivity for HDAC6 over other isoforms. The CAS 1110772-05-8 derivative showed 15-fold greater potency compared to linear analogs in cellular assays, suggesting significant advantages in drug design for epigenetic therapies.

In the field of antibiotic development, a recent patent application (WO2023056121) describes novel β-lactamase inhibitors incorporating (1R,3S)-3-Aminocyclopentanol as a core structural element. The compound's stereochemistry was found to be critical for maintaining optimal hydrogen bonding with key residues in the enzyme active site. This application demonstrates the growing importance of CAS 1110772-05-8 in addressing antimicrobial resistance challenges through rational drug design approaches.

Significant progress has also been made in the synthetic methodology for (1R,3S)-3-Aminocyclopentanol production. A 2024 publication in Organic Process Research & Development reported an improved asymmetric synthesis route with 92% enantiomeric excess and 85% overall yield, addressing previous scalability challenges. This advancement is particularly important as demand increases for this chiral synthon in both academic and industrial research settings.

Emerging applications in radiopharmaceuticals have been reported, where (1R,3S)-3-Aminocyclopentanol serves as a versatile scaffold for PET tracer development. Researchers at Massachusetts General Hospital recently developed a series of 18F-labeled analogs for imaging neuroinflammation, leveraging the compound's ability to cross the blood-brain barrier while maintaining metabolic stability. This represents an exciting new direction for CAS 1110772-05-8 derivatives in diagnostic applications.

The pharmaceutical industry has shown increasing interest in this compound, with several major companies including it in their fragment-based drug discovery libraries. Analysis of recent patent filings indicates a 40% increase in mentions of (1R,3S)-3-Aminocyclopentanol derivatives since 2021, particularly in oncology and CNS drug development programs. This trend suggests that the unique properties of CAS 1110772-05-8 will continue to drive innovation in drug design for the foreseeable future.

Future research directions for (1R,3S)-3-Aminocyclopentanol appear to focus on three main areas: development of more efficient synthetic routes, exploration of its applications in PROTAC technology, and investigation of its potential in RNA-targeted therapeutics. The compound's rigid yet functionalizable structure makes it particularly suitable for these cutting-edge approaches in chemical biology and medicinal chemistry.

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