Cas no 137254-03-6 ((1R,2S)-2-aminocyclopentanol;hydrochloride)

(1R,2S)-2-Aminocyclopentanol hydrochloride is a chiral cyclopentanol derivative featuring both amino and hydroxyl functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical applications. The hydrochloride salt enhances stability and solubility, facilitating handling and storage. Its stereospecific (1R,2S) configuration is critical for asymmetric synthesis, particularly in the development of bioactive compounds, such as antiviral or cardiovascular agents. The rigid cyclopentane backbone contributes to conformational restraint, aiding in the study of structure-activity relationships. This compound is commonly employed in peptidomimetics and ligand design due to its ability to mimic peptide turn structures. High purity and well-defined stereochemistry ensure reproducibility in research and industrial processes.
(1R,2S)-2-aminocyclopentanol;hydrochloride structure
137254-03-6 structure
Product Name:(1R,2S)-2-aminocyclopentanol;hydrochloride
CAS No:137254-03-6
MF:C5H12ClNO
MW:137.607880592346
MDL:MFCD07370091
CID:64471
PubChem ID:329765711
Update Time:2025-06-08

(1R,2S)-2-aminocyclopentanol;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (1R,2S)-2-Aminocyclopentanol hydrochloride
    • cis-(1R,2S)-2-Aminocyclopentanol hydrochloride
    • (1R,2S)-cis-2-Aminocyclopentanol hydrochloride
    • (1R,2S)-Cis-2-aminocyclopentanol, HCl
    • CIS-(1R 2S)-2-AMINOCYCLOPENTANOL HYDROCH
    • Cyclopentanol,2-amino-, hydrochloride, (1R,2S)- (9CI)
    • Cyclopentanol, 2-amino-,hydrochloride, (1R-cis)-
    • (1R-cis)-2-Aminocyclopentanol hydrochloride
    • cis-(1R)-2-Aminocyclopentanolhydrochloride
    • cis-2-Aminocyclopentanol hydrochloride
    • (1R,2S)-2-aminocyclopentan-1-ol hydrochloride
    • (1R,2S)-2-AMINOCYCLOPENTANOL HCL
    • Cyclopentanol, 2-amino-, hydrochloride, (1R,2S)-
    • (1R,2S);-2-Aminocyclopentanol hydrochloride
    • cis-2-Aminocyclopentanol HCl
    • ZFSXKSSWYSZPGQ-UYXJWNHNSA-N
    • (1R,2S)-2-aminocyclopentanol;hydrochloride
    • A856813
    • 2-Aminocyclopentan-1-ol--hydrogen chloride (1/1)
    • (1R,2S)-2-aminocyclopentan-1-ol;hydrochloride
    • Trans-(1R,2S)-2-Aminocyclopentanol Hydrochloride
    • DS-12474
    • A875774
    • J-006988
    • 137254-03-6
    • 31889-37-9
    • (1R,2S)-cis-2-Aminocyclopentanol hydrochloride, >=97% (GC)
    • MFCD07370091
    • AMY34327
    • AKOS015894502
    • SCHEMBL3220528
    • (1R,2S)-2-Aminocyclopentanolhydrochloride
    • CS-W003393
    • Cyclopentanol, 2-amino-, hydrochloride (1:1), (1R,2S)-
    • (1R,2S)-cis-2-Aminocyclopentanol hydrochloride, >=98.0% (TLC)
    • Cyclopentanol, 2-amino-, hydrochloride, (1R,2S)-rel-
    • EN300-344121
    • AC-7072
    • DTXSID70929759
    • (1R,2S)-2-Aminocyclopentanol, HCl
    • MDL: MFCD07370091
    • Inchi: 1S/C5H11NO.ClH/c6-4-2-1-3-5(4)7;/h4-5,7H,1-3,6H2;1H/t4-,5+;/m0./s1
    • InChI Key: ZFSXKSSWYSZPGQ-UYXJWNHNSA-N
    • SMILES: Cl.O[C@@H]1CCC[C@@H]1N

Computed Properties

  • Exact Mass: 137.06100
  • Monoisotopic Mass: 137.0607417g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 65.099
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.2

Experimental Properties

  • Color/Form: No data avaiable
  • Melting Point: No data available
  • Boiling Point: No data available
  • Flash Point: 1
  • PSA: 46.25000
  • LogP: 1.36080
  • Vapor Pressure: No data available

(1R,2S)-2-aminocyclopentanol;hydrochloride Security Information

  • Symbol: GHS05
  • Signal Word:Danger
  • Hazard Statement: H315-H318
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 38-41
  • Safety Instruction: 29-39
  • FLUKA BRAND F CODES:10-21
  • Hazardous Material Identification: Xi
  • HazardClass:8
  • Storage Condition:Inert atmosphere,Room Temperature(BD121432)

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Additional information on (1R,2S)-2-aminocyclopentanol;hydrochloride

Recent Advances in the Study of (1R,2S)-2-aminocyclopentanol;hydrochloride (CAS: 137254-03-6) in Chemical Biology and Pharmaceutical Research

The compound (1R,2S)-2-aminocyclopentanol;hydrochloride (CAS: 137254-03-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief aims to synthesize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug development.

Recent studies have highlighted the importance of (1R,2S)-2-aminocyclopentanol;hydrochloride as a chiral building block in the synthesis of various bioactive molecules. Its rigid cyclopentane ring and functional groups make it an attractive scaffold for designing inhibitors of enzymes such as proteases and kinases. A 2023 study published in the *Journal of Medicinal Chemistry* demonstrated its utility in the development of novel antiviral agents, particularly against RNA viruses, by leveraging its ability to mimic natural nucleoside analogs.

In addition to its role in antiviral research, (1R,2S)-2-aminocyclopentanol;hydrochloride has shown promise in the field of neurology. A recent preclinical study investigated its potential as a modulator of neurotransmitter systems, specifically targeting GABAergic and glutamatergic pathways. The study, conducted by researchers at the University of Cambridge, reported that derivatives of this compound exhibited neuroprotective effects in models of neurodegenerative diseases, such as Alzheimer's and Parkinson's.

The synthesis and optimization of (1R,2S)-2-aminocyclopentanol;hydrochloride have also been a focus of recent research. Advances in asymmetric catalysis have enabled more efficient and scalable production of this compound, as detailed in a 2022 publication in *Organic Letters*. The study described a novel enzymatic resolution method that significantly improved the enantiomeric purity of the final product, addressing previous challenges in large-scale synthesis.

Looking ahead, the potential applications of (1R,2S)-2-aminocyclopentanol;hydrochloride extend beyond its current uses. Ongoing research is exploring its incorporation into peptide-based therapeutics and its role in targeted drug delivery systems. For instance, a collaborative study between MIT and Pfizer is investigating its use as a linker in antibody-drug conjugates (ADCs), where its stability and biocompatibility are critical factors.

In conclusion, (1R,2S)-2-aminocyclopentanol;hydrochloride (CAS: 137254-03-6) represents a versatile and valuable compound in modern pharmaceutical research. Its applications span antiviral therapy, neurology, and drug delivery, with ongoing studies likely to uncover additional therapeutic potentials. Researchers are encouraged to explore its derivatives and novel synthetic routes to further expand its utility in addressing unmet medical needs.

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