Cas no 1390706-66-7 ((1R,3S)-3-(4-Bromophenyl)cyclopentanamine)

(1R,3S)-3-(4-Bromophenyl)cyclopentanamine is a chiral cyclopentylamine derivative featuring a brominated aromatic substituent. This compound is of interest in pharmaceutical and agrochemical research due to its stereospecific configuration, which can influence biological activity and receptor binding. The presence of the 4-bromophenyl group enhances its utility as a versatile intermediate in cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, enabling further functionalization. Its rigid cyclopentane backbone may also contribute to conformational stability in drug design. The (1R,3S) stereochemistry is particularly valuable for enantioselective synthesis, making it a useful building block for developing optically active compounds. High purity and well-defined stereochemistry are critical for reproducible results in synthetic applications.
(1R,3S)-3-(4-Bromophenyl)cyclopentanamine structure
1390706-66-7 structure
Product Name:(1R,3S)-3-(4-Bromophenyl)cyclopentanamine
CAS No:1390706-66-7
MF:C11H14BrN
MW:240.139562129974
CID:1061656
PubChem ID:94687705
Update Time:2025-10-30

(1R,3S)-3-(4-Bromophenyl)cyclopentanamine Chemical and Physical Properties

Names and Identifiers

    • (1R,3S)-3-(4-Bromophenyl)cyclopentanamine
    • (1R,3S)-3-(4-bromophenyl)cyclopentan-1-amine
    • 1390706-66-7
    • DB-309644
    • Inchi: 1S/C11H14BrN/c12-10-4-1-8(2-5-10)9-3-6-11(13)7-9/h1-2,4-5,9,11H,3,6-7,13H2/t9-,11+/m0/s1
    • InChI Key: RZPPTYZARIWQCK-GXSJLCMTSA-N
    • SMILES: BrC1C=CC(=CC=1)[C@H]1CC[C@H](C1)N

Computed Properties

  • Exact Mass: 239.03096g/mol
  • Monoisotopic Mass: 239.03096g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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: 2.6
  • Topological Polar Surface Area: 26?2

(1R,3S)-3-(4-Bromophenyl)cyclopentanamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B687150-25mg
(1R,3S)-3-(4-Bromophenyl)cyclopentanamine
1390706-66-7
25mg
$ 207.00 2023-04-18
TRC
B687150-250mg
(1R,3S)-3-(4-Bromophenyl)cyclopentanamine
1390706-66-7
250mg
$ 1800.00 2023-09-08

Additional information on (1R,3S)-3-(4-Bromophenyl)cyclopentanamine

Introduction to (1R,3S)-3-(4-Bromophenyl)cyclopentanamine and Its Significance in Modern Chemical Research

CAS no. 1390706-66-7 is a unique chemical compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound, specifically identified by its stereochemical configuration as (1R,3S)-3-(4-Bromophenyl)cyclopentanamine, represents a fascinating subject of study due to its structural complexity and potential biological activities. The precise arrangement of atoms and functional groups in this molecule makes it a valuable candidate for further investigation, particularly in the development of novel therapeutic agents.

The (1R,3S)-3-(4-Bromophenyl)cyclopentanamine molecule features a cyclopentanamine core, which is a common structural motif found in various bioactive molecules. The presence of a bromine substituent at the para position of the phenyl ring introduces additional reactivity, making this compound a versatile intermediate for synthetic chemistry. Furthermore, the stereochemistry at the 1R and 3S positions adds another layer of complexity, influencing its interactions with biological targets and potentially determining its efficacy and selectivity.

In recent years, there has been growing interest in exploring the pharmacological properties of compounds with complex stereochemical configurations. The cyclopentanamine scaffold is particularly noteworthy due to its ability to mimic natural amino acids and interact with biological receptors in a manner similar to neurotransmitters. This has led to extensive research into its potential applications in treating various neurological and psychiatric disorders. The brominated phenyl ring further enhances the compound's pharmacological profile by increasing its lipophilicity and metabolic stability, which are crucial factors for drug development.

One of the most compelling aspects of CAS no. 1390706-66-7 is its potential as a lead compound for drug discovery. Researchers have been investigating its interactions with various enzymes and receptors, aiming to identify new therapeutic targets. Preliminary studies suggest that this compound may exhibit inhibitory effects on certain enzymes involved in inflammation and pain pathways. These findings are particularly promising given the high unmet medical needs in these areas.

The synthesis of (1R,3S)-3-(4-Bromophenyl)cyclopentanamine presents unique challenges due to its stereochemical complexity. However, advances in synthetic methodologies have made it increasingly feasible to produce this compound in high yields and purity. Techniques such as asymmetric synthesis and chiral resolution have been instrumental in achieving the desired stereochemical configuration. These advancements have not only facilitated research but also opened up new avenues for developing enantiomerically pure drugs with improved pharmacological profiles.

The role of computational chemistry in studying CAS no. 1390706-66-7 cannot be overstated. Molecular modeling techniques have enabled researchers to predict the binding modes of this compound with biological targets, providing valuable insights into its mechanism of action. These computational studies often complement experimental approaches, helping to guide synthetic modifications and optimize drug-like properties. The integration of experimental data with computational predictions has become a cornerstone of modern drug discovery, enhancing both efficiency and success rates.

In conclusion, (1R,3S)-3-(4-Bromophenyl)cyclopentanamine represents a significant advancement in chemical research with substantial implications for pharmaceutical development. Its unique structural features, combined with promising preliminary biological activity, make it a compelling candidate for further investigation. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in the development of novel therapeutic agents targeting various diseases.

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