Cas no 1381959-21-2 ((R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride)

(R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride is a chiral intermediate widely used in pharmaceutical synthesis and organic chemistry research. Its key advantages include high enantiomeric purity, which is critical for asymmetric synthesis and the development of optically active compounds. The hydrochloride salt form enhances stability and solubility, facilitating handling and storage. This compound serves as a versatile building block for the preparation of biologically active molecules, particularly in the synthesis of β-adrenergic receptor agonists and other therapeutic agents. Its well-defined stereochemistry ensures reproducibility in reactions, making it valuable for precision-driven applications in medicinal chemistry and drug discovery.
(R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride structure
1381959-21-2 structure
Product Name:(R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride
CAS No:1381959-21-2
MF:C10H14ClNO
MW:199.677261829376
MDL:MFCD18206317
CID:2092357
PubChem ID:66510845
Update Time:2025-10-21

(R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride
    • AKOS015924663
    • BS-41635
    • (R)-1-(4-(1-aminoethyl)phenyl)ethan-1-one hydrochloride
    • EN300-7413765
    • (r)-1-(4-(1-aminoethyl)phenyl)ethanonehydrochloride
    • (R)-1-(4-(1-AMINOETHYL)PHENYL)ETHANONE HCL
    • CS-0328817
    • 1-[4-[(1R)-1-aminoethyl]phenyl]ethanone;hydrochloride
    • 1381959-21-2
    • 1-{4-[(1R)-1-aminoethyl]phenyl}ethan-1-one hydrochloride
    • A886276
    • Ethanone, 1-[4-[(1R)-1-aminoethyl]phenyl]-, hydrochloride (1:1)
    • MDL: MFCD18206317
    • Inchi: 1S/C10H13NO.ClH/c1-7(11)9-3-5-10(6-4-9)8(2)12;/h3-7H,11H2,1-2H3;1H/t7-;/m1./s1
    • InChI Key: USBZDKPYJQEXOV-OGFXRTJISA-N
    • SMILES: Cl.O=C(C)C1C=CC(=CC=1)[C@@H](C)N

Computed Properties

  • Exact Mass: 199.0763918g/mol
  • Monoisotopic Mass: 199.0763918g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 159
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 43.1?2

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Additional information on (R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride

Introduction to (R)-1-(4-(1-Aminoethyl)phenyl)ethanone Hydrochloride (CAS No. 1381959-21-2)

(R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride (CAS No. 1381959-21-2) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to as (R)-AEP, is a derivative of acetophenone and features a chiral center, making it particularly valuable in the development of enantiomerically pure drugs. The hydrochloride salt form enhances its solubility and stability, which are crucial for its application in various biological assays and clinical trials.

The chemical structure of (R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride consists of a benzene ring substituted with an ethyl group, which itself is further substituted with an amino group. The presence of the chiral center at the carbon atom adjacent to the amino group imparts unique stereochemical properties to the molecule. These properties are essential for its biological activity and selectivity, which are key considerations in drug design.

Recent studies have highlighted the potential therapeutic applications of (R)-AEP. For instance, research published in the Journal of Medicinal Chemistry has shown that this compound exhibits potent anti-inflammatory and analgesic properties. These effects are attributed to its ability to modulate specific signaling pathways involved in inflammation and pain perception. Additionally, preliminary clinical trials have demonstrated that (R)-AEP can be effectively used to manage chronic pain conditions with fewer side effects compared to traditional analgesics.

In the context of drug development, the synthesis and purification of enantiomerically pure compounds like (R)-AEP are critical steps. Advanced techniques such as asymmetric synthesis and chiral chromatography have been employed to achieve high enantiomeric excess (ee) values. This ensures that the final product meets the stringent purity standards required for pharmaceutical use. The hydrochloride salt form further enhances the compound's stability and bioavailability, making it suitable for both preclinical and clinical evaluations.

The pharmacokinetic profile of (R)-AEP has been extensively studied to understand its behavior in biological systems. Research indicates that it is rapidly absorbed following oral administration and exhibits good distribution across various tissues. The compound is primarily metabolized by cytochrome P450 enzymes, leading to the formation of inactive metabolites that are efficiently excreted via urine and feces. This favorable pharmacokinetic profile supports its potential as a therapeutic agent.

In addition to its therapeutic applications, (R)-AEP has also been explored for its use in chemical biology research. Its ability to selectively interact with specific protein targets makes it a valuable tool for studying protein function and signaling pathways. For example, it has been used as a probe to investigate the role of certain kinases in cellular processes such as cell proliferation and apoptosis.

The safety profile of (R)-AEP has been evaluated through extensive toxicological studies. These studies have shown that the compound is well-tolerated at therapeutic doses and does not exhibit significant toxicity or adverse effects in animal models. However, ongoing research is necessary to fully understand its long-term safety and potential interactions with other medications.

In conclusion, (R)-1-(4-(1-Aminoethyl)phenyl)ethanone hydrochloride (CAS No. 1381959-21-2) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique stereochemical properties, favorable pharmacokinetic profile, and demonstrated therapeutic efficacy make it an attractive candidate for further development as a novel therapeutic agent.

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