Cas no 255060-76-5 ((S)-4-(1-Aminoethyl)aniline dihydrochloride)

(S)-4-(1-Aminoethyl)aniline dihydrochloride is a chiral aromatic amine derivative widely used as a key intermediate in pharmaceutical synthesis and asymmetric catalysis. Its dihydrochloride salt form enhances stability and solubility, facilitating handling and storage. The compound’s stereospecific (S)-configuration makes it valuable for producing enantiomerically pure compounds, particularly in the development of active pharmaceutical ingredients (APIs) and fine chemicals. Its high purity and well-defined chiral center ensure reproducibility in synthetic applications. The dihydrochloride salt also improves compatibility with aqueous reaction conditions, broadening its utility in diverse chemical processes. This compound is particularly relevant in medicinal chemistry for constructing chiral scaffolds with precise stereochemical control.
(S)-4-(1-Aminoethyl)aniline dihydrochloride structure
255060-76-5 structure
Product Name:(S)-4-(1-Aminoethyl)aniline dihydrochloride
CAS No:255060-76-5
MF:C8H14Cl2N2
MW:209.116159915924
MDL:MFCD12755991
CID:1030893
PubChem ID:44828808
Update Time:2025-06-08

(S)-4-(1-Aminoethyl)aniline dihydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-4-(1-Aminoethyl)aniline dihydrochloride
    • (S)-4-(1-AMINOETHYL)BENZENAMINE-2HCl
    • 4-[(1S)-1-Aminoethyl]aniline dihydrochloride
    • (S)-4-(1-Aminoethyl)benzenamine dihydrochloride
    • S-(-)-a-Methyl-p-aminobenzylamine
    • (s)-4-(1-aminoethyl)benzenamine 2hcl
    • AK133450
    • AX8255001
    • ST2401673
    • AB0000407
    • W7688
    • (S)-4-(1-Amino-ethyl)-phenylamine dihydrochloride
    • (S)-4-(1-Aminoethyl)aniline diHCl
    • 255060-76-5
    • AKOS015915985
    • AS-62549
    • AKOS015845419
    • MFCD12755991
    • (S)-4-(1-Aminoethyl)benzenamine-dihydrochloride
    • DB-353664
    • A877563
    • (S)-4-(1-Aminoethyl)anilinedihydrochloride
    • 4-[(1S)-1-aminoethyl]aniline;dihydrochloride
    • MDL: MFCD12755991
    • Inchi: 1S/C8H12N2.2ClH/c1-6(9)7-2-4-8(10)5-3-7;;/h2-6H,9-10H2,1H3;2*1H/t6-;;/m0../s1
    • InChI Key: RBTZGSNSUNOPNF-ILKKLZGPSA-N
    • SMILES: Cl.Cl.N[C@@H](C)C1C=CC(=CC=1)N

Computed Properties

  • Exact Mass: 208.0534038g/mol
  • Monoisotopic Mass: 208.0534038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 95.4
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52

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(S)-4-(1-Aminoethyl)aniline dihydrochloride Suppliers

Amadis Chemical Company Limited
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(CAS:255060-76-5)(S)-4-(1-Aminoethyl)aniline dihydrochloride
Order Number:A877563
Stock Status:in Stock
Quantity:100mg/250mg/1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:54
Price ($):152.0/302.0/956.0

Additional information on (S)-4-(1-Aminoethyl)aniline dihydrochloride

Introduction to (S)-4-(1-Aminoethyl)aniline dihydrochloride (CAS No. 255060-76-5)

(S)-4-(1-Aminoethyl)aniline dihydrochloride (CAS No. 255060-76-5) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is a derivative of aniline, with a unique chiral center at the ethyl group, making it particularly valuable for the development of enantiomerically pure drugs. The dihydrochloride salt form enhances its solubility and stability, which are crucial for various applications in drug discovery and development.

The (S)-4-(1-Aminoethyl)aniline dihydrochloride molecule is characterized by its distinct structural features, including a benzene ring substituted with an aminoethyl group. The presence of the chiral center at the carbon atom adjacent to the amine group imparts specific stereochemical properties to the compound. These properties are essential for its biological activity and interactions with target proteins or receptors.

Recent advancements in synthetic chemistry have led to the development of efficient and scalable methods for the synthesis of (S)-4-(1-Aminoethyl)aniline dihydrochloride. One such method involves the asymmetric reduction of a prochiral ketone using a chiral catalyst, followed by subsequent derivatization steps to form the final product. This approach not only ensures high enantiomeric purity but also reduces the overall cost and environmental impact of the synthesis process.

In the context of medicinal chemistry, (S)-4-(1-Aminoethyl)aniline dihydrochloride has shown promising potential as a lead compound for various therapeutic applications. Studies have demonstrated its ability to modulate specific biological pathways, making it a valuable candidate for drug development. For instance, research has indicated that this compound can interact with certain G protein-coupled receptors (GPCRs), which are key targets for treating neurological disorders and other diseases.

Moreover, (S)-4-(1-Aminoethyl)aniline dihydrochloride has been evaluated in preclinical studies for its pharmacological properties, including its bioavailability, metabolism, and toxicity profiles. These studies have provided valuable insights into its behavior in biological systems and have helped guide further optimization efforts. The compound's favorable pharmacokinetic properties make it an attractive candidate for further clinical investigation.

The therapeutic potential of (S)-4-(1-Aminoethyl)aniline dihydrochloride extends beyond its direct biological activity. It can also serve as a building block for the synthesis of more complex molecules with enhanced therapeutic effects. For example, researchers have explored the use of this compound as a scaffold for designing multi-target drugs that can address multiple aspects of complex diseases such as Alzheimer's disease and cancer.

In addition to its medicinal applications, (S)-4-(1-Aminoethyl)aniline dihydrochloride has found utility in other areas of chemical research. Its unique structural features make it an excellent model compound for studying chiral recognition and enantioselective catalysis. These studies contribute to our understanding of fundamental chemical processes and can lead to the development of new methodologies for synthesizing chiral compounds.

The safety profile of (S)-4-(1-Aminoethyl)aniline dihydrochloride is another critical aspect that has been extensively investigated. Toxicological studies have shown that this compound exhibits low toxicity at therapeutic doses, making it suitable for use in clinical settings. However, like any pharmaceutical agent, it is essential to conduct thorough safety assessments before advancing to human trials.

Recent developments in analytical techniques have also facilitated the characterization and quality control of (S)-4-(1-Aminoethyl)aniline dihydrochloride. High-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and mass spectrometry (MS) are commonly used methods to ensure the purity and identity of this compound. These techniques are crucial for maintaining high standards in pharmaceutical manufacturing and research.

In conclusion, (S)-4-(1-Aminoethyl)aniline dihydrochloride (CAS No. 255060-76-5) is a versatile and promising compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its favorable pharmacological properties, make it an attractive candidate for further development as a therapeutic agent. Ongoing research continues to uncover new applications and optimize its use in various fields, contributing to advancements in drug discovery and chemical science.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:255060-76-5)(S)-4-(1-Aminoethyl)aniline dihydrochloride
A877563
Purity:99%/99%/99%
Quantity:100mg/250mg/1g
Price ($):152.0/302.0/956.0
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