Cas no 25198-48-5 (2-(4-chlorophenyl)ethylhydrazine)

2-(4-Chlorophenyl)ethylhydrazine is a hydrazine derivative featuring a 4-chlorophenyl substituent, commonly utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its structure enables selective functionalization, making it valuable for the preparation of heterocyclic compounds, agrochemicals, and bioactive molecules. The chlorophenyl group enhances reactivity in electrophilic substitution and coupling reactions, while the hydrazine moiety serves as a key building block for hydrazone and hydrazide formation. This compound is particularly useful in medicinal chemistry for the development of targeted therapeutics due to its ability to act as a precursor for pharmacophores. High purity and stability under controlled conditions ensure consistent performance in synthetic applications.
2-(4-chlorophenyl)ethylhydrazine structure
25198-48-5 structure
Product Name:2-(4-chlorophenyl)ethylhydrazine
CAS No:25198-48-5
MF:C8H11ClN2
MW:170.639340639114
CID:241535
PubChem ID:160003
Update Time:2025-11-06

2-(4-chlorophenyl)ethylhydrazine Chemical and Physical Properties

Names and Identifiers

    • Hydrazine,[2-(4-chlorophenyl)ethyl]-
    • [2-(4-chlorophenyl)ethyl]hydrazine
    • 2-(4-chlorophenyl)ethylhydrazine
    • 25198-48-5
    • (4-chlorophenethyl)hydrazine
    • SCHEMBL11445996
    • AKOS000168791
    • Hydrazine, (2-(4-chlorophenyl)ethyl)-
    • Hydrazine, [2-(4-chlorophenyl)ethyl]-
    • p-Chlorophenelzine
    • 4-Chlorophenelzine
    • DTXSID20179863
    • MDL: MFCD09928271
    • Inchi: 1S/C8H11ClN2/c9-8-3-1-7(2-4-8)5-6-11-10/h1-4,11H,5-6,10H2
    • InChI Key: RXVNGSIAIXVHQG-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)CCNN

Computed Properties

  • Exact Mass: 170.0610761g/mol
  • Monoisotopic Mass: 170.0610761g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 100
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 38?2

2-(4-chlorophenyl)ethylhydrazine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C611355-10mg
2-(4-chlorophenyl)ethylhydrazine
25198-48-5
10mg
$ 50.00 2022-06-06
TRC
C611355-50mg
2-(4-chlorophenyl)ethylhydrazine
25198-48-5
50mg
$ 135.00 2022-06-06
TRC
C611355-100mg
2-(4-chlorophenyl)ethylhydrazine
25198-48-5
100mg
$ 230.00 2022-06-06

Additional information on 2-(4-chlorophenyl)ethylhydrazine

Research Brief on 2-(4-chlorophenyl)ethylhydrazine (CAS: 25198-48-5) in Chemical Biology and Pharmaceutical Applications

2-(4-chlorophenyl)ethylhydrazine (CAS: 25198-48-5) is a hydrazine derivative with significant potential in chemical biology and pharmaceutical research. Recent studies have highlighted its role as a versatile building block in the synthesis of bioactive compounds, particularly in the development of enzyme inhibitors and receptor modulators. This research brief synthesizes the latest findings on this compound, focusing on its chemical properties, biological activities, and therapeutic applications.

Recent investigations into 2-(4-chlorophenyl)ethylhydrazine have explored its utility in the design of monoamine oxidase (MAO) inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit selective inhibition of MAO-B, an enzyme implicated in neurodegenerative disorders such as Parkinson's disease. The study utilized molecular docking simulations and in vitro assays to elucidate the structure-activity relationship, revealing that the chlorophenyl moiety enhances binding affinity to the MAO-B active site.

In addition to its neurological applications, 2-(4-chlorophenyl)ethylhydrazine has shown promise in oncology research. A 2022 paper in Bioorganic & Medicinal Chemistry Letters reported its incorporation into novel histone deacetylase (HDAC) inhibitors. The researchers synthesized a series of hydrazide-hydrazone derivatives, with 2-(4-chlorophenyl)ethylhydrazine serving as a key structural component. These compounds demonstrated potent antiproliferative effects against several cancer cell lines, with IC50 values in the low micromolar range.

The compound's chemical stability and reactivity have also been subjects of recent investigation. A 2023 study in Tetrahedron Letters examined its behavior under various reaction conditions, establishing optimal parameters for its use in multicomponent reactions. The researchers noted that the presence of the chlorophenyl group significantly influences the compound's electronic properties, making it particularly useful in nucleophilic substitution reactions.

From a pharmacological perspective, pharmacokinetic studies of 2-(4-chlorophenyl)ethylhydrazine derivatives have yielded important insights. Research published in European Journal of Pharmaceutical Sciences (2023) employed in silico ADMET prediction tools and in vivo experiments to evaluate the drug-likeness of these compounds. The results indicated favorable absorption profiles and moderate blood-brain barrier penetration, supporting their potential as central nervous system-targeting agents.

Ongoing research continues to explore novel applications of 2-(4-chlorophenyl)ethylhydrazine. Current clinical investigations are examining its derivatives as potential treatments for mood disorders, leveraging its ability to modulate serotonin and dopamine levels. Furthermore, its use in radiopharmaceutical development is being investigated, with preliminary studies showing promise in PET tracer synthesis.

In conclusion, 2-(4-chlorophenyl)ethylhydrazine (CAS: 25198-48-5) represents a valuable scaffold in medicinal chemistry with diverse therapeutic applications. Recent advances in understanding its structure-activity relationships and biological effects have positioned it as a compound of significant interest for future drug discovery efforts. Continued research into its derivatives and mechanisms of action is expected to yield important contributions to multiple therapeutic areas.

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