Cas no 227958-97-6 (2-Chloro-4-methylphenylhydrazine hydrochloride)

2-Chloro-4-methylphenylhydrazine hydrochloride is a hydrazine derivative widely used as a key intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and pharmaceuticals. Its hydrochloride salt form enhances stability and solubility, facilitating handling and storage. The compound’s reactive hydrazine moiety enables efficient coupling reactions, making it valuable for constructing nitrogen-containing frameworks. The chloro and methyl substituents on the phenyl ring further modulate its reactivity, allowing selective functionalization. This reagent is particularly useful in the synthesis of dyes, agrochemicals, and bioactive molecules. Strict handling under inert conditions is recommended due to its sensitivity to moisture and air.
2-Chloro-4-methylphenylhydrazine hydrochloride structure
227958-97-6 structure
Product Name:2-Chloro-4-methylphenylhydrazine hydrochloride
CAS No:227958-97-6
MF:C7H10Cl2N2
MW:193.073699474335
MDL:MFCD01861990
CID:838723
PubChem ID:44557934
Update Time:2025-06-23

2-Chloro-4-methylphenylhydrazine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-4-methylphenylhydrazine Hydrochloride
    • (2-Chloro-4-methylphenyl)hydrazine hydrochloride
    • 2-Chloro-4-methylphenylhydrazine, HCl
    • 2'-chloro-4'-methoxy-biphenyl-4-carboxylic acid
    • 1-(2-chloro-4-methylphenyl)hydrazine hydrochloride
    • 2-CHLORO-4-METHYLPHENYLHYDRAZINE HCL
    • (2-CHLORO-4-METHYLPHENYL)HYDRAZINE HCL
    • PubChem4481
    • 1-(2-chloro-4-methylphenyl)hydrazinehydrochloride
    • KSC494E8R
    • 2-CHLORO-4-METHYLPHENYLHYDRAZINEHYDROCHLORIDE
    • JCSUBZJLENMKRH-UHFFFAOYSA-N
    • Hydrazine,(2-chloro-4-methyl
    • 2-Chloro-4-methylphenylhydrazine hydrochloride
    • MDL: MFCD01861990
    • Inchi: 1S/C7H9ClN2.ClH/c1-5-2-3-7(10-9)6(8)4-5;/h2-4,10H,9H2,1H3;1H
    • InChI Key: JCSUBZJLENMKRH-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C)C=CC=1NN.Cl

Computed Properties

  • Exact Mass: 192.02200
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 108
  • Topological Polar Surface Area: 38

Experimental Properties

  • Boiling Point: 253.7℃ at 760 mmHg
  • Flash Point: 107.2℃
  • PSA: 38.05000
  • LogP: 3.50930

2-Chloro-4-methylphenylhydrazine hydrochloride Pricemore >>

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Additional information on 2-Chloro-4-methylphenylhydrazine hydrochloride

Introduction to 2-Chloro-4-methylphenylhydrazine hydrochloride (CAS No. 227958-97-6)

2-Chloro-4-methylphenylhydrazine hydrochloride, identified by its Chemical Abstracts Service (CAS) number 227958-97-6, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to the phenylhydrazine class, which is widely recognized for its versatile applications in the synthesis of biologically active molecules. The presence of both chloro and methyl substituents on the aromatic ring introduces unique electronic and steric properties, making it a valuable intermediate in the development of novel therapeutic agents.

The< strong>structure of 2-Chloro-4-methylphenylhydrazine hydrochloride consists of a benzene ring substituted with a chloro group at the 2-position and a methyl group at the 4-position, linked to an hydrazine moiety. The hydrochloride salt form enhances its solubility in aqueous systems, facilitating its use in various biochemical assays and drug formulation processes. This compound has been extensively studied for its potential role in modulating enzymatic pathways and interacting with biological targets, particularly in the context of inflammation, neurodegeneration, and metabolic disorders.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors for neurological disorders. 2-Chloro-4-methylphenylhydrazine hydrochloride has emerged as a promising candidate due to its ability to interact with specific protein targets involved in neuroinflammation and oxidative stress. Studies have demonstrated its potential in reducing pro-inflammatory cytokine production and mitigating oxidative damage in neuronal cells. These findings align with the growing interest in harnessing phenylhydrazine derivatives for their neuroprotective properties.

The< strong>pharmacological profile of 2-Chloro-4-methylphenylhydrazine hydrochloride has been further explored through preclinical studies, where it exhibited notable efficacy in animal models of neurodegenerative diseases. Its ability to cross the blood-brain barrier and exert targeted effects makes it an attractive option for developing treatments against conditions such as Alzheimer's disease and Parkinson's disease. Additionally, its interaction with monoamine oxidase (MAO) enzymes has been investigated, suggesting potential applications in managing mood disorders.

From a synthetic chemistry perspective, 2-Chloro-4-methylphenylhydrazine hydrochloride serves as a versatile building block for constructing more complex pharmacophores. The chloro and methyl substituents provide reactive sites for further functionalization, enabling the creation of derivatives with enhanced pharmacokinetic profiles. Recent advances in catalytic methods have allowed for more efficient synthesis routes, reducing the environmental impact while maintaining high yields. These innovations underscore the importance of optimizing synthetic methodologies to meet the demands of modern drug discovery.

The< strong>biological activity of this compound has also been linked to its ability to modulate signal transduction pathways involved in cell survival and apoptosis. Research indicates that 2-Chloro-4-methylphenylhydrazine hydrochloride can inhibit the activity of certain kinases and phosphatases, thereby influencing cellular processes critical for maintaining homeostasis. This mechanism of action has opened new avenues for exploring its therapeutic potential in cancer and autoimmune diseases.

In conclusion, 2-Chloro-4-methylphenylhydrazine hydrochloride (CAS No. 227958-97-6) represents a significant advancement in medicinal chemistry, offering a unique combination of structural features that make it suitable for diverse therapeutic applications. Its role in modulating neurological and inflammatory pathways underscores its importance as a lead compound for further drug development. As research continues to uncover new biological functions and synthetic strategies, this compound is poised to play a pivotal role in addressing some of the most pressing challenges in human health.

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