Cas no 192643-90-6 (Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate)

Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate is a hydrazine-substituted phenylpropanoate derivative with applications in organic synthesis and pharmaceutical intermediates. Its key structural features include a hydrazine functional group at the para position of the phenyl ring and an ester-linked ethyl group, enhancing reactivity in condensation and cyclization reactions. The tert-butyl-like steric hindrance from the 2-methylpropanoate moiety may influence selectivity in synthetic pathways. This compound is particularly valuable in the preparation of heterocyclic frameworks, such as hydrazones or pyrazole derivatives, due to its bifunctional reactivity. Suitable for controlled hydrazine-based modifications, it offers a balance between stability and reactivity under mild conditions. Storage under inert atmospheres is recommended to preserve its hydrazine integrity.
Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate structure
192643-90-6 structure
Product Name:Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate
CAS No:192643-90-6
MF:C12H18N2O2
MW:222.283523082733
MDL:MFCD18782081
CID:2192794
Update Time:2025-05-19

Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4-hydrazinyl-alpha,alpha-dimethylbezneacetate
    • YZHOQTLDPBAQPZ-UHFFFAOYSA-N
    • ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate
    • ethyl 2-(4-hydrazinophenyl)-2-methylpropionate
    • alpha,alpha-Dimethyl-4-hydrazinobenzeneacetic acid ethyl ester
    • Benzeneacetic acid, 4-hydrazinyl-alpha,alpha-dimethyl-, ethyl ester
    • Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate
    • MDL: MFCD18782081
    • Inchi: 1S/C12H18N2O2/c1-4-16-11(15)12(2,3)9-5-7-10(14-13)8-6-9/h5-8,14H,4,13H2,1-3H3
    • InChI Key: YZHOQTLDPBAQPZ-UHFFFAOYSA-N
    • SMILES: O(CC)C(C(C)(C)C1C=CC(=CC=1)NN)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 233
  • Topological Polar Surface Area: 64.4

Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate Pricemore >>

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Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate Related Literature

Additional information on Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate

Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate (CAS No. 192643-90-6): A Comprehensive Overview

Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate, with the CAS number 192643-90-6, is a compound of significant interest in the field of chemical and pharmaceutical research. This compound, featuring a unique structural framework, has garnered attention due to its potential applications in various scientific domains. The molecular structure of Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate consists of an ester group linked to a hydrazine-substituted benzene ring, making it a versatile intermediate in organic synthesis.

The compound's significance is further underscored by its role in the development of novel pharmaceutical agents. In recent years, there has been a growing interest in hydrazine derivatives due to their demonstrated bioactivity. Specifically, the presence of the hydrazine moiety in Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate suggests potential applications in the synthesis of bioactive molecules targeting various therapeutic pathways. This has led to extensive research into its pharmacological properties and mechanisms of action.

One of the most compelling aspects of Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate is its utility as a building block in medicinal chemistry. The compound's ability to undergo various chemical transformations makes it a valuable reagent for synthesizing more complex molecules. For instance, its ester functionality can be hydrolyzed or transesterified, while the hydrazine group can participate in condensation reactions with carbonyl compounds. These properties have made it a staple in synthetic laboratories focused on developing new drug candidates.

Recent studies have highlighted the potential of Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate in the development of anti-inflammatory and anti-cancer agents. The hydrazine-substituted benzene ring is known to exhibit significant biological activity, particularly against enzymes involved in inflammatory pathways. Researchers have reported that derivatives of this compound show promise in modulating inflammatory responses, making them attractive candidates for therapeutic intervention. Furthermore, preliminary data suggest that these derivatives may also exhibit anti-cancer properties by interfering with key signaling pathways in tumor cells.

The synthesis of Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate involves multi-step organic reactions that highlight the compound's synthetic versatility. The process typically begins with the reaction of 4-hydrazinobenzaldehyde with isobutyric acid or its derivatives to form the corresponding hydrazide intermediate. This intermediate is then esterified using ethanoic anhydride or another suitable esterifying agent to yield Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate. The synthesis route is optimized for high yield and purity, ensuring that researchers obtain a high-quality starting material for further applications.

In addition to its pharmaceutical applications, Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate has shown promise in materials science and industrial chemistry. Its unique structural features make it a suitable candidate for developing novel polymers and coatings with enhanced thermal and mechanical properties. The hydrazine group can participate in cross-linking reactions, leading to the formation of robust polymer networks. These materials are being explored for use in high-performance composites and specialty coatings where durability and chemical resistance are critical.

The compound's role as an intermediate in organic synthesis also extends to agrochemicals and specialty chemicals. Researchers are investigating its potential use in synthesizing novel pesticides and herbicides that target specific enzymatic pathways in pests while minimizing environmental impact. The ability to modify the molecular structure of Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate allows for the creation of tailored compounds with optimized bioactivity and selectivity.

From a regulatory perspective, Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate is subject to standard safety and quality control measures typical for chemical intermediates used in research and industrial applications. Manufacturers adhere to stringent guidelines to ensure that the compound meets purity standards and is safe for handling by researchers and industrial personnel. Proper storage conditions, including temperature control and moisture protection, are essential to maintain the integrity of the compound during storage and transport.

The future prospects for Ethyl 2-(4-hydrazinophenyl)-2-methylpropanoate are promising, given its diverse range of applications across multiple scientific disciplines. Ongoing research aims to further elucidate its pharmacological properties and explore new synthetic pathways that enhance its accessibility and utility. Collaborative efforts between academic institutions and pharmaceutical companies are expected to drive innovation and lead to novel applications that benefit society.

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