Cas no 124285-37-6 (2-Hydrazinyl-4,5-dimethylthiazole)

2-Hydrazinyl-4,5-dimethylthiazole is a heterocyclic compound featuring a thiazole core substituted with hydrazine and methyl groups at the 2, 4, and 5 positions. This structure imparts reactivity suitable for use as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The hydrazinyl moiety enables condensation reactions, while the dimethylthiazole backbone contributes to stability and selectivity in transformations. Its well-defined molecular framework allows for precise functionalization, making it valuable in medicinal chemistry for scaffold diversification. The compound is typically handled under controlled conditions due to its hydrazine-derived reactivity.
2-Hydrazinyl-4,5-dimethylthiazole structure
124285-37-6 structure
Product Name:2-Hydrazinyl-4,5-dimethylthiazole
CAS No:124285-37-6
MF:C5H9N3S
MW:143.210058927536
MDL:MFCD07801186
CID:103828
PubChem ID:6484681
Update Time:2025-05-19

2-Hydrazinyl-4,5-dimethylthiazole Chemical and Physical Properties

Names and Identifiers

    • 2-Hydrazinyl-4,5-dimethylthiazole hydrochloride
    • (4,5-dimethylthiazol-2-yl)hydrazine hydrochloride
    • (4,5-Dimethyl-thiazol-2-yl)-hydrazine hydrochloride
    • 2-hydrazinyl-4,5-dimethylThiazole
    • Thiazole,2-hydrazinyl-4,5-dimethyl-
    • 2-HYDRAZINYL-4,5-DIMETHYLTHIAZOLE HCL
    • 2-hydrazinyl-4,5-dimethyl-1,3-thiazole
    • 2(3H)-Thiazolone,4,5-dimethyl-,hydrazone(9CI)
    • (E)-2-hydrazono-4,5-dimethyl-2,3-dihydrothiazole
    • AS-62727
    • AKOS000301849
    • SCHEMBL2616827
    • Thiazole, 2-hydrazinyl-4,5-dimethyl-
    • EN300-273704
    • (4,5-Dimethyl-thiazol-2-yl)-hydrazine
    • CS-0279639
    • 124285-37-6
    • (4,5-dimethyl-1,3-thiazol-2-yl)hydrazine
    • AM20080181
    • ALBB-012471
    • DA-26173
    • thiazole, 2-hydrazino-4,5-dimethyl-, hydrochloride
    • STL139283
    • 2-Hydrazinyl-4,5-dimethylthiazole
    • MDL: MFCD07801186
    • Inchi: 1S/C5H9N3S/c1-3-4(2)9-5(7-3)8-6/h6H2,1-2H3,(H,7,8)
    • InChI Key: VXFWYILDQLZFDA-UHFFFAOYSA-N
    • SMILES: S1C(NN)=NC(C)=C1C

Computed Properties

  • Exact Mass: 179.0286
  • Monoisotopic Mass: 179.028
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 98.2
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 79.2A^2
  • XLogP3: 1.3

Experimental Properties

  • Boiling Point: 311.7oC at 760 mmHg
  • Flash Point: 142.3oC
  • PSA: 50.94
  • LogP: 2.62080

2-Hydrazinyl-4,5-dimethylthiazole Security Information

  • HazardClass:IRRITANT

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Additional information on 2-Hydrazinyl-4,5-dimethylthiazole

Professional Introduction to 2-Hydrazinyl-4,5-dimethylthiazole (CAS No. 124285-37-6)

2-Hydrazinyl-4,5-dimethylthiazole, identified by the chemical compound code CAS No. 124285-37-6, is a significant heterocyclic organic compound that has garnered considerable attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to the thiazole derivatives, a class of molecules known for their diverse biological activities and potential therapeutic applications. The structural framework of 2-hydrazinyl-4,5-dimethylthiazole incorporates a hydrazine moiety and two methyl groups at the 4 and 5 positions of the thiazole ring, which contribute to its unique chemical properties and reactivity. Such structural features make it a valuable scaffold for designing novel bioactive molecules.

The hydrazinyl substituent in 2-hydrazinyl-4,5-dimethylthiazole is particularly noteworthy due to its ability to participate in various chemical reactions, including condensation reactions with carbonyl compounds to form hydrazones. This reactivity has been exploited in synthetic chemistry to develop complex molecular architectures. Furthermore, the dimethylthiazole core is well-documented for its pharmacological significance. Thiazole derivatives are widely studied for their antimicrobial, anti-inflammatory, antioxidant, and anticancer properties. The presence of methyl groups at the 4 and 5 positions in 2-hydrazinyl-4,5-dimethylthiazole may influence its electronic distribution and steric environment, thereby modulating its biological activity.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting various disease pathways. Among these, thiazole-based compounds have shown promise in modulating enzyme activities and interacting with biological macromolecules. For instance, studies have highlighted the potential of 2-hydrazinyl-4,5-dimethylthiazole as a lead compound for further derivatization to identify more potent inhibitors of specific enzymes implicated in metabolic disorders and cancer. The hydrazine group provides a handle for further functionalization, allowing chemists to explore modifications that could enhance binding affinity or selectivity.

One of the most compelling aspects of 2-hydrazinyl-4,5-dimethylthiazole is its versatility in medicinal chemistry. Researchers have leveraged its structural motifs to design molecules with targeted pharmacological effects. For example, derivatives of this compound have been investigated for their potential role in disrupting protein-protein interactions critical for cancer cell proliferation. The ability of 2-hydrazinyl-4,5-dimethylthiazole to form stable complexes with biological targets underscores its significance as a pharmacophore. Additionally, its compatibility with various synthetic methodologies makes it an attractive candidate for drug discovery programs aimed at identifying novel therapeutic agents.

The synthesis of 2-hydrazinyl-4,5-dimethylthiazole involves multi-step organic transformations that highlight the ingenuity of modern synthetic strategies. The process typically begins with the preparation of appropriately substituted thiazole precursors followed by functionalization at the desired positions using hydrazine or hydrazine derivatives. Advances in catalytic methods have enabled more efficient and scalable syntheses of this compound, reducing the environmental impact and cost associated with traditional approaches. Such improvements are crucial for translating laboratory discoveries into viable drug candidates.

From a computational chemistry perspective, 2-hydrazinyl-4,5-dimethylthiazole has been subjected to extensive molecular modeling studies to elucidate its interactions with biological targets. These studies often employ quantum mechanical calculations and molecular dynamics simulations to predict binding affinities and enantiomeric preferences. The insights gained from such analyses are instrumental in guiding medicinal chemists toward optimizing lead compounds like 2-hydrazinyl-4,5-dimethylthiazole for clinical development. By integrating experimental data with computational predictions, researchers can accelerate the drug discovery pipeline and reduce attrition rates associated with late-stage failures.

The pharmacological profile of 2-hydrazinyl-4,5-dimethylthiazole continues to be explored through preclinical studies aimed at evaluating its safety and efficacy profiles. Initial findings suggest that this compound exhibits promising activity against certain disease models without significant off-target effects. Such results are encouraging for further development efforts and underscore the importance of rigorous testing protocols in assessing therapeutic potential. Collaborative efforts between academic institutions and pharmaceutical companies are essential for advancing compounds like 2-hydrazinyl-4,5-dimethylthiazole through preclinical trials and into clinical practice.

The future directions for research on 2-hydrazinyl-4,5-dimethylthiazole are multifaceted and exciting. One area of focus is the development of novel derivatives that exhibit enhanced pharmacokinetic properties or improved target specificity. Another avenue involves exploring its potential as an adjuvant therapy in combination with existing treatments to synergistically improve outcomes for patients suffering from chronic diseases or cancerous conditions. Furthermore, investigating the mechanistic basis of its biological effects will provide deeper insights into how this compound interacts with cellular systems.

In conclusion,2-Hydrazinyl-4,5-dimethylthiazole (CAS No. 124285-37-6) represents a compelling example of how structural diversity within heterocyclic compounds can be leveraged to develop innovative therapeutic agents. Its unique chemical properties combined with promising preclinical data position it as a valuable asset in ongoing drug discovery initiatives within the pharmaceutical industry. As research progresses,2-hydrazinyl-4, *dimethylthiazole* will continue to be a focal point for scientists seeking new ways to address unmet medical needs through targeted molecular interventions.

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