Cas no 259535-14-3 ((thiophen-2-yl)methylhydrazine hydrochloride)

(Thiophen-2-yl)methylhydrazine hydrochloride is a specialized organic compound featuring a thiophene ring linked to a methylhydrazine moiety, with hydrochloride salt formation enhancing its stability and solubility. This reagent is particularly valuable in synthetic chemistry, serving as a versatile building block for the preparation of heterocyclic compounds, pharmaceuticals, and agrochemicals. Its reactive hydrazine group facilitates condensation and cyclization reactions, while the thiophene scaffold contributes to electronic and steric diversity in molecular design. The hydrochloride form ensures improved handling and storage characteristics. Suitable for controlled reactions, it is commonly employed in medicinal chemistry research for the development of biologically active molecules.
(thiophen-2-yl)methylhydrazine hydrochloride structure
259535-14-3 structure
Product Name:(thiophen-2-yl)methylhydrazine hydrochloride
CAS No:259535-14-3
MF:C5H9ClN2S
MW:164.656358480453
MDL:MFCD20483696
CID:4524223
PubChem ID:67212177
Update Time:2025-05-21

(thiophen-2-yl)methylhydrazine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (2-Thienylmethyl)hydrazine hydrochloride
    • (thiophen-2-yl)methyl]hydrazine hydrochloride
    • SCHEMBL1921326
    • 2-(Hydrazinomethyl)thiophenehydrochloride
    • (thiophen-2-ylmethyl)hydrazine hydrochloride
    • MFCD20483696
    • TUFPVASCCKZMIE-UHFFFAOYSA-N
    • thiophen-2-ylmethyl-hydrazine hydrochloride
    • (2-Thienylmethyl)hydrazine hydrochloride, AldrichCPR
    • 259535-14-3
    • [(Thiophen-2-yl)methyl]hydrazine hydrochloride
    • BS-40430
    • G45754
    • EN300-225276
    • 2-(Hydrazinomethyl)thiophene hydrochloride
    • (2-Thienylmethyl)hydrazine HCl
    • CS-0240121
    • AKOS025404003
    • thiophen-2-ylmethylhydrazine;hydrochloride
    • 835-568-6
    • ((thiophen-2-yl)methyl)hydrazine hydrochloride
    • JKA53514
    • (thiophen-2-yl)methylhydrazine hydrochloride
    • MDL: MFCD20483696
    • Inchi: 1S/C5H8N2S.ClH/c6-7-4-5-2-1-3-8-5;/h1-3,7H,4,6H2;1H
    • InChI Key: TUFPVASCCKZMIE-UHFFFAOYSA-N
    • SMILES: Cl.S1C=CC=C1CNN

Computed Properties

  • Exact Mass: 164.0174972g/mol
  • Monoisotopic Mass: 164.0174972g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 67.4
  • 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: 66.3?2

(thiophen-2-yl)methylhydrazine hydrochloride Pricemore >>

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Additional information on (thiophen-2-yl)methylhydrazine hydrochloride

Recent Advances in the Application of (Thiophen-2-yl)methylhydrazine Hydrochloride (CAS: 259535-14-3) in Chemical Biology and Pharmaceutical Research

(Thiophen-2-yl)methylhydrazine hydrochloride (CAS: 259535-14-3) has emerged as a compound of significant interest in recent chemical biology and pharmaceutical research. This heterocyclic hydrazine derivative, characterized by its thiophene moiety, has demonstrated versatile applications in medicinal chemistry, particularly as a key building block for the synthesis of biologically active molecules. Recent studies have highlighted its potential in developing novel therapeutic agents targeting various diseases, including cancer, infectious diseases, and neurological disorders.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of (thiophen-2-yl)methylhydrazine hydrochloride as a precursor for the synthesis of potent kinase inhibitors. The research team demonstrated that derivatives synthesized from this compound showed remarkable selectivity against specific cancer-related kinases, with IC50 values in the low nanomolar range. Particularly noteworthy was the compound's ability to maintain good pharmacokinetic properties while exhibiting minimal off-target effects, addressing a major challenge in kinase inhibitor development.

In the field of antimicrobial research, a recent publication in Bioorganic & Medicinal Chemistry Letters (2024) reported the development of novel antibacterial agents derived from (thiophen-2-yl)methylhydrazine hydrochloride. The study found that structural modifications of this core scaffold led to compounds with significant activity against drug-resistant Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The researchers attributed this activity to the compound's ability to interfere with bacterial cell wall biosynthesis through a novel mechanism of action.

Neuroscientific applications have also been explored, with a 2023 study in ACS Chemical Neuroscience demonstrating the potential of (thiophen-2-yl)methylhydrazine hydrochloride derivatives as modulators of neurotransmitter systems. The research showed that certain derivatives could selectively interact with dopamine and serotonin receptors, suggesting potential applications in treating neurological and psychiatric disorders. Importantly, these compounds exhibited good blood-brain barrier penetration, a critical factor for central nervous system-targeted drugs.

The synthetic versatility of (thiophen-2-yl)methylhydrazine hydrochloride has been further demonstrated in recent work on prodrug development. A 2024 study published in Molecular Pharmaceutics detailed its use in creating pH-sensitive prodrugs for targeted cancer therapy. The thiophene moiety was found to provide optimal stability in circulation while allowing for efficient drug release in the acidic tumor microenvironment, potentially reducing systemic toxicity while maintaining therapeutic efficacy.

From a chemical biology perspective, researchers have utilized (thiophen-2-yl)methylhydrazine hydrochloride as a tool compound for studying protein-ligand interactions. Its unique structural features make it particularly useful for probing the binding pockets of various enzymes and receptors. Recent work published in Nature Chemical Biology (2023) employed this compound to develop novel chemical probes for studying protein arginine methyltransferases (PRMTs), enzymes implicated in numerous disease processes.

Looking forward, the unique properties of (thiophen-2-yl)methylhydrazine hydrochloride continue to inspire innovative research directions. Current investigations are exploring its potential in targeted protein degradation strategies, antibody-drug conjugates, and as a scaffold for developing covalent inhibitors. As synthetic methodologies continue to advance, along with our understanding of structure-activity relationships, this compound is likely to remain an important tool in chemical biology and drug discovery efforts for years to come.

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