Cas no 492431-13-7 (1-(2-Thiazolyl)piperazinedihydrochloride)

1-(2-Thiazolyl)piperazine dihydrochloride is a chemically stable, high-purity compound primarily used as an intermediate in pharmaceutical and agrochemical research. Its thiazole and piperazine moieties make it a versatile building block for synthesizing biologically active molecules, particularly in the development of CNS-targeting drugs and antimicrobial agents. The dihydrochloride salt form enhances solubility, facilitating its use in aqueous reaction systems. With consistent batch-to-batch quality and well-characterized properties, this compound is suitable for precision applications in medicinal chemistry and process optimization. Its structural features allow for further functionalization, enabling researchers to explore diverse pharmacophores. Proper handling and storage under anhydrous conditions are recommended to maintain stability.
1-(2-Thiazolyl)piperazinedihydrochloride structure
492431-13-7 structure
Product Name:1-(2-Thiazolyl)piperazinedihydrochloride
CAS No:492431-13-7
MF:C7H13Cl2N3S
MW:242.169217824936
MDL:MFCD09743860
CID:68280
PubChem ID:21925413
Update Time:2025-06-09

1-(2-Thiazolyl)piperazinedihydrochloride Chemical and Physical Properties

Names and Identifiers

    • 1-(2-Thiazolyl)piperazine dihydrochloride
    • 2-piperazin-1-yl-1,3-thiazole,dihydrochloride
    • 2-(Piperazin-1-yl)thiazole dihydrochloride
    • SCHEMBL5629796
    • EN300-256309
    • FT-0762484
    • A827687
    • 1-(1,3-thiazol-2-yl)piperazine dihydrochloride
    • Piperazine, 1-(2-thiazolyl)-, dihydrochloride
    • DTXSID00620222
    • 1-(1,3-Thiazol-2-yl)piperazine--hydrogen chloride (1/2)
    • MFCD09743860
    • 492431-13-7
    • 2-piperazin-1-yl-1,3-thiazole;dihydrochloride
    • 2-(Piperazin-1-yl)thiazoledihydrochloride
    • DB-018468
    • 1-(2-Thiazolyl)piperazinedihydrochloride
    • MDL: MFCD09743860
    • Inchi: 1S/C7H11N3S.2ClH/c1-4-10(5-2-8-1)7-9-3-6-11-7;;/h3,6,8H,1-2,4-5H2;2*1H
    • InChI Key: LUTXGFQJZYAWFJ-UHFFFAOYSA-N
    • SMILES: Cl.Cl.S1C=CN=C1N1CCNCC1

Computed Properties

  • Exact Mass: 241.02100
  • Monoisotopic Mass: 241.021
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 125
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 56.4A^2

Experimental Properties

  • Boiling Point: 355.7 °C at 760 mmHg
  • Flash Point: 355.7 °C at 760 mmHg
  • PSA: 56.40000
  • LogP: 2.55050

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Additional information on 1-(2-Thiazolyl)piperazinedihydrochloride

1-(2-Thiazolyl)piperazinedihydrochloride: A Comprehensive Overview

1-(2-Thiazolyl)piperazinedihydrochloride (CAS No. 492431-13-7) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as thiazolylpiperazine dihydrochloride, is a derivative of piperazine and thiazole, two important heterocyclic compounds with a wide range of biological activities. The unique structural features of 1-(2-Thiazolyl)piperazinedihydrochloride make it an attractive candidate for various therapeutic applications, particularly in the development of novel drugs targeting neurological and psychiatric disorders.

The chemical structure of 1-(2-Thiazolyl)piperazinedihydrochloride consists of a piperazine ring attached to a thiazole ring, with the entire molecule being protonated and forming a dihydrochloride salt. This structure confers several advantageous properties, such as enhanced solubility and stability, which are crucial for its pharmaceutical applications. The piperazine moiety is known for its ability to interact with various neurotransmitter receptors, while the thiazole ring provides additional functional groups that can be modified to fine-tune the compound's pharmacological profile.

Recent studies have highlighted the potential of 1-(2-Thiazolyl)piperazinedihydrochloride in modulating serotonin and dopamine receptors. These neurotransmitters play key roles in regulating mood, cognition, and behavior, making them important targets for the treatment of conditions such as depression, anxiety, and schizophrenia. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that 1-(2-Thiazolyl)piperazinedihydrochloride exhibits potent serotonin receptor agonist activity, suggesting its potential as an antidepressant agent. Another study in the European Journal of Pharmacology reported that this compound can effectively modulate dopamine D2 receptors, which are implicated in the pathophysiology of schizophrenia.

In addition to its receptor-modulating properties, 1-(2-Thiazolyl)piperazinedihydrochloride has been investigated for its neuroprotective effects. Research conducted at the University of California, Los Angeles (UCLA) found that this compound can reduce oxidative stress and inflammation in neuronal cells, which are common mechanisms underlying neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The neuroprotective potential of 1-(2-Thiazolyl)piperazinedihydrochloride makes it a promising candidate for the development of therapies aimed at slowing or preventing the progression of these debilitating conditions.

The pharmacokinetic properties of 1-(2-Thiazolyl)piperazinedihydrochloride have also been extensively studied to ensure its suitability for clinical use. Preclinical studies have shown that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) profiles. It has good oral bioavailability and can readily cross the blood-brain barrier, which is essential for its central nervous system (CNS) effects. Furthermore, the compound has demonstrated low toxicity in animal models, indicating a favorable safety profile.

Clinical trials are currently underway to evaluate the efficacy and safety of 1-(2-Thiazolyl)piperazinedihydrochloride in human subjects. Early-phase trials have shown promising results, with participants reporting significant improvements in symptoms associated with depression and anxiety. These findings have paved the way for larger-scale trials to further validate the therapeutic potential of this compound.

Beyond its direct therapeutic applications, 1-(2-Thiazolyl)piperazinedihydrochloride has also been used as a lead compound for drug discovery efforts. Its unique structure serves as a scaffold for the design and synthesis of novel derivatives with enhanced potency and selectivity. For example, researchers at the National Institutes of Health (NIH) have developed several analogs of 1-(2-Thiazolyl)piperazinedihydrochloride that exhibit improved binding affinity to specific neurotransmitter receptors. These analogs are currently being evaluated for their potential as next-generation therapeutics.

In conclusion, 1-(2-Thiazolyl)piperazinedihydrochloride (CAS No. 492431-13-7) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its ability to modulate serotonin and dopamine receptors, coupled with its neuroprotective effects and favorable pharmacokinetic properties, makes it an attractive candidate for the development of novel drugs targeting neurological and psychiatric disorders. Ongoing research and clinical trials will continue to elucidate its full therapeutic potential, paving the way for new treatments that can improve the lives of millions of patients worldwide.

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