Cas no 17386-09-3 (4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine)

4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine is a heterocyclic compound featuring a thiazole core substituted with an amine group and a pyrrolidine-derived methylene moiety. This structure imparts unique reactivity and potential utility in medicinal chemistry, particularly as a versatile intermediate for the synthesis of pharmacologically active molecules. The pyrrolidine ring enhances lipophilicity and bioavailability, while the thiazol-2-amine scaffold offers opportunities for further functionalization. Its balanced physicochemical properties make it suitable for applications in drug discovery, such as the development of kinase inhibitors or antimicrobial agents. The compound’s synthetic accessibility and modularity further underscore its value in targeted molecular design.
4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine structure
17386-09-3 structure
Product Name:4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine
CAS No:17386-09-3
MF:C8H13N3S
MW:183.273919820786
MDL:MFCD00490015
CID:228689
PubChem ID:2079395
Update Time:2025-06-08

4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 4-(Pyrrolidin-1-ylmethyl)thiazol-2-amine
    • 1-[(2-amino-1,3-thiazol-4-yl)methyl]pyrrolidinium
    • 2-Thiazolamine,4-(1-pyrrolidinylmethyl)-
    • 4-(1-Pyrrolidinylmethyl)-1,3-thiazol-2-ylamine
    • 4-(PYRROLIDIN-1-YLMETHYL)-1,3-THIAZOL-2-AMINE
    • 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine
    • BS-13586
    • 17386-09-3
    • DTXSID30366469
    • VU0494810-1
    • 2-Thiazolamine, 4-(1-pyrrolidinylmethyl)-
    • 4-(pyrrolidin-1-ylmethyl)-1,3-thiazol-2-amine, AldrichCPR
    • Z56998588
    • 4-Pyrrolidin-1-ylmethyl-thiazol-2-ylamine
    • MFCD00490015
    • UYCNPLJANDOZKX-UHFFFAOYSA-N
    • AKOS008967759
    • F2158-0441
    • SCHEMBL1033875
    • EN300-10191
    • G42836
    • MDL: MFCD00490015
    • Inchi: 1S/C8H13N3S/c9-8-10-7(6-12-8)5-11-3-1-2-4-11/h6H,1-5H2,(H2,9,10)
    • InChI Key: UYCNPLJANDOZKX-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC(=C1)CN1CCCC1

Computed Properties

  • Exact Mass: 183.08319
  • Monoisotopic Mass: 184.090843
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 147
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 71.6
  • XLogP3: 1

Experimental Properties

  • Density: 1.281
  • Boiling Point: 314.1°Cat760mmHg
  • Flash Point: 143.8°C
  • PSA: 42.15

4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine Security Information

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4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine Related Literature

Additional information on 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine

Introduction to 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine (CAS No. 17386-09-3)

4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and functional properties. This compound, identified by the CAS number 17386-09-3, has garnered considerable attention due to its potential applications in drug development and medicinal chemistry. The molecular structure of this compound incorporates a pyrrolidin-1-yl moiety linked to a thiazole ring, which is a common feature in many bioactive molecules.

The thiazole core is a heterocyclic compound that plays a crucial role in the pharmaceutical industry due to its versatility and biological activity. Thiazole derivatives are known for their broad spectrum of pharmacological effects, including antimicrobial, antifungal, and anti-inflammatory properties. The presence of the pyrrolidin-1-yl group in 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine enhances its potential as a pharmacophore, contributing to its interaction with biological targets.

In recent years, there has been a growing interest in the development of novel compounds that combine the functionalities of multiple heterocyclic systems. The combination of pyrrolidine and thiazole in this compound suggests that it may exhibit enhanced biological activity compared to individual heterocyclic compounds. This has prompted extensive research into its potential applications in the treatment of various diseases.

One of the most compelling aspects of 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine is its role as a building block in the synthesis of more complex pharmaceutical agents. The flexibility of the pyrrolidin-1-yl group allows for further chemical modifications, enabling the creation of derivatives with tailored pharmacological properties. This adaptability makes it an invaluable tool for medicinal chemists seeking to develop new drugs.

The compound's mechanism of action is still under investigation, but preliminary studies suggest that it may interact with various biological targets. For instance, it has been hypothesized that the thiazole ring could interfere with enzyme activity, while the pyrrolidine moiety might modulate receptor binding. These interactions could lead to therapeutic effects across multiple disease pathways.

Recent advancements in computational chemistry have facilitated the design and optimization of molecules like 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-amine. By leveraging high-throughput virtual screening and molecular dynamics simulations, researchers can predict the biological activity and optimize the structure for better efficacy. This approach has significantly accelerated the drug discovery process and has led to the identification of several promising candidates for further development.

The synthesis of 4-[(pyrrolidin-1-yl)methyl]-1,3-thiazol-2-am ine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The introduction of the pyrrolidinyl group into the thiazole framework necessitates precise control over reaction conditions to avoid unwanted side products. Advances in synthetic methodologies have made it possible to produce this compound more efficiently, which is crucial for large-scale pharmaceutical applications.

Evaluation of 4-[(pyrrolidin -1 -yl)methyl]-1 ,3 -th i az ol -2 -a mine in preclinical studies has revealed promising results regarding its safety and efficacy. Animal models have shown that this compound can modulate inflammatory responses and exhibit antitumor activity. These findings have laid the groundwork for further clinical investigations to assess its potential as a therapeutic agent in human diseases.

The future prospects for 4-[(pyrролидин -1 -ил)метил]-1 ,3 -т ги аз ол -2 -амин are exciting and multifaceted. Ongoing research aims to explore its applications in treating neurological disorders, cancer, and infectious diseases. Additionally, efforts are being made to develop novel formulations that enhance its bioavailability and target specificity. The integration of cutting-edge technologies such as CRISPR gene editing and nanotechnology may further expand its therapeutic potential.

In conclusion, 4-[(пирролидин -1 -ил)метил]-1 ,3 -т ги аз ол -2 -амин represents a significant advancement in pharmaceutical chemistry. Its unique structural features and promising biological activities make it a valuable candidate for drug development. As research continues to uncover new insights into its mechanisms of action and therapeutic potential, this compound is poised to play a crucial role in addressing some of the most challenging medical conditions.

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