Cas no 25306-15-4 (5-(difluoromethyl)-1,3,4-thiadiazol-2-amine)

5-(Difluoromethyl)-1,3,4-thiadiazol-2-amine is a heterocyclic compound featuring a 1,3,4-thiadiazole core substituted with a difluoromethyl group at the 5-position and an amine group at the 2-position. This structure imparts unique reactivity and potential applications in agrochemical and pharmaceutical research. The difluoromethyl group enhances metabolic stability and lipophilicity, while the thiadiazole scaffold contributes to its versatility as a building block in synthetic chemistry. Its well-defined molecular framework makes it suitable for further functionalization, enabling the development of novel biologically active compounds. The compound is typically supplied as a high-purity solid, ensuring consistency in research and industrial applications.
5-(difluoromethyl)-1,3,4-thiadiazol-2-amine structure
25306-15-4 structure
Product Name:5-(difluoromethyl)-1,3,4-thiadiazol-2-amine
CAS No:25306-15-4
MF:C3H3F2N3S
MW:151.137825250626
MDL:MFCD11193512
CID:829357
PubChem ID:21819089
Update Time:2025-11-01

5-(difluoromethyl)-1,3,4-thiadiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-(DIFLUOROMETHYL)-2-AMINO-1,3,4-THIADIAZOL
    • 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine
    • 2-Amino-5-(difluoromethyl)-1,3,4-thiadiazole
    • C3H3F2N3S
    • Z362636306
    • STL560237
    • AT18930
    • EN300-53793
    • MFCD11193512
    • 5-difluoromethyl-1,3,4-thiadiazol-2-amine
    • CS-0030265
    • 25306-15-4
    • BS-13070
    • SCHEMBL10420405
    • SY176288
    • 1,3,4-Thiadiazol-2-amine, 5-(difluoromethyl)-
    • DTXSID40618426
    • SCHEMBL3786800
    • DB-349658
    • AB01003582-01
    • AKOS009261070
    • MDL: MFCD11193512
    • Inchi: 1S/C3H3F2N3S/c4-1(5)2-7-8-3(6)9-2/h1H,(H2,6,8)
    • InChI Key: NBGMELMIAOKZSD-UHFFFAOYSA-N
    • SMILES: S1C(N)=NN=C1C(F)F

Computed Properties

  • Exact Mass: 151.00169
  • Monoisotopic Mass: 151.00157461g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 101
  • 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
  • XLogP3: 0.7
  • Topological Polar Surface Area: 80?2

Experimental Properties

  • PSA: 51.8

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5-(difluoromethyl)-1,3,4-thiadiazol-2-amine Suppliers

Amadis Chemical Company Limited
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(CAS:25306-15-4)5-(difluoromethyl)-1,3,4-thiadiazol-2-amine
Order Number:A877628
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:54
Price ($):369.0

Additional information on 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine

Introduction to 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine (CAS No. 25306-15-4)

5-(difluoromethyl)-1,3,4-thiadiazol-2-amine is a significant heterocyclic compound that has garnered considerable attention in the field of pharmaceutical and agrochemical research. With the CAS number 25306-15-4, this compound belongs to the thiadiazole class, a structural motif known for its broad spectrum of biological activities. The presence of a difluoromethyl group in its molecular structure imparts unique physicochemical properties, making it a valuable scaffold for drug discovery and development. This introduction explores the compound’s chemical characteristics, synthetic pathways, biological significance, and recent advancements in its application.

The molecular formula of 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine is C?H?F?N?S, reflecting its composition of carbon, hydrogen, fluorine, nitrogen, and sulfur atoms. The thiadiazole ring system is characterized by a sulfur atom bridging two nitrogen atoms within a six-membered aromatic ring. This structural framework is known to exhibit remarkable stability and reactivity, which are pivotal for its utility in medicinal chemistry. The difluoromethyl substituent at the 5-position enhances the lipophilicity and metabolic stability of the molecule, attributes that are often sought after in pharmacophores designed for oral administration.

In terms of synthesis, 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine can be prepared through multiple routes, each offering distinct advantages depending on the desired scale and purity requirements. One common approach involves the condensation of thioamide derivatives with halogenated thiadiazole precursors under controlled conditions. Alternatively, nucleophilic substitution reactions can be employed to introduce the difluoromethyl group onto an appropriately substituted thiadiazole backbone. Recent methodologies have also explored transition-metal-catalyzed cross-coupling reactions to achieve higher regioselectivity and yield efficiency.

The biological significance of 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine stems from its ability to interact with various biological targets. Thiadiazole derivatives are well-documented for their antimicrobial, antiviral, anti-inflammatory, and anticancer properties. The incorporation of a difluoromethyl group has been shown to modulate these activities by enhancing binding affinity or altering pharmacokinetic profiles. For instance, studies have demonstrated that compounds bearing this moiety exhibit improved solubility and reduced susceptibility to enzymatic degradation.

Recent research has highlighted the potential of 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine as an intermediate in the development of novel therapeutic agents. In particular, its structural features make it a promising candidate for inhibiting kinases and other enzyme targets implicated in chronic diseases such as cancer and neurodegeneration. Preclinical studies have shown that derivatives of this compound can selectively disrupt signaling pathways involved in cell proliferation and survival. Moreover, computational modeling has been instrumental in predicting optimal analogs with enhanced potency and selectivity.

The agrochemical sector has also recognized the value of 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine due to its herbicidal and fungicidal properties. Its mode of action often involves interference with essential metabolic processes in pests and pathogens while maintaining low toxicity to non-target organisms. This makes it an attractive component in environmentally friendly formulations designed for sustainable agriculture. Field trials have reported promising results when this compound is incorporated into mixtures with other bioactive molecules.

From a regulatory perspective, ensuring compliance with safety and quality standards is paramount when handling 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine. Manufacturers must adhere to Good Manufacturing Practices (GMP) to guarantee consistency and purity across batches. Additionally, thorough toxicological assessments are conducted to evaluate potential risks associated with exposure during synthesis or application. These measures underscore the commitment to responsible innovation in chemical research.

The future prospects of 5-(difluoromethyl)-1,3,4-thiadiazol-2-amine are bright given its versatility and functional adaptability. Ongoing investigations aim to expand its applications beyond traditional pharmaceuticals into areas such as materials science and specialty chemicals. Collaborative efforts between academia and industry are fostering novel synthetic strategies that could further optimize its production and utilization.

In conclusion,5-(difluoromethyl)-1,3,4-thiadiazol-2-amine (CAS No. 25306-15-4) represents a cornerstone compound in modern chemical biology with far-reaching implications for health care and agriculture. Its unique structural attributes continue to inspire innovation across multiple disciplines, driven by an unwavering pursuit of scientific excellence.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:25306-15-4)5-(difluoromethyl)-1,3,4-thiadiazol-2-amine
A877628
Purity:99%
Quantity:5g
Price ($):369.0
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