Cas no 174886-03-4 (5-(trifluoromethyl)thiazol-2-amine;hydrochloride)

5-(Trifluoromethyl)thiazol-2-amine hydrochloride is a versatile heterocyclic compound featuring a thiazole core substituted with a trifluoromethyl group at the 5-position and an amine at the 2-position, in its hydrochloride salt form. The trifluoromethyl group enhances its electron-withdrawing properties, making it valuable in medicinal chemistry and agrochemical applications. The hydrochloride salt improves solubility and stability, facilitating handling and storage. This compound serves as a key intermediate in the synthesis of pharmaceuticals, particularly for developing bioactive molecules with potential antimicrobial or antiviral properties. Its structural features contribute to enhanced metabolic stability and binding affinity in target interactions, making it a useful building block in drug discovery and organic synthesis.
5-(trifluoromethyl)thiazol-2-amine;hydrochloride structure
174886-03-4 structure
Product Name:5-(trifluoromethyl)thiazol-2-amine;hydrochloride
CAS No:174886-03-4
MF:C4H4ClF3N2S
MW:204.601168632507
MDL:MFCD25973113
CID:2191447
PubChem ID:56956237
Update Time:2025-05-23

5-(trifluoromethyl)thiazol-2-amine;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 5-(Trifluoromethyl)thiazol-2-aminehydrochloride
    • 5-(trifluoromethyl)-1,3-thiazol-2-amine,hydrochloride
    • 5-(trifluoroMethyl)thiazol-2-aMine hydrochloride
    • 5-(trifluoromethyl)-1,3-thiazol-2-amine hydrochloride
    • AK431038
    • 2-amino-5-(trifluoromethyl)thiazole hydrochloride
    • NJGCZGDARMLABP-UHFFFAOYSA-N
    • SB11208
    • AX8279873
    • 5-(TRIFLUOROMETHYL)THIAZOL-2-AMINE HCL
    • 5-(trifluoromethyl)-1,3-thiazol-2-amine;hydrochloride
    • 5-(Trifluoromethyl)-1,3-thiazol-2-amine--hydrogen chlo
    • 5-(trifluoromethyl)thiazol-2-amine;hydrochloride
    • DS-18733
    • O11317
    • C4H4ClF3N2S
    • DTXSID50719130
    • 174886-03-4
    • MFCD25973113
    • CS-0035055
    • AKOS026742770
    • EN300-175616
    • CS-WAA0105
    • SCHEMBL16416235
    • 5-(Trifluoromethyl)-1,3-thiazol-2-amine--hydrogen chloride (1/1)
    • DB-306277
    • MDL: MFCD25973113
    • Inchi: 1S/C4H3F3N2S.ClH/c5-4(6,7)2-1-9-3(8)10-2;/h1H,(H2,8,9);1H
    • InChI Key: NJGCZGDARMLABP-UHFFFAOYSA-N
    • SMILES: Cl.S1C(N)=NC=C1C(F)(F)F

Computed Properties

  • Exact Mass: 203.9735815g/mol
  • Monoisotopic Mass: 203.9735815g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 126
  • 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: 67.2

5-(trifluoromethyl)thiazol-2-amine;hydrochloride Security Information

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Additional information on 5-(trifluoromethyl)thiazol-2-amine;hydrochloride

5-(trifluoromethyl)thiazol-2-amine;hydrochloride (CAS No. 174886-03-4): An Overview of a Promising Compound in Medicinal Chemistry

5-(trifluoromethyl)thiazol-2-amine;hydrochloride (CAS No. 174886-03-4) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential therapeutic applications. This compound, characterized by its trifluoromethyl and thiazole functionalities, has been the subject of numerous studies aimed at elucidating its biological activities and potential as a lead molecule in drug discovery.

The trifluoromethyl group is a well-known moiety in medicinal chemistry, known for its ability to enhance the lipophilicity, metabolic stability, and binding affinity of molecules. In the case of 5-(trifluoromethyl)thiazol-2-amine;hydrochloride, this group contributes to the compound's favorable pharmacokinetic properties, making it an attractive candidate for various therapeutic applications.

The thiazole ring, another key structural element of this compound, is a heterocyclic aromatic ring that is widely used in drug design due to its ability to form hydrogen bonds and π-π interactions with biological targets. These interactions can significantly enhance the binding affinity and selectivity of the molecule, which is crucial for developing effective and safe drugs.

Recent studies have explored the potential of 5-(trifluoromethyl)thiazol-2-amine;hydrochloride in various therapeutic areas. One notable area of research is its anti-inflammatory properties. In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that this compound exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. This finding suggests that 5-(trifluoromethyl)thiazol-2-amine;hydrochloride could be a valuable candidate for treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

In addition to its anti-inflammatory properties, 5-(trifluoromethyl)thiazol-2-amine;hydrochloride has also shown promise in cancer research. A study published in the European Journal of Medicinal Chemistry reported that this compound exhibits significant antiproliferative activity against various cancer cell lines, including breast cancer, lung cancer, and colon cancer cells. The mechanism of action appears to involve the inhibition of cell cycle progression and induction of apoptosis. These findings highlight the potential of 5-(trifluoromethyl)thiazol-2-amine;hydrochloride as a lead molecule for developing novel anticancer agents.

The pharmacokinetic profile of 5-(trifluoromethyl)thiazol-2-amine;hydrochloride has also been extensively studied. Research has shown that this compound exhibits good oral bioavailability and favorable metabolic stability, which are essential properties for a drug candidate. Furthermore, preclinical studies have demonstrated that it has low toxicity and a wide therapeutic window, making it suitable for further development as a therapeutic agent.

In terms of synthetic methods, several efficient routes have been developed for the preparation of 5-(trifluoromethyl)thiazol-2-amine;hydrochloride. One common approach involves the reaction of 2-aminothiazole with trifluoromethanesulfonyl chloride followed by treatment with hydrochloric acid. This method yields high purity product with good yields, making it suitable for large-scale production.

The future prospects for 5-(trifluoromethyl)thiazol-2-amine;hydrochloride are promising. Ongoing research is focused on optimizing its structure to enhance its potency and selectivity for specific biological targets. Additionally, efforts are being made to develop prodrugs and delivery systems that can improve its pharmacokinetic properties and reduce side effects.

In conclusion, 5-(trifluoromethyl)thiazol-2-amine;hydrochloride (CAS No. 174886-03-4) is a promising compound with a wide range of potential applications in medicinal chemistry. Its unique structural features, coupled with its favorable pharmacological properties, make it an attractive candidate for further development as a therapeutic agent. As research in this area continues to advance, it is likely that new insights into the biological activities and mechanisms of action of this compound will emerge, paving the way for innovative drug discovery and development.

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