Cas no 1418007-47-2 ((2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid)

(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid is a thiazole-containing α,β-unsaturated carboxylic acid with applications in organic synthesis and pharmaceutical research. Its conjugated system, featuring a thiazole heterocycle and an acrylate moiety, makes it a versatile intermediate for constructing biologically active compounds, particularly in medicinal chemistry. The compound's rigid structure and electron-rich thiazole ring enhance its utility in cross-coupling reactions and as a precursor for heterocyclic derivatives. Its well-defined stereochemistry (E-configuration) ensures consistent reactivity in synthetic pathways. This compound is particularly valuable in the development of enzyme inhibitors, antimicrobial agents, and other pharmacophores due to its ability to interact with biological targets through hydrogen bonding and π-stacking interactions.
(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid structure
1418007-47-2 structure
Product Name:(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid
CAS No:1418007-47-2
MF:C6H5NO2S
MW:155.174400091171
MDL:MFCD06205709
CID:4597718
PubChem ID:55255490
Update Time:2025-06-08

(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid, 3-(5-thiazolyl)-
    • (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid, E
    • (E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid
    • (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid
    • 1418007-47-2
    • SCHEMBL2522171
    • CS-0373319
    • EN300-197228
    • 3-(Thiazol-5-yl)acrylic acid
    • (E)-3-(Thiazol-5-yl)acrylic acid
    • Z1198166918
    • EN300-833111
    • (2E)-3-(1,3-thiazol-5-yl)prop-2-enoicacid
    • AKOS006293749
    • F83861
    • MDL: MFCD06205709
    • Inchi: 1S/C6H5NO2S/c8-6(9)2-1-5-3-7-4-10-5/h1-4H,(H,8,9)/b2-1+
    • InChI Key: LTZHGASQJGKDOQ-OWOJBTEDSA-N
    • SMILES: S1C=NC=C1/C=C/C(=O)O

Computed Properties

  • Exact Mass: 155.00409958g/mol
  • Monoisotopic Mass: 155.00409958g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 158
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 78.4

(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid Pricemore >>

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Additional information on (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid

Chemical Profile of (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic Acid (CAS No. 1418007-47-2)

(2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid, identified by its CAS number 1418007-47-2, is a compound of significant interest in the field of chemical and pharmaceutical research. This molecule, featuring a conjugated system with a thiazole ring, has garnered attention due to its potential biological activities and structural properties that make it a valuable scaffold for drug development.

The structure of (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid consists of an alpha,beta-unsaturated carboxylic acid moiety linked to a thiazole ring. This configuration suggests possible applications in the synthesis of heterocyclic compounds, which are widely recognized for their role in medicinal chemistry. The presence of the thiazole ring, a well-known pharmacophore, enhances the compound's versatility in interactions with biological targets.

Recent research has highlighted the importance of thiazole derivatives in pharmaceutical applications. Studies have demonstrated that compounds incorporating thiazole moieties often exhibit desirable pharmacological properties, including antimicrobial, anti-inflammatory, and anticancer effects. The specific arrangement of atoms in (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid positions it as a promising candidate for further investigation in these areas.

In particular, the conjugated double bond system in (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid may contribute to its ability to interact with biological molecules through both hydrophobic and electrostatic interactions. This feature is particularly relevant in drug design, where optimizing such interactions can lead to improved binding affinity and efficacy.

The synthesis of (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid involves multi-step organic reactions that require careful consideration of reaction conditions and reagent selection. Advanced synthetic techniques, such as cross-coupling reactions and palladium catalysis, have been employed to achieve high yields and purity. These methods are essential for ensuring that the final product meets the stringent requirements of pharmaceutical research.

One of the most compelling aspects of (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid is its potential as a building block for more complex drug candidates. By modifying its structure or incorporating additional functional groups, researchers can explore new pharmacological profiles and therapeutic applications. For instance, derivatives of this compound have been investigated for their role in modulating enzyme activity and inhibiting pathological pathways associated with various diseases.

The use of computational methods has also played a crucial role in understanding the properties of (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid. Molecular modeling techniques allow researchers to predict how this compound might behave in different environments and how it might interact with biological targets. These predictions can guide experimental design and help identify promising leads for further development.

In conclusion, (2E)-3-(1,3-thiazol-5-yl)prop-2-enoic acid (CAS No. 1418007-47-2) represents a significant advancement in pharmaceutical chemistry. Its unique structure and potential biological activities make it a valuable asset for researchers working on new drug development. As our understanding of molecular interactions continues to grow, compounds like this one will undoubtedly play an increasingly important role in addressing unmet medical needs.

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