Cas no 524731-02-0 (5-Methylthiophene-3-carbohydrazide)

5-Methylthiophene-3-carbohydrazide is a heterocyclic carbohydrazide derivative featuring a thiophene backbone with a methyl substituent at the 5-position. This compound is primarily utilized as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. Its reactive hydrazide group enables facile condensation reactions with carbonyl compounds, making it valuable for constructing hydrazone and heterocyclic frameworks. The thiophene moiety contributes to enhanced electronic properties, which can be advantageous in material science applications. The compound exhibits moderate stability under standard conditions, allowing for straightforward handling in synthetic workflows. Its structural features make it a useful building block for researchers developing biologically active molecules or advanced organic materials.
5-Methylthiophene-3-carbohydrazide structure
524731-02-0 structure
Product Name:5-Methylthiophene-3-carbohydrazide
CAS No:524731-02-0
MF:C6H8N2OS
MW:156.205519676208
MDL:MFCD01627991
CID:873535
PubChem ID:4582401
Update Time:2025-10-31

5-Methylthiophene-3-carbohydrazide Chemical and Physical Properties

Names and Identifiers

    • 5-Methylthiophene-3-carbohydrazide
    • 2-methylthiophene-4-carbohydrazide
    • AC1NDVOP
    • ALBB-002681
    • BBL017214
    • CTK4J5966
    • MolPort-001-487-456
    • SureCN655351
    • CS-0314000
    • STK442253
    • 3-Thiophenecarboxylicacid,5-methyl-,hydrazide(9CI)
    • VS-05956
    • DTXSID60404505
    • AKOS003235650
    • SB86108
    • D86469
    • SCHEMBL655351
    • MFCD01627991
    • 524731-02-0
    • MDL: MFCD01627991
    • Inchi: 1S/C6H8N2OS/c1-4-2-5(3-10-4)6(9)8-7/h2-3H,7H2,1H3,(H,8,9)
    • InChI Key: VBUMZBJLAKKVRX-UHFFFAOYSA-N
    • SMILES: S1C=C(C(NN)=O)C=C1C

Computed Properties

  • Exact Mass: 156.03584
  • Monoisotopic Mass: 156.036
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 140
  • 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: 83.4A^2
  • XLogP3: 0.5

Experimental Properties

  • Density: 1.273
  • Refractive Index: 1.6
  • PSA: 55.12

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Additional information on 5-Methylthiophene-3-carbohydrazide

Introduction to 5-Methylthiophene-3-carbohydrazide (CAS No. 524731-02-0)

5-Methylthiophene-3-carbohydrazide, identified by the Chemical Abstracts Service Number (CAS No.) 524731-02-0, is a significant compound in the realm of pharmaceutical and chemical research. This heterocyclic hydrazide derivative has garnered attention due to its unique structural properties and potential applications in medicinal chemistry. The compound belongs to the thiophene family, characterized by a sulfur-containing five-membered ring, which is a common motif in biologically active molecules.

The structural integrity of 5-Methylthiophene-3-carbohydrazide is defined by the presence of a methyl group at the 5-position of the thiophene ring and a carbohydrazide moiety at the 3-position. This specific arrangement imparts distinct chemical reactivity, making it a valuable scaffold for further derivatization and functionalization. The carbohydrazide group, in particular, is known for its ability to participate in various chemical transformations, including condensation reactions with aldehydes and ketones, leading to the formation of hydrazones. These hydrazones have been extensively studied for their potential pharmacological effects.

In recent years, 5-Methylthiophene-3-carbohydrazide has been explored as a precursor in the synthesis of more complex pharmacophores. The thiophene core is particularly interesting because it is found in numerous natural products and drug candidates that exhibit diverse biological activities. For instance, derivatives of thiophene have shown promise in the treatment of infectious diseases, inflammation, and even certain types of cancer. The methylthiophene scaffold provides a stable platform for introducing additional functional groups that can modulate biological activity.

One of the most compelling aspects of 5-Methylthiophene-3-carbohydrazide is its versatility in synthetic chemistry. The carbohydrazide group can be easily modified through various reactions, allowing chemists to tailor the molecule for specific applications. For example, it can be converted into Schiff bases by reacting with aldehydes or ketones, which are known for their antimicrobial and anti-inflammatory properties. Additionally, the compound can undergo cyclization reactions to form more complex heterocyclic structures, expanding its utility in drug discovery.

Recent studies have highlighted the potential of 5-Methylthiophene-3-carbohydrazide in developing novel therapeutic agents. Researchers have demonstrated its efficacy as an intermediate in the synthesis of molecules that target specific biological pathways. For instance, derivatives of this compound have been investigated for their ability to inhibit enzymes involved in cancer cell proliferation. The thiophene ring's ability to interact with biological targets makes it an attractive scaffold for designing drugs with high specificity and low toxicity.

The pharmacological properties of 5-Methylthiophene-3-carbohydrazide are further enhanced by its ability to form hydrogen bonds and other non-covalent interactions with biological targets. These interactions are crucial for drug efficacy, as they determine how well a molecule can bind to its target and exert its effects. The presence of both the thiophene ring and the carbohydrazide group provides multiple sites for interaction, making this compound a promising candidate for further development.

In addition to its pharmaceutical applications, 5-Methylthiophene-3-carbohydrazide has shown potential in materials science. The unique electronic properties of the thiophene ring make it suitable for use in organic semiconductors and other advanced materials. Researchers are exploring its use in developing more efficient solar cells and light-emitting diodes (LEDs). The compound's ability to undergo π-stacking interactions also makes it a candidate for use in liquid crystals and other ordered materials.

The synthesis of 5-Methylthiophene-3-carbohydrazide typically involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include the condensation of 3-methylthiophenecarboxaldehyde with hydrazine hydrate under controlled conditions. Advances in catalytic methods have also enabled more efficient synthetic pathways, reducing waste and improving sustainability.

Quality control and analytical techniques play a crucial role in ensuring the purity and consistency of 5-Methylthiophene-3-carbohydrazide. Techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry are commonly used to verify the structure and purity of the compound. These methods provide detailed information about the molecular structure and help ensure that the final product meets stringent pharmaceutical standards.

The future prospects for 5-Methylthiophene-3-carbohydrazide are promising, with ongoing research exploring new synthetic methods and applications. As our understanding of molecular interactions continues to grow, this compound is likely to play an increasingly important role in drug discovery and materials science. Its unique structural features make it a versatile tool for chemists and researchers working on cutting-edge scientific problems.

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