Cas no 41401-36-9 (4-(4-Iodophenyl)-3-Thiosemicarbazide)

4-(4-Iodophenyl)-3-Thiosemicarbazide is a specialized organic compound featuring a thiosemicarbazide functional group attached to a 4-iodophenyl moiety. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly in the preparation of heterocyclic compounds and coordination complexes. The iodine substituent enhances its utility in cross-coupling reactions, such as Suzuki or Sonogashira couplings, facilitating the construction of complex molecular architectures. Additionally, its thiosemicarbazide group allows for chelation with metal ions, supporting applications in catalysis and materials science. The compound’s well-defined structure and functional versatility make it a useful intermediate in pharmaceutical and agrochemical research, as well as in the development of advanced materials.
4-(4-Iodophenyl)-3-Thiosemicarbazide structure
41401-36-9 structure
Product Name:4-(4-Iodophenyl)-3-Thiosemicarbazide
CAS No:41401-36-9
MF:C7H8IN3S
MW:293.127991676331
MDL:MFCD00060581
CID:327597
PubChem ID:2759372
Update Time:2025-10-20

4-(4-Iodophenyl)-3-Thiosemicarbazide Chemical and Physical Properties

Names and Identifiers

    • Hydrazinecarbothioamide,N-(4-iodophenyl)-
    • 4-(4-Iodophenyl)-3-thiosemicarbazide
    • 1-amino-3-(4-iodophenyl)thiourea
    • 4-(4-iodophenyl)-3-thiosemicarbazide, AldrichCPR
    • 41401-36-9
    • CHEMBL3286601
    • AKOS009255610
    • A913445
    • N-(4-Iodophenyl)hydrazinecarbothioamide
    • MFCD00060581
    • DTXSID50374768
    • CCSJNFXUPWXVKI-UHFFFAOYSA-N
    • FT-0682177
    • SCHEMBL5435931
    • BDBM50019770
    • 4-(4-Iodophenyl)-3-Thiosemicarbazide
    • MDL: MFCD00060581
    • Inchi: 1S/C7H8IN3S/c8-5-1-3-6(4-2-5)10-7(12)11-9/h1-4H,9H2,(H2,10,11,12)
    • InChI Key: CCSJNFXUPWXVKI-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=CC=1)NC(NN)=S

Computed Properties

  • Exact Mass: 292.94800
  • Monoisotopic Mass: 292.94837g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 157
  • 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: 1.4
  • Topological Polar Surface Area: 82.2?2

Experimental Properties

  • Melting Point: 200°C (dec.)
  • PSA: 82.17000
  • LogP: 2.61550

4-(4-Iodophenyl)-3-Thiosemicarbazide Security Information

  • Hazard Category Code: 25
  • Safety Instruction: 45
  • Hazardous Material Identification: T
  • HazardClass:IRRITANT

4-(4-Iodophenyl)-3-Thiosemicarbazide Customs Data

  • HS CODE:2930909090
  • Customs Data:

    China Customs Code:

    2930909090

    Overview:

    2930909090. Other organic sulfur compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

4-(4-Iodophenyl)-3-Thiosemicarbazide Pricemore >>

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Additional information on 4-(4-Iodophenyl)-3-Thiosemicarbazide

Recent Advances in the Study of 4-(4-Iodophenyl)-3-Thiosemicarbazide (CAS: 41401-36-9): A Comprehensive Research Brief

The compound 4-(4-Iodophenyl)-3-Thiosemicarbazide (CAS: 41401-36-9) has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activities, and mechanistic insights. Recent studies highlight its role as a promising scaffold for developing novel antimicrobial and anticancer agents, with particular emphasis on its ability to modulate key enzymatic pathways.

A 2023 study published in the Journal of Medicinal Chemistry explored the synthesis and optimization of 4-(4-Iodophenyl)-3-Thiosemicarbazide derivatives to enhance their bioactivity. The researchers employed a combination of computational modeling and high-throughput screening to identify derivatives with improved binding affinities for bacterial topoisomerase II, a critical target for antimicrobial therapy. The results demonstrated that specific structural modifications could significantly enhance the compound's inhibitory effects against drug-resistant bacterial strains, such as MRSA and Escherichia coli.

In another groundbreaking study, researchers investigated the anticancer potential of 4-(4-Iodophenyl)-3-Thiosemicarbazide in vitro and in vivo. The compound exhibited potent cytotoxic effects against several cancer cell lines, including breast (MCF-7) and lung (A549) carcinomas. Mechanistic studies revealed that the compound induces apoptosis via the mitochondrial pathway, accompanied by the upregulation of pro-apoptotic proteins like Bax and caspase-3. These findings were further supported by molecular docking analyses, which identified strong interactions between the compound and key apoptotic regulators.

Beyond its antimicrobial and anticancer properties, recent research has also explored the compound's potential as an inhibitor of amyloid-beta aggregation, a hallmark of Alzheimer's disease. A 2024 study in ACS Chemical Neuroscience reported that 4-(4-Iodophenyl)-3-Thiosemicarbazide effectively disrupts the formation of toxic amyloid-beta oligomers in vitro, suggesting its utility as a lead compound for neurodegenerative disease therapeutics. The study utilized advanced biophysical techniques, such as atomic force microscopy (AFM) and fluorescence spectroscopy, to validate these effects.

Despite these promising findings, challenges remain in optimizing the pharmacokinetic and pharmacodynamic profiles of 4-(4-Iodophenyl)-3-Thiosemicarbazide derivatives. Future research directions may include the development of prodrug formulations to enhance bioavailability and reduce off-target effects. Additionally, interdisciplinary collaborations between chemists, biologists, and clinicians will be critical to translating these preclinical findings into clinical applications.

In summary, 4-(4-Iodophenyl)-3-Thiosemicarbazide (CAS: 41401-36-9) represents a versatile and pharmacologically active scaffold with broad therapeutic potential. Continued research into its mechanisms of action and structural optimization will likely yield novel drug candidates for addressing unmet medical needs in infectious diseases, oncology, and neurodegeneration.

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