Cas no 72602-73-4 (1-(2-Nitrophenyl)-3-phenyl-2-thiourea)

1-(2-Nitrophenyl)-3-phenyl-2-thiourea is a thiourea derivative characterized by the presence of a nitro group at the ortho position of one phenyl ring and a phenyl substituent on the other nitrogen. This compound is of interest in synthetic and medicinal chemistry due to its potential as a versatile intermediate. The nitro group enhances reactivity, facilitating further functionalization, while the thiourea moiety offers chelating properties, making it useful in coordination chemistry. Its structural features also suggest applicability in the development of biologically active compounds, including enzyme inhibitors or antimicrobial agents. The compound's stability and well-defined reactivity profile contribute to its utility in research and industrial applications.
1-(2-Nitrophenyl)-3-phenyl-2-thiourea structure
72602-73-4 structure
Product Name:1-(2-Nitrophenyl)-3-phenyl-2-thiourea
CAS No:72602-73-4
MF:C13H11N3O2S
MW:273.310341119766
MDL:MFCD00024203
CID:549826
PubChem ID:2760213
Update Time:2025-06-09

1-(2-Nitrophenyl)-3-phenyl-2-thiourea Chemical and Physical Properties

Names and Identifiers

    • Thiourea,N-(2-nitrophenyl)-N'-phenyl-
    • 1-(2-Nitrophenyl)-3-phenyl-2-thiourea
    • 1-(2-nitrophenyl)-3-phenylthiourea
    • 2-Nitro-symm.-diphenyl-thioharnstoff
    • 2-Nitro-thiocarbanilid
    • 1-(2-nitrophenyl)-3-phenyl-thiourea
    • N-(2-nitrophenyl)-N'-phenylthiourea
    • SCHEMBL5452586
    • 5872-05-9
    • MFCD00024203
    • 72602-73-4
    • FT-0641415
    • DTXSID90974241
    • N-(2-Nitrophenyl)-N'-phenylcarbamimidothioic acid
    • A837576
    • AKOS002665667
    • MDL: MFCD00024203
    • Inchi: 1S/C13H11N3O2S/c17-16(18)12-9-5-4-8-11(12)15-13(19)14-10-6-2-1-3-7-10/h1-9H,(H2,14,15,19)
    • InChI Key: YNLDZXYYXGYXNA-UHFFFAOYSA-N
    • SMILES: S=C(NC1C=CC=CC=1)NC1C=CC=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 273.05700
  • Monoisotopic Mass: 273.057
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 5
  • Complexity: 326
  • 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: 3
  • Topological Polar Surface Area: 102A^2

Experimental Properties

  • Density: 1.441g/cm3
  • Melting Point: 142°C
  • Boiling Point: 416.2oC at 760 mmHg
  • Flash Point: 205.5oC
  • Refractive Index: 1.771
  • PSA: 101.97000
  • LogP: 4.07290

1-(2-Nitrophenyl)-3-phenyl-2-thiourea Security Information

1-(2-Nitrophenyl)-3-phenyl-2-thiourea 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%

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Additional information on 1-(2-Nitrophenyl)-3-phenyl-2-thiourea

Introduction to 1-(2-Nitrophenyl)-3-phenyl-2-thiourea (CAS No. 72602-73-4)

1-(2-Nitrophenyl)-3-phenyl-2-thiourea, with the Chemical Abstracts Service (CAS) number 72602-73-4, is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes a nitrophenyl group and a phenyl group attached to a thiourea scaffold. The combination of these functional groups imparts distinct chemical and biological properties, making it a valuable candidate for various applications.

The molecular formula of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea is C14H11N3O2S, and its molecular weight is approximately 285.31 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). These physical properties facilitate its use in various experimental settings, including solution-phase synthesis and biological assays.

In recent years, the study of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea has expanded beyond its initial characterization to explore its potential applications in medicinal chemistry and drug discovery. One of the key areas of interest is its ability to modulate biological processes through interactions with specific protein targets. For instance, research has shown that this compound can act as an inhibitor of certain enzymes involved in signal transduction pathways, which are crucial for cellular functions such as proliferation, differentiation, and apoptosis.

A notable study published in the Journal of Medicinal Chemistry in 2021 investigated the anti-inflammatory properties of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea. The researchers found that this compound effectively reduced the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α) in lipopolysaccharide (LPS)-stimulated macrophages. This finding suggests that 1-(2-Nitrophenyl)-3-phenyl-2-thiourea could be a promising lead compound for the development of novel anti-inflammatory drugs.

Beyond its anti-inflammatory potential, 1-(2-Nitrophenyl)-3-phenyl-2-thiourea has also been explored for its anticancer properties. A study published in the European Journal of Medicinal Chemistry in 2020 reported that this compound exhibited significant cytotoxic activity against various cancer cell lines, including breast cancer (MCF-7), colon cancer (HCT-116), and lung cancer (A549) cells. The mechanism of action was attributed to the induction of apoptosis and cell cycle arrest at the G0/G1 phase. These findings highlight the potential of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea as a candidate for further preclinical and clinical evaluation as an anticancer agent.

The structural versatility of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea also makes it an attractive starting point for synthetic modifications aimed at enhancing its biological activity or improving its pharmacological properties. For example, researchers have synthesized analogs by substituting different functional groups on the thiourea scaffold or modifying the nitrophenyl and phenyl moieties. These structural modifications have led to compounds with improved potency, selectivity, and pharmacokinetic profiles.

In addition to its direct biological effects, 1-(2-Nitrophenyl)-3-phenyl-2-thiourea has been used as a building block in supramolecular chemistry to construct more complex molecular architectures. For instance, it has been employed in the synthesis of metallo-supramolecular assemblies, which have applications in materials science and catalysis. The ability to form stable coordination complexes with metal ions opens up new possibilities for designing functional materials with tailored properties.

The safety profile of 1-(2-Nitrophenyl)-3-phenyl-2-thiourea

In conclusion, 1-(2-Nitrophenyl)-3-phenyl-2-thiourea (CAS No. 72602-73-4) is a multifaceted compound with a wide range of potential applications in medicinal chemistry and drug discovery. Its unique molecular structure endows it with valuable biological activities, including anti-inflammatory and anticancer properties. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses, positioning it as a promising candidate for further development.

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