Cas no 76609-49-9 (3-amino-1-4-(dimethylamino)phenylthiourea)

3-amino-1-4-(dimethylamino)phenylthiourea is a versatile organic compound with notable characteristics. It exhibits excellent solubility in organic solvents, making it suitable for various chemical reactions. Its unique structural features contribute to its stability and reactivity, making it a valuable intermediate in pharmaceutical synthesis. This compound is particularly effective in the synthesis of heterocyclic compounds and pharmaceutical agents, demonstrating its utility in medicinal chemistry.
3-amino-1-4-(dimethylamino)phenylthiourea structure
76609-49-9 structure
Product Name:3-amino-1-4-(dimethylamino)phenylthiourea
CAS No:76609-49-9
MF:C9H14N4S
MW:210.299259662628
CID:537491
PubChem ID:12722498
Update Time:2025-07-15

3-amino-1-4-(dimethylamino)phenylthiourea Chemical and Physical Properties

Names and Identifiers

    • Hydrazinecarbothioamide, N-[4-(dimethylamino)phenyl]-
    • 1-amino-3-[4-(dimethylamino)phenyl]thiourea
    • DTXSID00508096
    • CHEMBL3286603
    • CS-0258290
    • 3-amino-1-[4-(dimethylamino)phenyl]thiourea
    • BDBM50019772
    • N-(4-(Dimethylamino)phenyl)hydrazinecarbothioamide
    • N-[4-(Dimethylamino)phenyl]hydrazinecarbothioamide
    • EN300-69669
    • BDA60949
    • 76609-49-9
    • 3-amino-1-4-(dimethylamino)phenylthiourea
    • Inchi: 1S/C9H14N4S/c1-13(2)8-5-3-7(4-6-8)11-9(14)12-10/h3-6H,10H2,1-2H3,(H2,11,12,14)
    • InChI Key: BUTRWRZGFTVYAG-UHFFFAOYSA-N
    • SMILES: S=C(NN)NC1C=CC(=CC=1)N(C)C

Computed Properties

  • Exact Mass: 210.09391764g/mol
  • Monoisotopic Mass: 210.09391764g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 187
  • 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: 0.9
  • Topological Polar Surface Area: 85.4?2

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Additional information on 3-amino-1-4-(dimethylamino)phenylthiourea

Introduction to 3-amino-1-4-(dimethylamino)phenylthiourea (CAS No. 76609-49-9)

3-amino-1-4-(dimethylamino)phenylthiourea, identified by the Chemical Abstracts Service Number (CAS No.) 76609-49-9, is a significant compound in the realm of pharmaceutical chemistry and medicinal research. This heterocyclic organic compound features a thiourea backbone, which is a crucial structural motif in the synthesis of various bioactive molecules. The presence of both amino and dimethylamino functional groups enhances its reactivity, making it a valuable intermediate in the development of novel therapeutic agents.

The molecular structure of 3-amino-1-4-(dimethylamino)phenylthiourea consists of a phenyl ring substituted with an amino group at the 3-position and a dimethylamino group at the 4-position, connected to a thiourea moiety. This specific arrangement imparts unique chemical properties that have garnered interest from researchers exploring new pharmacophores. The compound’s ability to participate in hydrogen bonding and metal coordination further broadens its potential applications in drug design and material science.

In recent years, the pharmaceutical industry has witnessed a surge in the exploration of thiourea derivatives due to their diverse biological activities. 3-amino-1-4-(dimethylamino)phenylthiourea has been studied for its potential role in inhibiting various enzymatic pathways, particularly those associated with inflammatory and metabolic disorders. Preliminary in vitro studies have suggested that this compound may exhibit inhibitory effects on enzymes such as xanthine oxidase and carbonic anhydrase, which are implicated in conditions like gout and altitude sickness.

The synthesis of 3-amino-1-4-(dimethylamino)phenylthiourea involves multi-step organic reactions, typically starting from commercially available aromatic precursors. The introduction of the thiourea group often requires careful control of reaction conditions to ensure high yield and purity. Advances in synthetic methodologies, such as catalytic hydrogenation and microwave-assisted synthesis, have improved the efficiency of producing this compound on a laboratory scale.

One of the most compelling aspects of 3-amino-1-4-(dimethylamino)phenylthiourea is its versatility as a building block for more complex molecules. Researchers have utilized this compound to develop derivatives with enhanced pharmacological properties. For instance, modifications at the amino or dimethylamino positions can lead to compounds with improved solubility or target specificity. Such structural diversification is key to optimizing drug candidates for clinical trials.

The growing interest in thiourea derivatives has also spurred investigations into their potential applications beyond traditional medicine. In material science, for example, these compounds have been explored as corrosion inhibitors due to their ability to form stable complexes with metal surfaces. Additionally, their role in catalysis has not been overlooked, with some derivatives showing promise as ligands in transition metal-catalyzed reactions.

From a regulatory perspective, 3-amino-1-4-(dimethylamino)phenylthiourea (CAS No. 76609-49-9) is subject to standard chemical safety protocols. While it is not classified as a hazardous or controlled substance under current regulations, proper handling procedures must be followed to ensure worker safety and environmental protection. Storage conditions should be carefully monitored to prevent degradation, particularly when exposed to moisture or light.

The future prospects for 3-amino-1-4-(dimethylamino)phenylthiourea are promising, with ongoing research aimed at uncovering new therapeutic applications and refining synthetic routes. Collaborative efforts between academia and industry are likely to accelerate the discovery of novel derivatives with improved efficacy and safety profiles. As computational chemistry tools become more sophisticated, virtual screening methods may further enhance the identification of promising candidates for experimental validation.

In conclusion, 3-amino-1-4-(dimethylamino)phenylthiourea represents a fascinating compound with significant potential in pharmaceuticals and materials science. Its unique structural features and biological activities make it a valuable asset in the quest for innovative treatments and functional materials. Continued investigation into this molecule will undoubtedly yield further insights into its utility across multiple scientific disciplines.

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