Cas no 29456-83-5 (1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea)

1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea is a thiourea derivative featuring an adamantyl group and an allyl substituent. This compound is of interest in organic synthesis and medicinal chemistry due to its unique structural properties, combining the rigid, lipophilic adamantane core with a reactive allyl moiety. The adamantyl group enhances stability and may influence binding interactions, while the allyl group offers potential for further functionalization via thiol-ene or radical reactions. Its thiourea backbone provides hydrogen-bonding capabilities, making it useful in catalyst design or as an intermediate in heterocycle synthesis. The compound’s balanced steric and electronic properties make it a versatile building block for research applications.
1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea structure
29456-83-5 structure
Product Name:1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea
CAS No:29456-83-5
MF:C14H22N2S
MW:250.402882099152
CID:5535203
Update Time:2025-06-25

1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea Chemical and Physical Properties

Names and Identifiers

    • Thiourea, N-2-propen-1-yl-N'-tricyclo[3.3.1.13,7]dec-1-yl-
    • 1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea
    • Inchi: 1S/C14H22N2S/c1-2-3-15-13(17)16-14-7-10-4-11(8-14)6-12(5-10)9-14/h2,10-12H,1,3-9H2,(H2,15,16,17)
    • InChI Key: HLNJIDTYNQWAPT-UHFFFAOYSA-N
    • SMILES: N(CC=C)C(NC12CC3CC(CC(C3)C1)C2)=S

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Additional information on 1-(adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea

Comprehensive Overview of 1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea (CAS No. 29456-83-5)

1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea, with the CAS number 29456-83-5, is a specialized organic compound that has garnered significant attention in pharmaceutical and materials science research. This compound features a unique molecular structure combining an adamantane moiety with a thiourea group, linked via a prop-2-en-1-yl chain. Its structural complexity and functional versatility make it a valuable candidate for applications ranging from drug development to advanced polymer synthesis.

The adamantane core in 1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea is renowned for its high thermal stability and lipophilicity, which enhances the compound's bioavailability and membrane permeability. These properties are particularly relevant in the design of central nervous system (CNS) therapeutics, a hot topic in modern pharmacology. Researchers are exploring its potential as a scaffold for neuroprotective agents or antiviral drugs, aligning with current trends in addressing neurodegenerative diseases and emerging viral infections.

In materials science, the thiourea functional group in this compound offers opportunities for cross-linking reactions and coordination chemistry. The presence of the prop-2-en-1-yl (allyl) group further enables click chemistry modifications, a technique widely discussed in nanotechnology and bioconjugation circles. This dual reactivity makes CAS 29456-83-5 a promising building block for smart materials and responsive coatings, areas experiencing rapid growth due to demand in electronics and biomedical devices.

Synthetic accessibility is another advantage of 1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea. The compound can be prepared through straightforward nucleophilic addition reactions between 1-adamantyl isothiocyanate and allylamine, a process frequently optimized in recent green chemistry studies. This aligns with the pharmaceutical industry's push toward atom-economical synthesis and sustainable manufacturing—key search terms among environmentally conscious researchers.

Analytical characterization of 29456-83-5 typically involves NMR spectroscopy (notably 1H and 13C), mass spectrometry, and FT-IR, techniques commonly queried by chemistry students and professionals. The compound's crystalline nature also makes it suitable for X-ray diffraction studies, contributing to ongoing discussions about structure-activity relationships in medicinal chemistry forums.

From a commercial perspective, 1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea serves as a premium research chemical with niche demand. Suppliers often highlight its ≥95% purity (HPLC) and provide custom synthesis options—features highly valued in the contract research organization (CRO) market. These aspects resonate with frequent searches about high-purity intermediates and tailor-made compounds for drug discovery pipelines.

Ongoing investigations explore the compound's role in photo-responsive systems, capitalizing on the adamantane-thiourea interaction with light-sensitive moieties. This connects with trending topics like molecular switches and drug delivery systems—subjects generating substantial interest in both academic literature and patent filings worldwide.

Safety profiles of CAS 29456-83-5 remain an area of active research, with particular focus on its biodegradation pathways and ecotoxicological impact. Such studies address growing concerns about persistent organic pollutants while providing data for REACH compliance documentation—another frequent search category among industrial chemists.

In conclusion, 1-(Adamantan-1-yl)-3-(prop-2-en-1-yl)thiourea represents a multifaceted compound bridging pharmaceutical innovation and advanced materials development. Its structural features respond to contemporary needs in targeted therapy and functional materials, while its synthetic flexibility aligns with principles of green chemistry. As research continues to uncover new applications, this compound is poised to maintain its relevance across multiple scientific disciplines.

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