• 1. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 2. Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets?
  Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
• 3. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
• 4. Distinction of trans–cis photoisomers with comparable optical properties in multiple-state photochromic systems – examining a molecule with three azobenzenes via in situ irradiation NMR spectroscopy?
  Jonas Kind,Lukas Kaltschnee,Martin Leyendecker,Christina M. Thiele Chem. Commun., 2016,52, 12506-12509
• 5. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aminobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aminobenzoic acids and derivatives

Chemical Profile of 4-Amino-N-propylbenzamide (CAS No. 38681-78-6)

4-Amino-N-propylbenzamide, identified by the Chemical Abstracts Service Number (CAS No.) 38681-78-6, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This amide derivative of benzene exhibits a molecular structure that combines the versatility of an amino group with the lipophilic properties of an N-propyl chain, making it a compound of considerable interest in medicinal chemistry. The benzamide core is a well-documented pharmacophore, frequently encountered in drug candidates due to its ability to interact with biological targets such as enzymes and receptors. The introduction of an amino substituent at the para position relative to the carbonyl group enhances its potential for further functionalization, enabling the development of novel analogs with tailored biological activities.

The synthesis of 4-Amino-N-propylbenzamide typically involves the condensation of propylamine with N-propylbenzoyl chloride under controlled conditions, often catalyzed by a base such as triethylamine or diisopropylethylamine. This reaction proceeds via nucleophilic acyl substitution, yielding the desired amide in good yields when optimized. The purity and yield of the product are critical for subsequent applications, particularly in pharmaceutical research where impurities can adversely affect biological assays. Analytical techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) are employed to confirm the structural integrity and chemical purity of 4-Amino-N-propylbenzamide.

In recent years, 4-Amino-N-propylbenzamide has garnered attention as a key intermediate in the development of bioactive molecules. Its structural motif is reminiscent of several known pharmacological agents, suggesting potential therapeutic applications across various disease domains. For instance, benzamide derivatives have been explored for their anti-inflammatory, analgesic, and anticancer properties. The presence of both amino and amide functionalities provides multiple sites for chemical modification, allowing medicinal chemists to fine-tune solubility, bioavailability, and target specificity. This adaptability has positioned 4-Amino-N-propylbenzamide as a valuable building block in structure-activity relationship (SAR) studies aimed at identifying next-generation drug candidates.

One particularly noteworthy application of 4-Amino-N-propylbenzamide lies in its role as a precursor for more complex scaffolds. Researchers have leveraged this compound to synthesize derivatives with enhanced binding affinity or altered pharmacokinetic profiles. For example, modifications at the propyl chain or the amino group can introduce hydrophobic or hydrophilic interactions, respectively, influencing how the molecule behaves within biological systems. Such modifications are often guided by computational modeling and experimental validation, ensuring that each derivative is optimized for its intended purpose. The growing body of literature highlights its utility in fragment-based drug discovery programs, where small molecules like 4-Amino-N-propylbenzamide serve as starting points for generating libraries of compounds with diverse biological activities.

The investigation into 4-Amino-N-propylbenzamide has also intersected with advancements in biocatalysis and green chemistry principles. Researchers have explored enzymatic routes to amide bond formation as an alternative to traditional synthetic methods involving harsh reagents or high temperatures. Such approaches not only improve sustainability but also offer higher selectivity and regiocontrol over traditional chemical transformations. Additionally, solvent-free or aqueous-phase reactions have been investigated to minimize environmental impact while maintaining high yields and purity standards. These innovations underscore the evolving landscape of synthetic organic chemistry and its relevance to pharmaceutical manufacturing.

From a computational chemistry perspective, 4-Amino-N-propylbenzamide has been used as a reference compound in virtual screening campaigns targeting specific biological receptors or enzymes implicated in human diseases. Its well-defined three-dimensional structure allows for accurate docking simulations, enabling researchers to predict potential binding modes and interactions with macromolecular targets. Such virtual screening accelerates the drug discovery process by narrowing down candidate pools before experimental validation becomes necessary. Furthermore, quantum mechanical calculations have been employed to elucidate mechanistic insights into how this compound might interact with biological systems at a molecular level.

The pharmacological potential of 4-Amino-N-propylbenzamide has been further explored through preclinical studies investigating its effects on model organisms or cell lines relevant to human health conditions. Initial findings suggest that certain derivatives exhibit promising activity against pathogens or dysregulated cellular processes without significant off-target effects—a critical consideration in drug development pipelines designed to minimize adverse reactions. While these early results are encouraging, further research is required to fully characterize its therapeutic profile before human trials can be considered.

Looking ahead,4-Amino-N-propylbenzamide is poised to remain an important intermediate in pharmaceutical research due to its structural versatility and functional diversity. As synthetic methodologies continue to advance toward greater efficiency and sustainability,CAS No 38681-78-6 will likely find new applications across multiple disciplines—including agrochemicals where similar amide-based compounds play roles in pest control—and materials science where organic molecules contribute novel properties to functional materials or polymers designed for specialized applications.

• 6274-22-2(4-(Methylcarbamyl)aniline)
• 61251-99-8(4-Amino-N-(2-phenylethyl)benzamide)
• 89399-17-7(4-Amino-N-ethylbenzamide)
• 56302-41-1((4-aminophenyl)-pyrrolidin-1-yl-methanone)
• 38681-77-5(N-Cyclopropyl 4-Aminobenzamide)
• 51-06-9(Procainamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)