• 1. An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting?
  Lab Chip, 2019,19, 524-535
• 2. Alternative donor substrates for inverting and retaining glycosyltransferases?
  Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
• 3. An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance?
  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
• 4. An alternative biorefinery approach to address microalgal seasonality: blending with spent coffee grounds
  Andre Prates Pereira,Tao Dong,Eric P. Knoshaug,Nick Nagle,Ryan Spiller,Bonnie Panczak,Christopher J. Chuck,Philip T. Pienkos Sustainable Energy Fuels, 2020,4, 3400-3408
• 5. An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries
  Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon Song Phys. Chem. Chem. Phys., 2014,16, 5295-5300

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aminobenzenesulfonamides
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzenesulfonamides Aminobenzenesulfonamides

Chemical and Biological Properties of 4-Amino-N-butylbenzenesulfonamide (CAS No. 1829-82-9)

4-Amino-N-butylbenzenesulfonamide, identified by its Chemical Abstracts Service (CAS) number 1829-82-9, is a sulfonamide derivative with significant potential in pharmaceutical and biochemical research. This compound belongs to a class of molecules known for their diverse biological activities, making it a subject of considerable interest in medicinal chemistry and drug discovery. The structural features of 4-amino-N-butylbenzenesulfonamide, including its aromatic ring, amino group, and butyl chain, contribute to its unique chemical and pharmacological properties.

The molecular structure of 4-amino-N-butylbenzenesulfonamide consists of a benzene ring substituted with an amino group at the para position and a sulfonamide functional group linked to a butyl chain. This configuration imparts both hydrophilic and lipophilic characteristics, enabling the compound to interact effectively with biological targets. The sulfonamide moiety is particularly noteworthy, as it is a well-documented pharmacophore in drug design, frequently incorporated into molecules targeting bacterial infections, inflammation, and other metabolic disorders.

In recent years, sulfonamide derivatives have garnered attention for their role in developing novel therapeutic agents. The presence of the amino group in 4-amino-N-butylbenzenesulfonamide allows for further functionalization, enabling chemists to tailor the compound’s properties for specific applications. For instance, modifications at the butyl chain can influence solubility and metabolic stability, while variations at the aromatic ring can alter binding affinity to biological receptors.

One of the most compelling aspects of 4-amino-N-butylbenzenesulfonamide is its potential in modulating enzyme activity. Sulfonamides are known to inhibit enzymes by competing with natural substrates, often leading to therapeutic effects. Studies have shown that derivatives of this class can exhibit inhibitory activity against enzymes such as dihydropteroate synthase (DHPS), which is crucial in bacterial folate metabolism. This mechanism has been exploited in the development of antibiotics like sulfamethoxazole.

Recent research has also explored the applications of 4-amino-N-butylbenzenesulfonamide in addressing neurological disorders. The compound’s ability to cross the blood-brain barrier and interact with central nervous system (CNS) targets has been investigated in preclinical studies. Preliminary findings suggest that certain sulfonamide derivatives may have neuroprotective properties, potentially making them candidates for treating conditions such as Alzheimer’s disease or Parkinson’s disease. The butyl chain in 4-amino-N-butylbenzenesulfonamide may play a role in enhancing CNS penetration by improving lipid solubility while maintaining overall water solubility.

The synthesis of 4-amino-N-butylbenzenesulfonamide involves multi-step organic reactions, typically starting from commercially available precursors such as 4-aminobenzoic acid or 4-nitrobenzene sulfonic acid. The process often includes sulfonylation followed by nucleophilic substitution with butylamine or its derivatives. Advances in synthetic methodologies have enabled more efficient and scalable production of this compound, facilitating its use in both academic research and industrial applications.

In drug discovery pipelines, 4-amino-N-butylbenzenesulfonamide serves as a valuable scaffold for structure-activity relationship (SAR) studies. By systematically modifying its structure—such as introducing different substituents on the aromatic ring or varying the length of the butyl chain—researchers can optimize potency, selectivity, and pharmacokinetic profiles. Such modifications are essential for developing lead compounds that exhibit favorable therapeutic profiles.

The pharmacokinetic behavior of 4-amino-N-butylbenzenesulfonamide is another area of active investigation. Factors such as absorption, distribution, metabolism, excretion (ADME), and toxicity (ADMET) must be carefully evaluated to ensure clinical efficacy and safety. Studies using computational modeling and experimental techniques have provided insights into how structural features influence these processes. For example, computational predictions suggest that optimizing the butyl chain length could enhance oral bioavailability while minimizing off-target effects.

Environmental considerations also play a role in the development and application of 4-amino-N-butylbenzenesulfonamide. Researchers are increasingly focused on designing compounds that are biodegradable and have minimal environmental impact. Green chemistry principles have been applied to improve synthetic routes, reducing waste generation and hazardous byproducts. Such efforts align with broader goals aimed at sustainable pharmaceutical development.

Future directions for research on 4-amino-N-butylbenzenesulfonamide include exploring its potential in combination therapies and developing novel delivery systems. Combination therapies involve using multiple drugs to achieve synergistic effects or reduce resistance development—a strategy widely used in treating infections and cancer. Additionally, advancements in nanotechnology have opened new possibilities for targeted drug delivery using formulations such as nanoparticles or liposomes.

In conclusion,4-amino-N-butylbenzenesulfonamide (CAS No. 1829-82-9) is a versatile compound with significant promise across multiple domains of pharmaceutical research. Its unique structural features make it an attractive candidate for further development into therapeutic agents targeting various diseases. As research continues to uncover new applications and optimize synthetic methodologies,4-amino-N-butylbenzenesulfonamide is poised to remain at the forefront of medicinal chemistry innovation.

• 67491-89-8(N-n-octyl-4-aminobenzenesulfonamide)
• 143173-93-7(N-Butyl 3-Aminobenzenesulfonamide)
• 67491-88-7(4-amino-N-hexylbenzenesulfonamide)
• 58687-83-5(4-amino-N-propylbenzene-1-sulfonamide)
• 436095-51-1(2-Amino-N-butylbenzenesulfonamide)
• 63834-54-8(Benzenesulfonamide,4-amino-N-(5-cyanopentyl)-, hydrochloride (1:1))
• 871571-43-6(3-amino-N-(cyclopropylmethyl)Benzenesulfonamide)
• 53817-09-7(Benzenesulfonamide,4-amino-N-(2-ethylhexyl)-)
• 137473-36-0(Benzenesulfonamide, 4-amino-N-cycloheptyl-)
• 59724-58-2(4-Amino-N-(sec-butyl)benzenesulfonamide)