• 1. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543
• 2. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 3. An analysis of the WTC fires using CIB correlations and simple modeling
  JGQuintiere
• 4. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 5. An investigation of surface properties, local elastic modulus and interaction with simulated pulmonary surfactant of surface modified inhalable voriconazole dry powders using atomic force microscopy
  Michael Kappl,Paul M. Young,Daniela Traini,Sanyog Jain RSC Adv., 2016,6, 25789-25798

Introduction to cis-1,8-diamino-p-methane (CAS No. 54166-24-4)

cis-1,8-diamino-p-methane, with the chemical identifier CAS No. 54166-24-4, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic diamine has garnered considerable attention due to its versatile applications in medicinal chemistry, particularly in the design and development of novel therapeutic agents. The unique structural features of cis-1,8-diamino-p-methane, characterized by its rigid bicyclic framework and two amino substituents, make it a valuable scaffold for constructing complex molecular architectures.

The compound belongs to the class of piperazine derivatives, which are well-documented for their broad spectrum of biological activities. Piperazine-based molecules have been extensively explored in drug discovery, owing to their ability to interact with various biological targets, including enzymes and receptors. The presence of two amino groups in cis-1,8-diamino-p-methane enhances its reactivity, allowing for further functionalization through condensation reactions, alkylation, or acylation processes. These modifications are crucial for tailoring the pharmacokinetic and pharmacodynamic properties of the resulting derivatives.

Recent advancements in computational chemistry have highlighted the potential of cis-1,8-diamino-p-methane as a key intermediate in the synthesis of bioactive molecules. Molecular modeling studies suggest that this compound can serve as a privileged scaffold for designing small-molecule inhibitors targeting metabolic enzymes and kinases. For instance, derivatives of cis-1,8-diamino-p-methane have shown promise in inhibiting enzymes involved in cancer metabolism, such as glutaminase and hexokinase. These findings align with the growing interest in metabolic targeting as a strategy for cancer therapy.

The pharmaceutical industry has leveraged the structural versatility of cis-1,8-diamino-p-methane to develop novel antimicrobial agents. Researchers have reported the synthesis of substituted piperazines that exhibit potent activity against multidrug-resistant bacterial strains. The amino groups in cis-1,8-diamino-p-methane provide nucleophilic centers that can engage in coordination with metal ions or participate in hydrogen bonding interactions with bacterial targets. This has led to the discovery of new classes of antimicrobial compounds with improved efficacy and reduced resistance profiles.

In addition to its role in medicinal chemistry, cis-1,8-diamino-p-methane has found applications in materials science and catalysis. Its rigid bicyclic structure makes it an excellent ligand precursor for transition metal complexes used in homogeneous catalysis. These metal complexes have been employed in various transformations, including cross-coupling reactions and oxidation processes, which are pivotal for constructing complex organic molecules. The ability of cis-1,8-diamino-p-methane to form stable chelates with metals underscores its utility as a building block in coordination chemistry.

The synthesis of cis-1,8-diamino-p-methane itself presents an interesting challenge due to its cyclic structure. Traditional synthetic routes often involve multi-step sequences that require careful control of reaction conditions to avoid unwanted side products. However, recent methodologies have emerged that streamline the synthesis while maintaining high yields and purity. For example, catalytic hydrogenation techniques have been employed to construct the piperazine ring from readily available precursors. Such advancements have made cis-1,8-diamino-p-methane more accessible for industrial-scale production.

From a biochemical perspective, cis-1,8-diamino-p-methane derivatives have been investigated for their potential role as modulators of neurotransmitter systems. Piperazine-based compounds can interact with serotonin receptors and other central nervous system targets, making them candidates for treating neurological disorders such as depression and anxiety. Preclinical studies have demonstrated that certain derivatives exhibit anxiolytic and antidepressant effects without significant side effects at therapeutic doses.

The environmental impact of synthesizing and utilizing cis-1,8-diamino-p-methane is another critical consideration. Green chemistry principles have been applied to develop more sustainable synthetic pathways that minimize waste generation and energy consumption. For instance, solvent-free reactions and microwave-assisted synthesis techniques have been explored to enhance efficiency while reducing environmental footprint. These efforts align with global initiatives aimed at promoting sustainable pharmaceutical manufacturing practices.

In conclusion,cis-1,8-diamino-p-methane (CAS No. 54166-24-4) is a multifaceted compound with broad applications across pharmaceuticals, materials science, and catalysis. Its unique structural features make it an invaluable scaffold for designing bioactive molecules with diverse therapeutic potential. As research continues to uncover new applications for this compound,cis-1,8-diamino-p-methane is poised to remain at the forefront of chemical innovation.

• 5913-13-3((R)-(-)-1-Cyclohexylethylamine)
• 17430-98-7((1S)-1-cyclohexylethanamine)
• 13338-82-4(4-(aminomethyl)cyclohexan-1-amine)
• 42195-92-6(2,3-dimethylcyclohexan-1-amine)
• 97087-59-7(3-(Aminomethyl)cyclohexylamine)
• 13074-39-0(Adamantan-2-amine)
• 768-94-5(Amantadine)
• 7003-32-9(2-methylcyclohexanamine)
• 2164-19-4(cis-2-methylcyclohexanamine)
• 2216-54-8(Cyclohexanamine,5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-)