1-{1-[(2,2-Dimethylpropyl)amino]-2-methyl-2-propanyl}-1H-imidazol-4-amine
[CAS# 865774-26-1]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Amine
• Name: 1-{1-[(2,2-Dimethylpropyl)amino]-2-methyl-2-propanyl}-1H-imidazol-4-amine
• Molecular Formula: C₁₂H₂₄N₄
• Molecular Weight: 224.35
• CAS Registry Number: 865774-26-1
• SMILES: CC(C)(C)CNCC(C)(C)N1C=C(N=C1)N

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.523, Calc.^*
• Boiling Point: 389.1±22.0 ºC (760 mmHg), Calc.^*
• Flash Point: 189.1±22.3 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Discovory and Applicatios

1-{1-[(2,2-Dimethylpropyl)amino]-2-methyl-2-propanyl}-1H-imidazol-4-amine is a compound that has garnered attention in the field of medicinal chemistry due to its distinctive molecular structure and potential bioactivity. The molecule features an imidazole core, which is known for its versatility in various chemical and biological contexts, and is further functionalized with an amino group and a bulky side chain. The incorporation of the 2,2-dimethylpropyl group at the nitrogen position of the imidazole ring adds steric bulk and may influence the compound’s interactions with its biological targets, providing a unique approach for developing novel therapeutic agents.

This compound is synthesized through a multi-step process that involves the creation of the imidazole ring followed by selective functionalization at the 4-position with the appropriate side chains. The 2,2-dimethylpropylamino group is added to the molecule through nucleophilic substitution reactions, which allow for the introduction of this bulky substituent while maintaining the structural integrity of the imidazole ring. This synthetic approach provides a reliable route to obtain the desired compound in good yields, making it an attractive candidate for further research and application.

The potential applications of 1-{1-[(2,2-dimethylpropyl)amino]-2-methyl-2-propanyl}-1H-imidazol-4-amine are primarily in the development of new pharmaceuticals. Given the imidazole ring’s involvement in a variety of receptor interactions, this compound could be explored for its ability to modulate enzymes, receptors, or other cellular targets. Specifically, its bulky side chain might enhance its specificity or affinity for particular receptors, potentially leading to drugs with improved selectivity or reduced side effects. Additionally, compounds of this nature may be useful in treating disorders where modulation of imidazole-containing receptors, such as histamine receptors, is of therapeutic interest.

The compound’s unique structure and synthetic accessibility suggest it could serve as a scaffold for the design of novel drugs targeting a variety of conditions, including those related to the central nervous system, inflammation, or even cancer, depending on its specific interactions within the body. Further studies into its pharmacodynamics, pharmacokinetics, and toxicity profile will be necessary to fully realize its therapeutic potential.