738577-06-5

Usage

Uses

Used in Organic Synthesis:
rac 1,4-Diallyl-2,5-dimethylpiperazine is used as a synthetic building block for the development of new organic compounds. Its unique chemical structure allows it to be a versatile component in the synthesis of various molecules, contributing to the advancement of the chemical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, rac 1,4-Diallyl-2,5-dimethylpiperazine is used as an intermediate in the synthesis of various drugs. Its chemical properties make it a suitable candidate for the development of new medications, potentially leading to innovative treatments for various medical conditions.
Used in Chemical Research:
rac 1,4-Diallyl-2,5-dimethylpiperazine is also utilized in chemical research as a model compound to study the properties and behavior of similar molecules. This helps researchers gain a deeper understanding of the underlying chemical principles and mechanisms, which can be applied to the development of new materials and technologies.
Used in Material Science:
In the field of material science, rac 1,4-Diallyl-2,5-dimethylpiperazine can be used as a component in the development of novel materials with specific properties. Its incorporation into various formulations can lead to the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.

Upstream product

• 106-95-6 allyl bromide 
• 2815-34-1 2,5-dimethyl-piperazine 

Relevant academic research and scientific papers

Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to δ-opioid receptor ligands

A convenient, high-yield enantioconvergent synthesis of (-)-1-allyl-(2S,5R)-dimethylpiperazine from trans-2,5-dimethylpiperazine has been developed. This compound is an important intermediate in the synthesis of Δ-opioid receptor ligands. The process allows for the laboratory preparation of 100 g quantities of this enantiomerically pure diamine without chromatography. The key steps in the sequence were an efficient optical resolution using relatively inexpensive resolving agents, followed by interconversion of the unwanted (+)-enantiomer into the desired (-)-enantiomer.

Probes for narcotic receptor mediated phenomena. 23. Synthesis, opioid receptor binding, and bioassay of the highly selective δ agonist (+)-4- [(αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]N,N- diethylbenzamide (SNC 80) and related novel nonpeptide δ opioid receptor ligands

The highly selective delta (δ) opioid receptor agonist SNC 80 [(+)-4- [(αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N- diethylbenzamide, (+)-21] and novel optically pure derivatives were synthesized from the enantiomers of 1-allyl-trans-2,5-dimethylpiperazine (2). The piperazine (±)-2 was synthesized, and its enantiomers were obtained on a multigram scale in >99% optical purity by optical resolution of the racemate with the camphoric acids. The absolute configuration of (+)-2 was determined to be 2S,5R by X-ray analysis of the salt with (+)-camphoric acid. Since the chirality of the starting material was known, and the relative configuration of compounds (-)-21, (-)-22, and (+)-23 were obtained by single-crystal X- ray analysis, the assignment of the absolute stereochemistry of the entire series could be made. Radioreceptor binding studies in rat brain preparations showed that methyl ethers (+)-21 (SNC 80) and (-)-25 exhibited strong selectivity for rat δ receptors with low nanomolar affinity to 6 receptors and only micromolar affinity for rat mu (μ) opioid receptors. Compounds (- )-21, (-)-22, and (-)-23 showed micromolar affinities for δ opioid receptors. The unsubstituted derivative (+)-22 and the fluorinated derivative (-)-27 showed >2659- and >2105-fold δ/μ binding selectivity, respectively. The latter derivatives are the most selective ligands described in the new series. Studies with some of the compounds described in the isolated mouse vas deferens and guinea pig ileum bioassays revealed that all were agonists with different degrees of selectivity for the δ opioid receptor. These data show that (+)-21 and (+)-22 are potent δ receptor agonists and suggest that these compounds will be valuable tools for further study of the δ opioid receptor at the molecular level, including its function and role in analgesia and drug abuse.