Cas no 1119702-25-8 ((2R,5S)-2,5-dimethylpiperazine)

(2R,5S)-2,5-Dimethylpiperazine is a chiral piperazine derivative characterized by its stereospecific configuration at the 2 and 5 positions. This compound serves as a valuable intermediate in asymmetric synthesis and pharmaceutical applications, particularly in the development of enantioselective catalysts and active pharmaceutical ingredients (APIs). Its rigid cyclic structure and defined stereochemistry enhance selectivity in reactions, making it useful for constructing complex molecular frameworks. The compound exhibits high purity and stability under standard conditions, ensuring consistent performance in synthetic processes. Its utility extends to ligand design and fine chemical synthesis, where precise stereocontrol is critical. Proper handling and storage are recommended to maintain its chemical integrity.
(2R,5S)-2,5-dimethylpiperazine structure
1119702-25-8 structure
Product Name:(2R,5S)-2,5-dimethylpiperazine
CAS No:1119702-25-8
MF:C6H14N2
MW:114.188761234283
CID:5291073
Update Time:2025-06-13

(2R,5S)-2,5-dimethylpiperazine Chemical and Physical Properties

Names and Identifiers

    • trans-2,5-Dimethylpiperazine
    • (2R,5S)-2,5-dimethylpiperazine
    • (2S,5R)-2,5-Dimethylpiperazine
    • Piperazine, 2,5-dimethyl-, (2R,5S)-rel-
    • Piperazine, 2,5-dimethyl-, trans-
    • R1QQJ26FS6
    • 2,5-Dimethylpiperazine, meso-
    • 2,5-Dimethylpiperazine (trans)
    • NSC3708
    • (2S,5R)-2,5-DIMETHYL-PIPERAZINE
    • 2,5-Dimethylpiperazine #
    • trans-2,5 dimethylpiperazine
    • trans-2,5-dimethyl piperazine
    • trans-2,5-Dimethyl-piperazine
    • 2alpha,5beta-Dimethylpiperazine
    • (t
    • Piperazine, 2,5-dimethyl-, (2S,5R)-
    • Inchi: 1S/C6H14N2/c1-5-3-8-6(2)4-7-5/h5-8H,3-4H2,1-2H3/t5-,6+
    • InChI Key: NSMWYRLQHIXVAP-OLQVQODUSA-N
    • SMILES: N1C[C@@H](C)NC[C@@H]1C

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 62.9
  • XLogP3: 0
  • Topological Polar Surface Area: 24.1

(2R,5S)-2,5-dimethylpiperazine Pricemore >>

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Additional information on (2R,5S)-2,5-dimethylpiperazine

Introduction to (2R,5S)-2,5-dimethylpiperazine (CAS No. 1119702-25-8)

(2R,5S)-2,5-dimethylpiperazine (CAS No. 1119702-25-8) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is a member of the piperazine family, characterized by its unique stereochemistry and potential biological activities. The (2R,5S) configuration imparts specific properties that make it a valuable candidate for various applications, including drug development and chemical synthesis.

The (2R,5S)-2,5-dimethylpiperazine molecule consists of a six-membered ring with two methyl groups attached at the 2 and 5 positions. The stereochemistry of these substituents plays a crucial role in determining the compound's interactions with biological targets. Recent studies have highlighted the importance of chiral centers in drug design, as they can significantly influence the pharmacokinetic and pharmacodynamic properties of a molecule.

In the context of medicinal chemistry, (2R,5S)-2,5-dimethylpiperazine has been explored for its potential as a scaffold in the development of novel therapeutic agents. Its structural features make it an attractive candidate for modifying existing drugs or designing new ones with improved efficacy and reduced side effects. For instance, piperazine derivatives have been investigated for their antiviral, antifungal, and anti-inflammatory properties.

One of the key areas where (2R,5S)-2,5-dimethylpiperazine has shown promise is in the treatment of neurological disorders. Research has indicated that certain piperazine derivatives can modulate neurotransmitter systems, such as serotonin and dopamine pathways. This modulation can have therapeutic benefits in conditions like depression, anxiety, and Parkinson's disease. The (2R,5S) configuration may enhance these effects by providing better receptor binding affinity and selectivity.

Additionally, (2R,5S)-2,5-dimethylpiperazine has been studied for its potential as a ligand in metalloenzyme inhibition. Metalloenzymes play critical roles in various biological processes, and their inhibition can be a valuable strategy for treating diseases associated with their overactivity. The chiral nature of (2R,5S)-2,5-dimethylpiperazine allows for the design of enantiomerically pure inhibitors that can target specific metalloenzymes with high precision.

In the realm of chemical synthesis, (2R,5S)-2,5-dimethylpiperazine serves as a versatile building block for constructing complex molecules. Its reactivity and functional group compatibility make it an ideal starting material for synthetic routes that require high stereocontrol. Recent advancements in asymmetric synthesis have further enhanced the utility of this compound by enabling the efficient preparation of enantiomerically enriched products.

The safety profile of (2R,5S)-2,5-dimethylpiperazine is another important consideration in its application. Preclinical studies have generally shown favorable results regarding its toxicity and metabolic stability. However, ongoing research is necessary to fully understand its long-term effects and potential interactions with other drugs or biological systems.

From an industrial perspective, the production and purification of (2R,5S)-2,5-dimethylpiperazine present unique challenges due to its chirality. Advanced separation techniques such as chiral chromatography and enzymatic resolution are commonly employed to obtain enantiomerically pure forms of this compound. These methods ensure that the final product meets the stringent quality standards required for pharmaceutical applications.

In conclusion, (2R,5S)-2,5-dimethylpiperazine (CAS No. 1119702-25-8) is a multifaceted compound with significant potential in various scientific and industrial domains. Its unique stereochemistry and biological activities make it a valuable tool for researchers and developers working on new therapeutic agents and advanced chemical syntheses. As research continues to uncover new applications and optimize existing ones, (2R,5S)-2,5-dimethylpiperazine is likely to remain an important focus in the field of medicinal chemistry.

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