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(3R,6R)-3-(1H-Indol-3-Ylmethyl)-6-Methyl-2,5-Piperazinedione CAS NO 22839-21-0


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CAS No.:22839-21-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(3R,6R)-3-(1H-Indol-3-Ylmethyl)-6-Methyl-2,5-Piperazinedione is a chiral diketopiperazine derivative, a class of compounds known for their significant biological and pharmacological activity. This specific stereoisomer is of high interest in advanced pharmaceutical research and development due to its potential as a key synthetic intermediate or a pharmacophore scaffold. It is primarily utilized by research institutions and pharmaceutical companies engaged in the discovery and synthesis of novel therapeutic agents, particularly in the fields of oncology and neurology.

Application

  • Pharmaceutical Intermediate: Serves as a critical chiral building block in the multi-step synthesis of complex drug candidates and active pharmaceutical ingredients (APIs).
  • Medicinal Chemistry Research: Used as a core scaffold for designing and synthesizing new chemical entities (NCEs) for biological screening and structure-activity relationship (SAR) studies.
  • Peptidomimetic Development: Acts as a constrained dipeptide mimetic to enhance the metabolic stability and bioavailability of peptide-based drug leads.
  • Biochemical Tool Compound: Employed in biochemical assays to study enzyme inhibition or receptor-ligand interactions relevant to disease pathways.
  • Asymmetric Synthesis: Utilized in stereoselective synthesis protocols to construct complex molecular architectures with defined chirality.

Basic Information

Product Name (3R,6R)-3-(1H-Indol-3-Ylmethyl)-6-Methyl-2,5-Piperazinedione
CAS No. 22839-21-0
Molecular Formula C15H17N3O2
Molecular Weight 271.32 g/mol
Synonyms (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methylpiperazine-2,5-dione; (3R,6R)-3-(Indol-3-ylmethyl)-6-methyl-2,5-diketopiperazine; (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-dioxopiperazine; Cyclo(L-tryptophan-D-alanine); Cyclo(Trp-D-Ala); c(Trp-D-Ala); Diketopiperazine derivative of Tryptophan and D-Alanine; (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methylpiperazine-2,5-dione
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Quality Control

Our (3R,6R)-3-(1H-Indol-3-Ylmethyl)-6-Methyl-2,5-Piperazinedione is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical research. Certificates of Analysis (COA) detailing identity, purity (typically ≥95% by HPLC), and specific impurity profiles are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccated conditions.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 95.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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