155836-53-6

Basic information

• Product Name: (2R,5R)-2,5-DIMETHYL-PIPERAZINE
• Synonyms: (2R,5R)-2,5-DIMETHYL-PIPERAZINE
• CAS NO: 155836-53-6
• Molecular Formula: C₆H₁₄N₂
• Molecular Weight: 114.18876
• Mol File: 155836-53-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 165.9℃
• Flash Point: 58.3℃
• Appearance: /
• Density: 0.824
• CAS DataBase Reference: (2R,5R)-2,5-DIMETHYL-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5R)-2,5-DIMETHYL-PIPERAZINE(155836-53-6)
• EPA Substance Registry System: (2R,5R)-2,5-DIMETHYL-PIPERAZINE(155836-53-6)

Safety Data

• Hazardous Substances Data: 155836-53-6(Hazardous Substances Data)

Usage

General Description

(2R,5R)-2,5-Dimethyl-piperazine is a chemical compound with the molecular formula C6H14N2. It is a piperazine derivative containing two methyl groups on the 2 and 5 positions of the piperazine ring. (2R,5R)-2,5-DIMETHYL-PIPERAZINE is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its unique structural features make it a valuable building block for the production of various drug molecules and other chemical substances. Additionally, (2R,5R)-2,5-Dimethyl-piperazine has applications in the field of medicinal chemistry and drug discovery due to its potential as a pharmacologically active compound, showing promise in the development of new therapeutic agents.

Upstream product

• 22221-78-9 Z-Ala-Ala-OMe 
• 23927-13-1 (3R,6R)-3,6-dimethylpiperazine-2,5-dione 

Downstream Products

• 107345-06-2 (2S,5S)-2,5-Dimethyl-piperazine-1-carboxylic acid benzyl ester 
• 107374-70-9 C₅₈H₆₂N₆O₈S₂ 
• 107345-07-3 C₅₁H₅₇N₅O₈S 
• 107345-08-4 N,N-Bis-[4-((2S,5S)-2,5-dimethyl-piperazine-1-carbonyl)-benzyl]-4-methyl-benzenesulfonamide 

Relevant articles and documents

Design, synthesis and antitumor activity evaluation of Chrysamide B derivatives

Marine natural products derived from special or extreme environment provide an important source for the development of anti-tumor drugs due to their special skeletons and functional groups. In this study, based on our previous work on the total synthesis and structure revision of the novel marine natural product Chrysamide B, a group of its derivatives were designed, synthesized, and subsequently of which the anti-cancer activity, structure-activity relationships and cellular mechanism were explored for the first time. Compared with Chrysamide B, better anti-cancer performance of some derivatives against five human cancer cell lines (SGC-7901, MGC-803, HepG2, HCT-116, MCF-7) was observed, especially for compound b-9 on MGC-803 and SGC-7901 cells with the IC 50 values of 7.88 ± 0.81 and 10.08 ± 1.08 μM, respectively. Subsequently, cellular mechanism study suggested that compound b-9 treatment could inhibit the cellular proliferation, reduce the migration and invasion ability of cells, and induce mitochondrial-dependent apoptosis in gastric cancer MGC-803 and SGC-7901 cells. Furthermore, the mitochondrial-dependent apoptosis induced by compound b-9 is related with the JAK2/STAT3/Bcl-2 signaling pathway. To conclude, our results offer a new structure for the discovery of anti-tumor lead compounds from marine natural products.

Chrysamide B derivative with anti-tumor activity and preparation and application of Chrysamide B derivative

The invention belongs to the field of medicinal chemistry, and particularly relates to a marine natural product Chrysamide B and a derivative thereof. The marine natural product Chrysamide B comprisesstereoisomers or pharmaceutically acceptable salts, solvates and prodrugs of the marine natural product Chrysamide B, general formulas are shown in a formula (I), a formula (II) and a formula (III).The invention also provides preparation and application of the compound. The compound has an anti-cancer effect; the compound has good inhibitory activity on digestive system cancers, leukemia, livertumors, non-small cell lung cancers, cervical cancers, breast cancers and the like and has the effects of inducing tumor cell apoptosis, activating apoptosis protein expression, retarding cycle, inhibiting proliferation and the like and is a potential antitumor drug.

Total synthesis of chrysamide B

We report an efficient synthesis of the dimeric trans-epoxyamide chrysamide B, recently isolated from the deep-sea-derived fungus Penicillium chrysogenum SCSIO41001. Our synthetic strategy exploits a convergent approach using solid-phase peptide synthesis for the piperazine core and a Sharpless-Katsuki epoxidation to prepare the chiral epoxyacid. The double amidation final step provides chrysamide B that was thoroughly characterized with all spectra identical to those of the natural sample. The approach was devised to facilitate the preparation of a library of analogs of chrysamide B.