5625-52-5

Usage

Uses

Used in Pharmaceutical Industry:
1-Methylpiperazine-2,5-dione is utilized as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its chemical properties and reactivity.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Methylpiperazine-2,5-dione serves as an intermediate, playing a crucial role in the production of various agrochemicals that are essential for agricultural applications.
Used in Medicinal Chemistry:
1-Methylpiperazine-2,5-dione is employed as a building block in medicinal chemistry for the creation of organic compounds with potential therapeutic applications, highlighting its importance in drug discovery and development.

InChI:InChI=1/C5H8N2O2/c1-7-3-4(8)6-2-5(7)9/h2-3H2,1H3,(H,6,8)

Upstream product

• 29816-01-1 Glycylsarcosine 
• 38082-72-3 sarcosine-glycine 
• 5076-82-4 sarcosine anhydride 
• 65332-01-6 methyl N-(2-chloroacetyl)glycine 
• 145590-97-2 N-tert-butoxycarbonylglycylsarcosine ethyl ester 
• 24515-53-5 [(2-chloroacetyl)(methyl)amino]acetic acid ethyl ester 
• 174311-10-5 methyl N'-(tert-butoxycarbonyl)glycylsarcosinate 

Downstream Products

• 109-01-3 1-methyl-piperazine 
• 59136-05-9 1-benzyl-4-methylpiperazine-2,5-dione 
• 79247-68-0 1-Methoxymethyl-4-methyl-piperazine-2,5-dione 
• 170376-79-1 1-Acetyl-4-methylpiperazine-2,5-dione 
• 562814-60-2 3,6-dihydro-1-methyl-5-methylthiopyrazin-2(1H)-one 
• 562814-58-8 1-methylpiperazin-2,5-dithione 
• 562814-59-9 1-methyl-5-thioxopiperazin-2-one 
• 50398-09-9 N-methylpiperazine dihydrochloride 

Relevant academic research and scientific papers

N-ACYL AMINO ACID COMPOUNDS AND METHODS OF USE

The invention relates to compounds of formula (I), or a salt thereof wherein R1, A, L, and R2 and n are as described herein. Compounds of formula (I) and pharmaceutical compositions thereof are ανβ1 integrin inhibitors that are useful for treating tissue specific fibrosis.

Synthesis and biological activities of a pH-dependently activated water-soluble prodrug of a novel hexacyclic camptothecin analog

CH0793076 (1) is a novel hexacyclic camptothecin analog showing potent antitumor activity in various human caner xenograft models. To improve the water solubility of 1, water-soluble prodrugs were designed to generate an active drug 1 nonenzymatically, th

[11C]Glycylsarcosine: Synthesis and in vivo evaluation as a PET tracer of PepT2 transporter function in kidney of PepT2 null and wild-type mice

[11C]Glycylsarcosine (Gly-Sar) was synthesized as a potential radiotracer to investigate the localization and in vivo function of the peptide transporter PepT2 in mouse kidney. Its C-11 labeled diketopiperazine derivative, [11C]cyclo(Gly-Sar) [1-methylpiperazine-2,5-dione], was also evaluated as a potential tracer. [11C]Gly-Sar exhibited rapid initial uptake into kidneys with slow clearance from the medulla, consistent with uptake and retention of the radiotracer through the actions of PepT2. In contrast, the corresponding cyclized dipeptide [11C]cyclo(Gly-Sar) showed rapid clearance and accumulation only in the renal pelvis region. Involvement of PepT2 in reabsorption and delayed clearance of [ 11C]Gly-Sar was confirmed using the PepT2 knockout mouse, where rapid renal elimination of [11C]Gly-Sar and the absence of radioactivity in medulla were observed. This study demonstrates using in vivo imaging technique that PepT2 is primarily responsible for renal tubular active reabsorption of Gly-Sar, and provides a new tool for studying tubular peptide reabsorption and clearance.

Solvent-free, efficient synthesis of 2,5-piperazinediones from Boc-protected dipeptide esters under microwave irradiation

Microwave irradiation allows the efficient, solvent-free transformation of N-Boc dipeptide esters into 2,5-piperazinediones. The microwave-assisted conditions were found to be much better than traditional heating in terms of reaction time, yield and stere

Active esters of N-substituted piperazine acetic acids, including isotopically enriched versions thereof

In some embodiments, this invention pertains to active esters of N-substituted piperazine acetic acid, including isotopically enriched versions thereof. In some embodiments, this invention pertains to methods for the preparation of active esters of N-subs

Isotopically enriched N-substituted piperazines and methods for the preparation thereof

In some embodiments, this invention pertains to isotopically enriched N-substituted piperazines. In some embodiments, this invention pertains to methods for the preparation of isotopically enriched N-substituted piperazines.

Isotopically enriched N-substituted piperazine acetic acids and methods for the preparation thereof

In some embodiments, this invention pertains to isotopically enriched N-substituted piperazine acetic acids. In some embodiments, this invention pertains to methods for the preparation of isotopically enriched N-substituted piperazine acetic acids.

Microwave-assisted synthesis of 2,5-piperazinediones under solvent-free conditions

A general, efficient and environmentally friendly procedure for the synthesis of 2,5-piperazinediones is described, involving the microwave irradiation of N-Boc dipeptide esters. Georg Thieme Verlag Stuttgart.

Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity

Syntheses of various isomeric dihydropiperazines can be approached successfully by taking advantage of the regioselective monothionation of their respective diones. Preparation of the precursor unsymmetrical N-substituted piperazinediones from readily available diamines is key to this selectivity. The dihydropiperazine ring system, as exemplified in 1-[(6-chloropyridin-3-yl)methyl]-4-methyl-3-oxopiperazin-2-ylidenecyanamide (4) and 1-[(2-chloro-1,3-thiazol-5-yl)methyl]-4-methyl-3-oxopiperazin-2- ylidenecyanamide (25), has been shown to be a suitable bioisosteric replacement for the imidazolidine ring system contained in neonicotinoid compounds. However, placement of the cyanoimino electron-withdrawing group further removed from the pyridine ring, as in 4-[(6-chloropyridin-3-yl)methyl]-3-oxopiperazin-2-ylidenecyanamide (3a), or relocation of the carbonyl group, as in 1-[(6-chloropyridin-3-yl)methyl]-4-methyl-5-oxopiperazin-2-ylidenecyanamide (5), results in significantly decreased bioisosterism. The dihydropiperazine ring system of 4 and 25 also lends a degree of rigidity to the molecule that is not offered by the inactive acyclic counterpart 2-[(6-chloropyridin-3-yl)-methyl-(methyl)amino]-2-(cyanoimino)-N, N-dimethylacetamide (6). A pharmacophore model is proposed that qualitatively explains the results on the basis of good overlap of the key pharmacophore elements of 4 and imidacloprid (1); the less active regioisomers of 4 (3a, 5, and 6) feature a smaller degree of overlap.

Synthesis and Activity of New Epipolythiopiperazine-2,5-dione Compounds. I

The new lipophilic epipolythiopiperazine-2,5-diones 1,4-dibutylepidithiopiperazine-2,5-dione, 1,4-dibenzylepidithiopiperazine-2,5-dione, 1-benzyl-4-methylepidithiopiperazine-2,5-dione and 3,3'-dithiobis(1,4-dimethylpiperazine-2,5-dione) were synthesized.Unlike the parent compound, the fungal toxin and immunomodulating agent gliotoxin, these compounds did not affect macrophage adherence and cell proliferation in vitro.Like the reduced form of gliotoxin and other simple analogues, these new compounds induce oxidative damage to naked DNA.We conclude that an increase in lipophilicity plays no part in the biological activity of these compounds and in fact abrogates almost all activity.We also synthesized an intermolecular disulfide analogue which also lacked activity.