562814-54-4

Basic information

• Product Name: 2(1H)-Pyrazinone,5,6-dihydro-1-methyl-3-(methylthio)-(9CI)
• Synonyms: 2(1H)-Pyrazinone,5,6-dihydro-1-methyl-3-(methylthio)-(9CI)
• CAS NO: 562814-54-4
• Molecular Formula: C₆H₁₀N₂OS
• Molecular Weight: 158.2214
• Product Categories: AMINETERTIARY
• Mol File: 562814-54-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2(1H)-Pyrazinone,5,6-dihydro-1-methyl-3-(methylthio)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyrazinone,5,6-dihydro-1-methyl-3-(methylthio)-(9CI)(562814-54-4)
• EPA Substance Registry System: 2(1H)-Pyrazinone,5,6-dihydro-1-methyl-3-(methylthio)-(9CI)(562814-54-4)

Safety Data

• Hazardous Substances Data: 562814-54-4(Hazardous Substances Data)

Usage

Use

Intermediate in the synthesis of various pharmaceuticals and agrochemicals (commonly used)

Pharmacological properties

Antibacterial and antifungal activities (potential)

Other applications

Manufacturing of dyes and pigments

Safety precautions

Handle and use with proper care (due to potential health hazards)

Upstream product

• 59702-29-3 1-methylpiperazine-2,3-dione 
• 562814-53-3 1-methyl-3-thioxopiperazin-2-one 
• 74-88-4 methyl iodide 

Downstream Products

• 562814-55-5 1-methyl-3-cyanoiminopiperazin-2-one 

Relevant articles and documents

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.

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.