1068149-94-9

Basic information

• Product Name: (S)-1,5-DIMETHYLPIPERAZIN-2-ONE
• Synonyms: (S)-1,5-DIMETHYLPIPERAZIN-2-ONE;(5S)-1,5-Dimethyl-2-piperazinone;(S)-1,5-dimethylpiperazin-2-one hydrochloride
• CAS NO: 1068149-94-9
• Molecular Formula: C6H12N2O
• Molecular Weight: 128.17228
• Mol File: 1068149-94-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 243℃
• Flash Point: 101℃
• Appearance: /
• Density: 0.985
• Storage Temp.: 2-8°C(protect from light)
• PKA: 7.49±0.40(Predicted)
• CAS DataBase Reference: (S)-1,5-DIMETHYLPIPERAZIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,5-DIMETHYLPIPERAZIN-2-ONE(1068149-94-9)
• EPA Substance Registry System: (S)-1,5-DIMETHYLPIPERAZIN-2-ONE(1068149-94-9)

Safety Data

• Hazardous Substances Data: 1068149-94-9(Hazardous Substances Data)

Usage

General Description

(S)-1,5-Dimethylpiperazin-2-one, also known as DMPO, is a chemical compound with the molecular formula C6H12N2O. It is a piperazine derivative, a heterocyclic compound that contains a six-membered ring with two nitrogen atoms. DMPO is commonly used as a building block in organic synthesis and pharmaceutical research due to its versatile reactivity and potential biological activity. It can be used as a precursor in the production of various pharmaceuticals and agrochemicals, as well as in the synthesis of novel chemical compounds for medicinal and biological applications. Additionally, DMPO has been studied for its potential use in the treatment of certain medical conditions, making it an important compound in the field of medicinal chemistry and drug development.

InChI:InChI=1S/C6H12N2O/c1-5-4-8(2)6(9)3-7-5/h5,7H,3-4H2,1-2H3/t5-/m0/s1

Upstream product

• 873221-69-3 tert-butyl (S)-2,4-dimethyl-5-oxopiperazine-1-carboxylate 
• 873221-71-7 tert-butyl (S)-[1-(2-chloro-N-methylacetamido)propan-2-yl]carbamate 
• 74879-12-2 1,5-dimethyl-2(1H)-pyrazinone 

Relevant articles and documents

Absolute Configuration of 6-Methyl-5,6,7,8-tetrahydropterin produced by Enzymic Reduction (Dihydrofolate Reductase and NADPH) of 6-Methyl-7,8-dihydropterin

Dihydrofolate reductase (5,6,7,8-tetrahydrofolate: NADP oxidoreductase, E.C.1.5.1.3.) and NADPH, which catalyse the reduction of 7,8-dihydrofolic acid (1) stereospecifically to give one diastereoisomer of 5,6,7,8-tetrahydrofolic acid (3), also catalyse the reduction of 6-methyl-7,8-dihydropterin (2) stereospecifically to (-)-6-methyl-5,6,7,8-tetrahydropterin (4); the absolute configuration at C-6 of the pterin (4) is shown to be S by correlation with S-alanine using a series of methylations, degradations, and syntheses, and if the most probable assumption is made that the stereospecificities of these two reactions are the same, then the absolute configuration at C-6 of enzymically produced 5,6,7,8-tetrahydrofolic acid should be S.

10-Hydroxy-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyrid azine-1,9(2H,6H)-diones: Potent, orally bioavailable HIV-1 integrase strand-transfer inhibitors with activity against integrase mutants

A series of 10-hydroxy-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyrid azine-1,9(2H,6H)-diones was synthesized and tested for their inhibition of HIV-1 replication in cell culture. Structure-activity studies indicated that high antiviral potency against wild-type virus as well as viruses containing integrase mutations that confer resistance to three different structural classes of integrase inhibitors could be achieved by incorporation of small aliphatic groups at certain positions on the core template. An optimal compound from this study, 16, inhibits integrase strand-transfer activity with an IC50 value of ≤10 nM, inhibits HIV-1 replication in cell culture with an IC95 value of 35 nM in the presence of 50% normal human serum, and displays modest pharmacokinetic properties in rats (iv t1/2 = 5.3 h, F = 17%).