2,5-PIPERAZINEDIONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H6N2O2
Molecular Weight	114.1026
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1CNC(=O)CN1

InChI

InChIKey=BXRNXXXXHLBUKK-UHFFFAOYSA-N

InChI=1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7)

HIDE SMILES / InChI

Molecular Formula	C4H6N2O2
Molecular Weight	114.1026
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Five- and six-membered ring opening of pyroglutamic diketopiperazine.	2002 Mar 22	11895398
An efficient synthesis of 2,5-diketopiperazine derivatives by the Ugi four-center three-component reaction.	2003	15068092
Piperazine-2,5-dione-oxalic acid-water (1/1/2) and a redetermination of piperazine-2,5-dione, both at 120 K: hydrogen-bonded sheets containing multiple ring types.	2005 Feb	15695910
Janthinolide A-B, two new 2,5-piperazinedione derivatives from the endophytic Penicillium janthinellum isolated from the soft coral Dendronephthya sp.	2006 Dec	17283665
2,5-diketopiperazines as potent, selective, and orally bioavailable oxytocin antagonists. 3. Synthesis, pharmacokinetics, and in vivo potency.	2006 Jul 13	16821776
1,3,5-Triazepane-2,6-diones as structurally diverse and conformationally constrained dipeptide mimetics: identification of malaria liver stage inhibitors from a small pilot library.	2006 Nov 15	16927352
2-Chloro-N-(4-fluoro-phen-yl)acetamide.	2008 Jun 7	21202836
Novel HDAC6 isoform selective chiral small molecule histone deacetylase inhibitors.	2009 Feb 1	19111466
Detection and quantitation of 2,5-diketopiperazines in wheat sourdough and bread.	2009 Oct 28	19807105
Cytotoxic piperazine-2,5-dione derivatives from marine fungus Gliocladium sp.	2009 Sep	19827308

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:18:21 UTC 2023` Edited by `admin` on `Fri Dec 15 18:18:21 UTC 2023`
Record UNII	240L69DTV7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2,5-PIPERAZINEDIONE

Systematic Name

English

.ALPHA.,.GAMMA.-DIACIPIPERAZINE

Common Name

English

NSC-26345

Code

English

2,5-DIOXOPIPERAZINE

Systematic Name

English

DIGLYCOLYLDIAMIDE

Systematic Name

English

CYCLOGLYCYLGLYCINE

Common Name

English

GLYCYLGLYCINE LACTAM

Common Name

English

2,5-DIKETOPIPERAZINE

Systematic Name

English

2,5-PIPERAZINEDIONE [MI]

Common Name

English

GLYCINE ANHYDRIDE

Common Name

English

Code System Code Type Description

PUBCHEM

7817