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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 of 2,5-PIPERAZINEDIONE

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

PubMed

TitleDatePubMed
Entry to new conformationally constrained amino acids. First synthesis of 3-unsubstituted 4-alkyl-4-carboxy-2-azetidinone derivatives via an intramolecular N(alpha)-C(alpha)-cyclization strategy.
2001 May 18
Five- and six-membered ring opening of pyroglutamic diketopiperazine.
2002 Mar 22
An efficient synthesis of 2,5-diketopiperazine derivatives by the Ugi four-center three-component reaction.
2003
Kinetics of degradation and oil solubility of ester prodrugs of a model dipeptide (Gly-Phe).
2004 Aug
Noncovalent self-assembly of bicyclo[4.2.2]diketopiperazines: influence of saturation in the bridging carbacyclic ring.
2004 Feb 5
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
Interaction of molybdocene dichloride with cysteine-containing peptides: coordination, regioselective hydrolysis, and intramolecular aminolysis.
2005 Feb 21
Combinatorial approaches towards the discovery of new tryptase inhibitors.
2005 Mar 15
2,5-Diketopiperazines as potent and selective oxytocin antagonists 1: Identification, stereochemistry and initial SAR.
2005 May 16
Janthinolide A-B, two new 2,5-piperazinedione derivatives from the endophytic Penicillium janthinellum isolated from the soft coral Dendronephthya sp.
2006 Dec
2,5-diketopiperazines as potent, selective, and orally bioavailable oxytocin antagonists. 3. Synthesis, pharmacokinetics, and in vivo potency.
2006 Jul 13
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
1H and 13C assignments of cyclo[N-(Lys-Phe)-Orn-Val], a semicyclic imide tetrapeptide from Burkholderia cepacia.
2006 Oct
The use of the Ugi four-component condensation.
2007
Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons.
2007 Apr 25
NEXAFS spectroscopy of homopolypeptides at all relevant absorption edges: polyisoleucine, polytyrosine, and polyhistidine.
2007 Aug 23
A new piperazine-2,5-dione from the marine fungus Gliocladium sp.
2007 Jun
Oxidation of cyclic dipeptides by photoinduced H-atom abstraction. A laser flash FT EPR and optical spectroscopy study.
2007 Jun 14
Three-dimensional frameworks built from piperazine-2,5-dione and simple metal salts (M = Co, Ni, Cu and Ag).
2008 Aug
2-Chloro-N-(4-fluoro-phen-yl)acetamide.
2008 Jun 7
N-(4-Chloro-2-nitro-phen-yl)-N-(methyl-sulfon-yl)acetamide.
2008 Oct 11
N-(4-Meth-oxy-2-nitro-phen-yl)-N-(methyl-sulfon-yl)acetamide.
2009 Apr 2
Novel HDAC6 isoform selective chiral small molecule histone deacetylase inhibitors.
2009 Feb 1
Detection and quantitation of 2,5-diketopiperazines in wheat sourdough and bread.
2009 Oct 28
Cytotoxic piperazine-2,5-dione derivatives from marine fungus Gliocladium sp.
2009 Sep
Chiral piperazine-2,5-dione derivatives as effective alpha-glucosidase inhibitors. Part 4.
2010 Jan
(S)-alpha-methyl,alpha-amino acids: a new stereocontrolled synthesis.
2010 Mar
Alaptide from synchrotron powder diffraction data.
2010 Mar 13
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:18:21 GMT 2023
Edited
by admin
on Fri Dec 15 18:18:21 GMT 2023
Record UNII
240L69DTV7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,5-PIPERAZINEDIONE
MI  
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
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
CHEBI
16535
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
NSC
26345
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
MESH
C010939
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
CAS
29990-68-9
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
NON-SPECIFIC SUBSTITUTION
RXCUI
1313303
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY RxNorm
FDA UNII
240L69DTV7
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
CAS
106-57-0
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
WIKIPEDIA
2,5-Diketopiperazine
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
DAILYMED
240L69DTV7
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-411-5
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID8059342
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY
MERCK INDEX
m8848
Created by admin on Fri Dec 15 18:18:21 GMT 2023 , Edited by admin on Fri Dec 15 18:18:21 GMT 2023
PRIMARY Merck Index
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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ACTIVE MOIETY