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
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)
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 |
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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 |
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Five- and six-membered ring opening of pyroglutamic diketopiperazine. | 2002 Mar 22 |
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An efficient synthesis of 2,5-diketopiperazine derivatives by the Ugi four-center three-component reaction. | 2003 |
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Kinetics of degradation and oil solubility of ester prodrugs of a model dipeptide (Gly-Phe). | 2004 Aug |
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Noncovalent self-assembly of bicyclo[4.2.2]diketopiperazines: influence of saturation in the bridging carbacyclic ring. | 2004 Feb 5 |
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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 |
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Interaction of molybdocene dichloride with cysteine-containing peptides: coordination, regioselective hydrolysis, and intramolecular aminolysis. | 2005 Feb 21 |
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Combinatorial approaches towards the discovery of new tryptase inhibitors. | 2005 Mar 15 |
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2,5-Diketopiperazines as potent and selective oxytocin antagonists 1: Identification, stereochemistry and initial SAR. | 2005 May 16 |
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Janthinolide A-B, two new 2,5-piperazinedione derivatives from the endophytic Penicillium janthinellum isolated from the soft coral Dendronephthya sp. | 2006 Dec |
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2,5-diketopiperazines as potent, selective, and orally bioavailable oxytocin antagonists. 3. Synthesis, pharmacokinetics, and in vivo potency. | 2006 Jul 13 |
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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 |
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1H and 13C assignments of cyclo[N-(Lys-Phe)-Orn-Val], a semicyclic imide tetrapeptide from Burkholderia cepacia. | 2006 Oct |
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The use of the Ugi four-component condensation. | 2007 |
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Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons. | 2007 Apr 25 |
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NEXAFS spectroscopy of homopolypeptides at all relevant absorption edges: polyisoleucine, polytyrosine, and polyhistidine. | 2007 Aug 23 |
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A new piperazine-2,5-dione from the marine fungus Gliocladium sp. | 2007 Jun |
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Oxidation of cyclic dipeptides by photoinduced H-atom abstraction. A laser flash FT EPR and optical spectroscopy study. | 2007 Jun 14 |
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Three-dimensional frameworks built from piperazine-2,5-dione and simple metal salts (M = Co, Ni, Cu and Ag). | 2008 Aug |
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2-Chloro-N-(4-fluoro-phen-yl)acetamide. | 2008 Jun 7 |
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N-(4-Chloro-2-nitro-phen-yl)-N-(methyl-sulfon-yl)acetamide. | 2008 Oct 11 |
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N-(4-Meth-oxy-2-nitro-phen-yl)-N-(methyl-sulfon-yl)acetamide. | 2009 Apr 2 |
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Novel HDAC6 isoform selective chiral small molecule histone deacetylase inhibitors. | 2009 Feb 1 |
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Detection and quantitation of 2,5-diketopiperazines in wheat sourdough and bread. | 2009 Oct 28 |
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Cytotoxic piperazine-2,5-dione derivatives from marine fungus Gliocladium sp. | 2009 Sep |
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Chiral piperazine-2,5-dione derivatives as effective alpha-glucosidase inhibitors. Part 4. | 2010 Jan |
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(S)-alpha-methyl,alpha-amino acids: a new stereocontrolled synthesis. | 2010 Mar |
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Alaptide from synchrotron powder diffraction data. | 2010 Mar 13 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:18:21 GMT 2023
by
admin
on
Fri Dec 15 18:18:21 GMT 2023
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Record UNII |
240L69DTV7
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Record Status |
Validated (UNII)
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7817
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16535
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26345
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C010939
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29990-68-9
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1313303
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240L69DTV7
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106-57-0
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2,5-Diketopiperazine
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240L69DTV7
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m8848
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PRIMARY | Merck Index |
Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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ACTIVE MOIETY |
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