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Details

Stereochemistry ACHIRAL
Molecular Formula C4H6N4O2
Molecular Weight 142.116
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYLENEUREA

SMILES

O=C1N[C@H]2NC(=O)N[C@H]2N1

InChI

InChIKey=VPVSTMAPERLKKM-XIXRPRMCSA-N
InChI=1S/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)/t1-,2+

HIDE SMILES / InChI

Molecular Formula C4H6N4O2
Molecular Weight 142.116
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Acyclic cucurbit[n]uril congeners are high affinity hosts.
2010-07-16
Diethyl 7,8,18,19-tetra-methyl-2,13-dioxo-hexa-cyclo-[10.10.2.0.0.0.0]tetra-cosa-5,7,9,16,18,20-hexa-ene-23,24-dicarboxyl-ate.
2010-06-16
3,6,14,17-Tetramethoxy-22,23-diphenyl-1,10,12,21-tetraazahexacyclo[19.2.1.0.0.0.0]tetracosa-2(7),3,5,13(18),14,16-hexaene-11,24-di-thione.
2010-06-16
8b,8c-Diphenyl-2,6-bis(4-pyridyl-meth-yl)-perhydro-2,3a,4a,6,7a,8a-hexa-aza-cyclo-penta-[def]fluorene-4,8-dithione chloro-form solvate.
2010-06-05
Reasons why aldehydes do not generally participate in cucurbit[n]uril forming reactions.
2010-05-07
Toxicology and drug delivery by cucurbit[n]uril type molecular containers.
2010-05-06
Adverse health effects due to arsenic exposure: modification by dietary supplementation of jaggery in mice.
2010-02-01
Microwave synthesis of cucurbit[n]urils.
2010-02
Diethyl 2-tert-butyl-4,11-dioxo-2,3-di-hydro-cis-1H,5H,10H-2,3a,4a,10a,11a-penta-azabenzo[f]indeno[2,1,7-ija]azulene-11b,11c-dicarboxyl-ate.
2010-01-09
Synthesis of glycoluril catalyzed by potassium hydroxide under ultrasound irradiation.
2010-01
Enhanced efficiency of the visible-light photocatalytic hydrogen generation by the ruthenium tris(2,2'-bipyridyl)-methyl viologen system in the presence of cucurbit[n]urils.
2009-12
Diethyl 6,13-dioxo-5,7,12,13b,13c,14-hexa-hydro-6H,13H-5a,6a,12a,13a-tetra-azabenz[5,6]azuleno[2,1,8-ija]benz[f]azulene-13b,13c-dicarboxyl-ate 1,2-dichloro-ethane solvate.
2009-10-17
Glycoluril trimers: selective synthesis and supramolecular properties.
2009-09-17
Metal-ion-induced folding and dimerization of a glycoluril decamer in water.
2009-09-03
Diethyl 7,8-dibromo-4,11-dioxo-11b,11c-dihydro-5H,10H-2-oxa-3a,4a,10a,11a-tetra-azabenz[f]indeno[2,1,7,7a-ija]azulene-11b,11c-dicarboxyl-ate.
2009-08-26
Supramolecular rhombic grids formed from bimolecular building blocks.
2009-08-26
N-[2-(6-Methyl-4-oxo-4H-chromen-3-yl)-4-oxothia-zolidin-3-yl]furan-2-carbox-amide N,N-dimethyl-formamide solvate.
2009-07-29
2,6-Bis(2-chloro-ethyl)-8b,8c-diphenyl-perhydro-2,3a,4a,6,7a,8a-hexa-azacyclo-penta-[def]fluorene-4,8-dithione.
2009-06-27
2,6-Bis(2-hydroxy-ethyl)-8b,8c-diphenyl-perhydro-2,3a,4a,6,7a,8a-hexa-azacyclo-penta-[def]fluorene-4,8-dithione.
2009-05-29
Diethyl 1,4-dioxo-1,2,2a,3,4,10b-hexahydro-5H,10H-2,3,4a,10a-tetraaza-benzo[g]cyclopenta[cd]azulene-2a,10b-dicarboxylate.
2009-04-25
Compressed alkanes in reversible encapsulation complexes.
2009-04
Positron annihilation lifetimes in cucurbiturils: evidence of internal inclusion of gold in CB[7].
2009-03-23
Diethyl 6,9,17,20-tetra-bromo-2,13-di-oxo-hexa-cyclo-[10.10.2.0.0.0.0]tetra-cosa-5,7,9,16,18,20-hexa-ene-23,24-dicarboxyl-ate.
2009-03-19
Ruthenium(II) complexes of bipyridine-glycoluril and their interactions with DNA.
2009-03-18
Diethyl 2,6-(2,4-dichloro-phen-yl)-4,8-dioxo-2,3,6,7-tetra-hydro-1H,5H-2,3a,4a,6,7a,8a-hexa-azacyclo-penta-[def]fluorene-8b,8c-dicarboxyl-ate.
2009-03-06
Cucurbit[n]urils: from mechanism to structure and function.
2009-02-14
1,3,5,7,9,11,13,15-Octa-azapenta-cyclo-[9.5.1.1.0.0]octa-decane-4,8,12,16-tetrone monohydrate: a methyl-ene-bridged glycoluril dimer.
2008-08-20
4,4'-[8b,8c-Bis(ethoxycarbonyl)-4,8-dioxo-2,3,5,6-tetra-hydro-1H,4H-2,3a,4a,6,7a,8a-hexa-azacyclo-penta-[def]fluorene-2,6-diyl]dipyridinium bis-(tetra-fluorido-borate).
2008-08-06
Tetrameric molecular bowl assembled from glycoluril building blocks.
2008-07-21
Cucurbit[n]uril formation proceeds by step-growth cyclo-oligomerization.
2008-07-02
Glycoluril dimers bearing hydrogen atoms on their convex face and their self-assembly in the solid state.
2008-06-20
Two-dimensional hydrogen-bonded networks in two novel glycoluril derivatives.
2008-02
Dipropyl 4,8-dioxo-1H,5H-2,6-dioxa-3a,4a,7a,8a-tetra-azacyclo-penta-[def]fluorene-8b,8c-dicarboxyl-ate.
2007-12-12
Diethyl 2-tert-butyl-6,9-dibromo-4,11-dioxo-5,10-dihydro-cis-1H,3H,4H,11H-2-azo-3a,4a,10a,11a-tetra-aza-benz[f]indeno[2,1,7-ija]azulene-11b,11c-dicarboxyl-ate.
2007-12-06
13b,13c-Di-2-pyridyl-5,7,12,13b,13c,14-hexa-hydro-6H,13H-5a,6a,12a,13a-tetra-azabenz[5,6]azuleno[2,1,8-ija]benz[f]azulene-6,13-dione methanol hemisolvate.
2007-12-06
3α,6α-Bis(ethoxy-carbon-yl)glycoluril (diethyl 2,5-dioxoperhydro-imidazo[4,5-d]imidazole-3a,6a-dicarboxyl-ate).
2007-12-06
Mechanism of the conversion of inverted CB[6] to CB[6].
2007-08-31
Functionalized cucurbiturils and their applications.
2007-02
Longer guests drive the reversible assembly of hyperextended capsules.
2007
Coiled molecules in spring loaded devices.
2006-11-29
Nor-seco-cucurbit[10]uril exhibits homotropic allosterism.
2006-11-22
Avidin and streptavidin ligands based on the glycoluril bicyclic system.
2006-08-21
Substituent effects control the self-association of molecular clips in the crystalline state.
2006-06-09
The inverted cucurbit[n]uril family.
2005-12-28
Cucurbit[n]uril analogues: synthetic and mechanistic studies.
2005-12-09
Acyclic congener of cucurbituril: synthesis and recognition properties.
2003-08-08
Glycoluril ribbons tethered by complementary hydrogen bonds.
2003-07-21
New supramolecular organization for a glycoluril: chiral hydrogen-bonded ribbons.
2002-10-07
Methylene-bridged glycoluril dimers: synthetic methods.
2002-08-09
Enantiomeric self-recognition of a facial amphiphile triggered by [{Pd(ONO2)(en)}2].
2002-06-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:09:13 GMT 2025
Edited
by admin
on Mon Mar 31 19:09:13 GMT 2025
Record UNII
U9H2W4OS13
Record Status Validated (UNII)
Record Version
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Name Type Language
ACETYLENEUREA
MI  
Common Name English
NSC-2765
Preferred Name English
ACETYLENEDIUREINE
Common Name English
ACETYLENEUREA [MI]
Common Name English
GLYOXALDIUREINE
Common Name English
GLYCOLURIL
Common Name English
TETRAHYDROIMIDAZO(4,5-D)IMIDAZOLE-2,5-(1H,3H)-DIONE
Common Name English
ACETYLENE CARBAMIDE
Systematic Name English
Code System Code Type Description
MESH
C092018
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
NSC
2765
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-821-5
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
WIKIPEDIA
Glycoluril
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
DRUG BANK
DB03533
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
CAS
496-46-8
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
MERCK INDEX
m1358
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY Merck Index
PUBCHEM
62347
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
CHEBI
42946
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
FDA UNII
U9H2W4OS13
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
EPA CompTox
DTXSID6031380
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY
CHEBI
37083
Created by admin on Mon Mar 31 19:09:13 GMT 2025 , Edited by admin on Mon Mar 31 19:09:13 GMT 2025
PRIMARY