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G7305

Sigma-Aldrich

Glycoluril

97%

Synonym(s):

Acetylene carbamide, Acetylenediurea, NSC 2765, Tetrahydroimidazo[4,5-d]imidazole-2,5-dione

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5 G
$42.75
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About This Item

Empirical Formula (Hill Notation):
C4H6N4O2
CAS Number:
496-46-8
Molecular Weight:
142.12
Beilstein/REAXYS Number:
128826
EC Number:
207-821-5
MDL number:
MFCD00005539
UNSPSC Code:
12352100
PubChem Substance ID:
24895300
NACRES:
NA.22

$42.75

List Price$45.00Save 5%
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Available to ship onApril 17, 2025Details

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Quality Level

100

assay

97%

mp

>300 °C (lit.)

SMILES string

O=C1NC2NC(=O)NC2N1

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)

InChI key

VPVSTMAPERLKKM-UHFFFAOYSA-N

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Application

Reactant involved in synthesis of:
  • Glycouril hexamers and monofunctionalized cucurbit[6]uril derivatives
  • N-chloro compounds from trichloroisocyanuric acid
  • Glycouril trimers

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6227
MKCT6877
MKCM5831
MKCK3169
MKCC6729

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Darren W Johnson et al.
Chemical communications (Cambridge, England), (19)(19), 2228-2229 (2002-10-26)
A series of substituted glycoluril molecules exhibits a substantial twist of the fused five-membered rings and assembles exclusively chiral hydrogen-bonded ribbons in the solid-state.
Y K Stella Man et al.
Scientific reports, 9(1), 12840-12840 (2019-09-08)
Early phase clinical trials have demonstrated good therapeutic index for oncolytic adenoviruses in patients with solid tumours when administered intratumorally, resulting in local tumour elimination. Entrapment and binding of adenovirus to erythrocytes, blood factors, and neutralising antibodies have prevented efficient
Longer guests drive the reversible assembly of hyperextended capsules.
Dariush Ajami et al.
Angewandte Chemie (International ed. in English), 46(48), 9283-9286 (2007-11-08)
Dariush Ajami et al.
Topics in current chemistry, 319, 57-78 (2011-11-04)
Synthetic receptors that surround their target molecules - self assembled capsules and deep cavitands - have emerged as the most realistic models of enzymes active sites. They were introduced to study the behaviour of molecules isolated in small spaces and
Neng-Fang She et al.
Journal of the American Chemical Society, 131(33), 11695-11697 (2009-09-03)
A programmed assembly process produces rhombic grid networks from compounds L1-L4 in the crystal by pi-pi stacking interactions that generate a bimolecular grid synthon, which undergoes further NH...N hydrogen-bond-mediated assembly.
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