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Key Documents

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142026

Sigma-Aldrich

Benzoyleneurea

97%

Sinónimos:

2,4(1H,3H)-Quinazolinedione

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About This Item

Fórmula empírica (notación de Hill):
C8H6N2O2
Número de CAS:
86-96-4
Peso molecular:
162.15
EC Number:
201-712-6
MDL number:
MFCD00006699
UNSPSC Code:
12352100
PubChem Substance ID:
24848378
NACRES:
NA.22

assay

97%

form

powder

mp

300 °C (lit.)

solubility

ammonium hydroxide: soluble 10 mg/mL
DMF: soluble
alcohols: slightly soluble

SMILES string

O=C1NC(=O)c2ccccc2N1

InChI

1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12)

InChI key

SDQJTWBNWQABLE-UHFFFAOYSA-N

Application

Benzoyleneurea scaffold was used in the synthesis of novel protein geranylgeranyltransferase-I inhibitors. It was used to study the mechanism of inactivation of chymotrypsin and other serine proteases by benzoxazinones.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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J Michel et al.
Nucleic acids research, 24(6), 1127-1135 (1996-03-15)
A major limitation in triple-helix formation arises from the weak energy of interaction between the third strand and the double-stranded target. We tried to increase the stacking interaction contribution within the third strand by extending the aromatic domain of thymine.
P Lundquist et al.
Analytical biochemistry, 211(1), 23-27 (1993-05-15)
A fluorometric high-performance liquid-chromatographic method is described for the determination of cyanate in human plasma. The method is based on the derivatization of cyanate with 2-aminobenzoic acid (anthranilic acid), leading to a stable cyclic fluorescent product, 2,4(1H,3H)-quinazolinedione. The fluorescent product
R Stribling et al.
Journal of molecular evolution, 32, 282-288 (1991-01-01)
Previous attempts to produce nonenzymatic template-directed oligomerizations of activated pyrimidines on polypurine templates have been unsuccessful. The only efficient reactions are those where the template is composed primarily of pyrimidines, especially cytosine. Because molecular evolution requires that a synthesized daughter
Katie J Aldred et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(7), E839-E846 (2016-01-23)
Mycobacterium tuberculosis is a significant source of global morbidity and mortality. Moxifloxacin and other fluoroquinolones are important therapeutic agents for the treatment of tuberculosis, particularly multidrug-resistant infections. To guide the development of new quinolone-based agents, it is critical to understand
Dora Carrico et al.
Bioorganic & medicinal chemistry, 13(3), 677-688 (2005-01-18)
A series of novel protein geranylgeranyltransferase-I (PGGTase-I) inhibitors based on a benzoyleneurea scaffold has been synthesized. Using a benzoyleneurea scaffold as a mimetic for the central dipeptide (AA), we have developed CAAX peptidomimetic inhibitors that selectively block the activity of
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