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142026

Sigma-Aldrich

Benzoyleneurea

97%

Synonym(s):

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

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25 G
$78.20
100 G
$205.00

About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
86-96-4
Molecular Weight:
162.15
EC Number:
201-712-6
MDL number:
MFCD00006699
UNSPSC Code:
12352100
PubChem Substance ID:
24848378
NACRES:
NA.22

$78.20

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Request a Bulk Order

Quality Level

100

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[1]. It was used to study the mechanism of inactivation of chymotrypsin and other serine proteases by benzoxazinones[2].

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL1206
S12375V
S47665
S12375
09828PH

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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
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.
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
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
Zhaoguang Li et al.
Journal of combinatorial chemistry, 10(3), 484-486 (2008-04-19)
An efficient and convenient method was developed for the preparation of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolinones. Substituted methyl anthranilate reacted with various iso(thio)cyanates in DMSO/H2O without any catalyst or base by using microwave irradiation to generate diversity on the 2,4(1H,3H)-quinazolinediones or 2-thioxoquinazolinones.
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