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Merck
CN

142026

Benzoyleneurea

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
201-712-6
MDL number:
Assay:
97%
Form:
powder
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Quality Level

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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Hiroki Kakuta et al.
Chemical & pharmaceutical bulletin, 51(11), 1273-1282 (2003-11-06)
Potent, specific, chemically stable and non-peptide/small-molecular inhibitors of puromycin-sensitive aminopeptidase, such as 3-(2,6-diethylphenyl)-2,4(1H,3H)-quinazolinedione (PAQ-22, 5), were prepared by the structural development of a potent PSA inhibitor, 2-(2,6-diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (PIQ-22, 4). The design was carried out partly by applying electrostatic potential field
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.
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



Global Trade Item Number

SKUGTIN
142026-25G04061833320204
142026-100G04061833544518