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Merck
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Documenti fondamentali

142026

Sigma-Aldrich

Benzoyleneurea

97%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C8H6N2O2
Numero CAS:
Peso molecolare:
162.15
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

Saggio

97%

Stato

powder

Punto di fusione

300 °C (lit.)

Solubilità

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

Stringa SMILE

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)
SDQJTWBNWQABLE-UHFFFAOYSA-N

Applicazioni

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].

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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.
Tim R Blower et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(7), 1706-1713 (2016-01-23)
Mycobacterium tuberculosis (Mtb) infects one-third of the world's population and in 2013 accounted for 1.5 million deaths. Fluoroquinolone antibacterials, which target DNA gyrase, are critical agents used to halt the progression from multidrug-resistant tuberculosis to extensively resistant disease; however, fluoroquinolone
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

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