7226-23-5Relevant articles and documents
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Rosenfarb et al.
, p. 150,151, 152 (1976)
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Fast Cyclization of a Proline-Derived Self-Immolative Spacer Improves the Efficacy of Carbamate Prodrugs
Belvisi, Laura,Borlandelli, Valentina,Corno, Cristina,Dal Corso, Alberto,Gennari, Cesare,Perego, Paola,Pignataro, Luca
, p. 4176 - 4181 (2020/02/05)
Self-immolative (SI) spacers are sophisticated chemical constructs designed for molecular delivery or material degradation. We describe herein a (S)-2-(aminomethyl)pyrrolidine SI spacer that is able to release different types of anticancer drugs (possessing either a phenolic or secondary and tertiary hydroxyl groups) through a fast cyclization mechanism involving carbamate cleavage. The high efficiency of drug release obtained with this spacer was found to be beneficial for the in vitro cytotoxic activity of protease-sensitive prodrugs, compared with a commonly used spacer of the same class. These findings expand the repertoire of degradation machineries and are instrumental for the future development of highly efficient delivery platforms.
Efficient solvent-free synthesis of urea derivatives using selenium-catalyzed carbonylation of amines with carbon monoxide and oxygen
Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi
experimental part, p. 4251 - 4255 (2011/03/17)
In the presence of a catalytic amount of selenium under ambient pressure of carbon monoxide with oxygen, solvent-free facile synthesis of urea derivatives was developed; the aim is for green and sustainable chemistry. For example, N,N-dimethylethylenediamine (20 mmol) successfully afforded 1,3- dimethylimidazolidin-2-one (DMI) in 74% yield (1487% based on Se) using selenium catalyst (5 mol%) under mixed gas (CO/O2, 2:1) at 0.1 MPa, 20 C without any additive or solvent
Novel synthesis of N, n′-dialkyl cyclic ureas using sulfur-assisted carbonylation and oxidation
Mizuno, Takumi,Nakai, Takeo,Mihara, Masatoshi
experimental part, p. 64 - 68 (2009/05/31)
The first example of cyclic urea synthesis from secondary amines by the use of sulfur-assisted carbonylation and oxidation was established. By combined sulfur-assisted carbonylation of secondary a, ay diamines under an ambient pressure of carbon monoxide