541-50-4Relevant articles and documents
Lehninger,Greville
, (1953)
Kinetic study of the neutral and base hydrolysis of diketene
Goemez-Bombarelli, Rafael,Gonzalez-Perez, Marina,Perez-Prior, Maria Teresa,Manso, Jose A.,Calle, Emilio,Casado, Julio
, p. 438 - 442 (2009)
Diketene (4-methylene-2-oxetanone) is inactive as a carcinogen, although it is more reactive toward nucleophiles than the analogs b-propiolactone and b-butyrolactone, both of which are alkylating agents of known carcinogenicity. In the literature the lack of carcinogenic effects has been ascribed to the rapid hydrolysis of diketene, which could preclude its in vivo alkylating capacity. In this work, the kinetics of the neutral and alkaline hydrolysis of diketene in aqueous and different water-dioxane media have been studied. The following conclusions can be drawn: (i) The neutral hydrolysis of diketene is slightly faster than that of β-propiolactone and β-butyrolactone. (ii) The hydrolysis reaction of diketene is very slow when compared to its alkylation reaction of a DNA-model carcinogenicity. (iii) The diketene neutral hydrolysis rate constant increases with the water/dioxane ratio, the opposite occurring in base hydrolysis. Copyright
Hsiang et al.
, p. 2098 (1972)
Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles: Synthesis of novel aza-steroid analogues
Ghozlan, Said A.S.,Abdelmoniem, Amr M.,Butensch?n, Holger,Abdelhamid, Ismail A.
, p. 1413 - 1418 (2015)
Azaenamine incorporating pyrazole-4-carboxylate is prepared and allowed to react with α,β-substituted nitriles. A new reactivity pattern was observed leading to the formation of substituted pyrazolo[4′,3′-5,6]pyrimido[2,1-a]phthalazine-9-carbonitriles, which can be considered as aromatic aza-steroid analogues.
3,4-DIHYDROXYPHENETHYL 3-HYDROXYBUTANOATE, PREPARATION AND USE THEREOF
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Paragraph 0108, (2021/03/19)
The present disclosure discloses a novel compound, 3,4-dihydroxyphenethyl 3-hydroxybutanoate, a method for preparing the same and use of the same, and in particular, a compound of formula I, use of the compound of formula I, optically pure isomers of the compound, a mixture of enantiomers in any ratio, or pharmaceutically acceptable salts thereof in preparing health food and drug for relieving brain fatigue, improving learning and memory abilities, and ameliorating mania mood related to brain fatigue.
Structural design, synthesis and substituent effect of hydrazone-N-acylhydrazones reveal potent immunomodulatory agents
Meira, Cássio S.,dos Santos Filho, José Maurício,Sousa, Caroline C.,Anjos, Pamela S.,Cerqueira, Jéssica V.,Dias Neto, Humberto A.,da Silveira, Rafael G.,Russo, Helena M.,Wolfender, Jean-Luc,Queiroz, Emerson F.,Moreira, Diogo R.M.,Soares, Milena B.P.
, p. 1971 - 1985 (2018/03/12)
4-(Nitrophenyl)hydrazone derivatives of N-acylhydrazone were synthesized and screened for suppress lymphocyte proliferation and nitrite inhibition in macrophages. Compared to an unsubstituted N-acylhydrazone, active compounds were identified within initial series when hydroxyl, chloride and nitro substituents were employed. Structure-activity relationship was further developed by varying the position of these substituents as well as attaching structurally-related substituents. Changing substituent position revealed a more promising compound series of anti-inflammatory agents. In contrast, an N-methyl group appended to the 4-(nitrophenyl)hydrazone moiety reduced activity. Anti-inflammatory activity of compounds is achieved by modulating IL-1β secretion and prostaglandin E2 synthesis in macrophages and by inhibiting calcineurin phosphatase activity in lymphocytes. Compound SintMed65 was advanced into an acute model of peritonitis in mice, where it inhibited the neutrophil infiltration after being orally administered. In summary, we demonstrated in great details the structural requirements and the underlying mechanism for anti-inflammatory activity of a new family of hydrazone-N-acylhydrazone, which may represent a valuable medicinal chemistry direction for the anti-inflammatory drug development in general.
