20266-74-4Relevant academic research and scientific papers
Synthesis of 2- and 3-Nitrooxypropanol by Chemoselective Reduction of Methyl 2- and 3-Nitrooxypropionate
Ogawa, Toshihisa,Nakazato, Atsuro,Sato, Masakazu,Hatayama, Katsuo
, p. 459 - 460 (1990)
Highly chemoselective reduction of methyl 2- and 3-nitrooxypropionate (9) and (12) with calcium borohydride was accomplished to give the desired 2- and 3-nitrooxypropanols (6 and 13) in good yields without affecting the nitrooxy group.
Design, synthesis and biological activity evaluation of NO donor-containing ferrocene-pyrazole derivative
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Paragraph 0031; 0039; 0041, (2020/02/14)
The invention discloses an NO donor-containing ferrocene-pyrazole derivative and a preparation method thereof. A structure of the NO donor-containing ferrocene-pyrazole derivative is shown by the following formula, wherein R is selected from the following groups.
Design, synthesis and biological evaluation of novel ferrocene-pyrazole derivatives containing nitric oxide donors as COX-2 inhibitors for cancer therapy
Ren, Shen-Zhen,Wang, Zhong-Chang,Zhu, Dan,Zhu, Xiao-Hua,Shen, Fa-Qian,Wu, Song-Yu,Chen, Jin-Jin,Xu, Chen,Zhu, Hai-Liang
, p. 909 - 924 (2018/08/31)
A series of novel ferrocene-pyrazole derivatives containing nitric oxide donors as COX-2 inhibitors for cancer therapy were designed, synthesized and biologically evaluated. Among them, compound 7l displayed the most potent inhibitory against COX-2 (IC50 = 0.82 μM) and antiproliferative activities against Hela cells (IC50 = 0.34 μM) compared with Celecoxib (IC50 = 0.38 and 7.91 μM). The further mechanistic studies revealed that 7l could induce apoptosis of Hela cells by mitochondrial depolarization and the antiproliferative activities of 7l were positively correlated with the levels of intracellular NO release in Hela cells. Most notably, 7l could dramatically suppress tumor growth in Hela cells xenografted mouse model. In summary, compound 7l may be promising candidates for cancer therapy.
Tetranitromethane as an efficient reagent for the conversion of epoxides into β-hydroxy nitrates
Volkova, Yuliya A.,Ivanova, Olga A.,Budynina, Ekaterina M.,Averina, Elena B.,Kuznetsova, Tamara S.,Zefirov, Nikolai S.
, p. 3935 - 3938 (2008/09/21)
A convenient regioselective method for the preparation of β-hydroxy nitrates based on the ring opening reaction of epoxides by tetranitromethane in the presence of triethylamine is described. A series of substituted β-hydroxy nitrates were obtained in high yields under mild conditions.
Determination of the hydroxy nitrate yields from the reaction of C2-C6 alkenes with OH in the presence of NO
O'Brien, Jason M.,Czuba, Eva,Hastie, Donald R.,Francisco, Joseph S.,Shepson, Paul B.
, p. 8903 - 8908 (2007/10/03)
The yields of hydroxy nitrates from the reaction of selected C2-C6 alkenes with OH in the presence of NO were measured at 296 ± 3 K in a 9600 L photochemical smog chamber. Hydroxyl radicals were produced from the photolysis of isopropyl nitrite in the presence of NO. The loss of the alkene was followed using gas chromatography. The hydroxy nitrate products were determined using a combination of capillary chromatography and an organic nitrate specific chemiluminescence detector. The yield of hydroxy nitrates was observed to increase with the size of the precursor alkene as follows: ethene (0.86%), propene (1.5%), 1-butene (25%), cis-2-butene (3.4%), and 1-hexene (5.5%). Previous studies involving the production of alkyl nitrates from alkanes show a similar trend, but the yields reported here are a factor of 2-3 lower than for the corresponding simple alkylperoxy radical. The impact of a β-hydroxy group on the nitrate yield is examined using an ab initio molecular orbital study. It indicates that a hydrogen-bonded peroxy nitrite intermediate is formed, which results in a decrease in D0(O-O) for the peroxy linkage of about 8 kJ/mol. This would be expected to effectively decrease the organic nitrate yield. The implications of these findings for the organic nitrate path as an atmospheric NOx removal mechanism are discussed.
Ceric ammonium nitrate: A mild and efficient reagent for conversion of epoxides to β-nitrato alcohols
Iranpoor, Nasser,Salehi, Peyman
, p. 909 - 912 (2007/10/02)
Catalytic amount of Ce(IV) as ceric ammonium nitrate (CAN) alone or in the presence of excess nitrate ion reacts smoothly and efficiently with epoxides under mild conditions to produce the corresponding β-nitrato alcohols in good to excellent yields.
Novel 2-amino-1,4-dihydropyridine calcium antagonists. I. Synthesis and antihypertensive effects of 2-amino-1,4-dihydropyridine derivatives having nitroxyalkoxycarbonyl groups at 3- and/or 5-position
Kobayashi,Inoue,Kita,Yoshiya,Nishino,Oizumi,Kimura
, p. 788 - 796 (2007/10/02)
Novel 2-amino-1,4-dihydropyridine derivatives, which contain nitroxy-alkoxycarbonyl groups at the 3- and/or 5-position, were synthesized and their pharmaceutical effect was evaluated in spontaneously hypertensive rats. The structure-activity relationships are discussed in terms of potency, onset-rapidity, and duration of antihypertensive activity. Remarkably prolonged duration of antihypertensive action was observed when a tertiary amino group was introduced on either side of an ester chain.
