868-54-2Relevant articles and documents
Copper-catalyzed tandem synthesis of pentasubstituted pyridines from sulfonoketenimides and 2-aminoprop-1-ene-1,1,3-tricarbonitrile
Yavari, Issa,Taheri, Zohreh,Nematpour, Manijeh,Sheikhi, Azam
, p. 2036 - 2038 (2014)
Fully substituted pyridines were synthesized in moderate to good yields in a one-pot process by the copper-catalyzed sequential reaction of sulfonyl azides with terminal alkynes and 2-aminoprop-1-ene-1,1,3-tricarbonitrile at room temperature. Georg Thieme Verlag Stuttgart New York.
3-Trinitromethyl-4-nitro-5-nitramine-1: H-pyrazole: A high energy density oxidizer
Xiong, Hualin,Yang, Hongwei,Cheng, Guangbin
, p. 13827 - 13831 (2019)
A novel oxygen-rich energetic compound, 3-trinitromethyl-4-nitro-5-nitramine-1H-pyrazole (5), was obtained by one-step nitration of 2-(3-amino-1H-pyrazol-5-yl)acetic acid (4). Compound 5 was characterized by IR and NMR spectroscopy, elemental analysis and differential scanning calorimetry (DSC). Additionally, the structure of compound 5 was further confirmed by X-ray crystallography. Compound 5 has a high density (1.90 g cm-3), positive heat of formation (0.99 kJ g-1) and positive oxygen balance (24.8%). The calculated detonation velocity (D = 9124 m s-1) and pressure (P = 37.2 GPa) are superior to those of RDX (D = 8795 m s-1, P = 34.9 GPa). The calculated specific impulse of compound 5 (262 s) is higher than that of AP (157 s) and ADN (202 s). The combination of these attractive properties makes it a promising high energy density oxidizer.
An Improved and Facile Synthesis of 2-Amino-1,1,3-tricyanopropene
Mittelbach, Martin
, p. 689 - 692 (1985)
A simple method for the dimerization of malononitrile using alkali hydroxides in methanol or ethanol is described.Thereby 2-Amino-1,1,3-tricyanopropene, a keyintermediate for heterocyclic chemistry, is obtained in high yield. - Keywords: Malononitrile; Dimerization
Synthesis, antitumor evaluation, molecular modeling and quantitative structure-activity relationship (QSAR) of some novel arylazopyrazolodiazine and triazine analogs
El-Shafei, Ahmed,Fadda,Khalil,Ameen,Badria, Farid A.
, p. 5096 - 5105 (2009)
The synthesis, in vivo and in vitro antitumor evaluation, and QSAR studies of some novel pyrazole analogs against Ehrlich Ascites Carcinoma (EAC) cells were described. In vitro results revealed that compounds 10, 6 and 4 were the most potent analogs against EAC, respectively. Moreover, in vivo evaluation of compounds 6 and 10 proved their capability to normalize the blood picture in comparison to 5-FU, a well known anticancer drug. These novel pyrazole analogs were molecularly designed with the goal of having significant potent cytotoxic effect against EAC cells. To develop a QSAR model capable of identifying the key molecular descriptors associated with the biological activity of the novel pyrazole analogs and predicting the cytotoxic effect for other novel pyrazole analogs against EAC cells, different QSAR models, using different physicochemical and topological molecular descriptors, were developed. Different molecular descriptors were predicted solely from the chemical structures of 16 pyrazolo-diazine and triazine analogs following the prediction of the equilibrium molecular geometry of each analog at the DFT level using B88-LYP functional energy and double zeta valence polarized (DZVP) basis set. It was found that dipole moment, excitation energy, the energy value of LUMO, solvent accessible surface area, and heat of formation were the key molecular descriptors in descriping the cytotoxic effect of those compounds against EAC.
Highly efficient diastereoselective synthesis of azabicyclo[22.2]octanes
Alizadeh, Abdolali,Sadeghi, Vahideh,Bayat, Fahimeh,Zhu, Long-Guan
, p. 2609 - 2612 (2014)
A one-pot, diastereoselective synthesis of diverse azabicyclo[2.2.2]octanes from readily available starting materials is reported. The key strategy relies on creation of 2-aminoprop-1-ene-1,1,3-tricarbonitrile through dimerization of malononitrile which undergoes nucleophilic attack on dibenzalacetone at three sites leading to bicyclo[2.2.2]octanes.
Pyrazolo-oxo-diaza compound as BTK inhibitor
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Paragraph 0113-0116, (2021/03/24)
The invention provides a pyrazolo-oxo-diaza compound with a remarkable inhibition effect on Bruton's tyrosine protein kinase (BTK) or a hydrate, a solvate, a prodrug, a stereoisomer or a tautomer of pharmaceutically acceptable salt of the pyrazolo-oxo-diaza compound. The invention also provides a process for preparing the compound of the invention and an intermediate compound which can be used inthe process. The compound provided by the invention can be used for preparing medicines for treating diseases related to disorder or imbalance of activity of Bruton's tyrosine kinase (BTK).
Pyrazolo [1, 2] diaza compound
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Paragraph 0032; 0113-0114, (2021/07/21)
The invention provides a pyrazolo [1, 2] diaza compound as well as a preparation method and application thereof. The compound provided by the invention has a remarkable selective BTK kinase inhibition effect, effectively improves the off-target effect phenomenon of the existing BTK inhibitor, and can improve the drug targeting property, so that the toxic and side effects are reduced.
Photocatalytic ?±-oxyamination of stable enolates, silyl enol ethers, and 2-oxoalkane phosphonic esters
Schroll, Peter,K??nig, Burkhard
supporting information, p. 309 - 313 (2015/03/03)
Fast ?±-oxyamination of stable enolates, silyl enol ethers, and in situ deprotonated dialkyl 2-oxoalkane phosphonates and diphenyl-2-oxoalkyl phosphine oxides was performed in the presence of [Ru(bpy)3]2+ (bpy = 2,2a?2-bipyridyl) as a photocatalyst, 2,2,6,6-tetramethylpiperidine nitroxide (TEMPO), and visible light. The key step was the light-induced one-electron oxidation of TEMPO into the 2,2,6,6-tetramethylpiperidine- 1-oxoammonium ion, which was nucleophilically attacked to yield ?±-functionalized carbonyl compounds. The reaction time was significantly reduced by the use of the microreactor flow technique.
Raman spectroscopic study of base catalyzed di- and trimerization of malononitrile in ionic liquids and water
López-Pastor, Mercedes,Domínguez-Vidal, Ana,Ayora-Ca?ada, Maria José,Valcárcel, Miguel,Lendl, Bernhard
, p. 146 - 152 (2007/10/03)
Multivariate Curve Resolution (MCR) and Two-Dimensional Correlation Spectroscopy (2DCoS) have been employed to analyze the Raman spectra recorded from the reaction of malononitrile with KOH carried out in the ionic liquid 1-ethyl-3-methylimidazolium tetrafluoroborate and water. In both cases the carbanion, which is formed by deprotonation of malononitrile, could be detected spectroscopically. When using the ionic liquid as solvent formation of the dimer was observed, whereas in aqueous solution a trimer was formed by a subsequent Michael addition. Based on the component spectra and concentration profiles obtained from MCR analysis the reaction intermediates as well as products could be identified. 2DCoS was very helpful in corroborating these results.
COPPER(II) IN ORGANIC SYNTHESIS. IX . THE COPPER(II)-CATALYZED MICHAEL REACTION AS A ROUTE TO POLYSUBSTITUTED BENZENE DERIVATIVES
Desimoni, Giovanni,Invernizzi, Anna Gamba,Quadrelli, Paolo,Righetti, Pier Paolo
, p. 483 - 485 (2007/10/02)
A new synthetic method to polysubstituted benzene derivatives is reported.
