Tag: 200-300

Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI was written by Liu, He;Wu, Jian;Jin, Yuxuan;Leng, Xuebing;Shen, Qilong. And the article was included in Journal of the American Chemical Society in 2021.Quality Control of Ethyl 3-chloroquinoxaline-2-carboxylate This article mentions the following:

The synthesis, characterization, and reactivity of key intermediates [Cu(CF₃)(X)]^–Q⁺ (X = CF₃ or I, Q = PPh₄) in copper-mediated trifluoromethylation of aryl halides were studied. Qual. and quant. studies showed [Cu(CF₃)₂]^–Q⁺ and [Cu(CF₃)(I)]^–Q⁺ were not highly reactive. Instead, a much more reactive species, ligand-less [CuCF₃] or DMF-ligated species [(DMF)CuCF₃], was generated in the presence of excess CuI. On the basis of these results, a general mechanistic map for CuI-promoted trifluoromethylation of aryl halides was proposed. Furthermore, on the basis of this mechanistic understanding, a HOAc-promoted protocol for trifluoromethylation of aryl halides with [Ph₄P]⁺[Cu(CF₃)₂]^– was developed. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Quality Control of Ethyl 3-chloroquinoxaline-2-carboxylate).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Quality Control of Ethyl 3-chloroquinoxaline-2-carboxylate

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

New 5-HT₃ antagonists. Synthesis and preliminary biological activity of 3-substituted 2-piperazinylquinoxalines was written by Monge, Antonio;Palop, Juan;Del Castillo, Juan Carlos;Romero, Gonzalo;Lasheras, Berta;Del Rio, Joaquin;Caldero, Jose Maria;Bosch, Ana;Roca, Juan. And the article was included in Anales de la Real Academia de Farmacia in 1994.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Piperazinylquinoxalines I (R¹ = Cl, CO₂Et, Ph, Cl, CONH₂, NMe₂, R² = H, Et) were prepared and their 5-HT₃ receptor antagonist activity evaluated. The results show that substitution at position 2 of the quinoxaline ring is not a determining factor for the biol. activity. Nevertheless, these compounds show partial agonist or antagonist activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Synthetic Route of C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson’s, and Alzheimer’s diseases. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 12. 3-Carboxy-2-phenoxy-6(7)-substituted quinoxalines and N-[4-[6(7)-substituted-3-carboxyquinoxalin-2-yl]hydroxy]benzoylglutamates. Synthesis and evaluation of in vitro anticancer activity was written by Vitale, Gabriella;Corona, Paola;Loriga, Mario;Paglietti, Giuseppe. And the article was included in Farmaco in 1998.SDS of cas: 49679-45-0 This article mentions the following:

Thirty quinoxalines I, bearing a substituted phenoxy or oxybenzoylglutamate group on position 2, a carbethoxy or carboxy group on position 3, and a trifluoromethyl group on position 6 or 7 of the heterocycle, were prepared in order to evaluate their in vitro anticancer activity. Screening of over 21 compounds showed that only a few derivatives exhibited a moderate growth inhibition activity on various tumor panel cell lines at a 10^-4 molar concentration The acid derivatives showed no growth inhibition activity. The results obtained in this series indicate that, in general, carboxy or carbethoxy groups close to the O-link with Ph or benzoyl glutamates on position 2 are detrimental for anticancer activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0SDS of cas: 49679-45-0).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson’s, and Alzheimer’s diseases. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.SDS of cas: 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis of cyano-substituted heterocycles by tetraethylammonium cyanide was written by Hermann, Klaus;Simchen, Gerhard. And the article was included in Liebigs Annalen der Chemie in 1981.Computed Properties of C11H9ClN2O2 This article mentions the following:

RCN (R = optionally substituted 2-pyridinyl, 4-pyrimidinyl, 4-quinazolinyl, 2-quinazolinyl, 2-quinoxalinyl) were prepared by treating RCl with NMe₃ and treating RN⁺Me₃ Cl^– with Et₄N⁺ CN^– to give RCN. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Computed Properties of C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Computed Properties of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Bistrifluoromethylated organocuprate [Ph₄P]⁺[Cu(CF₃)₂]^–: synthesis, characterization and its application for trifluoromethylation of activated heteroaryl bromides, chlorides and iodides was written by Liu, He;Shen, Qilong. And the article was included in Organic Chemistry Frontiers in 2019.Name: Ethyl 3-chloroquinoxaline-2-carboxylate This article mentions the following:

The synthesis and characterization of a bistrifluoromethylated organocuprate [Ph₄P]⁺[Cu(CF₃)₂]^– and its reactions with a variety of activated heteroaryl bromides, chlorides and iodides were described. These results showed that complex [Ph₄P]⁺[Cu(CF₃)₂]^– can serve as a trifluoromethylating reagent. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Name: Ethyl 3-chloroquinoxaline-2-carboxylate).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.Name: Ethyl 3-chloroquinoxaline-2-carboxylate

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Novel antagonists of 5-HT₃ receptors. Synthesis and biological evaluation of piperazinylquinoxaline derivatives was written by Monge, A.;Palop, J. A.;Del Castillo, J. C.;Caldero, J. M.;Roca, J.;Romero, G.;Del Rio, J.;Lasheras, B.. And the article was included in Journal of Medicinal Chemistry in 1993.Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate This article mentions the following:

A series of piperazinylquinoxalines I (R = alkyl, Ph, substituted Ph, R¹ = H; R = H, Et, R¹ = NO₂) were synthesized and studied as 5-HT₃ receptor antagonists in different preparations Antagonism to 5-HT in the longitudinal muscle of the guinea pig ileum was particularly prominent in cyanoquinoxaline derivatives with an alkyl substituent on the piperazine moiety. The pA₂ of some selected compounds against the 5-HT₃ agonist 2-methyl-5HT in the guinea pig ileum was in the range of tropisetron or ondansetron, and one of them, I (R = allyl, R¹ = H), was more potent than these reference compounds by approx. 2 or 3 orders of magnitude. However, these compounds were markedly less potent than either tropisetron or ondansetron as displacers of ³H-BRL 43694 binding to rat cortical membranes or as antagonists of the Bezold-Jarisch reflex in rats. Piperazinylcyanoquinoxalines represent a new class of 5-HT₃ antagonists with a selective effect on guinea pig peripheral receptors. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider