Month: November 2022

Brindani, Nicoletta’s team published research in Journal of Medicinal Chemistry in 63 | CAS: 890590-91-7

Journal of Medicinal Chemistry published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C7H10N2O2, Synthetic Route of 890590-91-7.

Brindani, Nicoletta published the artcileIdentification, Structure-Activity Relationship, and Biological Characterization of 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indoles as a Novel Class of CFTR Potentiators, Synthetic Route of 890590-91-7, the publication is Journal of Medicinal Chemistry (2020), 63(19), 11169-11194, database is CAplus and MEDLINE.

Cystic fibrosis (CF) is a life-threatening autosomal recessive disease, caused by mutations in the CF transmembrane conductance regulator (CFTR) chloride channel. CFTR modulators have been reported to address the basic defects associated with CF-causing mutations, partially restoring the CFTR function in terms of protein processing and/or channel gating. Small-mol. compounds, called potentiators, are known to ameliorate the gating defect. In this study, we describe the identification of the 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole core as a novel chemotype of potentiators. In-depth structure-activity relationship studies led to the discovery of enantiomerically pure I endowed with a good efficacy in rescuing the gating defect of F508del- and G551D-CFTR and a promising in vitro druglike profile. The in vivo characterization of γ-carboline I showed considerable exposure levels and good oral bioavailability, with detectable distribution to the lungs after oral administration to rats. Overall, these findings may represent an encouraging starting point to further expand this chem. class, adding a new chemotype to the existing classes of CFTR potentiators.

Journal of Medicinal Chemistry published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C7H10N2O2, Synthetic Route of 890590-91-7.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Wu, Xia’s team published research in Organic Letters in 19 | CAS: 14580-22-4

Organic Letters published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C5H5NO3S, Synthetic Route of 14580-22-4.

Wu, Xia published the artcileIodine-Catalyzed Oxidative Coupling To Construct C-O Bonds for the Synthesis of 2,3-Dihydrooxepines, Synthetic Route of 14580-22-4, the publication is Organic Letters (2017), 19(17), 4584-4587, database is CAplus and MEDLINE.

The iodine-catalyzed catalytic formal [3 + 3 + 1] cycloaddition for the preparation of a seven-membered O-heterocyclic ring is presented, which is an achievement of Me and carbonyl group reactivity of 3-methyl-5-pyrazolones to forge the Csp3-O bond. This novel protocol provides a straightforward and efficient access to structurally diverse fused O-heterocycles through an iodine-catalyzed iodination/Kornblum oxidation/oxidative coupling/C-O bond formation cascade reaction. This approach demonstrates the unprecedented concurrent realization of the unique reactivity among the Me, methylene, and carbonyl groups in 3-methyl-5-pyrazolones for the construction of 2,3-dihydrooxepine rings. Moreover, a broad substrate scope displays a graceful diversity-oriented synthetic approach.

Organic Letters published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C5H5NO3S, Synthetic Route of 14580-22-4.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Bodnarchuk, N. D.’s team published research in Zhurnal Organicheskoi Khimii in 9 | CAS: 23286-70-6

Zhurnal Organicheskoi Khimii published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Bodnarchuk, N. D. published the artcileSubstituted 1,1-diaminoethylenes, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Zhurnal Organicheskoi Khimii (1973), 9(1), 36-8, database is CAplus.

Six RO2CCX:C(NH2)CY3 (I; R = Me, Et, Me2CH, Me3C; X = MeO2C, EtO2C, Me3CO2C, CN; Y = Cl, F) reacted with R1NH2 [R1 = Pr, Bu, C6H13, HOCH2CH2, Me2CHCH2, NH2, Et2NCH2CH(OH)CH2] to give 18 corresponding RO2CCX:C(NH2)NHR1 in 71-95% yield; I (Y = F) required higher reaction temperatures than I (Y = Cl). EtO2CC(COMe):C(NH2)CF3 and N2H4.H2O in DMF yielded 95% pyrazole II (R2 = Me); EtO2CC(CN):C(NH2)NHNH2 was cyclized to 98 % II (R2 = NH2) in refluxing PhOEt.

Zhurnal Organicheskoi Khimii published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Akhrem, A. A. et al. published their research in Zhurnal Obshchei Khimii in 1975 | CAS: 61453-49-4

Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Product Details of 61453-49-4

Reaction of diazoacetic ester with propargyl acetate was written by Akhrem, A. A.;Kvasyuk, E. I.;Mikhailopulo, I. A.. And the article was included in Zhurnal Obshchei Khimii in 1975.Product Details of 61453-49-4 The following contents are mentioned in the article:

Cyclization of HCCCH2OAc and N2CHCO2Et in refluxing toluene gave the isomeric pyrazolecarboxylates I and II. This study involved multiple reactions and reactants, such as Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4Product Details of 61453-49-4).

Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Product Details of 61453-49-4

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Stanovnik, B. et al. published their research in Science of Synthesis in 2002 | CAS: 17355-75-8

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Synthetic Route of C18H16N2O2

Product class 1: pyrazoles was written by Stanovnik, B.;Svete, J.. And the article was included in Science of Synthesis in 2002.Synthetic Route of C18H16N2O2 The following contents are mentioned in the article:

A review. Methods for preparing pyrazoles are reviewed including cyclization, ring transformation, aromatization and substituent modifications. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Synthetic Route of C18H16N2O2).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Synthetic Route of C18H16N2O2

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Persson, Tobias et al. published their research in Organic Letters in 2007 | CAS: 17355-75-8

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

Synthesis of N-Methoxy-N-methyl-β-enaminoketoesters: New synthetic precursors for the regioselective synthesis of heterocyclic compounds. [Erratum to document cited in CA145:271693] was written by Persson, Tobias;Nielsen, John. And the article was included in Organic Letters in 2007.Recommanded Product: Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

In the Supporting Information section, on page S6, “1 M aq HC1 (5 mL)” should read “1 M aq HC1 (2 mL)”. A corrected Supporting Information file has been posted online. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Recommanded Product: Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Akhrem, A. A. et al. published their research in Khimiya Geterotsiklicheskikh Soedinenii in 1976 | CAS: 61453-49-4

Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.HPLC of Formula: 61453-49-4

Synthesis of isomeric pyrazoles by the reaction of propargyl acetate with alkyl diazoacetates was written by Akhrem, A. A.;Kvasyuk, E. I.;Mikhailopulo, I. A.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1976.HPLC of Formula: 61453-49-4 The following contents are mentioned in the article:

Isomeric pyrazoles I, II (R = Et, Me) were obtained by cyclization of HCCCH2OAc with N2CHCO2R. Hydrolysis of I, II (R = Et) led to the corresponding deacetylated esters. This study involved multiple reactions and reactants, such as Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4HPLC of Formula: 61453-49-4).

Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.HPLC of Formula: 61453-49-4

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Browne, Duncan L. et al. published their research in Journal of Organic Chemistry in 2009 | CAS: 17355-75-8

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

Cross coupling of bromo sydnones: development of a flexible route toward functionalized pyrazoles was written by Browne, Duncan L.;Taylor, John B.;Plant, Andrew;Harrity, Joseph P. A.. And the article was included in Journal of Organic Chemistry in 2009.Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

The application of a Suzuki cross coupling approach to a range of C-4 substituted sydnones from a 4-bromosydnone is described. Moreover, the potential of this approach to prepare a diverse range of pyrazoles is demonstrated. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Antilla, Jon C. et al. published their research in Journal of Organic Chemistry in 2004 | CAS: 741717-60-2

Ethyl 1-(pyridin-3-yl)-1H-pyrazole-4-carboxylate (cas: 741717-60-2) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Reference of 741717-60-2

Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles. [Erratum to document cited in CA141:207140] was written by Antilla, Jon C.;Baskin, Jeremy M.;Barder, Timothy E.;Buchwald, Stephen L.. And the article was included in Journal of Organic Chemistry in 2004.Reference of 741717-60-2 The following contents are mentioned in the article:

On page 5578, an important reference describing the copper-catalyzed N-arylation of pyrazoles was left out of the manuscript: Cristau, H.-J., Cellier, P. P.; Spindler, J.-F.; Taillefer, M. Eur. J. Organic Chem. 2004, 695-709. This study involved multiple reactions and reactants, such as Ethyl 1-(pyridin-3-yl)-1H-pyrazole-4-carboxylate (cas: 741717-60-2Reference of 741717-60-2).

Ethyl 1-(pyridin-3-yl)-1H-pyrazole-4-carboxylate (cas: 741717-60-2) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Reference of 741717-60-2

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Scherowsky, Guenther et al. published their research in Tetrahedron Letters in 1974 | CAS: 17355-75-8

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. HPLC of Formula: 17355-75-8

Thermolysis of 2-methoxy-2,3,5-triaryl-1,3,4-oxadiazolines in the presence of trapping reagents was written by Scherowsky, Guenther;Franke, Hermann. And the article was included in Tetrahedron Letters in 1974.HPLC of Formula: 17355-75-8 The following contents are mentioned in the article:

Trapping experiments with HCCCO2Et, di-Me 1,2,4,5-tetrazine – 3,6 – dicarboxylate, and 1,3 – diphenylisobenzofuran showed that the thermal elimination of p-RC6H4CO2Me from the title compounds I and II gave a carbene-nitrene intermediate. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8HPLC of Formula: 17355-75-8).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. HPLC of Formula: 17355-75-8

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics