Tag: 100-200

1,3-Dipolar cycloaddition of ethyl diazoacetate to alkynes in the pores of zeolite NaY was written by Kobayashi, Keijiro;Igura, Yuta;Imachi, Shouhei;Masui, Yoichi;Onaka, Makoto. And the article was included in Chemistry Letters in 2007.Recommanded Product: Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

Zeolite NaY promotes 1,3-dipolar cycloaddition of Et diazoacetate to alkynes having an electron-withdrawing group to afford the corresponding functionalized pyrazoles in high yields. The activation of the dipolarophile inside the pores of NaY is proposed based on the ¹³C MAS NMR anal. This study involved multiple reactions and reactants, such as Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4Recommanded Product: Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate).

Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4) 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. 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 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate

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

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

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

Solid-phase Parallel Synthesis of 4-β-D-Ribofuranosylpyrazolo[4,3-d]pyrimidine Nucleosides was written by Ramasamy, Kanda S.;Amador, Roberto B.;Habib, Qazi;Rong, Frank;Han, Xiaogang;Li, David Y.;Huang, Jingfan;Hong, Zhi;An, Haoyun. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2005.Formula: C7H9N3O4 The following contents are mentioned in the article:

The synthesis of pyrazolo[4,3-d]pyrimidine nucleoside library using resin solid-phase parallel synthesis methodol. in the presence of 2,6-lutidine is described. Glycosylation of the trimethylsilyl (TMS) derivative of 1- and 2-(methyl)-1H and 2H-pyrazolo[4,3-d]pyrimidine-5,7-(4H,6H)-dione with 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose in the presence of TMS triflate provided two novel protected nucleosides. Different amines were introduced selectively by nucleophilic substitution using solid-phase parallel semi-automated synthesizer. Cleavage of the products from the solid support with 30% hexafluoro isopropanol (HFIP) in a parallel fashion yielded nucleoside libraries simultaneously, and they were analyzed and characterized by high-throughput LC-MS. This study involved multiple reactions and reactants, such as Ethyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (cas: 378203-86-2Formula: C7H9N3O4).

Ethyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (cas: 378203-86-2) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Formula: C7H9N3O4

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

Design and synthesis of potent and selective azaindole-based Rho kinase (ROCK) inhibitors was written by Schirok, Hartmut;Kast, Raimund;Figueroa-Perez, Santiago;Bennabi, Samir;Gnoth, Mark J.;Feurer, Achim;Heckroth, Heike;Thutewohl, Michael;Paulsen, Holger;Knorr, Andreas;Huetter, Joachim;Lobell, Mario;Muenter, Klaus;Geiss, Volker;Ehmke, Heimo;Lang, Dieter;Radtke, Martin;Mittendorf, Joachim;Stasch, Johannes-Peter. And the article was included in ChemMedChem in 2008.Electric Literature of C6H5N3O The following contents are mentioned in the article:

Rho kinase plays a pivotal role in several cellular processes such as vasoregulation, making it a suitable target for the treatment of hypertension and related disorders. We discovered a compound class of Rho kinase (ROCK) inhibitors containing a 7-azaindole hinge-binding scaffold tethered to an aminopyrimidine core. Herein we describe the structure-activity relationships elucidated through biochem. and functional assays. The introduction of suitable substituents at the 3-position of the bicyclic moiety led to an increase in activity, which was required to design compounds with favorable pharmacokinetic profile. Azaindole I was identified as a highly selective and orally available ROCK inhibitor able to cause a sustained blood pressure reduction in vivo. This study involved multiple reactions and reactants, such as 1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5Electric Literature of C6H5N3O).

1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5) 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. 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.Electric Literature of C6H5N3O

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

Insights from Ab initio quantum chemical calculations into the preferred tautomeric forms and binding affinities to CDK2 of substituted pyrazolopyridines was written by Duca, Jose S.;Madison, Vincent S.. And the article was included in Biopolymers in 2005.Formula: C6H5N3O The following contents are mentioned in the article:

Ab initio calculations were employed to compute pKa values and tautomer properties of a series of substituted pyrazolopyridines. The results show that the neutral 1H tautomer predominates, but upon protonation this proton migrates to give the preferred charged [2H,7H] tautomer. The basicity of the pyrazolopyridines is correlated with the electron donating capability of the 4-substituent. Ab initio free energy calculations were also used to identify determinants of binding affinity for some recently published pyrazolopyridine inhibitors of CDK2. Hydrogen-bonding affinity may be one important component of binding strength. This study involved multiple reactions and reactants, such as 1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5Formula: C6H5N3O).

1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. 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.Formula: C6H5N3O

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

A facile synthesis of pyrazoles with multi-point structural diversity by 1,3-dipolar cycloaddition was written by Cheung, Kwai Ming J.;Reynisson, Johannes;McDonald, Edward. And the article was included in Tetrahedron Letters in 2010.Category: pyrazoles-derivatives The following contents are mentioned in the article:

We describe the synthesis of diverse pyrazoles by 1,3-dipolar cycloaddition of Et diazoacetate with various acetylenes in refluxing toluene. The product pyrazoles are useful starting points for preparing a diverse collection of trisubstituted pyrazole carboxamides. For aryl and heteroaryl alkynes a single product is obtained while alkyl alkynes afford a ca. 6:1 mixture of regioisomers. The observed regioselectivity for the cycloaddition step and the ease of reaction are consistent with predictions derived from computing the HOMO-LUMO energies of the reactants. This study involved multiple reactions and reactants, such as Ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (cas: 61453-49-4Category: pyrazoles-derivatives).

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. 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.Category: pyrazoles-derivatives

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

Functionally Selective Dopamine D₂, D₃ Receptor Partial Agonists was written by Moeller, Dorothee;Kling, Ralf C.;Skultety, Marika;Leuner, Kristina;Huebner, Harald;Gmeiner, Peter. And the article was included in Journal of Medicinal Chemistry in 2014.Synthetic Route of C7H6N2O The following contents are mentioned in the article:

Dopamine D₂ receptor-promoted activation of Gα_o over Gα_i may increase synaptic plasticity and thereby might improve neg. symptoms of schizophrenia. Heterocyclic dopamine surrogates comprising a pyrazolo[1,5-a]pyridine moiety were synthesized and investigated for their binding properties when low- to subnanomolar K_i values were determined for D_2L, D_2S, and D₃ receptors. Measurement of [³⁵S]GTPγS incorporation at D_2S coexpressed with G-protein subunits indicated significant bias for promotion of Gα_o1 over Gα_i2 coupling for several test compounds Functionally selective D_2S activation was most striking for the carbaldoxime I (Gα_o1, pEC₅₀ = 8.87, E_max = 65%; Gα_i2, pEC₅₀ = 6.63, E_max = 27%). In contrast, the investigated 1,4-disubstituted aromatic piperazines (1,4-DAPs) behaved as antagonists for β-arrestin-2 recruitment, implying significant ligand bias for G-protein activation over β-arrestin-2 recruitment at D_2S receptors. Ligand efficacy and selectivity between D_2S and D₃ activation were strongly influenced by regiochem. and the nature of functional groups attached to the pyrazolo[1,5-a]pyridine moiety. This study involved multiple reactions and reactants, such as Pyrazolo[1,5-a]pyridin-4-ol (cas: 141032-72-6Synthetic Route of C7H6N2O).

Pyrazolo[1,5-a]pyridin-4-ol (cas: 141032-72-6) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Synthetic Route of C7H6N2O

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

Similarity in physical organic chemistry: substituent effects on the intrinsic basicity of 4-substituted pyrazoles was written by Notario, R.;Herreros, M.;El Hammadi, A.;Homan, H.;Abboud, J.-L. M.;Forfar, I.;Claramunt, R. M.;Elguero, J.. And the article was included in Journal of Physical Organic Chemistry in 1994.Application In Synthesis of 2,2,2-Trifluoro-1-(1H-pyrazol-4-yl)ethanone The following contents are mentioned in the article:

The gas-phase basicities of eight pyrazoles substituted only at position 4 (R = H, NO₂, F, Cl, CO₂C₂H₅, CH₃, NH₂, 1-adamantyl) were measured by Fourier transform ion cyclotron resonance. The exptl. values were treated in two ways, first by comparing these values with the AM1-calculated proton affinities. Since the correlation was reasonably good [PA(calculate) = -11.3 + 1.0634PA(exp.), n = 8, r = 0.984], a set of 17 further 4-substituted pyrazoles and their cations were calculated using the AM1 approximation and their gas-phase basicities were estimated Second, both the exptl. and the AM1-calculated values were considered within the framework of the Taft-Topsom anal. of substituent effects. Comparison of the analyses for pyrazoles and pyridines led to the unexpected result that, in spite of differences in ring size and number of heteroatoms, both systems behave remarkably alike. This study involved multiple reactions and reactants, such as 2,2,2-Trifluoro-1-(1H-pyrazol-4-yl)ethanone (cas: 161957-47-7Application In Synthesis of 2,2,2-Trifluoro-1-(1H-pyrazol-4-yl)ethanone).

2,2,2-Trifluoro-1-(1H-pyrazol-4-yl)ethanone (cas: 161957-47-7) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. 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. Application In Synthesis of 2,2,2-Trifluoro-1-(1H-pyrazol-4-yl)ethanone

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

Phosphodiesterase inhibitors. Part 4: Design, synthesis and structure-activity relationships of dual PDE3/4-inhibitory fused bicyclic heteroaromatic-4,4-dimethylpyrazolones was written by Ochiai, Koji;Takita, Satoshi;Kojima, Akihiko;Eiraku, Tomohiko;Ando, Naoki;Iwase, Kazuhiko;Kishi, Tetsuya;Ohinata, Akira;Yageta, Yuichi;Yasue, Tokutaro;Adams, David R.;Kohno, Yasushi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Related Products of 141032-72-6 The following contents are mentioned in the article:

(-)-6-(7-Methoxy-2-trifluoromethylpyrazolo[1,5-a]pyridin-4-yl)-5-methyl-4,5-dihydro-3-(2H)-pyridazinone (KCA-1490) is a dual PDE3/4 inhibitor that exhibits potent combined bronchodilatory and anti-inflammatory activity. Here we show that a 4,4-dimethylpyrazolone subunit serves as an effective surrogate for the 5-methyl-4,5-dihydropyridazin-3(2H)-one ring of KCA-1490 while lacking a stereogenic center. The 2- and 7-substituents in the pyrazolo[1,5-a]pyridine subunit markedly influence the PDE-inhibitory profile and can be adjusted to afford either potent PDE4-selective inhibitors or dual PDE3/4 inhibitors. A survey of bicyclic heteroaromatic replacements for the pyrazolo[1,5-a]pyridine allowed further refinement of the inhibitory profile and identified 3-(8-methoxy-2-(trifluoromethyl)imidazo[1,2-a]pyridin-5-yl)-4,4-dimethyl-1H-pyrazol-5(4H)-one as an orally active, achiral KCA-1490 analog with well-balanced dual PDE3/4-inhibitory activity. This study involved multiple reactions and reactants, such as Pyrazolo[1,5-a]pyridin-4-ol (cas: 141032-72-6Related Products of 141032-72-6).

Pyrazolo[1,5-a]pyridin-4-ol (cas: 141032-72-6) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Related Products of 141032-72-6

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