Day: November 22, 2022

Preparation of 1,3,5-trisubstituted pyrazoles with cascade reaction catalyzed by Cu between hydrazonoyl halide and terminal alkynes was written by Li, Fuwei;Wang, Xiaolong;Yu, Haitao. And the article was included in Youji Huaxue in 2016.Application of 17355-75-8 The following contents are mentioned in the article:

Cascade reaction, including nucleophilic substitution and addition cyclization, catalyzed by Cu⁺ salt between substituted aryl hydrazonoyl halides and terminal alkynes could produce 1,3,5-trisubstituted pyrazoles. The method employed easily available aryl hydrazonoyl halide and terminal alkynes as starting materials under 45°C in green acetonitrile/water solvent, regioselectively generating 1,3,5-trisubstituted pyrazoles in high yield. Above all, functional groups containing active hydrogen would not disturb this reaction, example for carboxyl and hydroxyl. In this work, 17 pyrazole derivatives with different substituent group were achieved by this method. So it could be a general method to synthesize 1,3,5-trisubstituted pyrazoles. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Application of 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. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.Application of 17355-75-8

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

Synthesis of bromodifluoromethyl substituted pyrazoles and isoxazoles was written by Yang, Xueyan;Shui, Shengxia;Chen, Xi;He, Haiou;Wu, Fanhong. And the article was included in Journal of Fluorine Chemistry in 2010.Reference of 17355-75-8 The following contents are mentioned in the article:

Bromodifluoromethyl substituted pyrazoles I (R¹ = Ph, 4-MeC₆H₄, etc.; R² = Ph, 4-O₂NC₆H₄, etc.) were prepared regioselectively by the reaction of the corresponding ketones with Et bromodifluoroacetate in the presence of sodium methoxide followed by cyclocondensation of the intermediate β-diketones R¹C(O)CH₂C(O)CF₂Br with aryl hydrazines R²NHNH₂. The reaction of R¹C(O)CH₂C(O)CF₂Br with hydroxylamine hydrochloride gave dihydroisoxazoles, which afforded bromodifluoromethyl substituted isoxazoles II by dehydration with PPA or concentrated sulfuric acid. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Reference of 17355-75-8).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) 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. 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.Reference of 17355-75-8

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

Synthesis, characterization, and fluorescence properties of a novel symmetric di-nuclear b-diketonate ligand and its Eu³⁺ ternary chelate complex was written by Yang, Qing;Tang, Rui-ren. And the article was included in Xuzhou Gongcheng Xueyuan Xuebao, Ziran Kexueban in 2013.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

A novel β-diketonate ligand: 2,6-Bis(3-methyl-1-phenyl-5-pyrazolone-4-yl) pyridine was prepared and characterized by elemental anal. and 1 H NMR spectra. The result of the 1H NMR spectroscopy showed that the ligand L existed as an enol form isomer, which was consistent with the result of IR anal. In addition, its corresponding dinuclear Eu³⁺ complex using 1,10-phenanthroline as the second ligand was prepared and characterized by elemental anal., IR spectra, UV-Vis spectra, and 1 H NMR. The fluorescence spectra indicated that the ligand had excellent antenna effect to sensitize the Eu³⁺ ions, and the emission spectra was very sharp and narrow, which would be considered as a valuable material in organic electroluminescence materials. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Safety 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. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

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

Haloacetylated enol ethers. 11. Synthesis of 1-methyl- and 1-phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure was written by Martins, Marcos A. P.;Freitag, Rogerio A.;Da Rosa, Adriano;Flores, Alex F. C.;Zanatta, Nilo;Bonacorso, Helio G.. And the article was included in Journal of Heterocyclic Chemistry in 1999.Product Details of 17355-75-8 The following contents are mentioned in the article:

Me and phenylpyrazole Et esters I [R = Me, Ph; R¹ = Me, Ph, EtO₂C; R² = H, Me; R¹R² = (CH₂)₄; R³ = EtO₂C, Me, Ph; R²R³ = (CH₂)₄] are prepared by the cyclocondensation of β-alkoxyvinyl trichloromethyl ketones II [R⁴ = Me, Et; R⁵ = Me, Ph; R⁶ = H, Me; R⁵R⁶ = (CH₂)₄] with Me and Ph hydrazine hydrochloride in a one-pot reaction under mild conditions in 60-89% with a variety of enol ethers. Effects of hydrazine and β-alkoxyvinyl trichloromethyl ketone substituents on the regiochem. of pyrazole cyclization were observed This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8Product Details of 17355-75-8).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) 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. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Product Details of 17355-75-8

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

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

Nitroolefins. I. A new and convenient access to indolizines and pyrazolo[1,5-a]pyridines using 1-nitro-2-(phenylthio)ethylene was written by Tominaga, Yoshinori;Ichihara, Yuichi;Hosomi, Akira. And the article was included in Heterocycles in 1988.HPLC of Formula: 104468-72-6 The following contents are mentioned in the article:

1-Nitro-2-(phenylthio)ethylene reacts with a variety of N-ylides and N-imines (pyridinium, isoquinolinium, quinolinium, phthalazinium N-ylides and N-imines) in the presence of Et₃N to give the corresponding fused pyrrole and pyrazole derivatives [indolizines I (R = H, R¹ = CO₂Et, CN, R² = H, Me), pyrrolo[2,1-a]isoquinoline, pyrrolo[2,1-a]phthalazine (II, R = H), pyrazolo[1,5-a]pyridine, pyrazolo[5,1-a]quinoline, and pyrazolo[5,1-a]isoquinoline], along with the corresponding 1-nitropyrrolopyridines and 1-nitropyrazolopyridines, e.g., I and II (R = NO₂), resp., in moderate yields. This study involved multiple reactions and reactants, such as 5-Methylpyrazolo[1,5-a]pyridine (cas: 104468-72-6HPLC of Formula: 104468-72-6).

5-Methylpyrazolo[1,5-a]pyridine (cas: 104468-72-6) 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 presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.HPLC of Formula: 104468-72-6

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

New xanthine oxidase inhibitors of the pyrazolo[3,4-d]pyrimidine and pyrazolo[3,4-b]pyridine class. II. Comparative evaluation of their effectiveness was written by Vartanyan, L. S.;Rashba, Yu. E.;Kazachenko, A. I.;Korbukh, I. A.;Bulychev, Yu. N.;Preobrazhenskaya, M. N.. And the article was included in Khimiko-Farmatsevticheskii Zhurnal in 1982.Reference of 49834-67-5 The following contents are mentioned in the article:

Thirty pyrazolo[3,4-d]pyrimidines I (R = H, CH₂NMe₂, N-methylpiperazinylmethyl, or piperidinylmethyl; R¹ = H, CH₂NEt₂, or N-methylpiperazinylmethyl; R² = H or Me) and II [R = H, CN, CH₂CN, C(NH₂):NOH, etc.; R¹ = SH, SMe, NHNH₂, etc.; R² = H, SH, or SMe] and 5 pyrazolo[3,4-b]pyridines III (R = H or OH; R¹ = H, OH, SH, Cl, or SMe) were tested for xanthine oxidase  [9002-17-9]-inhibiting activity. The kinetics of xanthine oxidase inhibition by I, II, and III was studied. Structure-activity relations are discussed. This study involved multiple reactions and reactants, such as 1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5Reference of 49834-67-5).

1H-Pyrazolo[3,4-b]pyridin-4-ol (cas: 49834-67-5) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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.Reference of 49834-67-5

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

Synthesis, central and peripheral benzodiazepine receptor affinity of pyrazole and pyrazole-containing polycyclic derivatives was written by Campagna, Francesco;Palluotto, Fausta;Carotti, Angelo;Maciocco, Elisabetta. And the article was included in Farmaco in 2004.SDS of cas: 17355-75-8 The following contents are mentioned in the article:

A series of new pyrazole-condensed 6,5,5 tricyclic compounds were synthesized and tested to evaluate their binding affinities at both central (CBR) and peripheral (PBR) benzodiazepine receptors. Some 1-aryl-5-phenylpyrazole derivatives were also prepared and tested for comparison with their corresponding rigid tricyclic analogs. Among the newly synthesized 1-aryl-1,4-dihydro-indeno[1,2-c]pyrazoles bearing both an ethoxycarbonyl group at position 3 and a carbonyl function at the position 4, e.g., I, emerged as a new potent (IC₅₀ = 26.4 nM) and selective CBR ligand. The 4-oxo-1-aryl-1,4-dihydro-indeno[1,2-c]pyrazole diethylamide derivative, e.g., II, was instead identified as a relatively potent (IC₅₀ = 124 nM) but highly selective PBR ligand. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8SDS of cas: 17355-75-8).

Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8) 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. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.SDS of cas: 17355-75-8

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

Pyrazole carboxamides and carboxylic acids as protein kinase inhibitors in aberrant eukaryotic signal transduction: Induction of growth arrest in MCF-7 cancer cells was written by Persson, Tobias;Yde, Christina W.;Rasmussen, Jakob E.;Rasmussen, Tine L.;Guerra, Barbara;Issinger, Olaf-Georg;Nielsen, John. And the article was included in Organic & Biomolecular Chemistry in 2007.SDS of cas: 17355-75-8 The following contents are mentioned in the article:

Densely functionalized pyrazolecarboxamides, e.g. I, and pyrazolecarboxylic acids were prepared through saponification and transamidation of ester-functionalized pyrazoles. This synthetic protocol allowed for three diversifying steps in which appendages on the pyrazole scaffold were adjusted to optimize inhibition of protein kinases. Thirty-five analogs were tested in CK2, AKT1, PKA, PKCα, and SAPK2a (p38) kinase inhibition bioassays. Blocking of these kinases may lead to effective therapies for treating inflammatory diseases and cancer. In order to investigate potential biol. activity, MCF-7 human breast cancer cells were incubated with the most promising derivatives Two analogs caused changes in MCF-7 cell growth, one of them through cell cycle arrest demonstrated by cell cycle anal. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8SDS of 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. 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.SDS of cas: 17355-75-8

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