Category: 17355-75-8

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

Pyrazole Linked-1,2,4-Oxadiazole Derivatives as Potential Pharmacological Agent: Design, Synthesis and Antimicrobial Study was written by Kulkarni, Pravin S.;Sarda, Swapnil R.;Khandebharad, Amol U.;Farooqui, Mazahar;Agrawal, Brijmohan R.. And the article was included in Polycyclic Aromatic Compounds.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

A new series of 3-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-5-aryl-1,2,4-oxadiazole I (R = H, 4-Cl, 4-OMe, 3,4-(OMe)₂; R¹ = H, 2-Cl, 4-Cl, 4-Me, 4-OMe, 2,3-(OMe)₂) have been synthesized by a reaction of 5-aryl-N′-hydroxy-1-phenyl-1H-pyrazole-3-carboximidamide with substituted Me benzoate. The newly synthesized compounds I were characterized by spectroscopic techniques and screened for in vitro antibacterial activity against Gram-pos. bacterial strains Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178). Gram-neg. bacterial strains Escherichia coli (NCIM 2574), it was noticed that compounds I (R = 4-Cl; R¹ = 2-Cl, 4-Cl, 4-Me) showed good activity against B. subtilis with MIC 31.25 μg/mL against standard S. albus having MIC 7.81 μg/mL. Proteus mirabilis (NCIM 2388) and in vitro antifungal activity against Aspergillus niger (ATCC 504) Candida albicans (NCIM 3100). Compounds I (R, R¹ = H), I (R = H, R¹ = 2-Cl), I(R = H, R¹ = 4-Me), and I (R = 4-Cl, R¹ = 4-OCH₃) showed good activity against A. niger with MIC 31.25 μg/mL, which are comparable to standard drug ravuconazole having MIC 31.5 μg/mL. Compounds I (R = 4-Cl, R¹ = 2-Cl) and I (R = 4-Cl, R¹ = 4-CH₃) showed activity against A. niger with MIC 7.81 μg/mL which is comparable to standard drug Fluconazole having MIC 7.81 μg/mL and fourfold more activity with respect to drug Ravuconazole. The antibacterial activity of compounds I led to the conclusion that these scaffolds could aid in the creation of lead drugs to treat microbial infection. 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 and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

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

Synthesis and biological screening of novel 5-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole derivatives was written by Kulkarni, Pravin S.;Sarda, Swapnil R.;Khandebharad, Amol U.;Farooqui, Mazahar;Agrawal, Brijmohan R.. And the article was included in Asian Journal of Chemistry in 2022.Reference of 17355-75-8 The following contents are mentioned in the article:

A new series of 5-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole I [R = H, 4-Cl, 3,4-(OCH₃)₂; R¹ = H, 4-F, 2-CH₃, 3-CH₃, 4-CH₃] have been synthesized by a cyclocondensation reaction of Et 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxylate II with aryl imidoxime R¹C₆H₄C(=NOH)NH₂. The newly synthesized pyrazolyl-1,2,4-oxadiazole derivatives I were characterized by spectroscopic techniques and screened for in vitro antibacterial activity against Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178), Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388) and in vitro antifungal activity against Aspergillus niger (ATCC 504) Candida albicans (NCIM 3100). 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 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.Reference of 17355-75-8

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

Palladium-Catalyzed Chelation-Assisted Regioselective Oxidative Dehydrogenative Homocoupling/Ortho-Hydroxylation in N-Phenylpyrazoles was written by Batchu, Harikrishna;Bhattacharyya, Soumya;Kant, Ruchir;Batra, Sanjay. And the article was included in Journal of Organic Chemistry in 2015.HPLC of Formula: 17355-75-8 The following contents are mentioned in the article:

A palladium-catalyzed pyrazole-directed regioselective oxidative C(sp2)-H functionalization of the N-Ph ring in N-phenylpyrazoles to afford either a biaryl bis-pyrazole I [R¹ = H, Me, Ph, and CO₂Et; R² = H, CO₂Et; R³ = H, Me, Pr, etc.; R = H, Me, Cl, etc.] (via dehydrogenative homocoupling) or N-(o-hydroxyphenyl)pyrazole II [R¹ = H, Me, Ph, and CO₂Et; R² = H, CO₂Et; R³ = H, Me, Pr, etc.; R = H, Me, Cl, etc.] (via C-H oxygenation) or their mixture is described. The substitutions on the N-Ph ring and the pyrazole ring and the dilution of the reaction medium with respect to the TFA/TFAA mixture (substrate concentration) have a remarkable influence on the outcome of the reaction. It was discovered that if the reactions were performed under highly dilute conditions (ca. 10 times) then N-(o-hydroxyphenyl)pyrazoles were the major or the sole products. 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

Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors was written by Shcherbakov, Dmitriy;Baev, Dmitriy;Kalinin, Mikhail;Dalinger, Alexander;Chirkova, Varvara;Belenkaya, Svetlana;Khvostov, Aleksei;Krut’ko, Dmitry;Medved’ko, Aleksei;Volosnikova, Ekaterina;Sharlaeva, Elena;Shanshin, Daniil;Tolstikova, Tatyana;Yarovaya, Olga;Maksyutov, Rinat;Salakhutdinov, Nariman;Vatsadze, Sergey. And the article was included in ACS Medicinal Chemistry Letters in 2022.Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the mols. containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the exptl. and theor. results obtained, further directions for the development of this topic were proposed. 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. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Quality Control of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

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

New Pyrazolium-carboxylates as Structural Analogues of the Pseudo-Cross-Conjugated Betainic Alkaloid Nigellicine was written by Schmidt, Andreas;Habeck, Tobias;Kindermann, Markus Karl;Nieger, Martin. And the article was included in Journal of Organic Chemistry in 2003.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate The following contents are mentioned in the article:

Pyrazolium-3-carboxylates were examined as relatives of the betainic alkaloid nigellicine and as new examples of the sparsely populated class of heterocyclic pseudo-cross-conjugated mesomeric betaines. The title compounds were prepared in a 4-step procedure starting from EtO₂CCOCH:CROH [R = Me, Ph] which were cyclized with substituted hydrazines. The resulting isomeric pyrazole esters were separated and quaternized with di-Me sulfate in the presence of nitrobenzene to pyrazolium esters. Saponification was best accomplished in diluted sulfuric acid, which resulted in the formation of the pseudo-cross-conjugated mesomeric betaines in one step. Protonation to the corresponding carboxylic acids required the treatment of the betaines with tetrafluoroboric acid in dichloromethane. The effect of neg. solvatochromism proves the charge separation in the ground state of the mols. X-ray crystallog. analyses, semiempirical calculations, and ESI mass spectrometric measurements were performed to gain knowledge about the phenomenon of pseudo-cross-conjugation. 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. 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.Safety of Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

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