Tag: 100-200

In 2010,Kuduk, Scott D.; Di Marco, Christina N.; Cofre, Victoria; Pitts, Daniel R.; Ray, William J.; Ma, Lei; Wittmann, Marion; Veng, Lone; Seager, Matthew A.; Koeplinger, Kenneth; Thompson, Charles D.; Hartman, George D.; Bilodeau, Mark T. published 《N-Heterocyclic derived M1 positive allosteric modulators》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

Replacement of a Ph ring with N-linked heterocycles in a series of quinolone carboxylic acid M1 pos. allosteric modulators was investigated. In particular, the pyrazole derivative I exhibited improvements in potency, free fraction, and CNS exposure. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Synthetic Route of C4H3F3N2

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

In 1988,Tserunyan, V. V.; Asratyan, G. V.; Darbinyan, E. G. published 《Intramolecular hydrogen bond in 1-vinyl-5-pyrazolecarboxylic acid esters》.Khimiya Geterotsiklicheskikh Soedinenii published the findings.Computed Properties of C5H6N2O2 The information in the text is summarized as follows:

Pyrazolecarboxylates I (R = Me, Et, CHMe2, Bu; R1 = H) reacted with vinyl acetate in the presence of Hg(OAc)2 to give I (same R; R1 = vinyl) and their isomers (II). Intramol. H bonding between the α proton of the vinyl group and the carbonyl O was detected in II by NMR. After reading the article, we found that the author used Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Computed Properties of C5H6N2O2)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Computed Properties of C5H6N2O2

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

In 1988,Bulychev, Yu. N.; Preobrazhenskaya, M. N.; Chernyshev, A. I.; Esipov, S. E. published 《N-Alkylation of substituted pyrazoles and pyrazolo[3,4-d]pyrimidines by dimethylformamide diethyl acetal or orthoformate》.Khimiya Geterotsiklicheskikh Soedinenii published the findings.SDS of cas: 15366-34-4 The information in the text is summarized as follows:

Alkylating pyrazolecarboxylate I (R = R1 = H) by DMF di-Et acetal or HC(OEt)3 gives mixtures containing 41 and 38% I (R = Et, R1 = H) and 36 and 23% I (R = H, R1 = Et), resp. Similarly, alkylation of pyrazolopyrimidine II (R2 = MeS, R3 = H) gave 60 and 43% III, resp. Addnl. obtained were III (R2 = R3 = MeS, EtS; R2 = EtO, MeS). The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4SDS of cas: 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.SDS of cas: 15366-34-4

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

El Hammadi, A.; El Mouhtadi, M. published an article on February 1 ,2000. The article was titled 《The theoretical determination of heats of formation, proton affinities and gas basicities of N and C-substituted pyrazoles: analysis of the substituent effects on the gas-phase basicity》, and you may find the article in Journal of Molecular Structure: THEOCHEM.Reference of 1-Butyl-1H-pyrazole The information in the text is summarized as follows:

The MP2(FC)/6-31G* energies calculation, with complete optimization geometries at RHF/6-31G* level, was carried out on the neutral and protonated forms of C and N-mono-substituted pyrazoles (28 R-C(n)Pz and 12 R’-NPz with n = 3, 4 and 5; R = R’=H, Me, CHO, CN, NH2, NO, NO2, OH, F and Cl, and R’=Et, Pr and Ph) and some related compounds (Pyridine, 2-methylpyridine, 3-methylpyridine, Pyrrole and N-methylpyrrole). The heats of formation (using isodesmic reaction), the proton affinities (PA) and the gas basicities (GB) were determined for pyrazole derivatives The results are consistent with the exptl. evidence and provide a better understanding of the structures and energies for mono-substituted pyrazoles. Also, the RHF/6-31G* geometrical parameters are compared with those obtained by AM1 method, the agreement is satisfying. Linear relations are found between AM1 and MP2(FC)/6-31G*//6-31G* for heats of formation and for PAs of R-C(n)Pz and R’-NPz. Many pyrazole derivatives fit correlation well. Also, the structures and heats of formation for sizeable N-mono-substituted pyrazoles (17 compounds), which are interesting in chem. area, was also optimized by AM1, their PAs are scaled with a reasonable precision. Substituent electronic effects (SE) was analyzed in terms of polarizability, field, and resonance contributions using the Taft-Topsom model. The SE on N atom N(1) differs notably from those on C atoms C(3), C(4) and C(5). The origin of this difference was discussed yet. The results came from multiple reactions, including the reaction of 1-Butyl-1H-pyrazole(cas: 52096-24-9Reference of 1-Butyl-1H-pyrazole)

1-Butyl-1H-pyrazole(cas: 52096-24-9) belongs to pyrazoles. Pyrazoles and their related multiring analogs are common elements of a wide variety of bioactive compounds. These ring structures are rare in nature. A consequence of this is that they have previously been thought to be poor moieties to include in potential new drugs. Reference of 1-Butyl-1H-pyrazole

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

《A General Method for Copper-Catalyzed Arene Cross-Dimerization》 was written by Do, Hien-Quang; Daugulis, Olafs. Product Details of 52096-24-9 And the article was included in Journal of the American Chemical Society on August 31 ,2011. The article conveys some information:

A general method for a highly regioselective copper-catalyzed cross-coupling of two aromatic compounds using iodine as an oxidant has been developed. The reactions involve an initial iodination of one arene followed by arylation of the most acidic C-H bond of the other coupling component. Cross-coupling of electron-rich arenes, electron-poor arenes, and five- and six-membered heterocycles is possible in many combinations. Typically, a 1/1.5 to 1/3 ratio of coupling components is used, in contrast to existing methodol. that often employs a large excess of one of the arenes. Common functionalities such as ester, ketone, aldehyde, ether, nitrile, nitro, and amine are well-tolerated. In the part of experimental materials, we found many familiar compounds, such as 1-Butyl-1H-pyrazole(cas: 52096-24-9Product Details of 52096-24-9)

1-Butyl-1H-pyrazole(cas: 52096-24-9) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Product Details of 52096-24-9

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

Product Details of 844501-71-9In 2015 ,《Discovery and SAR of novel pyrazolo[1,5-a]pyrimidines as inhibitors of CDK9》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Phillipson, Louisa J.; Segal, David H.; Nero, Tracy L.; Parker, Michael W.; Wan, Soo San; de Silva, Melanie; Guthridge, Mark A.; Wei, Andrew H.; Burns, Christopher J.. The article conveys some information:

The serine-threonine kinase CDK9 is a target of emerging interest for the development of anti-cancer drugs. There are multiple lines of evidence linking CDK9 activity to cancer, including the essential role this kinase plays in transcriptional regulation through phosphorylation of the C-terminal domain (CTD) of RNA polymerase II. Indeed, inhibition of CDK9 has been shown to result in a reduction of short-lived proteins such as the pro-survival protein Mcl-1 in malignant cells leading to the induction of apoptosis. In this work we report our initial studies towards the discovery of selective CDK9 inhibitors, starting from the known multi-kinase inhibitor PIK-75 which possesses potent CDK9 activity. Our series is based on a pyrazolo[1,5-a]pyrimidine nucleus and, importantly, the resultant lead compound 18b is devoid of the structural liabilities present in PIK-75 and possesses greater selectivity. The results came from multiple reactions, including the reaction of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Product Details of 844501-71-9)

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, antidiabetic and antibacterial activities. Product Details of 844501-71-9

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

In 2012,Manchester, John I.; Dussault, Daemian D.; Rose, Jonathan A.; Boriack-Sjodin, P. Ann; Uria-Nickelsen, Maria; Ioannidis, Georgine; Bist, Shanta; Fleming, Paul; Hull, Kenneth G. published 《Discovery of a novel azaindole class of antibacterial agents targeting the ATPase domains of DNA gyrase and Topoisomerase IV》.Bioorganic & Medicinal Chemistry Letters published the findings.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

The discovery and optimization of a series of bacterial topoisomerase inhibitors, e.g., I, is disclosed. Starting from a virtual screening hit, activity was optimized through a combination of structure-based design and phys. property optimization. Synthesis of fewer than a dozen compounds was required to achieve inhibition of the growth of methicillin-resistant Staphyloccus aureus at compound concentrations of 1.56 μM. These compounds simultaneously inhibit DNA gyrase and Topoisomerase IV at similar nanomolar concentrations, reducing the likelihood of the spontaneous occurrence of target-based mutations resulting in antibiotic resistance, an increasing threat in the treatment of serious infections. In the part of experimental materials, we found many familiar compounds, such as 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole)

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole

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

HPLC of Formula: 474432-62-7On March 15, 2010, Goble, Stephen D.; Wang, Liping; Howell, K. Lulu; Bansal, Alka; Berger, Richard; Brockunier, Linda; Di Salvo, Jerry; Feighner, Scott; Harper, Bart; He, Jiafang; Hurley, Amanda; Hreniuk, Donna; Parmee, Emma; Robbins, Michael; Salituro, Gino; Sanfiz, Anthony; Streckfuss, Eric; Watkins, Eloisa; Weber, Ann E.; Struthers, Mary; Edmondson, Scott D. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Heterocyclic acetamide and benzamide derivatives as potent and selective β3-adrenergic receptor agonists with improved rodent pharmacokinetic profiles》. The article mentions the following:

A series of amide derived β3-adrenergic receptor (AR) agonists is described. The discovery and optimization of several series of compounds derived from 1 (I), is used to lay the SAR foundation for second generation β3-AR agonists for the treatment of overactive bladder. In addition to this study using Pyrazolo[1,5-a]pyridine-7-carboxylic acid, there are many other studies that have used Pyrazolo[1,5-a]pyridine-7-carboxylic acid(cas: 474432-62-7HPLC of Formula: 474432-62-7) was used in this study.

Pyrazolo[1,5-a]pyridine-7-carboxylic acid(cas: 474432-62-7) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, monoamine oxidase inhibitory, anti-inflammatory, antidiabetic and antibacterial activities. HPLC of Formula: 474432-62-7

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

Formula: C9H15BN2O2In 2016 ,《Optimization of tetrahydronaphthalene inhibitors of Raf with selectivity over hERG》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Huang, Shih-Chung; Adhikari, Sharmila; Afroze, Roushan; Brewer, Katherine; Calderwood, Emily F.; Chouitar, Jouhara; England, Dylan B.; Fisher, Craig; Galvin, Katherine M.; Gaulin, Jeffery; Greenspan, Paul D.; Harrison, Sean J.; Kim, Mi-Sook; Langston, Steven P.; Ma, Li-Ting; Menon, Saurabh; Mizutani, Hirotake; Rezaei, Mansoureh; Smith, Michael D.; Zhang, Dong Mei; Gould, Alexandra E.. The article contains the following contents:

Investigations of a biaryl ether scaffold identified tetrahydronaphthalene Raf inhibitors with good in vivo activity; however these compounds had affinity toward the hERG potassium channel. Herein the authors describe the work to eliminate this hERG activity via alteration of the substituents on the benzoic amide functionality. The resulting compounds I [R = H, Me2NCH2, MeNHCH2, etc.] have improved selectivity against the hERG channel, good pharmacokinetic properties and potently inhibit the Raf pathway in vivo. In the experiment, the researchers used 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Formula: C9H15BN2O2)

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, monoamine oxidase inhibitory, anti-inflammatory, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, antidiabetic and antibacterial activities. Formula: C9H15BN2O2

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

《Functionalized pyrazole with 1,3-alternate calix[4]arene and triazole ligands as highly selective fluorescent sensor for Hg2+ and Ag+ ions》 was written by Chen, Yin-Ju; Chen, Meng-Yu; Lee, Kun-Ti; Shen, Li-Ching; Hung, Hao-Chih; Niu, Hao-Che; Chung, Wen-Sheng. Application of 15366-34-4 And the article was included in Frontiers in Chemistry (Lausanne, Switzerland) in 2020. The article conveys some information:

We report here the synthesis of a 1,3-alternate calix[4]arene 8, with bis-pyrazolylmethylpyrenes on the one end and bis-triazolylmethylphenyls on the other end, as a homoditropic fluorescent sensor for both Hg2+ and Ag+ ions. Calix[4]arene 3, with lower-rim bis-pyrazolylmethylpyrenes in cone conformation, was also synthesized as a control compound UV-Vis and fluorescence spectra were used for metal ions screening, and we found that both ligands 8 and 3 showed strong excimer emission of pyrenes when they are as a free ligand in CHCl3/MeOH (volume/volume, 3:1) solution; however, they both showed a high selectivity toward Hg2+ and Ag+ ions with strong fluorescence quenching and yet with different binding ratios. The fluorescence of ligand 8 was strongly quenched by Hg2+ but was only partially quenched by Ag+ ions; however, the fluorescence of ligand 3 was strongly quenched by Hg2+, Ag+, and Cu2+ ions. Job plot experiments showed that ligand 8 formed a 1:2 complex with both Hg2+ and Ag+ ions; ligand 3 formed a 1:1 complex with Hg2+, but it formed a 2:3 complex with Ag+. The binding constant of ligand 3 with Hg2+ and Ag+ ions was determined by the Benesi-Hildebrand plot of UV-vis titration experiments to be 2.99 x 103 and 3.83 x 103 M-1, resp., while the association constant of ligand 8 with Hg2+ and Ag+ was determined by Hill plot to be 1.46 x 1012 and 9.24 x 1011 M-2, resp. Ligand 8 forms a strong complex with either two Hg2+ or two Ag+ ions using both the upper and lower rims of the 1,3-alternate calix[4]arene as the binding pockets; hence, it represents one of the highly selective fluorescent sensors for the homoditropic sensing of Hg2+ and Ag+ ions. After reading the article, we found that the author used Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Application of 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Application of 15366-34-4

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