Month: November 2022

Grawe, Thomas et al. published their research in Journal of Organic Chemistry in 2002 | CAS: 172606-26-7

1,1′,1”-((2,4,6-Trimethylbenzene-1,3,5-triyl)tris(methylene))tris(1H-pyrazole) (cas: 172606-26-7) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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. Reference of 172606-26-7

Self-Assembly of Ball-Shaped Molecular Complexes in Water was written by Grawe, Thomas;Schrader, Thomas;Zadmard, Reza;Kraft, Arno. And the article was included in Journal of Organic Chemistry in 2002.Reference of 172606-26-7 The following contents are mentioned in the article:

The authors present a simple and versatile access to spheroidal mol. assemblies with pronounced stability in highly polar solvents. These complexes are composed of doubly and triply charged complementary building blocks based on ammonium or amidinium cations and phosphonate anions. Their high thermodn. stability is best explained by the formation of a cyclic array of alternating pos. and neg. charges interconnected by a regular network of H bonds. Association constants reach 106 M-1 in methanol and often surpass 103 M-1 in water. The broad range of binding energies correlates well with the varying degree of preorganization of both complex partners. As a byproduct of these studies, new recognition motifs for histidine and arginine esters and the unsubstituted guanidinium ion are proposed. The addnl. introduction of Me groups in the 2-, 4-, and 6-positions of the central benzene ring in either cations or anions causes a marked drop in the corresponding Ka values of 1 order of magnitude; the related rotational barriers were estimated at 0.3-2.1 kcal/mol. Spontaneous formation of defined 2:1 complexes from three components also was observed This study involved multiple reactions and reactants, such as 1,1′,1”-((2,4,6-Trimethylbenzene-1,3,5-triyl)tris(methylene))tris(1H-pyrazole) (cas: 172606-26-7Reference of 172606-26-7).

1,1′,1”-((2,4,6-Trimethylbenzene-1,3,5-triyl)tris(methylene))tris(1H-pyrazole) (cas: 172606-26-7) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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. Reference of 172606-26-7

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

Aghazadeh-Tabrizi, Mojgan et al. published their research in Journal of Medicinal Chemistry in 2018 | CAS: 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. 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.COA of Formula: C18H16N2O2

Discovery of 1,5-Diphenylpyrazole-3-Carboxamide Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase (MAGL) Inhibitors was written by Aghazadeh-Tabrizi, Mojgan;Baraldi, Pier Giovanni;Baraldi, Stefania;Ruggiero, Emanuela;De Stefano, Lucia;Rizzolio, Flavio;Di Cesare Mannelli, Lorenzo;Ghelardini, Carla;Chicca, Andrea;Lapillo, Margherita;Gertsch, Jurg;Manera, Clementina;Macchia, Marco;Martinelli, Adriano;Granchi, Carlotta;Minutolo, Filippo;Tuccinardi, Tiziano. And the article was included in Journal of Medicinal Chemistry in 2018.COA of Formula: C18H16N2O2 The following contents are mentioned in the article:

Monoacylglycerol lipase (MAGL) is a serine hydrolase that plays an important role in the degradation of the endocannabinoid neurotransmitter 2-arachidonoylglycerol, which is implicated in many physiol. processes. Beyond the possible utilization of MAGL inhibitors as anti-inflammatory, antinociceptive, and anticancer agents, their application has encountered obstacles due to the unwanted effects caused by the irreversible inhibition of this enzyme. The possible application of reversible MAGL inhibitors has only recently been explored, mainly due to the deficiency of known compounds possessing efficient reversible inhibitory activities. The authors report a new series of reversible MAGL inhibitors. Among them, compound 26 ((4-benzylpiperidin-1-yl)(5-(4-hydroxyphenyl)-1-(3-methylbenzyl)-1H-pyrazol-3-yl)methanone) showed to be a potent MAGL inhibitor (IC50 = 0.51 μM, Ki = 412 nM) with a good selectivity vs. fatty acid amide hydrolase (FAAH), α/β-hydrolase domain-containing 6 (ABHD6), and 12 (ABHD12). Interestingly, this compound also possesses antiproliferative activities against two different cancer cell lines and relieves the neuropathic hypersensitivity induced in vivo by oxaliplatin. This study involved multiple reactions and reactants, such as Ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate (cas: 17355-75-8COA of Formula: C18H16N2O2).

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. 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.COA of Formula: C18H16N2O2

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

Wang, Guofang’s team published research in Applied Organometallic Chemistry in 32 | CAS: 763120-58-7

Applied Organometallic Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C10H18O, Related Products of pyrazoles-derivatives.

Wang, Guofang published the artcileDenitrogenative Pd/Cu-catalyzed Suzuki-type Cross-coupling of Aryltrifluoroborates with Arylhydrazine Hydrochlorides in Water under Room Temperature, Related Products of pyrazoles-derivatives, the publication is Applied Organometallic Chemistry (2018), 32(3), n/a, database is CAplus.

In the presence of Pd(NH3)2Cl2 and CuCl2 using K2CO3, potassium aryltrifluoroborates (and a styryltrifluoroborate) underwent green and aerobic denitrogenative coupling reactions with arylhydrazine monohydrochlorides in water to yield biaryls and trans-stilbene in 62-95% yields.

Applied Organometallic Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C10H18O, Related Products of pyrazoles-derivatives.

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

Patel, N. C.’s team published research in Journal of Indian Council of Chemists in 18 | CAS: 14580-22-4

Journal of Indian Council of Chemists 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 C10H9ClN2O, Application In Synthesis of 14580-22-4.

Patel, N. C. published the artcileSynthesis of bisazo disperse dyes based on 4-hydroxyl-1-phenylquinolin-2(1H)-one system and their dyeing performance on polyester fabric, Application In Synthesis of 14580-22-4, the publication is Journal of Indian Council of Chemists (2001), 18(1), 59-62, database is CAplus.

Ten 3-[4-(arylazo)phenylazo]-4-hydroxy-1-phenyl-2(1H)-quinolinone dyes were prepared by coupling diazotized 3-(4-aminophenylazo)-4-hydroxy-1-phenyl-2(1H)-quinolinone with various coupling components. 4-Hydroxy-1-phenyl-2(1H)-quinolinone (I) was prepared by the condensation of o-chlorobenzoic acid and aniline giving N-phenylanthranilic acid followed by acetylation giving N-acetyl-N-phenylanthranilic acid and ring closure. I was coupled with diazotized 4-aminoacetanilide giving a monoazo compound which on hydrolysis gave the diazo component for disazo dye preparation The dyes were characterized by elemental and spectral analyses and their dyeing performance on polyester fabric was assessed. The dyes when applied on polyester fabric gave shades with poor to good light fastness, very good to excellent wash fastness, and poor to excellent exhaustion.

Journal of Indian Council of Chemists 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 C10H9ClN2O, Application In Synthesis of 14580-22-4.

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

Patel, N. C.’s team published research in Journal of Indian Council of Chemists in 18 | CAS: 14580-22-4

Journal of Indian Council of Chemists 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 C10H9ClN2O, Name: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

Patel, N. C. published the artcileSynthesis and application of some bisazo disperse dyes based on 4-hydroxyquinolinoquinazoline system on polyester fabric, Name: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Journal of Indian Council of Chemists (2001), 18(2), 83-86, database is CAplus.

Ten 3-(4′-R-azo-1′-phenylazo)-4-hydroxyquinolino-[1,2-b]-4-oxoquinazolines were prepared by coupling diazotized 3-(4′-amino-1′-phenylazo)-4-hydroxyquinolino-[1,2-b]-4-oxoquinazoline with various coupling components. 4-Hydroxyquinolino-[1,2-b]-4-oxoquinazoline (I) was prepared by the condensation of 2-methyl-1,3-benzoxazin-8-one with anthranilic acid, giving initially 2-methyl-3-(1-carboxyphenyl)-4-oxoquinazoline followed by the ring closure. I was coupled with diazotized p-aminoacetanilide followed by hydrolysis to give 3-[4′-amino-1′-phenylazo]-4-hydroxyqinolino[1,2-b]-4-oxoquinazoline. The bisazo disperse dyes were characterized by elemental and spectral analyses and their dyeing performance on polyester fabric was assessed. These compounds when applied on polyester fabric, gave shades with poor to good light fastness, very good to excellent wash fastness and poor to excellent exhaustion.

Journal of Indian Council of Chemists 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 C10H9ClN2O, Name: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Cui, J. Jean’s team published research in Journal of Medicinal Chemistry in 55 | CAS: 763120-58-7

Journal of Medicinal Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, HPLC of Formula: 763120-58-7.

Cui, J. Jean published the artcileDiscovery of a Novel Class of Exquisitely Selective Mesenchymal-Epithelial Transition Factor (c-MET) Protein Kinase Inhibitors and Identification of the Clinical Candidate 2-(4-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)ethanol (PF-04217903) for the Treatment of Cancer, HPLC of Formula: 763120-58-7, the publication is Journal of Medicinal Chemistry (2012), 55(18), 8091-8109, database is CAplus and MEDLINE.

The c-MET receptor tyrosine kinase is an attractive oncol. target because of its critical role in human oncogenesis and tumor progression. An oxindole hydrazide hit 6 (VI) was identified during a c-MET HTS campaign and subsequently demonstrated to have an unusual degree of selectivity against a broad array of other kinases. The cocrystal structure of the related oxindole hydrazide c-MET inhibitor 10 (X) with a nonphosphorylated c-MET kinase domain revealed a unique binding mode associated with the exquisite selectivity profile. The chem. labile oxindole hydrazide scaffold was replaced with a chem. and metabolically stable triazolopyrazine scaffold using structure based drug design. Medicinal chem. lead optimization produced 2-(4-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)-1H-pyrazol-1-yl)ethanol (2, II, PF-04217903), an extremely potent and exquisitely selective c-MET inhibitor. 2 Demonstrated effective tumor growth inhibition in c-MET dependent tumor models with good oral PK properties and an acceptable safety profile in preclin. studies. 2 Progressed to clin. evaluation in a Phase I oncol. setting.

Journal of Medicinal Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, HPLC of Formula: 763120-58-7.

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

Margrey, Kaila A.’s team published research in Journal of the American Chemical Society in 139 | CAS: 930-36-9

Journal of the American Chemical Society published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Quality Control of 930-36-9.

Margrey, Kaila A. published the artcilePredictive Model for Site-Selective Aryl and Heteroaryl C-H Functionalization via Organic Photoredox Catalysis, Quality Control of 930-36-9, the publication is Journal of the American Chemical Society (2017), 139(32), 11288-11299, database is CAplus and MEDLINE.

Direct C-H functionalization of aromatic compounds is a useful synthetic strategy that has garnered much attention because of its application to pharmaceuticals, agrochems., and late-stage functionalization reactions on complex mols. On the basis of previous methods disclosed by our lab, we sought to develop a predictive model for site selectivity and extend this aryl functionalization chem. to a selected set of heteroaromatic systems commonly used in the pharmaceutical industry. Using electron d. calculations, we were able to predict the site selectivity of direct C-H functionalization in a number of heterocycles and identify general trends observed across heterocycle classes.

Journal of the American Chemical Society published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Quality Control of 930-36-9.

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

Sandhu, Bhupinder’s team published research in Chemistry (Basel, Switzerland) in 3 | CAS: 3553-12-6

Chemistry (Basel, Switzerland) published new progress about 3553-12-6. 3553-12-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Amide, name is 3-Acetamidopyrazole, and the molecular formula is C5H7N3O, Quality Control of 3553-12-6.

Sandhu, Bhupinder published the artcileAssessment of computational tools for predicting supramolecular synthons, Quality Control of 3553-12-6, the publication is Chemistry (Basel, Switzerland) (2021), 3(2), 612-629, database is CAplus.

The ability to predict the most likely supramol. synthons in a crystalline solid is a valuable starting point for subsequently predicting the full crystal structure of a mol. with multiple competing mol. recognition sites. Energy and informatics-based prediction models based on mol. electrostatic potentials (MEPs), hydrogen-bond energies (HBE), hydrogen-bond propensity (HBP), and hydrogen-bond coordination (HBC) were applied to the crystal structures of twelve pyrazole-based mols. HBE, the most successful method, correctly predicted 100% of the exptl. observed primary intermol.-interactions, followed by HBP (87.5%), and HBC = MEPs (62.5%). A further HBC anal. suggested a risk of synthon crossover and synthon polymorphism in mols. with multiple binding sites. These easy-to-use models (based on just 2-D chem. structure) can offer a valuable risk assessment of potential formulation challenges.

Chemistry (Basel, Switzerland) published new progress about 3553-12-6. 3553-12-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Amide, name is 3-Acetamidopyrazole, and the molecular formula is C5H7N3O, Quality Control of 3553-12-6.

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

Matthews, Thomas P.’s team published research in Bioorganic & Medicinal Chemistry Letters in 20 | CAS: 763120-58-7

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, SDS of cas: 763120-58-7.

Matthews, Thomas P. published the artcileDesign and evaluation of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines as inhibitors of checkpoint and other kinases, SDS of cas: 763120-58-7, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(14), 4045-4049, database is CAplus and MEDLINE.

A range of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazine ATP-competitive inhibitors, e.g. I and II, of CHK1 were developed by scaffold hopping from a weakly active screening hit. Efficient synthetic routes for parallel synthesis were developed to prepare analogs with improved potency and ligand efficiency against CHK1. Kinase profiling showed that the imidazo[1,2-a]pyrazines could inhibit other kinases, including CHK2 and ABL, with equivalent or better potency depending on the pendant substitution. These 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines appear to represent a general kinase inhibitor scaffold.

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, SDS of cas: 763120-58-7.

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

Matthews, Thomas P.’s team published research in Bioorganic & Medicinal Chemistry Letters in 20 | CAS: 724710-02-5

Bioorganic & Medicinal Chemistry Letters published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C3H5BN2O2, Quality Control of 724710-02-5.

Matthews, Thomas P. published the artcileDesign and evaluation of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines as inhibitors of checkpoint and other kinases, Quality Control of 724710-02-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(14), 4045-4049, database is CAplus and MEDLINE.

A range of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazine ATP-competitive inhibitors, e.g. I and II, of CHK1 were developed by scaffold hopping from a weakly active screening hit. Efficient synthetic routes for parallel synthesis were developed to prepare analogs with improved potency and ligand efficiency against CHK1. Kinase profiling showed that the imidazo[1,2-a]pyrazines could inhibit other kinases, including CHK2 and ABL, with equivalent or better potency depending on the pendant substitution. These 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines appear to represent a general kinase inhibitor scaffold.

Bioorganic & Medicinal Chemistry Letters published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C3H5BN2O2, Quality Control of 724710-02-5.

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