Tag: 100-200

Interaction of sulfaphenazole derivatives with human liver cytochromes P450 2C: molecular origin of the specific inhibitory effects of sulfaphenazole on CYP 2C9 and consequences for the substrate binding site topology of CYP 2C9 was written by Mancy, Annah;Dijols, Sylvie;Poli, Sonia;Guengerich, F. Peter;Mansuy, Daniel. And the article was included in Biochemistry in 1996.Recommanded Product: 3528-58-3 This article mentions the following:

The effects of sulfaphenazole (I) on typical activities catalyzed by human cytochromes P 450 of the 1A, 3A, and 2C subfamilies expressed in yeast were studied. I acts as a strong, competitive inhibitor of CYP 2C9 (K_i = 0.3 ± 0.1 μM); it is much less potent toward CYP 2C8 and 2C18 (K_i = 63 and 29 μM, resp.) and fails to inhibit CYP 1A1, 1A2, 3A4, and 2C19. From difference visible spectroscopy experiments using microsomes of yeast expressing various human P450s, I selectively interacts only with CYP 2C9 with the appearance of a peak at 429 nm as expected for the formation of a P 450 Fe(III)-nitrogenous ligand complex (K_s = 0.4 ± 0.1 μM). Comparative studies of the spectral interaction and inhibitory effects of twelve compounds related to I with CYP 2C9 showed that the aniline function of I is responsible for the formation of the iron-nitrogen bond of the 429 nm-absorbing complex and is necessary for the inhibitory effects of I. The study of two new compounds synthesized during this work, in which the N-Ph group of I was replaced with either an Et group or a 3,4-dichlorophenyl group, showed that the presence of an hydrophobic substituent at position I of the pyrazole function of I is required for a strong interaction with CYP 2C9. A model for the binding of I in the CYP 2C9 active site is proposed; that takes into account three major interactions that should be at the origin of the high-affinity and specific inhibitory effects of I toward CYP 2C9: (i) the binding of its nitrogen atom to CYP 2C9 iron, (ii) an ionic interaction of its SO₂N^– anionic site with a cationic residue of CYP 2C9, and (iii) an interaction of its N-Ph group with an hydrophobic part of the protein active site. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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: 3528-58-3

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

Use of pyrazoles as ligands greatly enhances the catalytic activity of titanium iso-propoxide for the ring-opening polymerization of L-lactide: a cooperation effect was written by Wang, Tzu-Fang;Kosuru, Someswara Rao;Yu, Shu-Chun;Chang, Yung-Chi;Lai, Hsin-Yu;Chang, Yu-Lun;Wu, Kuo-Hui;Ding, Shangwu;Chen, Hsuan-Ying. And the article was included in RSC Advances in 2020.Application of 15953-73-8 This article mentions the following:

Using TiOⁱPr₄ with a pyrazole ligand for one-pot LA polymerization improved catalytic activity compared with using TiOⁱPr₄ only. At 60°, TiOⁱPr₄ with ^furPz exhibited a higher catalytic activity (approx. 3-fold) than TiOⁱPr₄. At room temperature, TiOⁱPr₄ with ^BuPz exhibited a higher catalytic activity (approx. 17-fold) than TiOⁱPr₄. High mol. mass PLA (M_nGPC = 51 100, and D = 1.10) could be produced by using TiOⁱPr₄ with ^furPz in melt polymerization ([TiOⁱPr₄] : [^furPz] = 1000 : 1 : 1 at 100°, 240 min). The crystal structure of ^MePz₂Ti₂OⁱPr₇ revealed the cooperative activation between two Ti atoms during LA polymerization In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application of 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Application of 15953-73-8

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

A simple and efficient synthesis of pyrazoles in water was written by Wen, Jun;Fu, Yun;Zhang, Ruo-Yi;Zhang, Ji;Chen, Shan-Yong;Yu, Xiao-Qi. And the article was included in Tetrahedron in 2011.Recommanded Product: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

A simple, highly efficient, and environmentally friendly method for the synthesis of substituted 1H-pyrazoles by one-pot condensation reaction of α,β-unsaturated carbonyl compounds with tosyl hydrazide in water was developed. The reaction system exhibited tolerance with various functional groups. Aromatic moieties with both electron-rich and electron-deficient substituents gave desired products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Recommanded Product: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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. Recommanded Product: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

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

Approach to the library of fused pyridine-4-carboxylic acids by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles was written by Volochnyuk, Dmitriy M.;Ryabukhin, Sergey V.;Plaskon, Andrey S.;Dmytriv, Yuri V.;Grygorenko, Oleksandr O.;Mykhailiuk, Pavel K.;Krotko, Dmitriy G.;Pushechnikov, Alexei;Tolmachev, Andrey A.. And the article was included in Journal of Combinatorial Chemistry in 2010.Formula: C5H9N3 This article mentions the following:

A library of fused pyridine-4-carboxylic acids (including pyrazolo[3,4-b]pyridines, isoxazolo[5,4-b]pyridines, furo[2,3-b]pyridines, thieno[2,3-b]pyridines, and pyrido[2,3-d]pyrimidines) was generated by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles followed by hydrolysis of the ester. The library members were also demonstrated to undergo the standard combinatorial transformations including amide coupling and esterification, as well as less common heterocyclizations to 1,2,4-triazoles and 1,2,4-oxadiazoles. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Formula: C5H9N3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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 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.Formula: C5H9N3

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

Variable Luminescence and Chromaticity of Homoleptic Frameworks of the Lanthanides together with Pyridylpyrazolates was written by Youssef, Heba;Sedykh, Alexander E.;Becker, Jonathan;Schafer, Thomas;Taydakov, Ilya V.;Li, Huanrong R.;Mueller-Buschbaum, Klaus. And the article was included in Chemistry – A European Journal in 2021.Name: 3-(1H-Pyrazol-3-yl)pyridine This article mentions the following:

Homoleptic, 3D coordination polymers of the formula ³³_{âˆ?/sub>[Ln(3-PyPz)3] and ³âˆ?/sub>[Ln(4-PyPz)3], (3-PyPz)^– = 3-(3-pyridyl)pyrazolate anion, (4-PyPz)^– = 3-(4-pyridyl)pyrazolate anion, both C8H6N3^–, Ln = Sm, Eu, Gd, Tb, Dy, were obtained as highly luminescent frameworks by reaction of the lanthanide metals (Ln) with the aromatic heterocyclic amine ligands 3-PyPzH and 4-PyPzH. The compounds form 2 isotypic series of 3D coordination polymers and exhibit fair thermal stability up to 360°. The luminescence properties of all 10 compounds were determined in the solid state, with an antenna effect through ligand-metal energy transfer leading to high efficiency of the luminescence displayed by good quantum yields of up to 74%. The emission is mainly based on ion-specific lanthanide-dependent intra 4f-4f transitions for Tb³⁺: green, Dy³⁺: yellow, Sm³⁺: orange-red, Eu³⁺: red. For the Gd³⁺-containing compounds, the yellow emission of ligand triplet-based phosphorescence is observed at room temperature and 77 K. Codoping of the Gd-containing frameworks with Eu³⁺ and Tb³⁺ allow further shifting of the chromaticity towards white light emission. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Name: 3-(1H-Pyrazol-3-yl)pyridine).}

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) 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.Name: 3-(1H-Pyrazol-3-yl)pyridine

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

Discovery of a Potent, Selective, Orally Bioavailable, and Efficacious Novel 2-(Pyrazol-4-ylamino)-pyrimidine Inhibitor of the Insulin-like Growth Factor-1 Receptor (IGF-1R) was written by Degorce, Sebastien L.;Boyd, Scott;Curwen, Jon O.;Ducray, Richard;Halsall, Christopher T.;Jones, Clifford D.;Lach, Franck;Lenz, Eva M.;Pass, Martin;Pass, Sarah;Trigwell, Catherine. And the article was included in Journal of Medicinal Chemistry in 2016.Product Details of 5334-39-4 This article mentions the following:

Optimization of cellular lipophilic ligand efficiency (LLE) in a series of 2-anilino-pyrimidine IGF-1R kinase inhibitors led to the identification of novel 2-(pyrazol-4-ylamino)-pyrimidines with improved physicochem. properties. Replacement of the imidazo[1,2-a]pyridine group of the previously reported inhibitor 3 with the related pyrazolo[1,5-a]pyridine improved IGF-1R cellular potency. Substitution of the amino-pyrazole group was key to obtaining excellent kinase selectivity and pharmacokinetic parameters suitable for oral dosing, which led to the discovery of (2R)-1-[4-(4-{[5-chloro-4-(pyrazolo[1,5-a]pyridin-3-yl)-2-pyrimidinyl]amino}-3,5-dimethyl-1H-pyrazol-1-yl)-1-piperidinyl]-2-hydroxy-1-propanone (AZD9362, 28), a novel, efficacious inhibitor of IGF-1R. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Product Details of 5334-39-4).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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.Product Details of 5334-39-4

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

Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors was written by Lunniss, C.;Eldred, C.;Aston, N.;Craven, A.;Gohil, K.;Judkins, B.;Keeling, S.;Ranshaw, L.;Robinson, E.;Shipley, T.;Trivedi, N.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Related Products of 3528-58-3 This article mentions the following:

Species specific conversion of the lead PDE4 inhibitor 1 to the quinolone 3 was identified as the major route of metabolism in the cynomolgus monkey. Modification of the template to give the cinnoline 9 retained potency and selectivity, and greatly improved the pharmacokinetic profile in the cynomolgus monkey compared with 1. Addnl. SAR studies aimed at improving the solubility of 9 are also described. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Related Products of 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological 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.Related Products of 3528-58-3

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

4-[3(5)-Pyrazolyl]pyridinium salts. A new class of hypoglycemic agents was written by Bauer, Victor J.;Dalalian, Harry P.;Fanshawe, William J.;Safir, S. R.;Tocus, E. C.;Boshart, C. R.. And the article was included in Journal of Medicinal Chemistry in 1968.Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

A series of 4-[3(5)-pyrazolyl]pyridinium salts (I) was synthesized. Many of these compounds display interesting hypoglycemic activity in alloxandiabetic mice; a structure-activity relationship is derived. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) 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.Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

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

Derivatives of 1-pyrazole carboxylic acid. I. Synthesis of certain 1-pyrazolecarbonyl chlorides was written by Brzozowski, Zdzislaw;Magielka, Stanislaw. And the article was included in Acta Poloniae Pharmaceutica in 1981.Product Details of 15953-73-8 This article mentions the following:

Fifteen acid chlorides I (R = H, Me, Et; R¹ = H, Me, Et, Pr, Bu, PhCH₂ Cl; R² = H and Me) were prepared in 87-98% yield from the corresponding 1H– pyrazoles and COCl₂ in PhMe. Three I were converted into the corresponding amides by reaction with NH₃(g) in Et₂O. The mass spectral fragmentation of 3-ethyl-4-methyl-1-pyrazole carboxamide is presented. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Product Details of 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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 can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Product Details of 15953-73-8

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

5-Cyanopyrimidine Derivatives as a Novel Class of Potent, Selective, and Orally Active Inhibitors of p38α MAP Kinase was written by Liu, Chunjian;Wrobleski, Stephen T.;Lin, James;Ahmed, Gulzar;Metzger, Axel;Wityak, John;Gillooly, Kathleen M.;Shuster, David J.;McIntyre, Kim W.;Pitt, Sidney;Shen, Ding Ren;Zhang, Rosemary F.;Zhang, Hongjian;Doweyko, Arthur M.;Diller, David;Henderson, Ian;Barrish, Joel C.;Dodd, John H.;Schieven, Gary L.;Leftheris, Katerina. And the article was included in Journal of Medicinal Chemistry in 2005.Recommanded Product: 3528-58-3 This article mentions the following:

A novel class of 5-cyanopyrimidine-based inhibitors of p38α MAP kinase has been investigated. Analogs optimized through SAR iterations display low nanomolar enzymic and cellular activity. The in vivo efficacy of this class of p38 inhibitors was demonstrated by 3a and 3b (>50% reduction in TNF levels when orally dosed at 5 mg/kg, 5 h prior to LPS administration in an acute murine model of inflammation). For 3a and 3b, the previously identified N-methoxybenzamide moiety (1) was replaced with N-(isoxazol-3-yl)benzamide, thereby providing increased metabolic stability. Cyanopyrimidine 3a demonstrated 100% oral bioavailability in mouse. High p38 kinase selectivity vs. over 20 kinases was observed for analog 3b. Direct hydrogen bonding of the cyano nitrogen of the 5-cyanopyrimidine core to the backbone NH of Met109 was confirmed by x-ray crystallog. anal. of 3a bound to p38α. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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.Recommanded Product: 3528-58-3

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