Category: 3528-58-3

A convenient synthesis of fluorinated pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine nucleosides was written by Iaroshenko, Viktor O.;Sevenard, Dmitri V.;Kotljarov, Anton;Volochnyuk, Dmitriy M.;Tolmachev, Andrei O.;Sosnovskikh, Vyacheslav Ya.. And the article was included in Synthesis in 2009.Electric Literature of C5H9N3 This article mentions the following:

Starting from 5-amino-1-(2,3-O-isopropylidene-灏?D-ribofuranosyl)-1H-pyrazole, F-containing 1,3-CCC-, 1,3-CNC-dielectrophiles, and 2,4,6-tris(trifluoromethyl)-1,3,5-triazine, a set of fluorinated pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine nucleosides was obtained. Synthetic access to stable 4-(polyfluoroalkyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-ols was elaborated, which can be considered to be mimetics of the putative transition state involved in adenosine deaminase activity. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Electric Literature of C5H9N3).

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. 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 C5H9N3

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

Reactions of 3-(polyfluoroacyl)chromenones with heterocyclic amines: novel synthesis of polyfluoroalkyl-containing fused pyridines was written by Kotljarov, Anton;Iaroshenko, Viktor O.;Volochnyuk, Dmitriy M.;Irgashev, Roman A.;Sosnovskikh, Vyacheslav Ya.. And the article was included in Synthesis in 2009.Computed Properties of C5H9N3 This article mentions the following:

The selectivity of the reactions of 3-(polyfluoroacyl)-4H-chromen-4-ones, e.g. I, with a wide range of aminoheterocycles and arylamines has been evaluated. The method described facilitates access to polyfluoroalkyl-containing fused pyridines, e.g. II. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Computed Properties of C5H9N3).

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. 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. Computed Properties of C5H9N3

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

Cascade Wolff Rearrangement/Acylation: A Metal-Free and Eco-Friendly Approach for 4-Hydroxy-pyrazolo[3,4-b]pyridin-6-ones and N-Pyrazole Amides Synthesis from 5-Aminopyrazoles and 浼?Diazoketones was written by Zhang, Xiang-Jin;Zhang, Jie;Xu, Yu-Ning;Li, Yi-Ming;Chi, Man;Yan, Yu;Wu, Rui-Xue;Zhang, Hui-Ru;Zhu, Yan-Ping. And the article was included in Journal of Organic Chemistry in 2021.Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

A highly chemoselective cascade Wolff rearrangement/acylation reaction between 5-aminopyrazoles and diazo compounds has been developed. The protocol can facilitate the switchable synthesis of 4-hydroxy-pyrazolo[3,4-b]pyridin-6-ones I (R¹ = Me, Et, Ph, etc.; R² = Ph, t-Bu, 2-naphthyl, etc.; R³ = Ph, 4-MeOC₆H₄, 3-thienyl, etc.) and N-pyrazole amides II (R¹ = Me, t-Bu, Ph; R² = Ph, 4-FC₆H₄, 2-naphthyl, etc.; R³ = Me, c-hexyl, Ph, etc.; R⁴ = Me, Et) with the merits of a broad substrate scope, high functional group compatibility, and green and sustainable performance manner. All reactions proceeded efficiently without any catalyst and additives (acid and base) and resulted in the release of benign N₂, wherein di-Et carbonate served as a green benign solvent. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine).

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

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

On the Synthesis of Zwitterionic Heteropolycyclic Pyrazoles by a Three-Component Reaction. Some Mechanistic Considerations was written by Wamhoff, Heinrich;Bamberg, Christian;Herrmann, Stefan;Nieger, Martin. And the article was included in Journal of Organic Chemistry in 1994.COA of Formula: C5H9N3 This article mentions the following:

The novel three-component reaction involving a heterocyclic iminophosphorane, an isocyanate, and a hetarene component is applied to an aromatic pyrazole iminophosphorane I and to an analogous pyrazolone derivative The hitherto unknown zwitterionic pyrazolo[3′,4′:4,5]pyrimido[6,1-a]isoquinolines, e.g. II, pyrazolo[3′,4′:4,5]pyrimido[6,1-a]phthalazine III and pyrazolo[3′,4′:4,5]pyrido[6,1-a]pyrimidines, e.g. IV, are obtained. Addnl., the novel cycloaddition products with triazolinediones, thepyrazolo[3,4-e][1,2,4]triazolo[1,2-a][1,2,4]triazinediones, e.g. V, are described. The isolation of a dihydro compound a phthalazinium salt supports a stepwise mechanism for the zwitterion formation. While the influence of the aromaticity of the iminophosphorane component appears to be negligible, the aromaticity of the hetarene component determines the limitations of this versatile reaction. X-ray structures of 3 products as well as UV-, MS-, and NMR-spectra and semiempirical calculations confirm the zwitterionic character of the reaction products. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3COA of Formula: C5H9N3).

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.COA of Formula: C5H9N3

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

Oxidative Dehydrogenative Couplings of Pyrazol-5-amines Selectively Forming Azopyrroles was written by Jiang, Bo;Ning, Yi;Fan, Wei;Tu, Shu-Jiang;Li, Guigen. And the article was included in Journal of Organic Chemistry in 2014.Related Products of 3528-58-3 This article mentions the following:

New oxidative dehydrogenative couplings of pyrazol-5-amines for the selective synthesis of azopyrrole derivatives have been described. The reaction simultaneously installs C-I and N-N bonds through iodination and oxidation; a copper-catalyzed oxidative coupling process led to azopyrroles,. E.g., in presence of I₂, TBHP, and K₂CO₃ in EtOH, dehydrogenative coupling of pyrazol-5-amine (I) gave 86% iodinated azopyrrole [(E)-II]. E.g., in presence of CuI, 1,10-phenanthroline, and TBHP in CH₂Cl₂, dehydrogenative coupling of I gave 56% (E)-III. The resulting iodo-substituted azopyrroles were employed by treatment with various terminal alkynes through Sonogashira cross-coupling leading to new azo compounds 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 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 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.Related Products of 3528-58-3

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

Iodine-Promoted Synthesis of Dipyrazolo/Diuracil-Fused Pyridines and o-Amino Diheteroaryl ketones via Oxidative Domino Annulation of 2/4-Methylazaarenes was written by Zhang, Xin-Ke;Miao, Xiao-Yu;Jiang, Hui-Ru;Ge, Fei;Sun, Jia-Chen;Zhang, Rui-Ying;Ouyang, Qin;Fan, Wei-Yu;Zthu, Yan-Ping;Sun, Yuan-Yuan. And the article was included in Advanced Synthesis & Catalysis in 2021.Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

The iodine-promoted oxidative domino annulation and carbonylation process has been developed for the synthesis of biol. important azaarene-substituted bis-pyrazolo[3,4-b:4′,3′-e]pyridines (BPPs) I (R = quinolin-2-yl, 1,3-benzoxazol-2-yl, pyridin-4-yl, etc.; R¹ = Me, Ph, t-Bu, 4-fluorophenyl; R² = H, Ph, 2,5-dimethylphenyl, 4-methylphenyl), diuracilpyridines II [R³ = 7-fluoroquinolin-2-yl, 1,8-naphthyridin-2-yl, 1,3-benzothiazol-2-yl, etc.] and o-amino diheteroaryl ketones III [R⁴ = H, Me, Cl, OEt, etc.; R⁵ = H, Me; R⁶ = Me, Et, Ph]. The domino procedure proceeded with easily available Me azaarenes such as 2-Me quinoline, 2-methylquinazolin-4(3H)-one, 2-methylbenzothiazole, etc. 6-amino-1,3-dimethylpyrimidine-2,4-dione and substituted 5-aminopyrazoles IV (R⁷ = H, Me, Ph, t-Bu, etc.; R⁸ = H, Me, Et, Ph, etc.). This protocol is a simple and metal-free approach which exhibits high functional group compatibility and broad substrates scope. Moreover, this transformation can be applied for the preparation of dipyrazolo/diuracil-fused pyridines I (R = quinolin-2-yl; R¹ = Me; R² = Ph)/II (R³ = quinolin-2-yl) on a gram scale. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine).

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

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

Potent antagonists of gonadotropin releasing hormone receptors derived from quinolone-6-carboxamides was written by Walsh, Thomas F.;Toupence, Richard B.;Young, Jonathan R.;Huang, Song X.;Ujjainwalla, Feroze;DeVita, Robert J.;Goulet, Mark T.;Wyvratt, Matthew J. Jr.;Fisher, Michael H.;Lo, Jane-Ling;Ren, Ning;Yudkovitz, Joel B.;Yang, Yi Tien;Cheng, Kang;Smith, Roy G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Application of 3528-58-3 This article mentions the following:

SAR studies which focused upon the C(6) position of a recently described series of quinolone gonadotropin-releasing hormone antagonists are reported. Synthetic access to diverse quinolone-6-carboxamides was achieved via the Pd-catalyzed aminocarbonylation reactions of a 4-hydroxy-6-iodoquinolone with various amines. 4-Pyrimidinamine-derived amides were especially potent, functional antagonists of rat and human GnRH receptors. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Application of 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Application of 3528-58-3

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

Synthesis of 1H-pyrazolo[3,4-b]pyridines was written by Haeufel, Jochen;Breitmaier, Eberhard. And the article was included in Angewandte Chemie in 1973.Recommanded Product: 3528-58-3 This article mentions the following:

The pyrazolopyridines [I; R = Me, Pr, Bu; R1 = H; or RR1 = (CH2)n, n = 4,5,6, or 10; R2 = Me, Et, Ph; R3 = H, Me] were prepared in 51-87% yield by reaction of the pyrazoles II with R1COCR:CHR4 (R4 = OH, alkoxy, NH2) in HOAc and subsequent precipitation with H2O, or addition of NaOH and extraction with Et2O, or distillation of HOAc. 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. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Recommanded Product: 3528-58-3

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

Discovery of (S)-1-(1-(4-Chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((1-methyl-1H-pyrazol-5-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (GDC-0994), an Extracellular Signal-Regulated Kinase 1/2 (ERK1/2) Inhibitor in Early Clinical Development was written by Blake, James F.;Burkard, Michael;Chan, Jocelyn;Chen, Huifen;Chou, Kang-Jye;Diaz, Dolores;Dudley, Danette A.;Gaudino, John J.;Gould, Stephen E.;Grina, Jonas;Hunsaker, Thomas;Liu, Lichuan;Martinson, Matthew;Moreno, David;Mueller, Lars;Orr, Christine;Pacheco, Patricia;Qin, Ann;Rasor, Kevin;Ren, Li;Robarge, Kirk;Shahidi-Latham, Sheerin;Stults, Jeffrey;Sullivan, Francis;Wang, Weiru;Yin, Jianping;Zhou, Aihe;Belvin, Marcia;Merchant, Mark;Moffat, John;Schwarz, Jacob B.. And the article was included in Journal of Medicinal Chemistry in 2016.Electric Literature of C5H9N3 This article mentions the following:

The extracellular signal-regulated kinases ERK1/2 represent an essential node within the RAS/RAF/MEK/ERK signaling cascade that is commonly activated by oncogenic mutations in BRAF or RAS or by upstream oncogenic signaling. While targeting upstream nodes with RAF and MEK inhibitors has proven effective clin., resistance frequently develops through reactivation of the pathway. Simultaneous targeting of multiple nodes in the pathway, such as MEK and ERK, offers the prospect of enhanced efficacy as well as reduced potential for acquired resistance. Described herein is the discovery and characterization of GDC-0994 (22), an orally bioavailable small mol. inhibitor selective for ERK kinase activity. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Electric Literature of C5H9N3).

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

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

Substituted Pyrazolopyridines as Potent and Selective PDE5 Inhibitors: Potential Agents for Treatment of Erectile Dysfunction was written by Yu, Guixue;Mason, Helen J.;Wu, Ximao;Wang, Jian;Chong, Saeho;Dorough, Gary;Henwood, Andrew;Pongrac, Ronald;Seliger, Laurie;He, Bin;Normandin, Diane;Adam, Leonard;Krupinski, John;Macor, John E.. And the article was included in Journal of Medicinal Chemistry in 2001.SDS of cas: 3528-58-3 This article mentions the following:

Eight potent PDE5 inhibitors represented by I are described which have a much improved PDE isoenzyme selectivity profile compared to sildenafil. I was at least equivalent to sildenafil in its functional PDE5 activity in rabbit corpus cavernosal tissue. The pharmacokinetic profile and adverse effects of I are also briefly discussed. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3SDS of cas: 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 鎺矯).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.SDS of cas: 3528-58-3

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