pyrazoles-derivatives

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

Monobromomalononitrile: an efficient regioselective mono brominating agent towards active methylene compounds and enamines under mild conditions was written by Pathak, Sudipta;Kundu, Ashis;Pramanik, Animesh. And the article was included in RSC Advances in 2014.Formula: C4H5BrN2O This article mentions the following:

The potential of monobromomalononitrile (MBM) as a convenient source of cationic bromine in organic bromination reaction was explored. Studies reveal that MBM could be a good substitute for N-bromosuccinimide (NBS) in various respects. Enamines and active methylene compounds bearing aromatic rings were selectively mono brominated on the vinylic and active methylene group resp. on reaction with MBM. This methodol. had the advantages of easy preparation of MBM, shorter reaction time and high yields of the product formation and is environment friendly. Mono bromination reaction occurred only on active methylene groups even after addition of excess amount of MBM. Enamines containing electron withdrawing, electron donating and ortho substituted amines reacted smoothly affording only the vinylic mono bromo products in good yields without producing any side products. In the experiment, the researchers used many compounds, for example, 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9Formula: C4H5BrN2O).

4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9) 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.Formula: C4H5BrN2O

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

Gas-Chromatographic Study of Hydrazine Reaction with Metal 灏?Diketonates was written by Svistunova, I. V.;Shapkin, N. P.;Nikolaeva, O. V.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 2002.Name: 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

When treated with hydrazine, metal 灏?diketonates undergo decomposition to form the corresponding pyrazoles, irresp. of the kinetic stability of the chelates. With substituted metal chelates, the main reaction products are pyrazoles bearing in position 4 the 绾?substituent of the complex. Other products are formed when the substituent has centers sensitive to nucleophilic substitution and/or elimination. The reaction can be used for structural assessment of the starting 灏?diketonate. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Name: 4-Chloro-3,5-dimethyl-1H-pyrazole).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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 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.Name: 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Condensed pyrimidine systems. 4. Synthesis and transformations of 6-(trifluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-ones was written by Bol’but, A. V.;Korol’ov, O. K.;Vovk, M. V.. And the article was included in Zhurnal Organichnoi ta Farmatsevtichnoi Khimii in 2006.HPLC of Formula: 18213-75-7 This article mentions the following:

1-R-6-Trifluoromethyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-ones (2a–d; R = Me, PhCH₂, Ph, 3-ClC₆H₄) were prepared by heterocyclization of 5-aminopyrazole-4-carboxamides with Me trifluoroacetate. The pyrimidinones 2 were converted into the corresponding 4-alkoxy, chloro, amino and hydrazino derivatives and 7-R-5-trifluoromethyl-7H-pyrazolo[4,3-e]tetrazolo[1,5-c]pyrimidines (7a–c; R = PhCH₂, Ph, 3-ClC₆H₄). In the experiment, the researchers used many compounds, for example, 5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7HPLC of Formula: 18213-75-7).

5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor閳ユ徆onor 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.HPLC of Formula: 18213-75-7

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

Synthetic Inhibitors of Cytochrome P-450 2A6: Inhibitory Activity, Difference Spectra, Mechanism of Inhibition, and Protein Cocrystallization was written by Yano, Jason K.;Denton, Travis T.;Cerny, Matthew A.;Zhang, Xiaodong;Johnson, Eric F.;Cashman, John R.. And the article was included in Journal of Medicinal Chemistry in 2006.Electric Literature of C8H7N3 This article mentions the following:

A series of 3-heteroaromatic analogs of nicotine were synthesized to delineate structural and mechanistic requirements for selectively inhibiting human cytochrome P 450 (CYP) 2A6. Thiophene, substituted thiophene, furan, substituted furan, acetylene, imidazole, substituted imidazole, thiazole, pyrazole, substituted pyrazole, and aliphatic and isoxazol moieties were used to replace the N-methylpyrrolidine ring of nicotine. A number of potent inhibitors were identified, and several exhibited high selectivity for CYP2A6 relative to CYP2E1, -3A4, -2B6, -2C9, -2C19, and -2D6. The majority of these inhibitors elicited type II difference spectra indicating the formation of a coordinate covalent bond to the heme iron. The majority of inhibitors were reversible inhibitors although several mechanism-based inactivators were identified. Most of the inhibitors were also relatively metabolically stable. X-ray crystal structures of CYP2A6 cocrystd. with three furan analogs bearing methanamino side chains indicated that the amine side chain coordinated to the heme iron. The pyridyl moiety was positioned to accept a hydrogen bond from Asn297, and all three inhibitors exhibited orthogonal aromatic-aromatic interactions with protein side chains. For comparison, the cocrystal structure of 4,4′-dipyridyl disulfide was also obtained and showed that the pyridine moiety could assume a different orientation than that observed for the 3-heteroaromatic pyridines examined For the 3-heteroromatic pyridines, N-Me and N,N-di-Me amino groups increased the apparent K_i and distorted helix I of the protein. Substitution of a Ph ring for the pyridyl ring also increased the apparent K_i, which is likely to reflect the loss of the hydrogen bonding interaction with Asn297. In contrast, inhibitory potency for other P450s was increased, and the selectivity of the Ph analogs for CYP2A6 was decreased relative to the pyridyl compounds The results suggest that inhibitors that compliment the active site features of CYP2A6 can exhibit significant selectivity for CYP2A6 relative to other human liver drug-metabolizing P450s. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Electric Literature of C8H7N3).

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Electric Literature of C8H7N3

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

The nitration of brominated pyrazoles in aqueous sulfuric acid was written by Chang, Kuei-Choo;Grimmett, M. Ross;Ward, David D.;Weavers, Rex T.. And the article was included in Australian Journal of Chemistry in 1979.Category: pyrazoles-derivatives This article mentions the following:

Nitration in 80% H₂SO₄ of 4-bromopyrazoles gives rise to considerable nitrodebromination. Compounds with no alkyl or aryl substituent on N give only the 4-nitro products, except 4-bromo-3-phenylpyrazole which gives the p-nitrophenyl compound N-Alkyl-4-bromopyrazoles give products of nitrodebromination as well as those arising from nitration in the 3- and/or 5-positions. N-Aryl-4-bromopyrazoles can also undergo nitration of the aryl substituent. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Category: pyrazoles-derivatives).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Category: pyrazoles-derivatives

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

Nitropyrazoles. 4. N-Amination under pH control was written by Vinogradov, V. M.;Dalinger, I. L.;Gulevskaya, V. I.;Shevelev, S. A.. And the article was included in Izvestiya Akademii Nauk, Seriya Khimicheskaya in 1993.SDS of cas: 5334-39-4 This article mentions the following:

N-amination of pyrazoles bearing nitro groups and other electron-withdrawing substituents with hydroxylamine-O-sulfonic acid under pH control was carried out. A series of previously unknown pyrazoles was prepared Basicities (pK_BH⁺) of 1-aminopyrazole and 1-amino-4-nitropyrazole were measured, and differences in the basicity of C- and N-amino groups for pyrazoles were determined In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4SDS of cas: 5334-39-4).

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

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

Floral Biosynthesis of Mn₃O₄ and Fe₂O₃ Nanoparticles Using Chaenomeles sp. Flower Extracts for Efficient Medicinal Applications was written by Karunakaran, Gopalu;Jagathambal, Matheswaran;Kolesnikov, Evgeny;Dmitry, Arkhipov;Ishteev, Artur;Gusev, Alexander;Kuznetsov, Denis. And the article was included in JOM in 2017.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

Manganese oxide (Mn3O4) and iron oxide (Fe2O3) nanoparticles were successfully synthesized with the flower extracts of Chaenomeles sp. This is the first ever approach to synthesize nanoparticles from Chaenomeles sp. flower extracts The organic mols. present in the flower extracts actively converted the nitrate precursor into its corresponding nanoparticles. The organic mols. that are involved in the synthesis of nanoparticles are identified using different phytochem. and gas chromatog.-mass spectrometry analyses. The identified components are glycosides, alkaloids, terpenoids, saponins, flavonoids, quinines, and steroids. The x-ray powder diffraction anal. revealed that the particles show tetragonal and rhombohedral crystalline phases. The Fourier transform IR spectroscopy anal. showed the functional groups that are involved in the reduction of nitrates into the corresponding nanoparticles. Energy-dispersive x-ray spectroscopy anal. confirmed the presence of the elements in the synthesized nanoparticles. Transmission electron microscopy images showed the formation of spherical nanoparticles with an average size of 30-100 nm. Antioxidant anal. showed that the synthesized nanoparticles had excellent antioxidant potential. The antibacterial study showed that they inhibit the growth of harmful bacteria such as Pseudomonas aeruginosa and Streptococcus pyogenes. Thus, this study proposes a new eco-friendly and nontoxic method to synthesize nanoparticles for medicinal applications. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole).

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閳ユ徆onor motifs, whether as a monocyclic ring or as a fused indazole ring. 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 In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Synthesis, characterization, and antimicrobial activity of novel heterocyclic compounds containing a ferrocene unit via Michael addition reaction was written by Liu, Yuting;Zhang, Hanli;Yin, Dawei;Chen, Dan. And the article was included in Research on Chemical Intermediates in 2015.Electric Literature of C4H5N3O2 This article mentions the following:

A series of novel heterocyclic compounds containing a ferrocene unit were synthesized by reacting ferrocenylchalcone with pyrazolyl amine or triazolyl amine via Michael addition reaction. A novel synthetic route of ferrocenylchalcones was developed in which cinnamic acid and ferrocene were used as starting materials and phosphorus pentachloride was used as acylating agent. The structure of these newly synthesized compounds was confirmed by IR, elemental anal., ¹H NMR, and ¹³C NMR. The antibacterial activity and min. inhibitory concentration (MIC) of all compounds were screened for Escherichia coli, Saccharomyces aureus, Streptococcus, Actinomycete, and Saccharomyces cerevisiae in vitro by filter paper disk diffusion method, and agar dilution method, resp. The compounds exhibited moderate to excellent antibacterial activity in comparison to Ampicillin used as reference drug and MIC values between 1 and 64 娓璯/mL. Among these tested compounds, I (R= H, Me) show the best inhibitory activity. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Electric Literature of C4H5N3O2).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Electric Literature of C4H5N3O2

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

Metal-free Cross-Dehydrogenative Coupling of HN-azoles with 浼?C(sp³)-H Amides via C-H Activation and Its Mechanistic and Application Studies was written by Aruri, Hariprasad;Singh, Umed;Kumar, Mukesh;Sharma, Sumit;Aithagani, Sravan Kumar;Gupta, Vivek K.;Mignani, Serge;Vishwakarma, Ram A.;Singh, Parvinder Pal. And the article was included in Journal of Organic Chemistry in 2017.Application of 73387-46-9 This article mentions the following:

A metal-free one step coupling reaction between various N-azole rings and diverse 浼?C(sp³)-H containing amides has been developed under oxidative reaction conditions. Com. available tetrabutylammonium iodide (TBAI) in the presence of tert-Bu hydroperoxide (TBHP), under neat reaction conditions, efficiently catalyzed the coupling. Various azole types, such as 1H-benzotriazoles, 1H-1,2,3-triazoles, 1H-1,2,4-triazoles, 1H-tetrazoles, 1H-pyrazoles, and 1H-benzimidazoles, and 浼?C(sp³)-H containing amides, such as N,N-dimethylacetamide, N,N-dimethylbenzamide, N-methylacetamide, N,N-diethylacetamide, N-methylpyrrolidine, and pyrrolidin-2-one, were successfully employed for the coupling. A series of designed and controlled experiments were also performed in order to study the involvement of the different intermediates. Based on the evidence, a plausible mechanism is also proposed. These novel, simple, rapid, attractive, and straightforward transformations open the way of the construction of novel highly functionalized N-azoles via direct covalent N-H bond transformations onto N-C bonds. This approach allows to the synthesis of complex mols. requiring number of steps using classical synthetic ways. In addition, the range of 浼?C(sp³)-H containing amide substrates is virtually unlimited highlighting the potential value of this simple system for the construction of complex heterocyclic mols., such as fused azole derivatives In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Application of 73387-46-9).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor閳ユ徆onor 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.Application of 73387-46-9

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