Sakamoto, Ryu’s team published research in Organic Letters in 2017 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate

Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylateOn October 6, 2017 ,《The Direct C-H Difluoromethylation of Heteroarenes Based on the Photolysis of Hypervalent Iodine(III) Reagents That Contain Difluoroacetoxy Ligands》 was published in Organic Letters. The article was written by Sakamoto, Ryu; Kashiwagi, Hirotaka; Maruoka, Keiji. The article contains the following contents:

In this letter, an efficient method for the photolytic generation of difluoromethyl radicals from [bis(difluoroacetoxy)iodo]benzene reagents is described. The present approach enables the introduction of difluoromethyl groups into various heteroarenes under mild conditions in the absence of any addnl. reagents or catalysts. The experimental process involved the reaction of Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate

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

Washizuka, Ken-Ichi’s team published research in Tetrahedron Letters in 1999 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

Washizuka, Ken-Ichi; Nagai, Keiko; Minakata, Satoshi; Ryu, Ilhyong; Komatsu, Mitsuo published their research in Tetrahedron Letters on December 10 ,1999. The article was titled 《Novel generation of azomethine imines from α-silyl nitrosamines by 1,4-silatropic shift and their cycloaddition》.Electric Literature of C6H8N2O2 The article contains the following contents:

The novel and facile generation of azomethine imines from α-silyl nitrosamines and their subsequent cycloaddition with dipolarophiles leading to a variety of pyrazoles is described. The key to the reaction is a 1,4-silatropic shift caused by strong affinity of the nitroso O atom toward the Si atom. Thus, α-silyl nitrosamines are treated with 1 equivalent of dipolarophile in refluxing PhMe for 1 h to give pyrazoles in good to excellent yields. The experimental part of the paper was very detailed, including the reaction process of Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Electric Literature of C6H8N2O2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

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

Washizuka, Ken-Ichi’s team published research in Tetrahedron Letters in 1999 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

Washizuka, Ken-Ichi; Nagai, Keiko; Minakata, Satoshi; Ryu, Ilhyong; Komatsu, Mitsuo published their research in Tetrahedron Letters on December 10 ,1999. The article was titled 《Novel generation of azomethine imines from α-silyl nitrosamines by 1,4-silatropic shift and their cycloaddition》.Electric Literature of C6H8N2O2 The article contains the following contents:

The novel and facile generation of azomethine imines from α-silyl nitrosamines and their subsequent cycloaddition with dipolarophiles leading to a variety of pyrazoles is described. The key to the reaction is a 1,4-silatropic shift caused by strong affinity of the nitroso O atom toward the Si atom. Thus, α-silyl nitrosamines are treated with 1 equivalent of dipolarophile in refluxing PhMe for 1 h to give pyrazoles in good to excellent yields. The experimental part of the paper was very detailed, including the reaction process of Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Electric Literature of C6H8N2O2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

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

Gilbile, Rohidas’s team published research in Asian Journal of Chemistry in 2017 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate

In 2017,Asian Journal of Chemistry included an article by Gilbile, Rohidas; Bhavani, Ram; Vyas, Ritu. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate. The article was titled 《Evaluation of synthesis of methyl 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate using green metrics》. The information in the text is summarized as follows:

A modified synthesis of Me 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate (halosulfuron) was described. The merits of the synthesis were (i) one pot chlorination of Me 1-methyl-1H-pyrazole-4-carboxylate in presence of sulfuryl chloride resulting in Me 3,5-dichloro-1-methyl-1H-pyrazole-4-carboxylate (ii) conversion of 3-chloro-5-mercapto-1-methyl-1H-pyrazole-4-carboxylate to 3-chloro-1-methyl-5-sulfamoylpyrazole-4-carboxylate under mild reaction conditions utilizing tetra-Bu ammonium chloride, N-chlorosuccinimide and ammonium carbonate (iii) condensation of sulfonamide with carbamate by microwave irradiation Efforts were made to calculate, atom economy, reaction mass efficiency and E-factor for all the reaction steps involved in the synthesis of halosulfuron. The E-factor values in step 2 and step 4 reaction was lower, indicating that these reactions were greener (generation of less waste) when compared to the remaining steps in the synthesis. The experimental process involved the reaction of Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate

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

Koos, Peter’s team published research in Organic & Biomolecular Chemistry in 2011 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Related Products of 5952-93-2

In 2011,Organic & Biomolecular Chemistry included an article by Koos, Peter; Gross, Ulrike; Polyzos, Anastasios; O’Brien, Matthew; Baxendale, Ian; Ley, Steven V.. Related Products of 5952-93-2. The article was titled 《Teflon AF-2400 mediated gas-liquid contact in continuous flow methoxycarbonylations and in-line FTIR measurement of CO concentration》. The information in the text is summarized as follows:

We report on the development of a continuous flow process for the palladium catalyzed methoxycarbonylation of aryl, heteroaromatic and vinyl iodides and an aryl bromide using a Teflon AF-2400 based Tube-in-Tube reactor to mediate the selective permeation of carbon monoxide into solution at elevated pressures. The low volume of pressurized gas within the reactor (5.6 mL) offers the potential for an enhanced safety profile compared to batch processes. We also present preliminary results for the use of in situ FTIR to measure solution concentrations of carbon monoxide and demonstrate the use of a second reactor to effect the removal of carbon monoxide from the flow stream. After reading the article, we found that the author used Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Related Products of 5952-93-2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Related Products of 5952-93-2

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

Kumar, Sanjeev’s team published research in Journal of Medicinal Chemistry in 2019 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Recommanded Product: Methyl 1-methyl-1H-pyrazole-4-carboxylate

Kumar, Sanjeev; Waldo, Jesse P.; Jaipuri, Firoz A.; Marcinowicz, Agnieszka; Van Allen, Clarissa; Adams, James; Kesharwani, Tanay; Zhang, Xiaoxia; Metz, Richard; Oh, Angela J.; Harris, Seth F.; Mautino, Mario R. published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of Clinical Candidate (1R,4r)-4-((R)-2-((S)-6-Fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol (Navoximod), a Potent and Selective Inhibitor of Indoleamine 2,3-Dioxygenase 1》.Recommanded Product: Methyl 1-methyl-1H-pyrazole-4-carboxylate The author mentioned the following in the article:

A novel class of 5-substituted 5H-imidazo[5,1-a]isoindoles are described as potent inhibitors of indoleamine 2,3-dioxygenase 1 (IDO1). A structure-based drug design approach was used to elaborate the 5H-imidazo[5,1-a]isoindole core and to improve potency and pharmacol. properties. Suitably placed hydrophobic and polar functional groups in the lead mol. allowed improvement of IDO1 inhibitory activity while minimizing off-target liabilities. Structure-activity relationship studies focused on optimizing IDO1 inhibition potency and a pharmacokinetic profile amenable to oral dosing while controlling CYP450 and hERG inhibitory properties. In the experiment, the researchers used many compounds, for example, Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Recommanded Product: Methyl 1-methyl-1H-pyrazole-4-carboxylate)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Recommanded Product: Methyl 1-methyl-1H-pyrazole-4-carboxylate

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

Wijnberger, C.’s team published research in Journal of Heterocyclic Chemistry in 1969 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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.Category: pyrazoles-derivatives

《Pyrazoles. VI. Electron-releasing capacity of the pyrazole ring》 was published in Journal of Heterocyclic Chemistry in 1969. These research results belong to Wijnberger, C.; Habraken, Clarisse L.. Category: pyrazoles-derivatives The article mentions the following:

Uv and 1H N.M.R. spectral data and C : O frequencies of some methylpyrazoles containing in the 3-, 4- or 5-position, a formyl-, acetyl- or ethoxycarbonyl group are reported. These data confirm earlier conclusions that, in particular, the 4-pyrazolyl group acts as an electron releasing group. The syntheses of a number of formyl-, acetyl- and ethoxycarbonyl pyrazoles are described. In addition, some 4-dicyanovinyl- and 4-tricvanovinylpyrazoles were investigated. In the experiment, the researchers used Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Category: pyrazoles-derivatives)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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.Category: pyrazoles-derivatives

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

Yamamoto, Susumu’s team published research in Journal of Heterocyclic Chemistry in 1991 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

Electric Literature of C6H8N2O2On October 31, 1991 ,《Synthesis of 5-chloropyrazoles by chlorodediazoniation with sulfur dioxide》 appeared in Journal of Heterocyclic Chemistry. The author of the article were Yamamoto, Susumu; Morimoto, Katsushi; Sato, Toshiaki. The article conveys some information:

A facile synthesis of 5-chloropyrazoles I (R = Cl, R1 = Me, R2 = H, R3 = CO2Me, CO2Et, CN; R1 = Ph, R2 = H, R3 = CO2Et; R1 = R2 = Me, R3 = CO2Et) from 5-aminopyrazoles I (R = NH2) via diazotization followed by chlorodediazoniation is described. A new application of sulfur dioxide as a catalyst for the chlorodediazoniation of diazonium chlorides I (R% = N2+Cl-). In the experiment, the researchers used Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Electric Literature of C6H8N2O2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Electric Literature of C6H8N2O2

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

Gross, Ulrike’s team published research in European Journal of Organic Chemistry in 2014 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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.Application of 5952-93-2

《A General Continuous Flow Method for Palladium catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors》 was published in European Journal of Organic Chemistry in 2014. These research results belong to Gross, Ulrike; Koos, Peter; O’Brien, Matthew; Polyzos, Anastasios; Ley, Steven V.. Application of 5952-93-2 The article mentions the following:

A series of amides [(ArC(O)NHR); Ar = 3-CH3C6H4; R = CH2CH2CH3, H2CC6H5, CH2CH:CH, etc.], esters [(R1C(O)OMe); R1 = 4-NO2C6H4, pyridin-2-yl, BrCH:CH, etc.] and carboxylic acids [(R2CO2H); R2 = 3-CH3C6H4, 4-NO2C6H4, 3-ClC6H4] by continuous flow chem. processes carbonylation of aryl and vinyl iodides and aryl bromides with a range of alkoxy, hydroxy and amino nucleophiles using palladium catalyst. Harnessing a semipermeable Teflon AF-2400 Tube-in-Tube assembly, these reactors permit the controlled transport of carbon monoxide into solution at elevated pressure to generate homogeneous flow streams, avoiding some potential issues associated with segmented flow gas-liquid reactors. As the volume of pressurized gas contained within the device is low, the hazards associated with this are potentially mitigated relative to comparable batch processes. It show how the incorporation of a second in-line gas-flow reactor allows for the sequential introduction of two gases (carbon monoxide and a gaseous nucleophile) into the reaction stream. In the experimental materials used by the author, we found Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Application of 5952-93-2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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.Application of 5952-93-2

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

Ito, Sho’s team published research in Bulletin of the Chemical Society of Japan in 1966 | CAS: 5952-93-2

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Product Details of 5952-93-2

In 1966,Bulletin of the Chemical Society of Japan included an article by Ito, Sho; Takase, Kahei; Kawabe, Norio; Sugiyama, Hiroshi. Product Details of 5952-93-2. The article was titled 《Pyrazolotropolones and their derivatives》. The information in the text is summarized as follows:

A suspension of 10 g. 3,5,7-tribromotropolone (I, R = H, X = Br) in 150 ml. MeOH treated with excess CH2N2 in Et2O gave 2-methoxy-3,5,7-tribromotropone (I, R = Me, X = Br) (II). II (not isolated) dissolved to give an orange-red solution and this was set aside 2 days in the dark with further additions of CH2N2. The solution evaporated with evolution of HBr yielded 2.97 g. III(X = Y = Br) (IV), m. 158° (MeOH-CHCl3). IV was similarly obtained in 53.5% yield by the action of CH2N2 upon II. IV (1.247 g.) hydrogenated over 93 mg. 5% Pd-C in a mixture of 6 ml. HOAc, 60 ml. EtOAc, and 990 mg. NaOAc, the product filtered, and the filtrate distilled gave III (X = Y = H) (V), m. 135-6° (EtOAc). The structure shown, rather than the alternate structure (Va, X = H) was assigned on the basis of uv and N.M.R. spectral data. IV (93 mg.) refluxed 3 hrs. with 9 ml. 6N HCl in 20 ml. MeOH afforded on standing 64 mg. 4(or 6)-bromo-6(or 4)-chloro-7-methoxy-8(1H)-cycloheptapyrazolone, m. 143.5-4.5° (MeOH). A solution of 679 mg. IV in 150 ml. Me2CO was treated at 65-70° with 4.5 g. KMnO4 in 100 ml. aqueous solution The temperature was maintained 6 hrs., the mixture left overnight, filtered, concentrated to dryness, and the residue extracted with Me2CO to yield 126 mg. 1-methylpyrazole-4-carboxylic acid, m. 169°; Me ester m. 62-2.5°. 4-Acetyltropolone (5.0 g.) treated with 6 g. p-MeC6H4SO2NHNH2 in 30 ml. alc. gave 10.52 g. of the p-toluenesulfonylhydrazone (VI), m. 220° (decomposition). A mixture of 3 g. KOH, 5.10 g. VI, and 60 ml. alc. refluxed 7 hrs., treated with 40 ml. H2O, acidified with 6N HCl, and left overnight deposited 1.09 g. VII (R = R1 = H) (VIII), m. 211-12° (HCONMe2). The mother liquor from this preparation was concentrated, the residue was warmed with MeOH, and the sparingly soluble component was recrystallized from HCONMe2 to give IX (R = H) (X), m. 225-6°; acetate (IX, R = Ac) m. 169-70° (HOAc). The MeOH-soluble portion afforded 0.6 g. p-tolyl p-toluenethiolsulfonate, m. 75-6° (MeOH). VII (R = R1 = Me), m. 81.5-2.0° (C6H6-petr. ether), was obtained in 84.5% yield by the action of CH2N2 upon VIII. Powd. KMnO4 (2.65 g.) was added slowly to a solution of 0.53 g. VIII in 25 ml. 4N KOH, the mixture left overnight, excess KMnO4 decomposed with MeOH, and the product filtered and acidified with 6N HCl. The filtrate was concentrated in vacuo, Me2CO added to precipitate inorganic salts, and 0.4 g. 5-methylpyrazole-3,4-dicarboxylic acid (XI) was isolated from the residue obtained on concentration of the Me2CO solution The same oxidation of 0.3 g. X also gave XI. When 100 mg. 3,5-dibromotropolone was treated with CH2N2 30 mg. of product, m. 235-6° (decomposition), was obtained. The exptl. evidence available indicated either structure XII or Va (X = Br) for this compound N.M.R., ir, and uv spectral data are reported for all the compounds prepared In the part of experimental materials, we found many familiar compounds, such as Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Product Details of 5952-93-2)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Product Details of 5952-93-2

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