Tag: 100-200

In 2016,Sun, Liyuan; Morales-Collazo, Oscar; Xia, Han; Brennecke, Joan F. published 《Effect of Structure on Transport Properties (Viscosity, Ionic Conductivity, and Self-Diffusion Coefficient) of Aprotic Heterocyclic Anion (AHA) Room Temperature Ionic Liquids. 2. Variation of Alkyl Chain Length in the Phosphonium Cation》.Journal of Physical Chemistry B published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

A series of room-temperature ionic liquids (ILs) composed of triethyl(alkyl)phosphonium cations paired with three different aprotic heterocyclic anions (AHAs) (alkyl = Bu ([P2224]+) and octyl ([P2228]+)) were prepared to investigate the effect of cationic alkyl chain length on transport properties. The transport properties and d. of these ILs were measured from 283.15 to 343.15 K at ambient pressure. The dependence of the transport properties (viscosity, ionic conductivity, diffusivity, and molar conductivity) on temperature can be described by the Vogel-Fulcher-Tamman (VFT) equation. The ratio of the molar conductivity obtained from the molar concentration and ionic conductivity measurements to that calculated from self-diffusion coefficients (measured by pulsed gradient spin-echo NMR spectroscopy) using the Nernst-Einstein equation was used to quantify the ionicity of these ILs. The molar conductivity ratio decreases with increasing number of carbon atoms in the alkyl chain, indicating that the reduced Coulombic interactions resulting from lower d. are more than balanced by the increased van der Waals interactions between the alkyl chains. The results of this study may provide insight into the design of ILs with enhanced dynamics that may be suitable as electrolytes in lithium ion batteries and other electrochem. applications. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) 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.Synthetic Route of C4H3F3N2

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

In 2014,Seo, Samuel; Quiroz-Guzman, Mauricio; DeSilva, M. Aruni; Lee, Tae Bum; Huang, Yong; Goodrich, Brett F.; Schneider, William F.; Brennecke, Joan F. published 《Chemically Tunable Ionic Liquids with Aprotic Heterocyclic Anion (AHA) for CO2 Capture》.Journal of Physical Chemistry B published the findings.Electric Literature of C4H3F3N2 The information in the text is summarized as follows:

Ionic liquids (ILs) with aprotic heterocyclic anions, or AHAs, can bind CO2 with reaction enthalpies that are suitable for gas separations and without suffering large viscosity increases. In the present work, we have synthesized ILs bearing an alkyl-phosphonium cation with indazolide, imidazolide, pyrrolide, pyrazolide and triazolide-based anions that span a wide range of predicted reaction enthalpies with CO2. Each AHA-based IL was characterized by NMR spectroscopy and their phys. properties (viscosity, glass transition, and thermal decomposition temperature) determined In addition, the influence of substituent groups on the reaction enthalpy was investigated by measuring the CO2 solubility in each IL at pressures between 0 and 1 bar at 22 °C using a volumetric method. The isotherm-derived enthalpies range between -37 and -54 kJ mol-1 of CO2, and these values are in good agreement with computed enthalpies of gas-phase IL-CO2 reaction products from mol. electronic structure calculations The AHA ILs show no substantial increase in viscosity when fully saturated with CO2 at 1 bar. Phase splitting and compositional anal. of one of the IL/H2O and IL/H2O/CO2 systems conclude that protonation of the 2-cyanopyrrolide anion is improbable, and this result was confirmed by the equimolar CO2 absorption in the presence of water. Taking advantage of the tunable binding energy and absence of viscosity increase after the reaction with CO2, AHA ILs are promising candidates for efficient and environmental-friendly absorbents in postcombustion CO2 capture. The experimental process involved the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Electric Literature of C4H3F3N2)

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) 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.Electric Literature of C4H3F3N2

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

In 1947,Owen, L. N.; Somade, H. M. Babatunde published 《Olefinic acids. II. Reactivity of α-bromoacrylic acid and some related compounds》.Journal of the Chemical Society published the findings.Electric Literature of C5H6N2O2 The information in the text is summarized as follows:

cf. C.A. 39, 4589.1. BrCH2CHBrCO2H (I) (24 g.) in 20 cc. MeOH and 11 cc. 3.76 N MeOH-MeONa, refluxed 7 hrs., gives 1.1 g. β-methoxyacrylic acid (II), m. 102°, absorption maximum at 2280 A. (ε 14,100); it yields malonic semialdehyde 2,4-dinitrophenylhydrazone (III), lemon-yellow, m. 136° (decomposition); aqueous NaOH gives a deep red solution I (90 g.) in H2O, neutralized with N NaOH at 0°, treated with an equal volume N NaOH, and kept at room temperature 1 hr., gives 87% CH2:CBrCO2H (IV), m. 72°, stable for several months. IV (15 g.) in 40 cc. MeOH and 35 cc. 3.67 N MeOH-MeONa, refluxed 3 hrs., give a liquid acid containing some II; with MeI and Ag2O in ether, refluxed 0.5 hr., the acid yields MeOCH2CHBrCO2Me containing some MeOCH2CH(OMe)CO2Me. IV (10 g.) and 45 cc. 2 N EtOH-EtONa, refluxed 20 hrs., give 1 g. EtOCH:CHCO2H, m. 109°, absorption maximum at 2300 A. (ε 14,700); ether extraction of the aqueous solution gives 5.1 g. of a liquid halogen-free acid which, with EtI and Ag2O, gives 1.5 g. Me α,β-diethoxypropionate, b11 87°, nD21 1.4130. IV (7.5 g.) in 60 cc. iso-PrOH and 5 g. K in 60 cc. iso-PrOH, refluxed 24 hrs., give 7 g. of mainly β-isopropoxyacrylic acid (probably containing 12% iso-PrOCH:C(OPr-iso)CO2H), b0.001 55°, nD15 1.4425, absorption maximum at 2340 A., ε 14,000; 2,4-(O2N)2C6H3NHNH2 gives III; neither acid could be purified. IV (15.2 g.) in 20 cc. tert-BuOH and 10 g. K in 200 cc. tert-BuOH, refluxed 24 hrs., give 4.9 g. β-tert-butoxyacrylic acid, m. 86.5°, absorption maximum at 2370 A., ε 15,400. CH2:C(OMe)CO2Me (b15 58-60°, absorption maximum at 2280 A., ε 7300) (2.1 g.) and 15 cc. 2 N NaOH, heated 1.5 hrs. at 100°, give 1.2 g. α-methoxyacrylic acid (V), m. 52°, absorption maximum at 2280 A., ε 6000; V is unchanged on refluxing 6 hrs. with N MeOH-MeONa; EtOCH:CHCO2H behaves similarly. IV (5 g.), added to 5 cc. AcSH cooled in ice and heated 15 min. on the steam bath, gives 6.9 g. α-bromo-β-(acetylmercapto)-propionic acid, m. 85-6°; the α-Cl analog m. 75°; under the same conditions MeCH:CBrCO2H (VI) is unchanged. IV (0.5 g.), 0.5 cc. C5H5N, and 1 cc. PhCH2SH, heated 15 min. on the steam bath, give β-(benzylmercapto)-acrylic acid, m. 162-3°, absorption maximum at 2740 A., ε 15,500. IV (2 g.) in excess CH2N2 in ether, kept 5 days at 20° and the liquid residue heated to 60°, gives 0.9 g. Me 3-pyrazolecarboxylate (VII), m. 141°; CH2:CClCO2H gives the same product; VI gives the 4-Me derivative of VII, m. 170°. Me2C:CBrCO2H (2 g.) and CH2N2 give 1.8 g. Me α-bromo-β,β-dimethylacrylate, b9 76°, nD21 1.4909; NH4OH gives α-bromo-β,β-dimethylacrylamide, m. 129°. CH2:CBrCO2Me (1 g.) and 2 g. N2CHCO2Me in petr. ether (b. 80-100°), refluxed 15 hrs., give 1.3 g. di-Me 3,5-pyrazoledicarboxylate, m. 152°. The Me ester of VI (1 g.) and 1 g. N2CHCO2Me in petr. ether, refluxed 24 hrs., give 0.15 g. di-Me 4-methyl-3,5-pyrazoledicarboxylate, m. 128-9°. Me2C:CBrCO2H does not react with N2CHCO2Me. CH2:C(OMe)CO2Me (VIII) and CH2N2 in ether, kept 4 days at 20°, give a liquid b. about 135°; NH4OH gives 1-methoxy-1-cyclopropanecarboxamide, m. 117°. VIII in MeOH, saturated with dry HCl at 0°, gives MeC(OMe)2CO2Me.Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Electric Literature of C5H6N2O2) was used in this study.

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Electric Literature of C5H6N2O2

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

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

《Synthesis and properties of N-vinyl-3-and N-vinyl-5-pyrazolecarboxylic esters》 was written by Attaryan, H. S.; Grigoryan, A. J.; Panossyan, G. A.; Matsoyan, S. G.. Recommanded Product: Methyl 1H-pyrazole-3-carboxylateThis research focused onvinyl pyrazolecarboxylic ester synthesis radical polymerization copolymerization. The article conveys some information:

Esterification of pyrazolecarboxylic acid by aliphatic alcs. ROH (R=CH3, C2H5,iso-C3H7, C4H9) leads to the formation of corresponding esters; vinylation of the esters in the presence of mercury sulfate leads to the formation of N-vinyl-3- and N-vinyl-5-pyrazolecarboxylic acids. Polymerization and homopolymerization of the obtained monomers in the presence of a radical initiator was studied. In both cases, N-vinyl-5-pyrazolecarboxylic acid is more active. The reactivity ratios in polymerization for Me esters were calculate r1=0.71 and r2=2.7.Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Recommanded Product: Methyl 1H-pyrazole-3-carboxylate) was used in this study.

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) 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.Recommanded Product: Methyl 1H-pyrazole-3-carboxylate

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

《Novel Quinazolinone Inhibitors of ALK2 Flip between Alternate Binding Modes: Structure-Activity Relationship, Structural Characterization, Kinase Profiling, and Cellular Proof of Concept》 was written by Hudson, Liam; Mui, James; Vazquez, Santiago; Carvalho, Diana M.; Williams, Eleanor; Jones, Chris; Bullock, Alex N.; Hoelder, Swen. Quality Control of 4-Bromo-5-cyclopropyl-1H-pyrazole And the article was included in Journal of Medicinal Chemistry on August 23 ,2018. The article conveys some information:

Structure-activity relationship and crystallog. data revealed that quinazolinone-containing fragments flip between two distinct modes of binding to activin receptor-like kinase-2 (ALK2). We explored both binding modes to discover potent inhibitors and characterized the chem. modifications that triggered the flip in binding mode. We report kinase selectivity and demonstrate that compounds of this series modulate ALK2 in cancer cells. These inhibitors are attractive starting points for the discovery of more advanced ALK2 inhibitors. In the part of experimental materials, we found many familiar compounds, such as 4-Bromo-5-cyclopropyl-1H-pyrazole(cas: 957345-28-7Quality Control of 4-Bromo-5-cyclopropyl-1H-pyrazole)

4-Bromo-5-cyclopropyl-1H-pyrazole(cas: 957345-28-7) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, monoamine oxidase inhibitory, anti-inflammatory, antidiabetic and antibacterial activities. Quality Control of 4-Bromo-5-cyclopropyl-1H-pyrazole

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

《1,2,3-Triazines. IV. Synthesis of 1,2,3-triazinecarboxylates》 was written by Neunhoeffer, Hans; Bopp, Ralf; Diehl, Werner. Safety of Methyl 1H-pyrazole-3-carboxylateThis research focused ontriazine preparation; triazinecarboxylate preparation; rearrangement cyclopropenyl azide; pyrazolotriazinone preparation; ring expansion pyrazolamine alkoxycarbonyl; aminopyrazole alkoxycarbonyl ring enlargement. The article conveys some information:

Some 1,2,3-triazinecarboxylates I ((R = Me, ethyl; R1 = aryl; R2 = aryl, trimethylsilyl) were prepared by rearrangement of intermediate (alkoxycarbonyl)cyclopropenyl azides II (same R, R1, R2) as well as by oxidation of 1-aminopyrazoles. Reaction of 1-aminopyrazole-5-carboxylates with tri-Et orthoformate and ammonia gave pyrazolo[3,2-f][1,2,4]triazin-4-ones. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Safety of Methyl 1H-pyrazole-3-carboxylate)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) 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.Safety of Methyl 1H-pyrazole-3-carboxylate

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

In 2015,Sato, Kenjiro; Takahagi, Hiroki; Kubo, Osamu; Hidaka, Kousuke; Yoshikawa, Takeshi; Kamaura, Masahiro; Nakakariya, Masanori; Amano, Nobuyuki; Adachi, Ryutaro; Maki, Toshiyuki; Take, Kazumi; Takekawa, Shiro; Kitazaki, Tomoyuki; Maekawa, Tsuyoshi published 《Optimization of a novel series of N-phenylindoline-5-sulfonamide-based acyl CoA:monoacylglycerol acyltransferase-2 inhibitors: Mitigation of CYP3A4 time-dependent inhibition and phototoxic liabilities》.Bioorganic & Medicinal Chemistry published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

Acyl CoA:monoacylglycerol acyltransferase-2 (MGAT2) has emerged as a potential peripheral target for the treatment of obesity and metabolic disorders. We previously identified a novel series of N-phenylindoline-5-sulfonamide derivatives exemplified by 2 as potent and orally bioavailable MGAT2 inhibitors. Despite its attractive potency, further assessment revealed that this compound exhibited time-dependent inhibition (TDI) of cytochrome P 450 3A4 (CYP3A4). To remove the undesirable CYP3A4 TDI activity, structural modification was focused on the 2,4-difluoroaniline moiety on the basis of the assumption that this moiety would be involved in mechanism-based inhibition of CYP3A4 via oxidative metabolism This led to the finding that the introduction of 4-chloro-2,6-difluoroaniline significantly improved CYP3A4 TDI risk. Further optimization resulted in the discovery of N-(4-chloro-2,6-difluorophenyl)-1-{5-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]pyrimidin-2-yl}-7-(2-oxopyrrolidin-1-yl)-2,3-dihydro-1H-indole-5-sulfonamide (27c) with potent MGAT2 inhibitory activity (IC50 = 7.8 nM) and excellent ADME-Tox profiles including metabolic stability, oral bioavailability, and CYP3A4 TDI. In a mouse oral fat tolerance test, compound 27c effectively and dose-dependently suppressed the elevation of plasma triacylglycerol levels after oral administration at doses of 1 and 3 mg/kg. We also discuss mitigation of the phototoxic liability of biaryl derivatives on the basis of the HOMO-LUMO gap hypothesis during the course of optimization efforts. The experimental part of the paper was very detailed, including the reaction process of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) 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.Synthetic Route of C4H3F3N2

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

In 2011,Guo, Chuangxing; Linton, Angelica; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Gonzalez, Javier; Greasley, Samantha; Nagata, Asako; Burke, Benjamin J.; Edwards, Martin; Hosea, Natilie; Kang, Ping; Hu, Wenyue; Engebretsen, Jon; Briere, David; Shi, Manli; Gukasyan, Hovik; Richardson, Paul; Dack, Kevin; Underwood, Toby; Johnson, Patrick; Morell, Andrew; Felstead, Robert; Kuruma, Hidetoshi; Matsimoto, Hiroaki; Zoubeidi, Amina; Gleave, Martin; Los, Gerrit; Fanjul, Andrea N. published 《Discovery of Aryloxy Tetramethylcyclobutanes as Novel Androgen Receptor Antagonists》.Journal of Medicinal Chemistry published the findings.HPLC of Formula: 15366-34-4 The information in the text is summarized as follows:

An aryloxy tetramethylcyclobutane was identified as a novel template for androgen receptor (AR) antagonists via cell-based high-throughput screening. Follow-up to the initial “”hit”” established I as a viable lead. Further optimization to achieve full AR antagonism led to the discovery of II and III, both of which demonstrated excellent in vivo tumor growth inhibition upon oral administration in a castration-resistant prostate cancer (CRPC) animal model. In the experimental materials used by the author, we found Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4HPLC of Formula: 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.HPLC of Formula: 15366-34-4

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

In 1996,Bergstrom, Donald E.; Zhang, Peiming; Johnson, W. Travis published 《Design and synthesis of heterocyclic carboxamides as natural nucleic acid base mimics》.Nucleosides & Nucleotides published the findings.Product Details of 15366-34-4 The information in the text is summarized as follows:

A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2′-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (I), 1-(2′-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (II), and 1-(2′-deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (III) were synthesized and their structures confirmed by spectroscopic and anal. means. In the part of experimental materials, we found many familiar compounds, such as Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Product Details of 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Product Details of 15366-34-4

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