Tag: 200-300

An Acidity Scale of Triazolium-Based NHC Precursors in DMSO was written by Li, Zhen;Li, Xin;Cheng, Jin-Pei. And the article was included in Journal of Organic Chemistry in 2017.SDS of cas: 1414773-56-0 The following contents are mentioned in the article:

An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds’ (10a-15b) equilibrium acidities in DMSO solution using overlapping indicator method. The pK_a values ranged from 12.08 to 15.5, responding not only to the N-aryl motif, but also to the core structure. Excellent correlation was observed between the pK_a values and the Hammett substituent constants (σ_p). This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0SDS of cas: 1414773-56-0).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.SDS of cas: 1414773-56-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Proton Transfer Reactions of Triazol-3-ylidenes: Kinetic Acidities and Carbon Acid pK_a Values for Twenty Triazolium Salts in Aqueous Solution was written by Massey, Richard S.;Collett, Christopher J.;Lindsay, Anita G.;Smith, Andrew D.;O’Donoghue, AnnMarie C.. And the article was included in Journal of the American Chemical Society in 2012.Electric Literature of C11H12BF4N3O The following contents are mentioned in the article:

Second-order rate constants have been determined for deuteroxide ion-catalyzed exchange of the C(3)-proton for deuterium, k_DO (M^-1 s^-1), of a series of 20 triazolium salts in aqueous solution at 25 °C and ionic strength I = 1.0 (KCl). Evidence is presented that the rate constant for the reverse protonation of the triazol-3-ylidenes by solvent water is close to that for dielec. relaxation of solvent (10¹¹ s^-1). These data enabled the calculation of carbon acid pK_a values in the range 16.5-18.5 for the 20 triazolium salts. PD rate profiles for deuterium exchange of the triazolium salts reveal that protonation at nitrogen to give dicationic triazolium species occurs under acidic conditions, with estimates of pK_a^N1 = -0.2 to 0.5. This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0Electric Literature of C11H12BF4N3O).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeElectric Literature of C11H12BF4N3O

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Enantioselective Nucleophilic β-Carbon-Atom Amination of Enals: Carbene-Catalyzed Formal [3+2] Reactions was written by Wu, Xingxing;Liu, Bin;Zhang, Yuexia;Jeret, Martin;Wang, Honglin;Zheng, Pengcheng;Yang, Song;Song, Bao-An;Chi, Yonggui Robin. And the article was included in Angewandte Chemie, International Edition in 2016.Category: triazoles The following contents are mentioned in the article:

An enantioselective β-carbon amination for enals is disclosed. The nitrogen atom from a protected hydrazine with suitable electronic properties readily behaves as a nucleophile. Addition of the nitrogen nucleophile to a catalytically generated N-heterocyclic-carbene-bound α,β-unsaturated acyl azolium intermediate constructs a new carbon-nitrogen bond asym. The pyrazolidinone products, e.g., I, from our catalytic reactions are common scaffolds in bioactive mols., and can be easily transformed into useful compounds such as β³-amino-acid derivatives This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0Category: triazoles).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Category: triazoles

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Mechanistic insights into the triazolylidene-catalysed Stetter and benzoin reactions: role of the N-aryl substituent was written by Collett, Christopher J.;Massey, Richard S.;Maguire, Oliver R.;Batsanov, Andrei S.;O’Donoghue, AnnMarie C.;Smith, Andrew D.. And the article was included in Chemical Science in 2013.SDS of cas: 1414773-56-0 The following contents are mentioned in the article:

The in situ observation, isolation and reversible formation of intermediate 3-(hydroxybenzyl)azolium salts derived from NHC addition to a range of substituted benzaldehydes is probed. Equilibrium constants for the formation of these 3-(hydroxybenzyl)azolium salts, as well as rate constants of hydrogen-deuterium exchange (k_ex) at C(α) of these intermediates for a range of N-aryl triazolinylidenes is reported. These combined studies give insight into the preference of N-pentafluorophenyl NHCs to participate in benzoin and Stetter reaction processes. This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0SDS of cas: 1414773-56-0).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.SDS of cas: 1414773-56-0

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On January 26, 2017, Schwink, Lothar; Buning, Christian; Glombik, Heiner; Gossel, Matthias; Kadereit, Dieter; Halland, Nis; Lohmann, Matthias; Poeverlein, Christoph; Ritter, Kurt published a patent.Product Details of 1159811-32-1 The title of the patent was Preparation of substituted fused heterocycles as GPR119 modulators for the treatment of diabetes, obesity, dyslipidemia and related disorders. And the patent contained the following:

The title compounds I [A = N or C; B = CO, N or CH; E = N or C; G = N or CR30 (wherein at least one of the groups A, B, E or G = N); R30 = H or (CR11R12)nR32; R11, R12 = (independently) H or alkyl; n = 0-3; R32 = alkyl, COOR13, CONR14R15, etc.; R13 = H or alkyl; R14, R15 = (independently) H, alkyl, cycloalkyl, etc.; or R14 and R15 form together with the N-atom to which they are attached, (un)substituted 4-6 membered heterocycle, optionally containing an addnl. heteroatom selected from the list O, S and NR18 (R18 = H or alkyl); R1a, R1b, R1c = (independently) H, F, Cl, Br, alkyl or CN; R2a, R2b, R2c = (independently) H, F, Cl, Br, alkyl or CN; Y = N or CH; Z = a bond, O, C(O), etc.; R3 = a bond or (CR7R71)p (wherein p = 0-4; R7, R71 = (independently) H or alkyl); R4 = alkyl, (un)substituted cycloalkyl, Ph, etc.] that are GPR119 modulators and useful for the prevention and/or treatment of diabetes, obesity, dyslipidemia and related disorders, were prepared For example, reacting 6-bromo-2-cyclopropyl-[1,2,4]triazolo[1,5-a]pyridine with (R)-3-{[6-(cyclopropylmethoxy)pyridin-3-yl]oxy}pyrrolidin-2-one in the presence of N,N’-dimethylethane-1,2-diamine and cesium carbonate in 1,4-dioxane afforded the isoindolinone II. Exemplified compounds I were tested for their biol. activity using the cell line expressing human GPR119 (data given). The invention furthermore relates to the use of the compounds I as active ingredients in pharmaceuticals, and pharmaceutical compositions comprising them. The experimental process involved the reaction of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate(cas: 1159811-32-1).Product Details of 1159811-32-1

The Article related to fused heterocycle preparation gpr119 modulator antidiabetic antiobesity dyslipidemia, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Product Details of 1159811-32-1

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On August 26, 2021, Wiles, Jason Allan; Gadhachanda, Venkat Rao published a patent.Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate The title of the patent was Preparation of pyrimidine-containing compounds for the treatment of Complement factor D – mediated disorders. And the patent contained the following:

The invention relates to preparation of pyrimidine-containing compounds of formulas (I) and (II) or pharmaceutically acceptable salts thereof, as inhibitors of complement factor D. Compounds I and II wherein R1 is halo or C1-2 haloalkyl; R2 is H, halo, C1-3 haloalkyl, etc.; R3 is halo, C1-3 alkyl, or C1-3 haloalkyl; R4 and R5 each independently is H, halo, CN, etc., are claimed. Compds I and II are targeting complement factor D, and inhibit or regulate the complement cascade. The example compound III was prepared via 3-step synthesis using (1R,2S,5S)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid as starting material (procedure given). Compounds I and II are inhibitors of factor D, and reducers of the excessive activation of complement (data given). Compounds I and II can be useful in treatment of Complement factor D – mediated disorders. The experimental process involved the reaction of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate(cas: 1159811-32-1).Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

The Article related to pyrimidine preparation complement d disease treatment, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On October 8, 2015, Schwink, Lothar; Buning, Christian; Glombik, Heiner; Gossel, Matthias; Kadereit, Dieter; Halland, Nis; Lohmann, Matthias; Poeverlein, Christoph; Ritter, Kurt published a patent.HPLC of Formula: 1159811-32-1 The title of the patent was Preparation of fused heterocycles as GPR119 modulators for the treatment of diabetes, obesity, dyslipidemia and related disorders. And the patent contained the following:

Disclosed are fused heterocyclic compounds of formula I as GPR119 modulators useful for the prevention and/or treatment of diabetes, obesity, dyslipidemia and related disorders. The invention furthermore relates to the use of I as active ingredients in pharmaceuticals, and pharmaceutical compositions comprising them. I [wherein R1a, R1b, R1c, R2a, R2b, and R2c are independently H, Cl, F, alkyl, etc.; R3 is a bond or (CR7R7′)p; R7R7′ wherein each R is independently H or alkyl; p is 0, 1, 2, 3, or 4; R4 is alkyl, cycloalkyl, Ph, etc.; R30 is H, alkyl, hydroxyalkyl, etc.; A and E are independently N or C; B is CO, N, or CH; G is N or (un)substituted C; Y is N or CH; Z is bond, O, C=O, etc.] or any stereoisomeric forms or physiol. acceptable salts thereof, are claimed and exemplified. For example, (R)-II was prepared by coupling dimethylamine with the corresponding acid. I were evaluated for GPR agonistic activity using a HTRF assay from which (R)-II was determined to exhibit an EC50 value of 0.126 μM. The experimental process involved the reaction of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate(cas: 1159811-32-1).HPLC of Formula: 1159811-32-1

The Article related to fused heterocycle preparation gpr119 diabetes obesity dyslipidemia, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.HPLC of Formula: 1159811-32-1

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Kluge, R.; Schulz, M.; Liebsch, S. published an article on February 19 ,1996. The article was titled 《Diastereoselective Epoxidation of Olefins by Organo Sulfonic Peracids. II》, and you may find the article in Tetrahedron.Name: 3-Nitro-1-tosyl-1H-1,2,4-triazole The information in the text is summarized as follows:

The behavior of sulfonic peracids (generated in situ) toward olefins, allylic alcs., homoallylic alcs., and α,β-unsaturated ketones was studied. For example, 4-methylbenzenesulfonoperoxoic acid was generated in situ from 1-(4-methylphenylsulfonyl)-1H-imidazole and trimethyloxonium tetrafluoroborate. Epoxidation of α-pinene with 4-methylbenzenesulfonoperoxoic acid gave 2α,3α-epoxypinane. Generally, the epoxidation proceeds in a peracid-like manner with greater diastereoselectivity than those by common oxidants. In particular, the epoxidation of Δ4 3-ketosteroids gave 4α,5α-epoxides with good diastereoselectivity. Enhanced α-selectivity was also found in the epoxidation of a cholesterol derivative The results came from multiple reactions, including the reaction of 3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5Name: 3-Nitro-1-tosyl-1H-1,2,4-triazole)

3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Name: 3-Nitro-1-tosyl-1H-1,2,4-triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Recommanded Product: 3-Nitro-1-tosyl-1H-1,2,4-triazoleOn November 15, 1980 ,《Synthesis of the 3′-terminal decaribonucleoside nonaphosphate of yeast alanine transfer ribonucleic acid》 appeared in Tetrahedron. The author of the article were Jones, S. S.; Rayner, B.; Reese, C. B.; Ubasawa, A.; Ubasawa, M.. The article conveys some information:

The yeast decaribonucleotide UpCpGpUpCpCpApCpCpA was prepared from the 5 nucleosides I (R = 4-N-benzoylcytosin-1-yl, 2-N-benzoylguanin-9-yl), II (R = 6-N-benzoyladenin-9-yl, uracil-1-yl), and III (R = 6-N-benzoyladenin-9-yl) by the phosphotriester method. The use of o-dibromomethylbenzoyl as a protecting group in oligoribonucleotide synthesis is described. The internucleotide linkages were protected by o-chlorophenyl groups, which were readily removed by the N1,N1,N3,N3-tetramethylguanidinium salt of syn-4-nitrobenzaldoxime. The 1st phosphorylation step was carried out by treatment with o-chlorophenylphosphorodi(1,2,4-triazolide) followed by H2O and Et3N. The triazole IV was used as the activating agent in the 2nd phosphorylation step. In the part of experimental materials, we found many familiar compounds, such as 3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5Recommanded Product: 3-Nitro-1-tosyl-1H-1,2,4-triazole)

3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Recommanded Product: 3-Nitro-1-tosyl-1H-1,2,4-triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Holzer, Wolfgang published an article in Tetrahedron. The title of the article was 《Spectral and structural assignments with various N-substituted 1,2,4-triazoles: NOE difference spectroscopy as a powerful tool》.Computed Properties of C9H8N4O4S The author mentioned the following in the article:

The unambiguous discrimination between signals due to H-3 and H-5 in various 1-substituted 1H-1,2,4-triazoles as well as the differentiation between isomeric 1,3-, 1,5- and 3,4-disubstituted 1,2,4-triazoles by means of NOE difference spectroscopy is described. The assignments based on NOE difference experiments are shown to agree with those resting on triazole 13C,1H spin-coupling constants The experimental part of the paper was very detailed, including the reaction process of 3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5Computed Properties of C9H8N4O4S)

3-Nitro-1-tosyl-1H-1,2,4-triazole(cas: 77451-51-5) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Computed Properties of C9H8N4O4S

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics