Tag: 100-200

Synthesis of heterocyclic compounds. III. Aryl-1,2,4-triazoles was written by Khan, Misbahul Ain;Polya, J. B.. And the article was included in Revista Latinoamericana de Quimica in 1972.Safety of 2-(1,2,4-Triazol-1-yl)aniline The following contents are mentioned in the article:

The aryltriazoles I-III (R = H, o-, p-NO2, o-, m-, p-Ph) were prepared An RC6H4NHNH2 reacted with Me2NCH:NCH:N+Me2 Cl- to give I. RC6H4NH2 condensed with HCONHNHCHO to give II. The Gomberg-Bauchmann arylation reaction of III (R = NH2) gave III (R = Ph, o-NO2C6H4, p-NO2C6H4). This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1Safety of 2-(1,2,4-Triazol-1-yl)aniline).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands. 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.Safety of 2-(1,2,4-Triazol-1-yl)aniline

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

A Unified Strategy Towards N-Aryl Heterocycles by a One-Pot Copper-Catalyzed Oxidative C-H Amination of Azoles was written by Subramanian, Parthasarathi;Kaliappan, Krishna P.. And the article was included in European Journal of Organic Chemistry in 2014.Product Details of 39876-84-1 The following contents are mentioned in the article:

An efficient one-pot synthesis of N-aryl-substituted heterocycles, e.g. I (R¹ = H; R¹₂ = CH:CHCH:CH; R² = Ph, 2-pyridyl, 4-methyl-2-pyridyl, 2-naphthyl), by a Cu-catalyzed two-fold C-N bond formation is reported. This strategy involves a Cu^I-catalyzed C-N bond-forming reaction between o-aminoaryl-substituted azoles, e.g. II, and electron-deficient bromoarenes R²Br followed by an intramol. sp² C-H amination. The product I (R¹₂ = CH:CHCH:CH; R² = 6-methyl-2-pyridyl) thus formed has been successfully used as a ligand for the synthesis of a Pd complex. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1Product Details of 39876-84-1).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications. Triazoles are compounds with a vast spectrum of applications, varying from materials (polymers), agricultural chemicals, pharmaceuticals, photoactive chemicals and dyes.Product Details of 39876-84-1

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

An efficient synthesis of 4-Thiocyanato anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H₂O was written by Dass, Reuben;Singleton, Justin D.;Peterson, Matt A.. And the article was included in Tetrahedron Letters in 2022.SDS of cas: 39876-84-1 The following contents are mentioned in the article:

Treatment of a variety of 2(3)-mono-substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.2 equiv) in DMSO:H₂O (9:1) at 70°C gave the corresponding 4-thiocyanato-2(3)-substituted anilines ArSC≡N [Ar = 4-OH-3-MeC₆H₃, 4-NH₂-3-BrC₆H₃, 3-isoquinolyl, etc.] in excellent isolated yields (60-99%; ave. yield for all anilines = 90%). The reaction worked well for substrates with 2-halo, 2-alkoxy, 2-aryloxy, 2-alkyl, 2-dialkylamino, 2-N-sulfonylamino, 2-alkyn-1-yl, 2-cyano, 2-acyl, 2-sulfonyl, and 2-heteroaryl substitution. 3-Substituted, 3,5- or 2,6-disubstituted anilines and substituted phenols were also well tolerated. 4-Substituted anilines gave the corresponding 2-aminobenzothiazole products ArSC≡N, whereas 4-, 5-, 6-, or 7-substituted indoles were not reactive. Regioselective thiocyanation of 2-quinoline, 3-amino-1-methylpyrazole, 2-amino-4-phenylthiazole, and 2-phenylimidazo[1,2-a] pyridine was achieved in 93-99% yield, thus demonstrating the broad-substrate scope for this thiocyanation reaction. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1SDS of cas: 39876-84-1).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) 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: 39876-84-1

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

Lead identification and structure-activity relationships of heteroarylpyrazole arylsulfonamides as allosteric CC-chemokine receptor 4 (CCR4) antagonists was written by Miah, Afjal H.;Copley, Royston C. B.;O’Flynn, Daniel;Percy, Jonathan M.;Procopiou, Panayiotis A.. And the article was included in Organic & Biomolecular Chemistry in 2014.Category: triazoles The following contents are mentioned in the article:

A knowledge-based library of aryl 2,3-dichlorophenylsulfonamides was synthesized and screened as human CCR4 antagonists, in order to identify a suitable hit for the start of a lead-optimization program. X-ray diffraction studies were used to identify the pyrazole ring as a moiety that could bring about intramol. hydrogen bonding with the sulfonamide NH and provide a clip or orthogonal conformation that was believed to be the preferred active conformation. Replacement of the core Ph ring with a pyridine, and replacement of the 2,3-dichlorobenzenesulfonamide with 5-chlorothiophenesulfonamide provided compound I which has excellent physicochem. properties and represents a good starting point for a lead optimization program. Electronic structure calculations indicated that the preference for the clip or orthogonal conformation found in the small mol. crystal structures of II and III was in agreement with the order of potency in the biol. assay. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1Category: triazoles).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. Among the nitrogen-containing heterocyclic compounds, triazoles emerge with superior pharmacological applications.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Category: triazoles

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

Synthesis of Highly Functionalized Polycyclic Quinoxaline Derivatives Using Visible-Light Photoredox Catalysis was written by He, Zhi;Bae, Minwoo;Wu, Jie;Jamison, Timothy F.. And the article was included in Angewandte Chemie, International Edition in 2014.Application In Synthesis of 2-(1,2,4-Triazol-1-yl)aniline The following contents are mentioned in the article:

A mild and facile method for preparing highly functionalized pyrrolo[1,2-a]quinoxalines and other nitrogen-rich heterocycles, each containing a quinoxaline core or an analog thereof, has been developed. The novel method features a visible-light-induced decarboxylation and radical coupling of ortho-substituted aryl isocyanides and radicals generated from phenyliodine(III) dicarboxylate reagents and exhibits excellent functional group compatibility. A wide range of quinoxaline heterocycles have been prepared Finally, a telescoped preparation of these polycyclic compounds by integration of the in-line isocyanide formation and photochem. cyclization has been established in a three-step continuous-flow system. The title compounds thus formed included derivatives of imidazo[1,2-a]quinoxaline, pyrrolo[1,2-a]quinoxaline, imidazo[1,5-a]quinoxaline, benzimidazo[1,2-a]quinoxaline, pyrazolo[1,5-a]quinoxaline, [1,2,4]triazolo[1,5-a]quinoxaline, [1,2,3]triazolo[1,5-a]quinoxaline, tetrazolo[1,5-a]quinoxaline, pyrido[3,2-e][1,2,4]triazolo[1,5a]pyrazine. Under optimized conditions the synthesis of the target compounds was achieved using tris[2-(2-pyridinyl-κN)phenyl-κC]iridium [i.e., fac-Ir(ppy)₃, photoredox catalyst] as a catalyst. Starting materials included bis(benzoato-κO)phenyliodine and bis(acetato-κO)phenyliodine. Key intermediates included isocyanides (isonitriles), such as 1-(2-isocyanophenyl)pyrrole, 1-(2-isocyanophenyl)-1H-indole and similar azole derivatives Reactants included carboxylic acids, such as benzenepropanoic acid, cyclohexaneacetic acid, pentanedioic acid 1-Me ester, (4S)-2,2-dimethyl-5-oxo-1,3-dioxolane-4-acetic acid, 10-undecenoic acid (fatty acid), 5-pentynoic acid. Amino acids included N-[(1,1-dimethylethoxy)carbonyl]-β-alanine, N-[(1,1-dimethylethoxy)carbonyl]-L-aspartic acid ester., N-[(1,1-dimethylethoxy)carbonyl]-L-glutamic acid ester. (3α,5β,7α,12α)-3,7,12-Trihydroxycholan-24-oic acid (cholalic acid) and (3α,5β)-3-(hydroxy)cholan-24-oic acid (lithocholic acid, bile acid) were also used as reactants. This study involved multiple reactions and reactants, such as 2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1Application In Synthesis of 2-(1,2,4-Triazol-1-yl)aniline).

2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Application In Synthesis of 2-(1,2,4-Triazol-1-yl)aniline

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

Huang, Qiang; Zheng, Maofa; Yang, Shuangshuang; Kuang, Chunxiang; Yu, Cunjing; Yang, Qing published an article in 2011, the title of the article was Structure-activity relationship and enzyme kinetic studies on 4-aryl-1H-1,2,3-triazoles as indoleamine 2,3-dioxygenase (IDO) inhibitors.HPLC of Formula: 5301-96-2 And the article contains the following content:

Previously, we have reported the design and synthesis of 4-aryl-1H-1,2,3-triazoles as inhibitors of indoleamine 2,3-dioxygenase (IDO), a promising therapeutic target of cancer. Here, we present the structure-activity relationship and enzyme kinetic studies on a series of 4-aryl-1H-1,2,3-triazoles. Three compounds (1, 6, 8) were found to possess more IDO inhibitory potency than the most commonly used 1-methyltryptophan. The results from the structure-activity relationship and mol. docking studies indicated that an electron-withdrawing group with low steric hindrance near the NH group of triazoles was necessary for the IDO inhibition. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).HPLC of Formula: 5301-96-2

The Article related to structure preparation aryl triazole derivative indoleamine dioxygenase inhibitor cancer, Pharmacology: Structure-Activity and other aspects.HPLC of Formula: 5301-96-2

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

On September 8, 2005, Kallander, Lara S.; Lu, Qing; Chen, Wenfang; Tomaszek, Thaddeus; Yang, Guang; Tew, David; Meek, Thomas D.; Hofmann, Glenn A.; Schulz-Pritchard, Christina K.; Smith, Ward W.; Janson, Cheryl A.; Ryan, M. Dominic; Zhang, Gui-Feng; Johanson, Kyung O.; Kirkpatrick, Robert B.; Ho, Thau F.; Fisher, Paul W.; Mattern, Michael R.; Johnson, Randall K.; Hansbury, Michael J.; Winkler, James D.; Ward, Keith W.; Veber, Daniel F.; Thompson, Scott K. published an article.Category: triazoles The title of the article was 4-Aryl-1,2,3-triazole: A Novel Template for a Reversible Methionine Aminopeptidase 2 Inhibitor, Optimized To Inhibit Angiogenesis in Vivo. And the article contained the following:

Inhibitors of human methionine aminopeptidase type 2 (hMetAP2) are of interest as potential treatments for cancer. A new class of small mol. reversible inhibitors of hMetAP2 was discovered and optimized, the 4-aryl-1,2,3-triazoles. Compound (I), a potent inhibitor of cobalt-activated hMetAP2, also inhibits human and mouse endothelial cell growth. Using a mouse matrigel model, this reversible hMetAP2 inhibitor was also shown to inhibit angiogenesis in vivo. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Category: triazoles

The Article related to aryltriazole derivative preparation methionine aminopeptidase inhibitor angiogenesis, Pharmacology: Structure-Activity and other aspects.Category: triazoles

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

On June 14, 2012, Rohrig, Ute F.; Majjigapu, Somi Reddy; Grosdidier, Aurelien; Bron, Sylvian; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Vogel, Pierre; Van den Eynde, Benoit J.; Zoete, Vincent; Michielin, Olivier published an article.Application of 5301-96-2 The title of the article was Rational Design of 4-Aryl-1,2,3-Triazoles for Indoleamine 2,3-Dioxygenase 1 Inhibition. And the article contained the following:

Indoleamine 2,3-dioxygenase 1 (IDO1) is an important therapeutic target for the treatment of diseases such as cancer that involve pathol. immune escape. Starting from the scaffold of our previously discovered IDO1 inhibitor 4-phenyl-1,2,3-triazole, we used computational structure-based methods to design more potent ligands. This approach yielded highly efficient low mol. weight inhibitors, the most active being of nanomolar potency both in an enzymic and in a cellular assay, while showing no cellular toxicity and a high selectivity for IDO1 over tryptophan 2,3-dioxygenase (TDO). A quant. structure-activity relationship based on the electrostatic ligand-protein interactions in the docked binding modes and on the quantum chem. derived charges of the triazole ring demonstrated a good explanatory power for the observed activities. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Application of 5301-96-2

The Article related to aryl triazole preparation indoleamine dioxygenase inhibition sar, Pharmacology: Structure-Activity and other aspects.Application of 5301-96-2

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

Finzi, Paola Vita published an article in 1965, the title of the article was Reactions between sulfone azides and arylacetylenes.Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole And the article contains the following content:

cf. CA 60, 5479g; 62, 13078d. Sulfone azides react with PhCCH (I) and some p-substituted phenylacetylenes yielding the corresponding 5-phenyltriazole sulfonates instead of the 1-sulfonyl-5-phenyltriazole monohydrates (Boyer, et al., CA 53, 15065e). Equimol. amounts are boiled for 12-16-hrs. to give low yields (2-30%) of pure crystalline products. PhSO2N3 (II), p-MeC6H4SO2N3 (III), p-BrC6H4SO2N3(IV), and MeSO2N3 (V) react with I to yield 5-phenyltriazole benzenesulfonate (m. 164-5°), tosylate(m. 170-1°), p-bromobenzenesulfonate (m. 160-1°), and methanesulfonate (m. 143.5-4.5°), resp. By a similar process III reacts with p-BrC6H4CCH, with p-ClC6H4CCH, and with β-C10H7CCH to yield the corresponding tosylates, m. 185-6.5°, 182.5-3.5°, and 174-5.5°, resp. As a confirmation of the proposed structure the corresponding 4-phenyltriazoles were treated in the cold with p-MeC6H4SO3H in iso-Pr2O and the same results as above were obtained except in the case of II with p-MeC6H4CCH, of II with p-MeOC6H4CCH, and of III with V where 5-tolyl-1-tosyl-1,2,3-triazole (m. 161-2°), 5-(p-methoxyphenyl)-1-tosyl-1,2,3-triazole (m. 133.5-4.5°), and 5-phenyl-1-(p-bromophenylsulfonyl)-1,2,3-triazole (m. 132.5-33°), were obtained, resp. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole

The Article related to , azides, sulfonyl azides role: uses (uses), ir spectra, nmr (nuclear magnetic resonance), sulfonyl compounds, sulfonyl azides and other aspects.Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole

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

Ma, Jiliang; Peng, Xinwen; Zhong, Linxin; Sun, Runcang published an article in 2018, the title of the article was Sulfonation of carbonized xylan-type hemicellulose: a renewable and effective biomass-based biocatalyst for the synthesis of O- and N-heterocycles.HPLC of Formula: 5301-96-2 And the article contains the following content:

The application of biomass-based carbonaceous solid acids in catalysis is attracting increasing attention in the field of chem. In this study, a heterogeneous carbon-based solid acid biocatalyst (CXH-SO3H) with regular spherical structure was synthesized from xylan-type hemicellulose (XH) by a simple two-step method. The catalyst was successfully applied in the synthesis of O- and N-heterocycles with yields of 80-99% and 60-97%, resp. In view of environment and economy, CXH-SO3H shows the merits of environmental friendliness, easy operation, simple work-up, excellent yields, and the avoidance of use of organic solvents and expensive catalysts. Moreover, the as-synthesized solid acid catalyst could be used for several cycles without significant loss in its catalytic activity. The results of FT-IR, XRD, and SEM showed that no distinct differences in physico-chem. structures of CXH-SO3H were observed Thus, the eco-friendly CXH-SO3H catalyst is a promising candidate for green synthesis of O- and N-heterocycles from low-cost feed-stocks and has good prospect in partially substituting com. available solid and liquid acid catalysts and precious metal catalysts. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).HPLC of Formula: 5301-96-2

The Article related to sulfonation carbonized xylan hemicellulose renewable biocatalyst o n heterocycle, Cellulose, Lignin, Paper, and Other Wood Products: Cellulose and other aspects.HPLC of Formula: 5301-96-2

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