Day: January 5, 2023

Dinuclear rhodium(I) and iridium(I) dicarboxytriazolate complexes and their oxidation products. Crystal structures of [NBu₄][Rh₂(Dcbt)(CO)₄]·0.4CH₂Cl₂ and [NBu₄][Rh₂(Dcbt)(CO)₂(PPh₃)₂] was written by Net, G.;Bayon, J. C.;Esteban, P.;Rasmussen, P. G.;Alvarez-Larena, A.;Piniella, J. F.. And the article was included in Inorganic Chemistry in 1993.Synthetic Route of C4H3N3O4 This article mentions the following:

4,5-Dicarboxy-1,2,3-triazole (H₃Dcbt) is a dinucleating ligand with behavior similar to that of other dicarboxyazolates previously reported. A new family of anionic complexes of this ligand with Rh(I) and Ir(I) using cyclooctadiene, CO, and PPh₃ as ancillary ligands were prepared [NBu₄][Rh₂(Dcbt)(CO)₄].0.4CH₂Cl₂ crystallizes as monoclinic, space group P2₁/c, a 14.210(4), b 16.161(4), c 15.296(4) Å, β 114.42(2)°, Z = 4, R = 0.036, R_w = 0.043. The planar anions [Rh₂(Dcbt)(CO)₄]^– form dimers separated by cations. The short distance between the Rh atoms in the dimer is associated with metal-metal interactions. [NBu₄][Rh₂(Dcbt)(CO)₂(PPh₃)₂] crystallizes as triclinic space group P1̅, a 17.714(8), b 12.969(8), c 13.406(8) Å, α 108.15(4), β 101.38(4)°, and γ 95.95(4)°, Z = 2, R = 0.053, R_w = 0.055. The PPh₃ is situated trans to N due to the larger trans effect of the ring N atom. The electrochem. oxidation of [NR₄][Ir₂(Dcbt)(CO)₄] (R = Pr, Bu) yielded the partially oxidized conductive materials [NR₄]_0.5[Ir₂(Dcbt)(CO)₄]. The stoichiometry based on elemental analyses was corroborated by XPS . XPS showed that the oxidation is metal centered. An EXAFS study indicated that the coordination sphere of the Ir is preserved upon oxidation The pressed pellet conductivities of these partially oxidized salts are 10^-4-10^-5 Ω^-1 cm^-1. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Synthetic Route of C4H3N3O4).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) belongs to triazole derivatives. Triazoles consist of a five-membered ring containing three nitrogen atoms and are biologically active, especially as antifungal, antimicrobial and enzyme inhibitors. Triazoles are compounds with a vast spectrum of applications, varying from materials (polymers), agricultural chemicals, pharmaceuticals, photoactive chemicals and dyes.Synthetic Route of C4H3N3O4

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

Cyclization reactions in azole chemistry: the reaction of some azoles with o-fluoroacetophenone, o-fluorobenzaldehyde and o-fluorobenzophenone was written by Rosevear, Judi;Wilshire, John F. K.. And the article was included in Australian Journal of Chemistry in 1991.Recommanded Product: 2-(1H-1,2,4-Triazol-1-yl)benzaldehyde This article mentions the following:

The reactions of some azoles with o-fluoroacetophenone, o-fluorobenzaldehyde and o-fluorobenzophenone in DMSO solution in the presence of anhydrous K₂CO₃ have been investigated. In addition to the expected substitution products, cyclization reactions frequently occurred to give carbinols in the case of the reactions of o-fluoroacetophenone and o-fluorobenzophenone, and cyclic ketones in the case of the reactions with o-fluorobenzaldehyde. Thus, the reaction of o-FC₆H₄COMe with imidazole gave 30% imidazoindolol I at 130°, whereas o-FC₆H₄CHO and imidazole gave 20% imidazoindolone II. Fluoren-9-ol and related carbinols containing heteroaromatic nuclei are readily converted in DMSO solution into the corresponding ketones by treatment with anhydrous K₂CO₃. When treated with ethanolic alkali, 2-(benzimidazol-1-yl)acetophenone undergoes a remarkable transformation to give 1-(2-aminophenyl)quinolin-4(1H)-one. In the experiment, the researchers used many compounds, for example, 2-(1H-1,2,4-Triazol-1-yl)benzaldehyde (cas: 138479-53-5Recommanded Product: 2-(1H-1,2,4-Triazol-1-yl)benzaldehyde).

2-(1H-1,2,4-Triazol-1-yl)benzaldehyde (cas: 138479-53-5) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeRecommanded Product: 2-(1H-1,2,4-Triazol-1-yl)benzaldehyde

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

Novel Pyruvate Kinase (PK) Inhibitors: New Target to Overcome Bacterial Resistance was written by El Sayed, Mardia T.;Sarhan, Alaadin E.;Ahmed, Entsar;Khattab, Reham R.;Elnaggar, Mohamed;El-Messery, Shahenda M.;Shaldam, Moataz A.;Hassan, Ghada S.. And the article was included in ChemistrySelect in 2020.Formula: C6H6N4 This article mentions the following:

In the present investigation, some novel nitro Mannich bases derived from Michael type addition of activated nitro olefin, beta-nitrostyrene with various amines either primary or secondary including some amino sugars were designed and synthesized. The produced Mannich bases have been full characterized through different spectroscopic techniques. Antimicrobial evaluation has been performed against the Gram pos. S. aureus and methicillin-resistant S. aurues (MRSA) infections. 5 of the synthesized compounds represent the best candidates in the biol. screening, they have exhibited good activity with MIC values range from 100 to 250 mug/mL. The active agents have been tested for pyruvate kinase inhibition activity with % of inhibition range from 30 to 79% with IC₅₀ in a nano molar range. They also exhibited significant Pyruvate kinase inhibition in nanomolar range with IC₅₀ of 1066, 662, 1887, 418 and 1128 ng/mL, resp. (vs. 196 ng/mL for AZD7545). Mol. docking calculations for active agents were performed. A complete conformational anal. mol. modeling utilizing Gaussian 09 program (HF/DFT) was used to verify the mode of bonding through the optimized geometries as well as essential quantum parameters were calculated using frontier energies (EHOMO & ELUMO) for the active candidates indicating the overall stability of the structure. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Formula: C6H6N4).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) 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 enzymeFormula: C6H6N4

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

Rh-catalyzed transannulation of N-tosyl-1,2,3-triazoles with terminal alkynes was written by Chattopadhyay, Buddhadeb;Gevorgyan, Vladimir. And the article was included in Organic Letters in 2011.Formula: C5H7N3O2 This article mentions the following:

The first transannulation of 1,2,3-triazoles with terminal alkynes into pyrroles is reported. The reaction proceeds in the presence of a Rh₂(oct)₄/AgOCOCF₃ binary catalyst system providing a straightforward approach to 1,2,4-trisubstituted pyrroles in good to excellent yields. In the experiment, the researchers used many compounds, for example, Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7Formula: C5H7N3O2).

Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7) belongs to triazole derivatives. The triazole ring is a relatively stable functional group, and the triazole bond can be used for a variety of applications, such as replacing the phosphate backbone of DNA. Due to the structural characteristics, both 1,2,3- and 1,2,4-triazoles are able to accommodate a broad range of substituents (electrophiles and nucleophiles) around the core structures and pave the way for the construction of diverse novel bioactive molecules.Formula: C5H7N3O2

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

Diaquabis[4-(4H-1,2,4-triazol-4-yl)benzoato-κ²O,O’]nickel(II) was written by Xu, Shuzhi;Shao, Wenxin;Yu, Miao;Gong, Guihua. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2011.Quality Control of 4-(4H-1,2,4-Triazol-4-yl)benzoic acid This article mentions the following:

In the title compound, [Ni(C₉H₆N₃O₂)₂(H₂O)₂], the Ni^II atom lies on a twofold rotation axis and is six-coordinated by two bidentate chelating 4-(1,2,4-triazol-4-yl)benzoate ligands and two water mols. in a distorted octahedral geometry. Intermol. O-H···N hydrogen bonds link the complex mols. into a two-dimensional network parallel to (010). In the experiment, the researchers used many compounds, for example, 4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2Quality Control of 4-(4H-1,2,4-Triazol-4-yl)benzoic acid).

4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2) belongs to triazole derivatives. Many triazoles are versatile, biologically active compounds commonly used as fungicides and plant retardants. 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.Quality Control of 4-(4H-1,2,4-Triazol-4-yl)benzoic acid

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

TXA709, an FtsZ-targeting benzamide prodrug with improved pharmacokinetics and enhanced in vivo efficacy against methicillin-resistant Staphylococcus aureus was written by Kaul, Malvika;Mark, Lilly;Zhang, Yongzheng;Parhi, Ajit K.;Lyu, Yi Lisa;Pawlak, Joan;Saravolatz, Stephanie;Saravolatz, Louis D.;Weinstein, Melvin P.;La Voie, Edmond J.;Pilch, Daniel S.. And the article was included in Antimicrobial Agents and Chemotherapy in 2015.Computed Properties of C6H6N4 This article mentions the following:

The clin. development of FtsZ-targeting benzamide compounds like PC190723 has been limited by poor drug-like and pharmacokinetic properties. Development of prodrugs of PC190723 (e.g., TXY541) resulted in enhanced pharmaceutical properties, which, in turn, led to improved i.v. efficacy as well as the first demonstration of oral efficacy in vivo against both methicillin-sensitive Staphylococcus aureus (MSSA) and methicillin-resistant S. aureus (MRSA). Despite being efficacious in vivo, TXY541 still suffered from suboptimal pharmacokinetics and the requirement of high efficacious doses. We describe here the design of a new prodrug (TXA709) in which the Cl group on the pyridyl ring has been replaced with a CF3 functionality that is resistant to metabolic attack. As a result of this enhanced metabolic stability, the product of the TXA709 prodrug (TXA707) is associated with improved pharmacokinetic properties (a 6.5-fold-longer half-life and a 3-fold-greater oral bioavailability) and superior in vivo antistaphylococcal efficacy relative to PC190723. We validate FtsZ as the antibacterial target of TXA707 and demonstrate that the compound retains potent bactericidal activity against S. aureus strains resistant to the current standard-of-care drugs vancomycin, daptomycin, and linezolid. These collective properties, coupled with minimal observed toxicity to mammalian cells, establish the prodrug TXA709 as an antistaphylococcal agent worthy of clin. development. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Computed Properties of C6H6N4).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) belongs to triazole derivatives. Many triazoles are versatile, biologically active compounds commonly used as fungicides and plant retardants. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Computed Properties of C6H6N4

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

An aggregation-induced emission fluorescence probe for evaluating the effect of CYP450 changes under tumor chemotherapy was written by Lu, Pengpeng;Huang, Yan;Zhang, Caiyun;Fu, Lili;Wang, Xiaoyan;Chen, Lingxin. And the article was included in Talanta in 2022.Recommanded Product: 1H-Benzo[d][1,2,3]triazol-1-amine This article mentions the following:

Cancer is a complex disease with very high incidence and mortality rates every year. However, cancer drug resistance greatly mitigates the cure rates of tumors, and cytochrome P 450 (CYP450) plays an important role in the development of cisplatin resistance. We developed the aggregation-induced emission luminogen (AIEgen) TPE-CYP to monitor the changes in CYP450. The TPE-CYP fluorescent probe was successfully used to assess CYP450 levels in tumor cells and tumor tissue sections. This study presented that CYP450 level in HepG2/DDP cells (cisplatin-resistant cells) was higher than that in HepG2 cells, and the inhibition of CYP450 by 1-ABT effectively improved the tumor resistance. Thus, CYP450 plays a key role in the development of tumor resistance. The synergistic effect of 1-ABT and the chemotherapeutic agent cisplatin was superior to that of cisplatin alone in tumor-bearing mice. The TPE-CYP probe will provide an idea for the clin. implementation of individualized tumor treatment strategies, through the accurate monitoring of CYP450. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6Recommanded Product: 1H-Benzo[d][1,2,3]triazol-1-amine).

1H-Benzo[d][1,2,3]triazol-1-amine (cas: 1614-12-6) belongs to triazole derivatives. Many triazoles are versatile, biologically active compounds commonly used as fungicides and plant retardants. Triazoles are compounds with a vast spectrum of applications, varying from materials (polymers), agricultural chemicals, pharmaceuticals, photoactive chemicals and dyes.Recommanded Product: 1H-Benzo[d][1,2,3]triazol-1-amine

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

Liquid-phase ozone oxidation of condensed azoles was written by Tyupalo, N. F.;Yakobi, V. A.;Stepanyan, A. A.;Zaika, R. G.. And the article was included in Ukrainskii Khimicheskii Zhurnal (Russian Edition) in 1977.Electric Literature of C4H3N3O4 This article mentions the following:

Liquid-phase oxidation of I(X = N, CH) by O3 at 60° in H2SO4 containing MnSO4 or FeSO4 gave 83-8% II (X = CH) from benzimidazole and 65-76% II (X = N) from benzotriazole. A mechanism involving oxidation of the Fe and Mn ions by O3 was proposed. In the experiment, the researchers used many compounds, for example, 1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6Electric Literature of C4H3N3O4).

1H-1,2,3-Triazole-4,5-dicarboxylic acid (cas: 4546-95-6) 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. Triazoles are compounds with a vast spectrum of applications, varying from materials (polymers), agricultural chemicals, pharmaceuticals, photoactive chemicals and dyes.Electric Literature of C4H3N3O4

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

Studies on v-triazoles. Part 4. The 4-methoxybenzyl group, a versatile N-protecting group for the synthesis of N-unsubstituted v-triazoles was written by Buckle, Derek R.;Rockell, Caroline J. M.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1982.Safety of Ethyl 1H-1,2,3-triazole-5-carboxylate This article mentions the following:

(EtO₂C)₂CH₂ underwent cyclocondensation with 4-MeOC₆H₄CH₂N₃ (I) to give 67% triazole II (R = OH, R¹ = CH₂C₆H₄OMe-4), which on subsequent treatment with PCl₅ in PhMe at 40° gave 65% II (R = Cl, R¹ as before) (III). III readily underwent halogen displacement to give 66-82% II (R = CN, 4-MeOC₆H₄S, PhO, R¹ = CH₂C₆H₄OMe-4). I also underwent 1,3-dipolar addition with acetylenes; thus, I with RCCCO₂Et (R = H, Ph) gave 30-45% II (R as before, R¹ = CH₂C₆H₄OMe-4). Deprotection of II (R = OH, Cl, CN, H, 4-MeOC₆H₄S, PhO, Ph, R¹ = CH₂C₆H₄OMe-4) followed by treatment with CF₃CO₂H at 65° gave 52-100% II (R as before, R¹ = H). In addition, hydrolysis of II (R = PhO, R¹ = CH₂C₆H₄OMe-4) gave 90% of the corresponding acid which was converted via its acyl chloride into the tricyclic compound IV (R = CH₂C₆H₄OMe-4), analogous deprotection of which gave 70% IV (R = H), a potential antiallergic agent. In the experiment, the researchers used many compounds, for example, Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7Safety of Ethyl 1H-1,2,3-triazole-5-carboxylate).

Ethyl 1H-1,2,3-triazole-5-carboxylate (cas: 40594-98-7) 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. 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.Safety of Ethyl 1H-1,2,3-triazole-5-carboxylate

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

Tetraaquabis[4-(4H-1,2,4-triazol-4-yl)benzoato-κN¹]nickel(II) decahydrate was written by Sun, Weixuan;Yu, Yaqin;Wang, Guanjun;Wu, Xiaohui. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2012.Synthetic Route of C9H7N3O2 This article mentions the following:

In the title compound, [Ni(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O, the Ni^II ion lies on a 2-fold rotation axis and displays a slightly distorted octahedral geometry defined by two N atoms from two monodentate 4-(1,2,4-triazol-4-yl)benzoate ligands and four H₂O mols., two of which also lie on the 2-fold rotation axis. In the crystal, the complex mols. and uncoordinated H₂O mols. are linked via intermol. O-H···N and O-H···O H bonds, forming a three-dimensional supramol. network. π-π Interactions between the benzene rings provide addnl. stability of the crystal packing [centroid-centroid distance = 3.792(2) Å]. Crystallog. data and at. coordinates are given. In the experiment, the researchers used many compounds, for example, 4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2Synthetic Route of C9H7N3O2).

4-(4H-1,2,4-Triazol-4-yl)benzoic acid (cas: 157069-48-2) 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. Triazoles are compounds with a vast spectrum of applications, varying from materials (polymers), agricultural chemicals, pharmaceuticals, photoactive chemicals and dyes.Synthetic Route of C9H7N3O2

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