Tag: 100-200

Dipicolinic Acid Derivatives as Inhibitors of New Delhi Metallo-β-lactamase-1 was written by Chen, Allie Y.;Thomas, Pei W.;Stewart, Alesha C.;Bergstrom, Alexander;Cheng, Zishuo;Miller, Callie;Bethel, Christopher R.;Marshall, Steven H.;Credille, Cy V.;Riley, Christopher L.;Page, Richard C.;Bonomo, Robert A.;Crowder, Michael W.;Tierney, David L.;Fast, Walter;Cohen, Seth M.. And the article was included in Journal of Medicinal Chemistry in 2017.Category: thiazole This article mentions the following:

The efficacy of β-lactam antibiotics is threatened by the emergence and global spread of metallo-β-lactamase (MBL) mediated resistance, specifically New Delhi metallo-β-lactamase-1 (NDM-1). By utilization of fragment-based drug discovery (FBDD), a new class of inhibitors for NDM-1 and two related β-lactamases, IMP-1 and VIM-2, was identified. On the basis of 2,6-dipicolinic acid (DPA), several libraries were synthesized for structure-activity relationship (SAR) anal. Inhibitor I (IC₅₀ = 80 nM) was identified to be highly selective for MBLs when compared to other Zn(II) metalloenzymes. While DPA displayed a propensity to chelate metal ions from NDM-1, I formed a stable NDM-1:Zn(II):inhibitor ternary complex, as demonstrated by ¹H NMR, ESR (EPR) spectroscopy, equilibrium dialysis, intrinsic tryptophan fluorescence emission, and UV-vis spectroscopy. When coadministered with I (at concentrations nontoxic to mammalian cells), the min. inhibitory concentrations (MICs) of imipenem against clin. isolates of Escherichia coli and Klebsiella pneumoniae harboring NDM-1 were reduced to susceptible levels. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Category: thiazole).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Category: thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The efficient palladium-catalyzed selective synthesis of benzenesulfonic acids was written by Jagadeesh, Rajenahally V.;Sandhya, Y. Sree;Karthikeyan, P.;Reddy, S. Sudhakar;Reddy, P. Pradeep Kumar;Kumar, M. Viniod;Charan, K. T. Prabhu;Narender, R.;Bhagat, P. R.. And the article was included in Synthetic Communications in 2011.Formula: C8H5NO2S This article mentions the following:

Palladium-catalyzed synthetic methodol. was developed for the synthesis of 2-aminobenzenesulfonic acids from benzothiazoles in good to excellent yields using chloramine-B in alk. (pH 12) acetonitrile-water (1:1) at 80 °C. In the experiment, the researchers used many compounds, for example, Benzothiazole-5-carboxylic acid (cas: 68867-17-4Formula: C8H5NO2S).

Benzothiazole-5-carboxylic acid (cas: 68867-17-4) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1).Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Formula: C8H5NO2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Suzuki cross-coupling reaction of aryl and heterocyclic bromides and aromatic polybromides on a Pd(II)-hydrotalcite catalyst was written by Mora, Manuel;Jimenez-Sanchidrian, Cesar;Ruiz, Jose Rafael. And the article was included in Applied Organometallic Chemistry in 2008.Formula: C9H7NS This article mentions the following:

The Suzuki cross-coupling reaction of various bromine-containing substrates and phenylboronic acid in toluene at 90 °C on a Pd(AcO)₂Py₂ catalyst supported on an Mg-Al hydrotalcite, using K₂CO₃ as the base, was studied. The conversion and selectivity results obtained for many of the substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The reactions of aryl polybromides and phenylboronic acid gave the corresponding polyaromatic compounds in variable yields depending on the particular substrate. Arylation occurred in a consecutive manner by substitution of the different Br atoms. ICP-MS measurements of the palladium content of the catalyst performed prior to and after the reaction revealed that part of the metal is incorporated into the bulk solution; therefore, the catalytic process is not purely heterogeneous. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Formula: C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Formula: C9H7NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

CP6679, a new injectable cephalosporin. Part 1: Synthesis and structure-activity relationships was written by Tsushima, M.;Iwamatsu, K.;Umemura, E.;Kudo, T.;Sato, Y.;Shiokawa, S.;Takizawa, H.;Kano, Y.;Kobayashi, K.;Ida, T.;Tamura, A.;Atsumi, K.. And the article was included in Bioorganic & Medicinal Chemistry in 2000.Recommanded Product: 55661-33-1 This article mentions the following:

A series of cephalosporins bearing a 5,5-fused ring system, an (imidazo[5,1-b]thiazolium-6-yl)methyl group, at the C-3 position were synthesized and evaluated for in vitro antibacterial activities. CP6679 (I) and its analogs showed potent antibacterial activities against Gram-pos. and Gram-neg. bacteria, including Pseudomonas aeruginosa. They were also highly active against methicillin-resistant Staphylococcus aureus (MRSA). I showed more potent antibacterial activity than ceftazidime (CAZ) or cefpirome (CPR) against Pseudomonas aeruginosa and MRSA. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Recommanded Product: 55661-33-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Design, synthesis and biological evaluation of 2-amino-N-(2-aminophenyl)thiazole-5-carboxamide derivatives as novel Bcr-Abl and histone deacetylase dual inhibitors was written by Chen, Xin;Zhao, Shuang;Wu, Yichao;Chen, Yadong;Lu, Tao;Zhu, Yong. And the article was included in RSC Advances in 2016.Recommanded Product: 55661-33-1 This article mentions the following:

In recent studies, combinations of histone deacetylase (HDAC) inhibitors with kinase inhibitor showed additive and synergistic effects. Herein we present a novel design approach for cancer drug development by combination of breakpoint cluster Abl (Bcr-Abl) and HDAC inhibitory activity, two independent pharmacol. activities, in one mol. The designed compounds were synthesized and tested, showing inhibitory activity against Bcr-Abl and HDAC1. The representative dual Bcr-Abl/HDAC inhibitors, compounds 6a and 6m, showed potent antiproliferative activities against human leukemia cell line K562 and prostate cancer cell line DU145 in cellular assays. This work may lay the foundation for developing dual Bcr-Abl/HDAC inhibitors as potential anticancer therapeutics. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Recommanded Product: 55661-33-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Modular click chemistry libraries for functional screens using a diazotizing reagent was written by Meng, Genyi;Guo, Taijie;Ma, Tiancheng;Zhang, Jiong;Shen, Yucheng;Sharpless, Karl Barry;Dong, Jiajia. And the article was included in Nature (London, United Kingdom) in 2019.Computed Properties of C4H6N2S This article mentions the following:

Alkyl and aryl azides were prepared from the corresponding primary alkyl and aryl amines by reaction with fluorosulfonyl azide generated in situ from a fluorosulfonylimidazolium triflate and sodium azide, expanding access to azides and both to the 1,2,3-triazoles derived from them and to functional screens employing them. The method allowed the preparation of a library of >1000 azides from the corresponding amines; the azide library underwent copper-catalyzed azide-alkyne cycloaddition reactions to yield a library of >1000 1,2,3-triazoles. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Computed Properties of C4H6N2S).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Computed Properties of C4H6N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Virtual Screening Approach to Identifying a Novel and Tractable Series of Pseudomonas aeruginosa Elastase Inhibitors was written by Leiris, Simon;Davies, David T.;Sprynski, Nicolas;Castandet, Jerome;Beyria, Lilha;Bodnarchuk, Michael S.;Sutton, Jonathan M.;Mullins, Toby M. G.;Jones, Mark W.;Forrest, Andrew K.;Pallin, T. David;Karunakar, Paduri;Martha, Sathish Kumar;Parusharamulu, Battu;Ramula, Ramesh;Kotha, Venkatesh;Pottabathini, Narender;Pothukanuri, Srinivasu;Lemonnier, Marc;Everett, Martin. And the article was included in ACS Medicinal Chemistry Letters in 2021.Application of 55661-33-1 This article mentions the following:

Novel therapies are required to treat chronic bacterial infections in cystic fibrosis (CF) sufferers. The most common pathogen responsible for these infections is Pseudomonas aeruginosa, which persists within the lungs of CF sufferers despite intensive antibiotic treatment. P. aeruginosa elastase (also known as LasB or pseudolysin) is a key virulence determinant that contributes to the pathogenesis and persistence of P. aeruginosa infections in CF patients. The crucial role of LasB in pseudomonal virulence makes it a good target for the development of an adjuvant drug for CF treatment. Herein we discuss the discovery of a new series of LasB inhibitors by virtual screening and computer assisted drug design (CADD) and their optimization leading to compounds 29 and 39 (K_i = 0.16μM and 0.12μM, resp.). In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Application of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Application of 55661-33-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Inhibitors for penicillinase was written by Behrens, Otto K.;Garrison, Lynette. And the article was included in Archives of Biochemistry in 1950.SDS of cas: 55661-33-1 This article mentions the following:

One of the mechanisms by which bacteria overcome or prevent the inhibitory action of penicillin (I) involves penicillinase (II) which forms penicilloic acid. Hence, inhibitors for II might be capable of extending the antibiotic action of I to some organisms not susceptible to the antibiotic. Tests on anti-II activity have been performed manometrically (cf. C.A. 43, 3489i) with compounds structurally related to a portion of the I mol. 2-Benzylimidazole (III), 2-methylimidazole (IV), 2-aminomethylthiazole (V), benzylpenicillic acid, p-chlorobenzoyl-DL-seryl-DL-valine, histamine, 2-propyl-4-thiazolidinecarboxylic acid, pencillamine (VI), thiolthreonine and cysteine exhibited marked anti-II activity. When certain of these compounds were tested for their ability to enhance the effectiveness of I on a II-producing organism, their efficacy did not parallel that in the anti-II test. VI markedly potentiated the activity of I but III, IV, and V had little or no effect. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1SDS of cas: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.SDS of cas: 55661-33-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Further SAR on the (Phenylsulfonyl)piperazine Scaffold as Inhibitors of the Aedes aegypti Kir1 (AeKir) Channel and Larvicides was written by Aretz, Christopher D.;Kharade, Sujay V.;Chronister, Keagan;Rusconi Trigueros, Renata;Martinez Rodriguez, Erick J.;Piermarini, Peter M.;Denton, Jerod S.;Hopkins, Corey R.. And the article was included in ChemMedChem in 2021.Safety of Thiazol-2-ylmethanamine This article mentions the following:

Zika virus (ZIKV), dengue fever (DENV) and chikungunya (CHIKV) are arboviruses that are spread to humans from the bite of an infected adult female Aedes aegypti mosquito. As there are no effective vaccines or therapeutics for these diseases, the primary strategy for controlling the spread of these viruses is to prevent the mosquito from biting humans through the use of insecticides. Unfortunately, the commonly used classes of insecticides have seen a significant increase in resistance, thus complicating control efforts. Inhibiting the renal inward rectifier potassium (Kir) channel of the mosquito vector Aedes aegypti has been shown to be a promising target for the development of novel mosquitocides. We have shown that Kir1 channels play key roles in mosquito diuresis, hemolymph potassium homeostasis, flight, and reproduction Previous work from our laboratories identified a novel (phenylsulfonyl)piperazine scaffold as potent AeKir channel inhibitors with activity against both adult and larval mosquitoes. Herein, we report further the synthesis and SAR work around this scaffold and have identified addnl. compounds, e.g., I and II, with improved in vitro potency and mosquito larvae toxicity. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Safety of Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Safety of Thiazol-2-ylmethanamine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Photochemistry of 3- and 5-Phenylisothiazoles. Competing Phototransposition Pathways was written by Pavlik, James W.;Tongcharoensirikul, Pakamas. And the article was included in Journal of Organic Chemistry in 2000.Synthetic Route of C9H7NS This article mentions the following:

5-Phenylisothiazole undergoes phototransposition via the electrocyclic ring closure-heteroatom migration pathway and by the N₂-C₃ interchange reaction pathway. The latter route is enhanced by the addition of triethylamine (TEA) to the reaction medium and by increasing the polarity of the solvent. In addition to phototransposition, 5-phenylisothiazole also undergoes photocleavage to 2-cyano-1-phenylethenethiol which was trapped by reaction with benzyl bromide to yield 2-cyano-1-phenylethen-1-yl benzyl thioether. 3-Phenylisothiazole also phototransposes by both reaction pathways, but the product distribution is not affected by the addition of TEA or by changing the solvent polarity. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Synthetic Route of C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Synthetic Route of C9H7NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica