Category: 3034-22-8

In 2013,Burli, Roland W.; Luckhurst, Christopher A.; Aziz, Omar; Matthews, Kim L.; Yates, Dawn; Lyons, Kathy. A.; Beconi, Maria; McAllister, George; Breccia, Perla; Stott, Andrew J.; Penrose, Stephen D.; Wall, Michael; Lamers, Marieke; Leonard, Philip; Muller, Ilka; Richardson, Christine M.; Jarvis, Rebecca; Stones, Liz; Hughes, Samantha; Wishart, Grant; Haughan, Alan F.; O’Connell, Catherine; Mead, Tania; McNeil, Hannah; Vann, Julie; Mangette, John; Maillard, Michel; Beaumont, Vahri; Munoz-Sanjuan, Ignacio; Dominguez, Celia published 《Design, Synthesis, and Biological Evaluation of Potent and Selective Class IIa Histone Deacetylase (HDAC) Inhibitors as a Potential Therapy for Huntington’s Disease》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

Inhibition of class IIa histone deacetylase (HDAC) enzymes have been suggested as a therapeutic strategy for a number of diseases, including Huntington’s disease. Catalytic-site small mol. inhibitors of the class IIa HDAC4, -5, -7, and -9 were developed (e.g., I). These trisubstituted diarylcyclopropanehydroxamic acids were designed to exploit a lower pocket that is characteristic for the class IIa HDACs, not present in other HDAC classes. Selected inhibitors were cocrystd. with the catalytic domain of human HDAC4. We describe the first HDAC4 catalytic domain crystal structure in a “”closed-loop”” form, which in our view represents the biol. relevant conformation. We have demonstrated that these mols. can differentiate class IIa HDACs from class I and class IIb subtypes. They exhibited pharmacokinetic properties that should enable the assessment of their therapeutic benefit in both peripheral and CNS disorders. These selective inhibitors provide a means for evaluating potential efficacy in preclin. models in vivo. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Recommanded Product: 5-Bromothiazol-2-amine

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

In 2013,Suzuki, Kenji; Hamada, Yoshio; Nguyen, Jeffrey-Tri; Kiso, Yoshiaki published 《Novel BACE1 inhibitors with a non-acidic heterocycle at the P1′ position》.Bioorganic & Medicinal Chemistry published the findings.Name: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

We have reported potent peptidic and non-peptidic BACE1 inhibitors with a hydroxymethylcarbonyl (HMC) isostere as a substrate transition-state mimic. However, our potent inhibitors possess a tetrazole ring at the P1′ position. It is desirable that central nervous system (CNS) drugs do not possess an acidic moiety. In this study, we synthesized non-acidic BACE1 inhibitors with heterocyclic derivatives at the P1′ position. KMI-1764 I exhibited potent inhibitory activity (IC50 = 27 nM). Interestingly, these non-acidic inhibitors tended to follow the quant. structure-activity relationship (QSAR) equation and interacted with BACE1-Arg235 in the binding model. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Name: 5-Bromothiazol-2-amine

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

In 2018,Liu, Juan-Juan; Lu, Yan-Ju; Zhao, Zhen-Dong; Xu, Shi-Chao; Bi, Liang-Wu published 《Synthesis and Cytotoxic Activity of Amides from Isopimaric Acid》.Chemistry of Natural Compounds published the findings.Name: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

The amide derivatives were synthesized from isopimaric acid and characterized by spectroscopy. These amides were examined in vitro for their cytotoxic activity against four cancer cell lines. The majority of the screened compounds displayed better inhibitory activity than isopimaric acid, and many amides displayed promising cytotoxic activity against hepatocarcinoma (HepG-2), breast carcinoma (MDA-MB-231), and prostate adenocarcinoma (PC-3). The substituent type, number, and position in the benzene and heterocyclic rings have an important influence on cytotoxicity against the three tested cancer cell lines. In the experimental materials used by the author, we found 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Name: 5-Bromothiazol-2-amine

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

In 2022,Taft, Benjamin R.; Yokokawa, Fumiaki; Kirrane, Tom; Mata, Anne-Catherine; Huang, Richard; Blaquiere, Nicole; Waldron, Grace; Zou, Bin; Simon, Oliver; Vankadara, Subramanyam; Chan, Wai Ling; Ding, Mei; Sim, Sandra; Straimer, Judith; Guiguemde, Armand; Lakshminarayana, Suresh B.; Jain, Jay Prakash; Bodenreider, Christophe; Thompson, Christopher; Lanshoeft, Christian; Shu, Wei; Fang, Eric; Qumber, Jafri; Chan, Katherine; Pei, Luying; Chen, Yen-Liang; Schulz, Hanna; Lim, Jessie; Abas, Siti Nurdiana; Ang, Xiaoman; Liu, Yugang; Angulo-Barturen, Inigo; Jimenez-Diaz, Maria Belen; Gamo, Francisco Javier; Crespo-Fernandez, Benigno; Rosenthal, Philip J.; Cooper, Roland A.; Tumwebaze, Patrick; Aguiar, Anna Caroline Campos; Campo, Brice; Campbell, Simon; Wagner, Jurgen; Diagana, Thierry T.; Sarko, Christopher published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery and Preclinical Pharmacology of INE963, a Potent and Fast-Acting Blood-Stage Antimalarial with a High Barrier to Resistance and Potential for Single-Dose Cures in Uncomplicated Malaria》.Application of 3034-22-8 The author mentioned the following in the article:

A series of 5-aryl-2-amino-imidazothiadiazole (ITD) derivatives were identified by a phenotype-based high-throughput screening using a blood stage Plasmodium falciparum (Pf) growth inhibition assay. A lead optimization program focused on improving antiplasmodium potency, selectivity against human kinases, and absorption, distribution, metabolism, excretion, and toxicity properties and extended pharmacol. profiles culminated in the identification of INE963 (1)(I), which demonstrates potent cellular activity against Pf 3D7 (EC50 = 0.006 μM) and achieves “”artemisinin-like”” kill kinetics in vitro with a parasite clearance time of <24 h. A single dose of 30 mg/kg is fully curative in the Pf-humanized severe combined immunodeficient mouse model. INE963 (1) also exhibits a high barrier to resistance in drug selection studies and a long half-life (T1/2) across species. These properties suggest the significant potential for INE963 (1) to provide a curative therapy for uncomplicated malaria with short dosing regimens. For these reasons, INE963 (1) was progressed through GLP toxicol. studies and is now undergoing Ph1 clin. trials. In the experiment, the researchers used 5-Bromothiazol-2-amine(cas: 3034-22-8Application of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Application of 3034-22-8

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

In 2012,Sarabu, Ramakanth; Bizzarro, Fred T.; Corbett, Wendy L.; Dvorozniak, Mark T.; Geng, Wanping; Grippo, Joseph F.; Haynes, Nancy-Ellen; Hutchings, Stanley; Garofalo, Lisa; Guertin, Kevin R.; Hilliard, Darryl W.; Kabat, Marek; Kester, Robert F.; Ka, Wang; Liang, Zhenmin; Mahaney, Paige E.; Marcus, Linda; Matschinsky, Franz M.; Moore, David; Racha, Jagdish; Radinov, Roumen; Ren, Yi; Qi, Lida; Pignatello, Michael; Spence, Cheryl L.; Steele, Thomas; Tengi, John; Grimsby, Joseph published 《Discovery of Piragliatin-First Glucokinase Activator Studied in Type 2 Diabetic Patients》.Journal of Medicinal Chemistry published the findings.Name: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

Glucokinase (GK) activation as a potential strategy to treat type 2 diabetes (T2D) is well recognized. Compound 1, a glucokinase activator (GKA) lead that we have previously disclosed, caused reversible hepatic lipidosis in repeat-dose toxicol. studies. We hypothesized that the hepatic lipidosis was due to the structure-based toxicity and later established that it was due to the formation of a thiourea metabolite, 2. Subsequent SAR studies of 1 led to the identification of a pyrazine-based lead analog 3, lacking the thiazole moiety. In vivo metabolite identification studies, followed by the independent synthesis and profiling of the cyclopentyl keto- and hydroxyl- metabolites of 3, led to the selection of piragliatin, 4, as the clin. lead. Piragliatin was found to lower pre- and postprandial glucose levels, improve the insulin secretory profile, increase β-cell sensitivity to glucose, and decrease hepatic glucose output in patients with T2D. After reading the article, we found that the author used 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Name: 5-Bromothiazol-2-amine

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

In 2011,Edwards, Geoffrey; Helm, Alison; Hellier, Jennifer; Korba, Brent E.; Semple, J. Edward; Rossignol, Jean-Francois published 《Thiazolides as Novel Antiviral Agents. 2. Inhibition of Hepatitis C Virus Replication》.Journal of Medicinal Chemistry published the findings.Formula: C3H3BrN2S The information in the text is summarized as follows:

We report the activities of a number of thiazolides [2-hydroxyaroyl-N-(thiazol-2-yl)amides] against hepatitis C virus (HCV) genotypes IA and IB, using replicon assays. The structure-activity relationships (SARs) of thiazolides against HCV are less predictable than against hepatitis B virus (HBV), though an electron-withdrawing group at C(5′) generally correlates with potency. Among the related salicyloylanilides, the m-fluorophenyl analog was most promising; niclosamide and close analogs suffered from very low solubility and bioavailability. Nitazoxanide (NTZ) 1 has performed well in clin. trials against HCV. We show here that the 5′-Cl analog 4 (I) has closely comparable in vitro activity and a good cell safety index. By use of support vector anal., a quant. structure-activity relationship (QSAR) model was obtained, showing good predictive models for cell safety. We conclude by updating the mode of action of the thiazolides and explain the candidate selection that has led to compound 4 entering preclin. development. In the experimental materials used by the author, we found 5-Bromothiazol-2-amine(cas: 3034-22-8Formula: C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Formula: C3H3BrN2S

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

In 2006,Jung, Frederic H.; Pasquet, Georges; Van der Brempt, Christine Lambert; Lohmann, Jean-Jacques M.; Warin, Nicolas; Renaud, Fabrice; Germain, Herve; De Savi, Chris; Roberts, Nicola; Johnson, Trevor; Dousson, Cyril; Hill, George B.; Mortlock, Andrew A.; Heron, Nicola; Wilkinson, Robert W.; Wedge, Stephen R.; Heaton, Simon P.; Odedra, Rajesh; Keen, Nicholas J.; Green, Stephen; Brown, Elaine; Thompson, Katherine; Brightwell, Stephen published 《Discovery of Novel and Potent Thiazoloquinazolines as Selective Aurora A and B Kinase Inhibitors》.Journal of Medicinal Chemistry published the findings.Application of 3034-22-8 The information in the text is summarized as follows:

The synthesis of a novel series of quinazolines substituted at C4 by five-membered ring aminoheterocycles is reported. Their in vitro structure-activity relationships vs. Aurora A and B serine-threonine kinases is discussed. Our results demonstrate that quinazolines with a substituted aminothiazole at C4 possess potent Aurora A and B inhibitory activity and excellent selectivity against a panel of various serine-threonine and tyrosine kinases, as exemplified by N-(3-fluorophenyl)-2-[2-[[7-[3-[4-(hydroxymethyl)piperidin-1-yl]propoxy]-6-methoxy-quinazolinyl]amino]-1,3-thiazol-5-yl]acetamide (I). It was found also that the position and nature of the substituent on the thiazole play key roles in cellular potency. Compounds with an acetanilide substituent at C5′ have the greatest cellular activity. The importance of the C5′ position for substitution has been rationalized by ab initio MO calculations Results show that the planar conformation with the sulfur of the thiazole next to the quinazoline N-3 is strongly favored over the other possible planar conformation. I is a potent suppressor of the expression of phospho-histone H3 in tumor cells in vitro as well as in vivo, where I, administered as its phosphate prodrug suppresses the expression of phospho-histone H3 in s.c. implanted tumors in nude mice. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Application of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Application of 3034-22-8

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

In 2016,Cheung, Peter K.; Horhant, David; Bandy, Laura E.; Zamiri, Maryam; Rabea, Safwat M.; Karagiosov, Stoyan K.; Matloobi, Mitra; McArthur, Steven; Harrigan, P. Richard; Chabot, Benoit; Grierson, David S. published 《A Parallel Synthesis Approach to the Identification of Novel Diheteroarylamide-Based Compounds Blocking HIV Replication: Potential Inhibitors of HIV-1 Pre-mRNA Alternative Splicing》.Journal of Medicinal Chemistry published the findings.Related Products of 3034-22-8 The information in the text is summarized as follows:

A 256-compound library was evaluated in an anti-HIV screen to identify structural “”mimics”” of the fused tetracyclic indole compound 1 (IDC16) that conserve its anti-HIV activity without associated cytotoxicity. Four diheteroarylamide-type compounds, containing a common 5-nitroisobenzothiazole motif, were identified as active. In subsequent screens, the most potent compound 9 (1C8) was active against wild-type HIV-1IIIB (subtype B, X4-tropic) and HIV-1 97USSN54 (subtype A, R5-tropic) with EC50’s of 0.6 and 0.9 μM, resp. Compound 9 also inhibited HIV strains resistant to drugs targeting HIV reverse transcriptase, protease, integrase, and coreceptor CCR5 with EC50’s ranging from 0.9 to 1.5 μM. The CC50 value obtained in a cytotoxicity assay for compound 9 was >100 μM, corresponding to a therapeutic index (CC50/EC50) of approx. 100. Further comparison studies revealed that, whereas the anti-HIV activity for compound 9 and the parent mol. 1 are similar, the cytotoxic effect for compound 9 was, as planned, markedly suppressed. In the experiment, the researchers used many compounds, for example, 5-Bromothiazol-2-amine(cas: 3034-22-8Related Products of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Related Products of 3034-22-8

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

In 2015,Liu, Gang; Abraham, Sunny; Liu, Xing; Xu, Shimin; Rooks, Allison M.; Nepomuceno, Ron; Dao, Alan; Brigham, Daniel; Gitnick, Dana; Insko, Darren E.; Gardner, Michael F.; Zarrinkar, Patrick P.; Christopher, Ron; Belli, Barbara; Armstrong, Robert C.; Holladay, Mark W. published 《Discovery and optimization of a highly efficacious class of 5-aryl-2-aminopyridines as FMS-like tyrosine kinase 3 (FLT3) inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C3H3BrN2S The information in the text is summarized as follows:

Based on a putative binding mode of quizartinib, a potent FMS-like tyrosine kinase 3 (FLT3) inhibitor in Phase III clin. development, the authors have designed de novo a simpler aminopyridine-based hinge binding motif. Further optimization focusing on maximizing in vivo efficacy and minimizing CYP3A4 time-dependent inhibition resulted in a highly efficacious compound I in tumor xenograft model for further preclin. development. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Synthetic Route of C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Synthetic Route of C3H3BrN2S

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

Recommanded Product: 3034-22-8In 2011 ,《Thiazolides as Novel Antiviral Agents. 1. Inhibition of Hepatitis B Virus Replication》 was published in Journal of Medicinal Chemistry. The article was written by Stachulski, Andrew V.; Pidathala, Chandrakala; Row, Eleanor C.; Sharma, Raman; Berry, Neil G.; Iqbal, Mazhar; Bentley, Joanne; Allman, Sarah A.; Edwards, Geoffrey; Helm, Alison; Hellier, Jennifer; Korba, Brent E.; Semple, J. Edward; Rossignol, Jean-Francois. The article contains the following contents:

The syntheses and activities of a wide range of thiazolides [viz., 2-hydroxyaroyl-N-(thiazol-2-yl)amides] against hepatitis B virus replication, with results of QSAR anal. are reported. The prototypical thiazolide, nitazoxanide [2-hydroxybenzoyl-N-(5-nitrothiazol-2-yl)amide, NTZ] I, is a broad spectrum antiinfective agent effective against anaerobic bacteria, viruses, and parasites. By contrast, 2-hydroxybenzoyl-N-(5-chlorothiazol-2-yl)amide II is a novel, potent, and selective inhibitor of hepatitis B replication (EC50 = 0.33 μm) but is inactive against anaerobes. Several 4′- and 5′-substituted thiazolides show good activity against HBV; by contrast, some related salicyloylanilides show a narrower spectrum of activity. The ADME properties of II are similar to I, viz., the O-acetate is an effective prodrug, and the O-aryl glucuronide is a major metabolite. The QSAR study shows a good correlation of observed EC90 for intracellular virions with thiazolide structural parameters. Finally the mechanism of action of thiazolides in relation to the present results is discussed. The results came from multiple reactions, including the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Recommanded Product: 3034-22-8

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