Tag: 100-200

COA of Formula: C7H5ClN2SOn October 31, 2021 ,《Design, Synthesis and Biological Evaluation of a Novel Series of Thiadiazole- Based Anticancer Agents as Potent Angiogenesis Inhibitors》 appeared in Anti-Cancer Agents in Medicinal Chemistry. The author of the article were Altug-Tasa, Burcugul; Kaya-Cavusoglu, Betul; Koparal, Ayse T.; Turan, Gulhan; Koparal, Ali S.; Kaplancikli, Zafer A.. The article conveys some information:

Thiadiazole has attracted a great deal of interest as a versatile heterocycle for the discovery and development of potent anticancer agents. Thiadiazole derivatives exert potent antitumor activity against a variety of human cancer cell lines through various mechanisms. The goal of this work was to design and synthesize thiadiazole-based anticancer agents with anti-angiogenic activity. N-aryl-2-[(5-(aryl)amino-1,3,4-thiadiazol-2-yl)thio]acetamides (4a-r) were synthesized via the reaction of 5-(aryl)amino-1,3,4-thiadiazole-2(3H)-thiones with N-(aryl)-2-chloroacetamides in the presence of potassium carbonate. The compounds were investigated for their cytotoxic effects on three cancer (A549, HepG2, SH-SY5Y), two normal (HUVEC and 3T3-L1) cell lines using MTT and WST-1 assays. In order to examine whether the compounds have anti-angiogenic effects or not, HUVECs were cultured on matrigel matrix to create a vascular-like tube formation. Compounds 4d, 4m and 4n were more effective on A549 human lung adenocarcinoma cells than cisplatin. The IC50 values of compounds 4d, 4m and 4n for A549 cell line were found to be 7.82 ± 0.4, 12.5 ± 0.22, 10.1 ± 0.52 μM, resp. when compared with cisplatin (IC50= 20 ± 0.51 μM), while their IC50 values for HUVEC cell line were determined as 138.7 ± 0.84, 78 ± 0.44, 177.6 ± 0.2 μM, resp. after 48 h of the treatment. The concentrations (10-20-50 μM) of compounds 4d, 4e, 4l, 4m, 4n, 4q and 4r were found to inhibit vascular like tube formation. According to their anticancer and anti-angiogenic effects, compounds 4d, 4m and 4n may be potential anticancer agents for further in vivo studies. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9COA of Formula: C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.COA of Formula: C7H5ClN2SThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

《Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Ni, Qijian; Wang, Xuyang; Xu, Fangfang; Chen, Xiaoyun; Song, Xiaoxiao. Computed Properties of C7H5ClN2S The article mentions the following:

An organocatalytic asym. domino Mannich/cyclization reaction between 2-benzothiazolimines I (R = H, 6-OMe, 5-Br, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.) with azlactones II (R2 = Me, Bn, 4-FC6H4CH2, etc.; R3 = Ph, 4-MeC6H4, 1-naphthyl, etc.) has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20 : 1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines III (R = H, 6-OMe, 5-Br, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.; R2 = Me, Bn, 4-FC6H4CH2, etc.; R3 = Ph, 4-MeC6H4, 1-naphthyl, etc.) bearing adjacent tertiary and quaternary stereogenic centers. The results came from multiple reactions, including the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

The author of 《Synthesis and biological evaluation of some newly synthesized thiazolo-pyrimido-pyrimidobenzothiazoles》 were Pawde, A. V.; Kadam, D. B.; Vartale, S. P.. And the article was published in European Journal of Biomedical and Pharmaceutical Sciences in 2021. Product Details of 95-24-9 The author mentioned the following in the article:

Condensation of 2-amino-5-methylthiazole with bis(methylthio)methylene malononitrile give 6-cyano-5-imino-2-methyl-7-(methylthio)-5H-thiazolo[3,2-a]pyrimidine. Which on further condensation with various 2-amino-substituted benzothiazoles yield 12, 13-diimino-9-methyl- thiazolo[2,3-a]-4H-pyrimido[4,5-d]-4H-pyrimido[2,1-b]benzothiazoles I (R1 = H, Cl; R2 = H, Me, OMe, F, Cl, NO2; R3 = H, Me). Some of the newly synthesized compounds have been screened for their antimicrobial and antioxidant activity. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Product Details of 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Product Details of 95-24-9Their presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

Application of 865660-15-7On June 1, 2017, Spiliotopoulos, Dimitrios; Zhu, Jian; Wamhoff, Eike-Christian; Deerain, Nicholas; Marchand, Jean-Remy; Aretz, Jonas; Rademacher, Christoph; Caflisch, Amedeo published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Virtual screen to NMR (VS2NMR): Discovery of fragment hits for the CBP bromodomain》. The article mentions the following:

Overexpression of the CREB-binding protein (CBP), a bromodomain-containing transcription coactivator involved in a variety of cellular processes, has been observed in several types of cancer with a correlation to aggressiveness. The authors have screened a library of nearly 1500 fragments by high-throughput docking into the CBP bromodomain followed by binding energy evaluation using a force field with electrostatic solvation. Twenty of the 39 fragments selected by virtual screening are pos. in one or more ligand-observed NMR experiments Four crystal structures of the CBP bromodomain in complex with in silico screening hits validate the pose predicted by docking. Thus, the success ratio of the high-throughput docking procedure is 50% or 10% if one considers the validation by ligand-observed NMR spectroscopy or x-ray crystallog., resp. Compounds 1 and 3 show favorable ligand efficiency in two different in vitro binding assays. The structure of the CBP bromodomain in the complex with the brominated pyrrole 1 suggests fragment growing by Suzuki coupling. In the experiment, the researchers used 2-(2-Chlorothiazol-5-yl)acetonitrile(cas: 865660-15-7Application of 865660-15-7)

2-(2-Chlorothiazol-5-yl)acetonitrile(cas: 865660-15-7) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application of 865660-15-7

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

The author of 《Synthesis, characterization & pharmacological activity of 1,2,4-triazole derivatives (Z)-1(benzo[d]thiazole-2-yl)(1-subsituted phenylidene) hydrazine containing benzothiazole》 were Kmari, Sangeeta; Gupta, Sujeet Kumar; Kumar, Sandeep. And the article was published in World Journal of Pharmacy and Pharmaceutical Sciences in 2021. Formula: C7H5ClN2S The author mentioned the following in the article:

The present study shows effort to synthesize new triazole products I (R = 3-nitrol, 2,5-dihydroxy, 2-bromo-4-chloro, etc.) and measure them for anti-convulsion action through Maximal electrode shock attack method. First step, aniline and potassium thiocynate were synthesized and reacted through using bromine solution and glacial acetic acid formaylation and gave complex 6-chlorobenzo[d] thiazole-2-amine. The above compound 6-chlorobenzo[d] thiazole-2-amine was once responded by way of 6-chlorobenzo[d] thiazole-2-amine in the occurrence of ethylene glycol, and hydrazine hydrate to present 1-(6-chlorobenzo[d] thiazole-2yl) hydrazine (II). Complex II used to be allowable to reply with numerous substituted potassium thiocynate offers conforming triazole products. Triazole products II had been replied through acetophenone and giacial acetic acid and ethanol at reflux for 5h to afford complexes I. Last triazole (Z)-1-(benzo[d] thiazole-2-yl)-2-(1-subsituted phenylthylidene) hydrazine I, was synthesized from substituted acetophenone through the response with ethanol. Pharmacol. screening through an ear electrode prompted cutting-edge 51mA for 0.3 2d in electro-convulsiometer for anti-conversant activity. The synthesized compound Is used to be I. The complicated I (R = 4-methoxy, 4-hydroxy) was once set up to be maximum powerful complicated with associate to general medications phenytoin sodium. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Formula: C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Formula: C7H5ClN2STheir presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

Electric Literature of C7H5ClN2SOn September 30, 2020 ,《In Silico Design, Synthesis and Evaluation of Novel Series of Benzothiazole- Based Pyrazolidinediones as Potent Hypoglycemic Agents》 was published in Medicinal Chemistry (Sharjah, United Arab Emirates). The article was written by Haroun, Michelyne. The article contains the following contents:

The discovery of novel ligand binding domain (LBD) of peroxisome proliferator- activated receptor γ (PPARγ) has recently attracted attention to few research groups in order to develop more potent and safer antidiabetic agents. This study is focused on docking-based design and synthesis of novel compounds combining benzothiazole and pyrazolidinedione scaffold as potential antidiabetic agents. Several benzothiazole-pyrazolidinedione hybrids were synthesized and tested for their in vivo anti-hyperglycemic activity. Interactions profile of title compounds against PPARγ was examined through mol. modeling approach. All tested compounds exhibited anti-hyperglycemic activity similar or superior to the reference drug Rosiglitazone. Introducing chlorine atom and alkyl group at position-6 and -5 resp. on benzothiazole core resulted in enhancing the anti-hyperglycemic effect. Docking study revealed that such groups demonstrated favorable hydrophobic interactions with novel LBD Ω – pocket of PPARγ protein. Among the tested compounds, N-(6-chloro-5-methylbenzo[d]thiazol-2-yl-4-(4((3,5- dioxopyrazolidin-4-ylidene)methyl)phenoxy)butanamide) 5b was found to be the most potent compound and provided valuable insights to further develop novel hybrids as anti-hyperglycemic agents.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Electric Literature of C7H5ClN2S) was used in this study.

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Electric Literature of C7H5ClN2SThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

《Synthesis and evaluation of novel 1-(((6-substituted benzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents》 was published in Journal of Enzyme Inhibition and Medicinal Chemistry in 2022. These research results belong to Shang, Junfeng; Li, Yuxin; Yang, Na; Xiong, Lixia; Wang, Baolei. Recommanded Product: 6-Chlorobenzothiazol-2-ylamine The article mentions the following:

To discover new agrochems. with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups I (R = H, CF3, Cl; Het = pyrazol-5-yl, imidazol-2-yl, pyrimidin-5-yl, etc.) were efficiently synthesized via Betti reaction. The bioassay results showed that most of the synthesized compounds exhibited favorable insecticidal potentials, particularly towards oriental armyworm (50-100% at 200 mg·L-1) and diamondback moth (50-95% at 10 mg·L-1). Some compounds possessed LC50 values of 0.0988-5.8864 mg·L-1 against diamondback moth. Compounds I (R = H; Het = 2-phenyl-2H-1,2,3-triazol-4-yl), I (R = H; Het = 6-chloroimidazo[1,2-a]pyridin-3-yl), I (R = H; Het = 6-bromoimidazo[1,2-a]pyridin-3-yl) also displayed lethality rates of 30-90% against spider mite at the concentration of 100 mg·L-1. Overall, some compounds could be considered as new insecticidal/acaricidal leading structures for further investigation. The calcium imaging experiments revealed that compound I (R = H; Het = 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl), I (R = H; Het = 2-phenyl-2H-1,2,3-triazol-4-yl), and 1-((benzo[d]thiazol-2-ylamino)(4-methoxyphenyl)- Methyl)naphthalen-2-ol could activate the release of calcium ions in insect (M. separata) central neurons at a higher concentration (50 mg·L-1). The SAR anal. provided valuable information for further structural modifications.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Recommanded Product: 6-Chlorobenzothiazol-2-ylamine) was used in this study.

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Recommanded Product: 6-Chlorobenzothiazol-2-ylamineThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

In 2016,Mikherdov, Alexander S.; Kinzhalov, Mikhail A.; Novikov, Alexander S.; Boyarskiy, Vadim P.; Boyarskaya, Irina A.; Dar’in, Dmitry V.; Starova, Galina L.; Kukushkin, Vadim Yu. published 《Difference in Energy between Two Distinct Types of Chalcogen Bonds Drives Regioisomerization of Binuclear (Diaminocarbene)PdII Complexes》.Journal of the American Chemical Society published the findings.HPLC of Formula: 3034-22-8 The information in the text is summarized as follows:

The reaction of cis-[PdCl2(CNXyl)2] (Xyl = 2,6-Me2C6H3) with various 1,3-thiazol- and 1,3,4-thiadiazol-2-amines in chloroform gives a mixture of two regioisomeric binuclear diaminocarbene complexes. For 1,3-thiazol-2-amines the isomeric ratio depends on the reaction conditions and kinetically (KRs) or thermodynamically (TRs) controlled regioisomers were obtained at room temperature and on heating, resp. In CHCl3 solutions, the isomers are subject to reversible isomerization accompanied by the cleavage of Pd-N and C-N bonds in the carbene fragment XylNCN(R)Xyl. Results of DFT calculations followed by the topol. anal. of the electron d. distribution within the formalism of Bader’s theory (AIM method) reveal that in CHCl3 solution the relative stability of the regioisomers (ΔGexp = 1.2 kcal/mol; ΔGcalcd = 3.2 kcal/mol) is determined by the energy difference between two types of the intramol. chalcogen bonds, viz. S···Cl in KRs (2.8-3.0 kcal/mol) and S···N in TRs (4.6-5.3 kcal/mol). In the case of the 1,3,4-thiadiazol-2-amines, the regioisomers are formed in approx. equal amounts and, accordingly, the energy difference between these species is only 0.1 kcal/mol in terms of ΔGexp (ΔGcalcd = 2.1 kcal/mol). The regioisomers were characterized by elemental analyses (C, H, N), HRESI+-MS and FTIR, 1D (1H, 13C{1H}) and 2D (1H,1H-COSY, 1H,1H-NOESY, 1H,13C-HSQC, 1H,13C-HMBC) NMR spectroscopies, and structures of six complexes (three KRs and three TRs) were elucidated by single-crystal X-ray diffraction.5-Bromothiazol-2-amine(cas: 3034-22-8HPLC of Formula: 3034-22-8) was used in this study.

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.HPLC of Formula: 3034-22-8

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

Nishad, Ravi K.;Shukla, Karuna S.;Chawla, Pooja A. published 《Design and Synthesis of 2-Substituted Benzothiazole Derivatives as Antioxidant and Antimicrobial Agents》 in 2020. The article was appeared in 《Current Bioactive Compounds》. They have made some progress in their research.Recommanded Product: 6-Nitrobenzo[d]thiazol-2-amine The article mentions the following:

An upsurge in the number of antibiotic-resistant microbial infections has warranted the discovery and development of new antibiotics. This is a matter of great concern for effective therapy for a search of novel antimicrobial agents. Literature has a number of reports of involvement of oxidative stress due to an imbalance between the generation and neutralization of free radicals in many diseases. Heterocyclic compounds have been involved in the treatment of various disorders. Benzothiazole is one such heterocyclic nucleus having benzene ring merged with the thiazole ring. Among the various substitutions possible in this nucleus, substitutions at position-2 have already been reported with potential bioactivities. Thus, different substituted compounds have been synthesized which could serve as antimicrobials and antioxidants. Benzothiazole derivatives (B₁-B₇) were synthesized by two-step reactions and the structures were confirmed through IR, mass and NMR spectroscopy. The compounds were evaluated for in vitro antioxidant and antimicrobial activities using standard methods. The results of antibacterial and antifungal activity showed that compound B₄ exhibited maximum activity against all the tested strains of microorganisms with the zone of inhibition 17.1-18.5 mm and MIC value 1.1-1.5μg/mL. Compound B₅ exhibited potent antioxidant activity. The compounds substituted with halogen on the aryl ring showed increased antimicrobial activity as seen in the case of compound B₄ (6-fluoro). The compounds substituted with a hydroxyl group (B₅) exhibited good antioxidant activity.6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) were involved in the experimental procedure.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0 Recommanded Product: 6-Nitrobenzo[d]thiazol-2-amine) is an antimicrobial agent that inhibits bacterial growth by cleaving the peptide bonds of proteins. It has been shown to be active against a number of microorganisms, including Gram-positive and Gram-negative bacteria, as well as fungi.

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

Product Details of 6285-57-0《Synthesis and Evaluation of a Series of 1,3,4-Thiadiazole Derivatives as Potential Anticancer Agents》 was published in 2018. The authors were Altintop, Mehlika D.;Sever, Belgin;Ozdemir, Ahmet;Ilgin, Sinem;Atli, Ozlem;Turan-Zitouni, Gulhan;Kaplancikli, Zafer A., and the article was included in《Anti-Cancer Agents in Medicinal Chemistry》. The author mentioned the following in the article:

In an attempt to develop potent antitumor agents, the synthesis of a series of N-(6-substituted benzothiazol-2-yl)-2-[(5-(arylamino)-1,3,4-thiadiazol-2-yl)thio]acetamides (1-14) was described and their cytotoxic effects on A549 human lung adenocarcinoma, MCF-7 human breast adenocarcinoma, HepG2 human hepatocellular carcinoma and NIH/3T3 mouse embryonic fibroblast cell lines were investigated using MTT assay. Phenyl-substituted compounds (8-14) were found to be more effective than naphthyl-substituted compounds (1-7) on cancer cells. Compounds 8, 9, 10, 12, 13 and 14 were identified as the most potent anticancer agents on MCF-7 and HepG2 cell lines and therefore their effects on DNA synthesis and apoptosis/necrosis in MCF-7 cell line were evaluated. Among these compounds, N-(6-methoxybenzothiazol-2-yl)-2-[(5- (phenylamino)-1,3,4-thiadiazol-2-yl)thio]acetamide (13) was the most selective anticancer agent against MCF-7 and HepG2 cell lines with a SI value of 100. On the other hand, compounds 8, 9, 10, 12, 13 and 14 inhibited DNA synthesis in MCF-7 cell line in a dose-dependent manner. Flow cytometric analyses clearly indicated that the compounds showed significant anticancer activity against MCF-7 cell line via the induction of apoptosis dose dependently. According to in vitro assays, compounds 8, 9, 10, 12, 13 and 14 stand out as promising candidates for further studies. To complete the study, the researchers used 6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) .

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0Product Details of 6285-57-0) has been shown to lower blood pressure in mice by inhibiting angiotensin converting enzyme and potassium channels. This drug also has a protective effect on the heart and brain from ischemia reperfusion injury.

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