Month: October 2022

Zhang, Yan; Li, Yuxin; Li, Huan; Shang, Junfeng; Li, Zhengming; Wang, Baolei published an article on January 31 ,2022. The article was titled 《Synthesis and insecticidal evaluation of novel sulfide-containing amide derivatives as potential ryanodine receptor modulators》, and you may find the article in Chinese Chemical Letters.Quality Control of 6-Chlorobenzothiazol-2-ylamine The information in the text is summarized as follows:

With the aim of discovering new bioactive pesticides for crop protection, a series of novel sulfide-containing amide derivatives A were efficiently synthesized via a strategy of modifying the “”amide”” structure of anthranilic diamide insecticides. The single-crystal structures of A2-3 and A4-5 were firstly reported. The bioassay results showed that most of the synthesized compounds display moderate to high insecticidal activities. Particularly, some sulfone-containing compounds, e.g.,A2-3,A3-3 and A6-3, not only possessed favorable lethality rate (50%-100%) against P. xylostella at a concentration of 0.1 mg/L, but also held good activities towards a variety of agricultural pests such as M. separata, C. pipiens pallen, H. armigera and O. nubilalis; the larvicidal activities of A4-1 and A6-1 towards P. xylostella were close to that of chlorantraniliprole at 0.01 mg/L. The calcium imaging experiments revealed that the representative compounds A2-3 and A6-3 are potential ryanodine receptor (RyR) modulators. The structure-activity relationships were discussed in detail. These results provide useful information for further design and development of novel insecticides. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Quality Control of 6-Chlorobenzothiazol-2-ylamine)

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.Quality Control of 6-Chlorobenzothiazol-2-ylamineTheir 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

《Identification of N-benzothiazolyl-2-benzenesulfonamides as novel ABCA1 expression upregulators》 was published in RSC Medicinal Chemistry in 2020. These research results belong to Liu, Hongtao; Jiang, Xinhai; Gao, Xinfeng; Tian, Wenhua; Xu, Chen; Wang, Ruizhi; Xu, Yanni; Wei, Liping; Cao, Feng; Li, Wenyan. Reference of 6-Chlorobenzothiazol-2-ylamine The article mentions the following:

ATP binding cassette transporter A1 (ABCA1) is a critical transporter that mediates cellular cholesterol efflux from macrophages to apolipoprotein A-I (ApoA-I). Therefore, increasing the expression level of ABCA1 is anti-atherogenic and ABCA1 expression upregulators have become novel choices for atherosclerosis treatment. In this study, a series of N-benzothiazolyl-2-benzenesulfonamides, based on the structure of WY06 discovered in our laboratory, were designed and synthesized as novel ABCA1 expression upregulators. Based on an in vitro ABCA1 upregulatory cell model, ABCA1 upregulation of target compounds was evaluated. Compounds 6c, 6d, and 6i have good upregulated ABCA1 expression activities, with EC50 values of 0.97, 0.37, and 0.41μM, resp. A preliminary structure-activity relationship is summarized. Replacing the methoxy group on the benzothiazole moiety of WY06 with a fluorine or chlorine atom and exchanging the ester group with a cyano group resulted in more potent ABCA1 upregulating activity. Moreover, compound 6i increased ABCA1 mRNA and protein expression and significantly promoted cholesterol efflux in RAW264.7 cells. In conclusion, N-benzothiazolyl-2-benzenesulfonamides were identified as novel ABCA1 expression upregulators. In the experimental materials used by the author, we found 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Reference of 6-Chlorobenzothiazol-2-ylamine)

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.Reference of 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

《Regioselective synthesis of benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones and antimicrobial evaluation thereof》 was published in Synthetic Communications in 2022. These research results belong to Mor, Satbir; Khatri, Mohini. Electric Literature of C7H5ClN2S The article mentions the following:

Benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones I [R = 2-F, 3-F, 4-Cl; R1 = H, Cl, Br, Me, MeO] were synthesized regioselectively via cyclocondensation of 2,5-dibromo-2-(substitutedphenyl)-1H-indene-1,3(2H)-diones and 2-aminobenzenethiols using freshly dried EtOH as solvent with 42-60% yields. The synthesized derivatives I were well-characterized by employing different spectral techniques (FTIR, 1H and 13C NMR, and HRMS) and X-ray crystallog. anal. All the derivatives I were examined for their preliminary in vitro antimicrobial activity against two Gram-pos. bacterial strains, i.e., B. subtilis, and S. aureus, two Gram-neg. bacterial strains, i.e., P. aeruginosa and E. coli, and two fungal strains, i.e., C. albicans and R. oryzae employing serial dilution method taking Ciprofloxacin and Fluconazole as standard reference drugs for antibacterial and antifungal activities, resp. Among all the tested derivatives I, derivative I [R = 4-Cl; R1 = Br] was found to exhibit significant inhibition against all the microbial strains under study. In the experimental materials used by the author, we found 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Electric Literature 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.Electric Literature 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

Formula: C7H5ClN2SOn May 31, 2022, P, Keerthana; Abbo, Hanna; Cherian, Anila Rose; Titinchi, Salam; Varghese, Anitha published an article in Journal of Fluorescence. The article was 《An Efficient Inclusion Complex Based Fluorescent Sensor for Mercury (II) and its Application in Live-Cell Imaging》. The article mentions the following:

The formation of an inclusion complex between hydroxypropyl-β-cyclodextrin (H-CD) and 4-acetylphenyl-4-(((6-chlorobenzo[d]thiazol-2-yl)-imino)-methyl)-benzoate (L) was investigated by FT-IR, 1H-NMR, X-ray diffraction (XRD), FT-Raman, scanning electron microscope (SEM) techniques in the solid-state, absorption and emission spectroscopy in the liquid state and the virtual state as mol. docking technique. The binding properties of the inclusion complex (H-CD: L) with cations in deionized water was observed via absorbance and photoluminescence (PL) emission spectroscopy. The fluorescence probe (H-CD: L) inclusion complex (IC) was examined for several heavy metal cations, and identified that the PL emission wavelength of the complex displayed a continuous rise in the fluorescence intensity for Hg2+. A linearity range of 1 x 10-8 – 11 x 10-8 M and limit of detection value of 2.71 x 10-10 M was found to be achieved for the detection of Hg2+. This outcome proves that the inclusion complex H-CD: L would be a promising material for the development a solid-state fluorescence probe for detecting Hg2+. It also shows application in real sample anal. and cell imaging. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Formula: 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.Formula: 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

He, Wei-Bao; Gao, Lan-Qing; Chen, Xin-Jie; Wu, Zhi-Lin; Huang, Ying; Cao, Zhong; Xu, Xin-Hua; He, Wei-Min published an article in Chinese Chemical Letters. The title of the article was 《Visible-light-initiated malic acid-promoted cascade coupling/cyclization of aromatic amines and KSCN to 2-aminobenzothiazoles without photocatalyst》.Name: 6-Chlorobenzothiazol-2-ylamine The author mentioned the following in the article:

By using ambient air as the oxidant and malic acid as the promoter, a practical method for the preparation of 2-aminobenzothiazoles through visible-light-initiated cascade reaction of aromatic amines and KSCN in eco-friendly bis(methoxypropy)ether under metal-, hazardous additive-, photocatalyst-free conditions was established.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Name: 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.Name: 6-Chlorobenzothiazol-2-ylamineThe 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

Recommanded Product: 2-Bromo-6-fluorobenzothiazoleOn March 9, 2011, Bonin, Helene; Leuma-Yona, Rodrigue; Marchiori, Bruno; Demonchaux, Patrice; Gras, Emmanuel published an article in Tetrahedron Letters. The article was 《Highly practical boronic acid surrogates for the Suzuki-Miyaura cross-coupling》. The article mentions the following:

Boronic acids and esters are well known substrates for the Suzuki-Miyaura cross-coupling, yet their isolation can sometimes be tedious. We report here that the use of aryl dioxazaborocanes afford a simple isolation procedure while keeping a high efficiency in the cross-coupling process. In the experiment, the researchers used 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Recommanded Product: 2-Bromo-6-fluorobenzothiazole)

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Recommanded Product: 2-Bromo-6-fluorobenzothiazoleTheir 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

Category: thiazoleOn March 31, 2022, Zhu, Yu-Shen; Shi, Linlin; Fu, Lianrong; Chen, Xiran; Zhu, Xinju; Hao, Xin-Qi; Song, Mao-Ping published an article in Chinese Chemical Letters. The article was 《Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles》. The article mentions the following:

A facile and sustainable approach for the amination of benzothiazoles I (X = H, N; R = H, 4-Cl, 5-OMe, 6-NO2, 7-C(O)OMe; R1 = H) with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles I (R1 = NH2) in up to 96% yield. A series of control experiments were performed, suggesting that a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazole I (R1 = NH2). After reading the article, we found that the author used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Category: thiazole)

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.Category: thiazoleThiazoles 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 1989,Dyes and Pigments included an article by Rangnekar, D. W.; Chaudhari, M. B.. Computed Properties of C11H13N3OS. The article was titled 《Synthesis of disperse azo dyes from 2-amino-4- and 6-N,N-dialkylaminobenzothiazoles and their application》. The information in the text is summarized as follows:

2-Amino-6-(dialkylamino)benzothiazole and 2-amino-4-(dialkylamino)-6-thiocyanatobenzothiazoles were prepared by condensation of 4-(dialkylamino)anilines and 2-(dialkylamino)anilines, resp., with NH4SCN and bromine in HOAc. These amines were diazotized and coupled with substituted N,N-dialkylanilines to give 2-[substituted-4-(dialkylamino)phenylazo]-6-(dialkylamino)benzothiazole dyes (I; NR1R2 = NEt2, morpholino, piperidino; R3 = Me, Et, 2-hydroxyethyl; R4 = Me, 2-cyanoethyl; X = H, OMe; Y = H, AcNH) and 2-[substituted-4-(dialkylamino)phenylazo]-6-thiocyanato-4-(dialkylamino)benzothiazole dyes (II; NR1R2, R3, R4, X, Y as for I). I and II were applied to polyester and polyamide fibers and their dyeing properties assessed. In the experiment, the researchers used 6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2Computed Properties of C11H13N3OS)

6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2) 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 C11H13N3OSTheir 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

The author of 《Synthesis of benzothiazole-azo disperse dyes for high resistance to alkaline treatments and peroxide bleaching》 were Yu, Jiaxue; Tang, Jinglin; Wang, Xiaoyan; Du, Jinmei; Xu, Changhai; Zhang, Shansheng. And the article was published in Pigment & Resin Technology in 2022. Application In Synthesis of 6-Chlorobenzothiazol-2-ylamine The author mentioned the following in the article:

Purpose: This paper aims to synthesize benzothiazole-azo disperse dyes which can be applied not only for dyeing and alk. reduction of polyester fabric in one bath, but also for dyeing and peroxide bleaching of cotton/polyester blend fabric in one bath. Design/methodol./approach: The synthesized benzothiazole-azo disperse dyes were confirmed by proton NMR (1H-NMR) spectroscopy, mass spectroscopy (MS) and UV-visible spectrophotometry. The performance on resistance to alk. treatment and peroxide bleaching was tested by measuring the color strength of polyester fabric dyed with the synthesized benzothiazole-azo disperse dyes under high-temperature and high-pressure conditions. Findings: Increasing the electron-withdrawing ability of the substituents in the diazo component and the electron-donating ability of the substituents in the coupling component resulted in a significant bathochromic shift of the maximum absorption wavelength. Except that the disperse dyes synthesized from the coupling components containing the hydroxyethyl group were unstable in alk. solution, all others exhibited high resistance to alk. treatment and peroxide bleaching. Practical implications: The synthesized benzothiazole-azo disperse dyes provide the opportunities to combine dyeing and alk. reduction of polyester fabric into one bath, and combine dyeing and peroxide bleaching of cotton/polyester blend fabric into one bath. Originality/value: The synthesized benzothiazole-azo disperse dyes help to establish short processes of polyester and polyester/cotton blend fabrics so as to reduce energy consumption and raise production efficiency. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Application In Synthesis of 6-Chlorobenzothiazol-2-ylamine)

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.Application In Synthesis of 6-Chlorobenzothiazol-2-ylamineTheir 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

Name: 5-Bromothiazol-2-amineIn 2020 ,《Novel small molecule retrograde transport blocker confers post-exposure protection against ricin intoxication》 appeared in Acta Pharmaceutica Sinica B. The author of the article were Zhao, Xu; Li, Haixia; Li, Jia; Liu, Kunlu; Wang, Bo; Wang, Yuxia; Li, Xingzhou; Zhong, Wu. The article conveys some information:

Ricin is a highly toxic type 2 ribosome-inactivating protein (RIP) which is extracted from the seeds of castor beans. Ricin is considered a potential bioterror agent and no effective antidote for ricin exists so far. In this study, by structural modification of a retrograde transport blocker Retro-2cycl, a series of novel compounds were obtained. The primary screen revealed that compound I has an improved antiricin activity compare to pos. control. In vitro pre-exposure evaluation in Madine-Darby Canine Kidney (MDCK) cells demonstrated that compound I is a powerful anti-ricin compound with an EC50 of 41.05 nmol/L against one LC (lethal concentration, 5.56 ng/mL) of ricin. Further studies surprisingly indicated that compound I confers post-exposure activity against ricin intoxication. An in vivo study showed that 1 h post-exposure administration of compound I can improve the survival rate as well as delay the death of ricin-intoxicated mice. A drug combination of compound I with monoclonal antibody mAb4C13 rescued mice from one LD (LD) ricin challenge and the survival rate of tested animals is 100%. These results represent, for the first time, indication that small mol. retrograde transport blocker confers both in vitro and in vivo post-exposure protection against ricin and therefore provides a promising candidate for the development of anti-ricin medicines. In the part of experimental materials, we found many familiar compounds, such as 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: 5-Bromothiazol-2-amine

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