Tag: M.W=150-200

Maliyappa, M. R. published the artcileSix-substituted benzothiazole based dispersed azo dyes having antipyrine moiety: synthesis, characterization, DFT, antimicrobial, anticancer and molecular docking studies, Safety of 6-Chlorobenzothiazol-2-ylamine, the publication is Journal of the Iranian Chemical Society (2022), 19(9), 3815-3835, database is CAplus.

A series of benzothiazole based dispersed azo compounds I [R = H, Cl, Me, etc.] were synthesized by diazotization of benzothiazole derivatives coupling with antipyrine through traditional electrophilic substitution reaction in the temperature range of 0-5°C. The chem. structure of the prepared mols. I was characterized by various anal. and spectroscopic techniques. Further, the theor. vibrational and structural optimization studies of the mols. I were investigated by using DFT/B3LYP method. All the synthesized azo dyes I were evaluated for their in vitro antimicrobial activities against various bacterial and fungal strains, and the obtained results were exhibited to be potent antimicrobial activities compared with the reference compound Further, the mol. docking studies was performed and results showed the possible interaction between the synthesized chem. compound and the receptor. In addition, the in vitro anticancer activity of all the synthesized azo dyes was performed against different human cancer cell lines such as A549, K562 and MDA-MB-231 by using MTT assay.

Journal of the Iranian Chemical Society published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Safety of 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Maliyappa, M. R. published the artcile6-Substituted benzothiazole based dispersed azo dyes having pyrazole moiety: Synthesis, characterization, electrochemical and DFT studies, Name: 6-Chlorobenzothiazol-2-ylamine, the publication is Journal of Molecular Structure (2020), 126959, database is CAplus.

In the present work discusses synthesis, structural characterization and electrochem. investigation on some azo dyes derived from substituted benzothiazoles. The conventional diazo-coupling method was adopted to afford the heterocyclic azo dyes of benzothiazoles having pyrazole moiety. The obtained azo dyes were characterized by FT-IR, UV-visible, fluorescence, 1HNMR and, mass spectrometric techniques. The quantum chem. studies (DFT) was also used to interpret the structural properties of the compounds by using B3LYP program at 6-311++ (d, p) basis set. Further, the cyclic voltammetry was used to study the electrochem. behavior of the synthesized azo dyes in 0.1 M H₂SO₄ solution on a glassy carbon electrode at different scan rates.

Journal of Molecular Structure published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Name: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Harisha, S. published the artcileSynthesis, characterization, pharmacological evaluation and molecular docking studies of benzothiazole azo derivatives, Safety of 6-Chlorobenzothiazol-2-ylamine, the publication is Journal of Molecular Structure (2020), 128477, database is CAplus.

A series of novel benzothiazole based azo dyes were synthesized and fully characterized by using different anal. techniques. The antioxidant activity of synthesized azo dyes was studied with the DPPH, hydrogen peroxide, metal chelating and nitric oxide radical methods and compared with the known antioxidant ascorbic acid. Further, the anticancer properties of synthesized azo dyes were carried out against breast cancer (MCF-7) cell lines by MTT assay and results revealed that the synthesized compounds exhibited good anticancer property in micro-molar range. Addnl., the anti-inflammatory activities of target compounds were also investigated by protein denaturation method and were found to have effective anti-inflammatory property. In order to predict the binding modes and binding affinity of synthesized compounds, they were docked into the active sites of protein B-cell lymphoma-extra-large (Bcl-xL) to predict their anticancer property. The synthesized compounds were found to have good affinity for B-cell lymphoma-extra-large (Bcl-xL). A good correlation was found between in-silico docking anal. and in biol. screening of all synthesized azo dyes with less binding energies and higher inhibition constants value against the target protein.

Journal of Molecular Structure published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Safety of 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Pesin, V. G. published the artcileChemistry of 2,1,3-thiadiazole. V. Nitration of some mono- and dihalo derivatives of benzo-2,1,3-thiadiazole, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, the publication is Zhurnal Obshchei Khimii (1957), 2599-604, database is CAplus.

cf. C.A. 52, 3790i. Nitration of 2.5 g. 6-chlorobenzo-2,1,3-thiadiazole in 10 ml. concentrated H₂SO₄ at 0° with 1 ml. concentrated HNO₃ and 3 ml. H₂SO₄, finally 45 min. at 20° gave 2.9 g. 4-nitro-5-chlorobenzo-2,1,3-thiadiazole, m. 141°, which with Fe-aqueous AcOH gave a 4-amino analog (I), m. 92°. Similarly were prepared: 92% 4-nitro-5-bromobenzo-2,1,3-thiadiazole, m. 122°, and its 4-amino analog, m. 114°; also, 4-nitro-5,7-di-chlorobenzo-2,1,3-thiadiazole, m. 127-8°, and its 4-amino analog, m. 171°. Treatment of 0.93 g. I in 6 ml. 98% AcOH with 0.65 g. dichloramine with 1.5 ml. concentrated HCl and 6 ml. AcOH at 12° gave yellow 4-amino-5,7-dichlorobenzo-2,1,3-thiadiazole, m. 171°. Nitration of 4,6-dibromobenzo-2,1,3-thiadiazole as above gave 97% 7-nitro derivative, m. 155.5-56°, which reduced to the 7-amino derivative, m. 160°. Treatment of 4-amino-5-bromobenzo-2,1,3-thiadiazole with Br₂ in AcOH gave 4-amino-5,7-dibromobenzo-2,1,3-thiadiazole, m. 162-3°. To 370 g. PhNH₂ in 370 ml. MePh was added at 50-60° 400 ml. SOCl₂ in 400 ml. MePh, the last part being added at 100°; heating 30 hrs. gave 85% thionylaniline, b. 198-200°. To 39 g. SnCl₄ in 80 ml. concentrated HCl at 60° was added in 1 hr. 10 g. 4-bromo-2-nitroaniline, yielding after 1 hr. after treatment with NaOH 88.1% 4-bromo-1,2-diamino-benzene, which (7.5 g.) in 12 ml. MePH was treated with 12 ml. thionylaniline and heated 1 hr. on steam bath, then treated with 4% HCl, yielding 96.5% 5-bromobenzo-2,1,3-thiadiazole, m. 61°. Similar treatment of 3,5-dibromo-ο-phenylenediamine gave 98% 4,6-dibromobenzo-2,1,3-thiadiazole, m. 127-8°.

Zhurnal Obshchei Khimii published new progress about 30536-19-7. 30536-19-7 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, and the molecular formula is C6H4ClN3S, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Mor, Satbir published the artcileRegioselective synthesis of benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones and antimicrobial evaluation thereof, HPLC of Formula: 95-24-9, the publication is Synthetic Communications (2022), 52(13-14), 1526-1536, database is CAplus.

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.

Synthetic Communications published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, HPLC of Formula: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Walker, Erin Joanne published the artcileTranscriptomic changes during TGF-β-mediated differentiation of airway fibroblasts to myofibroblasts, Computed Properties of 95-24-9, the publication is Scientific Reports (2019), 9(1), 20377, database is CAplus and MEDLINE.

In this study, we have used next generation sequencing to delineate changes in transcriptome induced by TGF-β treatment of WI-38 airway fibroblasts in both short term and after differentiation into myofibroblasts. The data obtained from RNAseq anal. was confirmed by quant. PCR and protein expression by western blotting. We found that genes coding for intermediates in TGF-β signalling pathways (SMADs) were differentially expressed after TGF-β treatment, SMAD2 being upregulated and SMAD3 being downregulated. Genes involved in cytoskeletal pathways (FN1, LAMA, ITGB1) were upregulated in myofibroblasts. Genes that were previously shown to be changed in asthmatic lungs (ADAMTS1, DSP, TIMPs, MMPs) were similarly differentially expressed in myofibroblasts, strongly suggesting that TGF-β mediated differentiation of fibroblasts to myofibroblasts may underlie important changes in the asthmatic airway. We also identified new intermediates of signalling pathways (PKB, PTEN) that are changed in myofibroblasts compared to fibroblasts. We have found a significant number of genes that are altered after TGF-β induced transdifferentiation of WI-38 fibroblasts into myofibroblasts, many of which were expected or predicted. We also identified novel genes and pathways that were affected after TGF-β treatment, suggesting addnl. pathways are activated during the transition between fibroblasts and myofibroblasts and may contribute to the asthma phenotype.

Scientific Reports published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C8H11NO, Computed Properties of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Koohgard, Mehdi published the artcileARS-TiO₂ photocatalyzed direct functionalization of sp² C-H bonds toward thiocyanation and cyclization reactions under visible light, Related Products of thiazole, the publication is Catalysis Science & Technology (2020), 10(5), 1401-1407, database is CAplus.

An ARS-TiO₂ photocatalyst has been prepared by a simple method through stirring a mixture of ARS and TiO₂ at room temperature in the dark to extend the photocatalytic response of titanium dioxide toward the visible light spectrum. The synergic effect of ARS and TiO₂ in the photocatalyst system has catalyzed direct C-H functionalization of sp² C-H bonds toward thiocyanation and cyclization reactions. Several aromatic and heteroaromatic scaffolds (2-phenylamino-thiazoles I (R = H, 2-Cl, 4-Ph, etc.), phenols R¹OH (R¹ = Ph, 3-ethylphenyl, 2-formylphenyl, etc.), anilines R²C₆H₄N(R³)(R⁴) (R² = 2-Me, 3-Cl, 3-OMe, etc.; R³ = H, Me, Et, Ph; R⁴ = H, Me, Et), indoles II (R⁵ = H, Me; R⁶ = H, Me; R⁷ = H, 5-MeO, 6-methoxycarbonyl, 5-Br, 5-Me) and pyrroles such as 1H-pyrrole and 1-methyl-1H-pyrrole) were treated with the ammonium thiocyanate at room temperature Thiocyanation of phenol and synthesis of 2-aminobenzothiazole derivatives III (R⁸ = Me, I, prop-1-en-2-yl, etc.) under visible light are presented.

Catalysis Science & Technology published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Related Products of thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Chen, Xue-Ping published the artcileOrganocatalytic Asymmetric Synthesis of Benzothiazolopyrimidines via [4 + 2] Cyclization of 2-Benzothiazolimines and Aldehydes, Category: thiazole, the publication is Journal of Organic Chemistry (2021), 86(2), 1667-1675, database is CAplus and MEDLINE.

The direct asym. synthesis of pyrimido[2,1-b]benzothiazoles using a com. available chiral amine catalyst was reported. A variety of 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions and generated the corresponding products in 81-99% yields with excellent diastereoselectivities and enantioselectivities (up to >20:1 dr, 99% ee). Furthermore, the products could be easily converted to other useful chiral building blocks.

Journal of Organic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Category: thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Yilmaz, Mehmet published the artcileMicrowave assisted synthesis of 2,3-dihydro-4H-benzo[4,5]thiazolo[3,2-a]furo[2,3-d] pyrimidin-4-ones by radical addition of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a] pyrimidin-4-ones to various conjugated alkenes and dienes mediated Mn(OAc)₃, Synthetic Route of 95-24-9, the publication is Tetrahedron (2022), 132806, database is CAplus.

Synthesis of chem. important, novel 2,3-dihydro-4H-benzo [4,5]thiazolo [3,2-a]furo [2,3-d]pyrimidin-4-one derivatives, I (R¹ = H, Me, F, CF₃; R² = H, Me, Ph, 4-F-C₆H₄; R³ = Ph, 2-thienyl, 4-F-C₆H₄, etc.), was approached in this work. These heterocyclic compounds were synthesized in good to excellent yields from the reaction of Mn(OAc)3 mediated radical addition of 2-hydroxy-4H-benzo [4,5]thiazolo [3,2-a]pyrimidin-4-one derivatives to various conjugated alkenes and dienes under microwave irradiation in mild conditions. Also, a different compound skeleton, 2,3-dihydrobenzo [4,5]imidazo [1,2-a]furo [2,3-d]pyrimidin-4(10H)-one, II, was obtained from the reaction of 2-hydroxy-10-methylbenzo [4,5]imidazo [1,2-a]pyrimidin-4(10H)-one and 1,1-diphenylethylene for the first time. While no product was obtained with conventional method in radical addition reactions, dihydrofuropyrimidines, I,andcompd. II were synthesized in excellent yields using microwave irradiating method at 150°C, 350 W for 60 s.

Tetrahedron published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C24H29N5O3, Synthetic Route of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Al-Jibori, Subhi A. published the artcileSynthesis, structure and reactivity with phosphines of Hg(II) ortho-cyano-aminothiophenolate complexes formed via C-S bond cleavage and dehydrogenation of 2-aminobenzothiazoles, SDS of cas: 95-24-9, the publication is Dalton Transactions (2022), 51(20), 7889-7898, database is CAplus and MEDLINE.

Addition of 2-aminobenzothiazole (abt) and substituted derivatives to Hg(OAc)₂ leads to the high yield formation of ortho-cyano-aminothiophenolate (ocap) complexes [Hg{SC₆H₃XN(CN)}]_n (X = H, Me, Cl, Br, NO₂) resulting from dehydrogenation and C-S bond cleavage. The reaction appears to be unique to Hg(OAc)₂ and with HgCl₂ the product [HgCl₂(abt)]_n contains an intact abt ligand, but reacts with acetate to afford the ocap complex [Hg{SC₆H₄N(CN)}]_n. Binding of abt to Hg(II) was previously probed in mol. structures of [Hg(sac)₂(abt)L] (L = MeOH, DMSO) and these were reexamined to understand the perturbation of abt upon coordination. When the reaction of abt and Hg(OAc)₂ was carried out at low temperatures the intermediate [Hg(κ²-OAc)(EtOH)(μ-HNCNSC₆H₄)]₂ was isolated resulting from a single ligand deprotonation thus allowing a mechanism for ring-opening to be proposed. Reactions of [Hg{SC₆H₃XN(CN)}]_n with mono- and bidentate phosphines were studied, affording a series of complexes in which the ocap ligands adopt four different binding modes in the solid state, as shown by a number of crystallog. studies. In all, the ligand chelates to a single mercury center but spans to the second via either: (i) a simple S,N-chelate, (ii) coordination through nitrogen of the CN group, (iii) the sulfur acting as a thiolate-bridge, (iv) both thiolate bridging and cyanide coordination. With PPh₃ two different binding modes are seen in complexes [Hg{SC₆H₃XN(CN)}(PPh₃)]₂ being dependant upon the nature of the arene-substituent, while addition of excess PPh₃ affords mononuclear [Hg{SC₆H₃XN(CN)}(PPh₃)₂]. With dppm, binuclear [Hg{SC₆H₃XN(CN)}(κ¹-dppm)]₂ result in which the diphosphine binds in a monodentate fashion. With the more flexible diphosphines, dppe and dppb, coordination polymers [Hg{SC₆H₃XN(CN)}(κ¹,κ¹-diphosphine)]_n result in which ocap binds in a simple chelate fashion. Somewhat unexpectedly, with dppp, binuclear complexes [Hg₂{SC₆H₃XN(CN)}₂(μ,κ¹,κ¹-dppp)] result in which two diphosphines bridge the Hg₂ center, while with dppf mononuclear chelates are proposed to result. Thus, the simple and high-yielding ring-opening of 2-aminobenzothiazole and substituted derivatives by mercuric acetate provides ready access to a range of novel ortho-cyano-aminothiophenolate complexes, being shown to be a highly versatile ligand that can adopt a number of different coordination modes.

Dalton Transactions published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica