Tag: M.W=200-250

Sun, Xin published the artcileNovel fluorescent cationic benzothiazole dye that responds to G-quadruplex aptamer as a novel K⁺ sensor, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Analyst (Cambridge, United Kingdom) (2017), 142(18), 3352-3355, database is CAplus and MEDLINE.

A fluorescent cationic benzothiazole dye (I) that selectively targets a G-quadruplex aptamer was designed and synthesized as a K⁺ sensor. The K⁺-driven aptamer sensor is based on the strategy of conformational transition from single-stranded DNA to G-quadruplex structure, leading to an amplified fluorescence signal in the reporter. This fluorescent sensor displayed high selectivity for K⁺, suggesting great potential for practical applications.

Analyst (Cambridge, United Kingdom) published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C6H9N3O2S, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Li, M. published the artcileSynthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides, Category: thiazole, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(3), 541-544, database is CAplus and MEDLINE.

Stereochem.-pure 2′-O-(2-methoxyethyl)-phosphorothioate (PS-MOE) oligonucleotides were synthesized from new chiral oxazaphospholidine-containing nucleosides. Thermal stability studies showed that the incorporation of Rp-PS linkages increased RNA-binding affinity. In cells, a full Rp-PS-MOE splice-switching oligonucleotide targeting part of the ferrochelatase gene was more potent than its Sp-PS counterpart, but of similar potency to the stereo-random PS-parent sequence.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1192027-04-5. 1192027-04-5 belongs to thiazole, auxiliary class Other Aliphatic Heterocyclic,Amine, name is N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, and the molecular formula is C5H7N3S3, Category: thiazole.

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

Karlsson, H. Jonas published the artcileSynthesis and DNA binding studies of a new asymmetric cyanine dye binding in the minor groove of [poly(dA-dT)]₂, Category: thiazole, the publication is Bioorganic & Medicinal Chemistry (2003), 11(6), 1035-1040, database is CAplus and MEDLINE.

A new asym. cyanine dye has been synthesized and its interaction with different DNA has been investigated. In this dye, BEBO, the structure of the known intercalating cyanine dye BO has been extended with a benzothiazole substituent. The resulting crescent-shape of the mol. is similar to that of the well-known minor groove binder Hoechst 33258. Indeed, comparative studies of BO illustrate a considerable change in binding mode induced by this structural modification. Linear and CD studies indicate that BEBO binds in the minor groove to [poly (dA-dT)]₂, but that the binding to calf thymus DNA is heterogeneous, although still with a significant contribution of minor groove binding. Similar to other DNA binding asym. cyanine dyes, BEBO has a large increase in fluorescence intensity upon binding and a relatively large quantum yield when bound. The minor groove binding of BEBO to [poly (dA-dT)]₂ affords roughly a 180-fold increase in intensity, which is larger than to that of the commonly used minor groove binding probes DAPI and Hoechst 33258.

Bioorganic & Medicinal Chemistry published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Category: thiazole.

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

Farnaby, William published the artcileBAF complex vulnerabilities in cancer demonstrated via structure-based PROTAC design, Safety of 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile, the publication is Nature Chemical Biology (2019), 15(7), 672-680, database is CAplus and MEDLINE.

Targeting subunits of BAF/PBAF chromatin remodeling complexes has been proposed as an approach to exploit cancer vulnerabilities. Here, we develop proteolysis targeting chimera (PROTAC) degraders of the BAF ATPase subunits SMARCA2 and SMARCA4 using a bromodomain ligand and recruitment of the E3 ubiquitin ligase VHL. High-resolution ternary complex crystal structures and biophys. investigation guided rational and efficient optimization toward ACBI1(I), a potent and cooperative degrader of SMARCA2, SMARCA4 and PBRM1. I induced anti-proliferative effects and cell death caused by SMARCA2 depletion in SMARCA4 mutant cancer cells, and in acute myeloid leukemia cells dependent on SMARCA4 ATPase activity. These findings exemplify a successful biophysics- and structure-based PROTAC design approach to degrade high profile drug targets, and pave the way toward new therapeutics for the treatment of tumors sensitive to the loss of BAF complex ATPases.

Nature Chemical Biology published new progress about 1448190-10-0. 1448190-10-0 belongs to thiazole, auxiliary class Thiazoles, name is 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile, and the molecular formula is C11H8N2OS, Safety of 2-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile.

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

Zhuravel’, I. O. published the artcileConstruction of the combinatorial libraries of 5-hydroxymethyl-2-imino-8-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides, Quality Control of 92-36-4, the publication is Zhurnal Organichnoi ta Farmatsevtichnoi Khimii (2005), 3(3), 3-9, database is CAplus.

Using the parallel solution-phase synthesis combinatorial libraries of 5-hydroxymethyl-2-imino-8-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides, 5-hydroxymethyl-2-N-arylimino-methyl-2H-pyrano[2,3-c]pyridin-3-N-arylcarboxamides and their acyclic derivatives were obtained.

Zhurnal Organichnoi ta Farmatsevtichnoi Khimii published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C21H33N5O7, Quality Control of 92-36-4.

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

Zhuravel’, Irina O. published the artcileSynthesis and antimicrobial activity of 5-hydroxymethyl- 8-methyl-2-(N-arylimino)-pyrano[2,3-c]pyridine-3-(N-aryl)-carboxamides, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(24), 5483-5487, database is CAplus and MEDLINE.

Several 2-imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-(N-aryl)carboxamides, e.g., I, were prepared by reaction of pyridoxal hydrochloride with various N-aryl cyanoacetamides. Reaction of these compounds with aromatic amines furnished a wide series of 2-(N-R-phenyl) imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-carboxamides. Antibacterial and antifungal activities of the synthesized compounds were studied. Most of the obtained compounds demonstrated significant activity against bacterial or fungal strains (MIC in the range of 12.5-25 μg/mL), displaying comparable or even better efficacy than the standard drugs.

Bioorganic & Medicinal Chemistry Letters published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C12H10FeO4, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Maracic, Silvija published the artcile1,2,3-Triazole pharmacophore-based benzofused nitrogen/sulfur heterocycles with potential anti-Moraxella catarrhalis activity, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry (2015), 23(23), 7448-7463, database is CAplus and MEDLINE.

Versatile 1,2,3-triazole pharmacophore-based benzofused heterocycles containing halogen-substituted aromatic, 7-substituted coumarin or penciclovir-like subunit were designed and synthesized to evaluate their antibacterial activities against selected Gram-pos. and Gram-neg. bacteria. Hybridization approach using environmentally friendly Cu(I)-catalyzed click reaction under microwave irradiation was adopted in the synthesis of regioselective 1,4-disubstituted 1,2,3-triazole tethered heterocycles, while post-N-alkylation of NH-1,2,3-triazoles afforded both 2,4- and 1,4-disubstituted 1,2,3-triazole regioisomers. Several compounds revealed fluorescence in the violet region of the visible spectrum with a strong influence of Ph spacer in 25-30 on both wavelength and emission intensity. Fusion of selected subunits led to new hybrid architecture, benzothiazole-1,2,3-triazolecoumarin derivative I that demonstrated extremely narrow spectrum activity towards fastidious Gram-neg. bacteria Moraxella catarrhalis. Selected hybrids showed the potency against Moraxella catarrhalis (MIC ≤ 0.25 μg/mL) comparable to that of reference antibiotic azithromycin, which suggested that further investigations are necessary to optimize this potential hit compound as a new anti-Moraxella catarrhalis agent.

Bioorganic & Medicinal Chemistry published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Wang, Junmei published the artcileDevelopment of Reliable Aqueous Solubility Models and Their Application in Druglike Analysis, COA of Formula: C14H12N2S, the publication is Journal of Chemical Information and Modeling (2007), 47(4), 1395-1404, database is CAplus and MEDLINE.

In this work, two reliable aqueous solubility models, ASMS (aqueous solubility based on mol. surface) and ASMS-LOGP (aqueous solubility based on mol. surface using calculated log P (ClogP) as a descriptor), were constructed by using atom type classified solvent accessible surface areas and several mol. descriptors for a diverse data set of 1708 mols. For ASMS (without using ClogP as a descriptor), the leave-one-out q² and root-mean-square error (RMSE) were 0.872 and 0.748 log unit, resp. ASMS-LOGP was slightly better than ASMS (q² = 0.886, RMSE = 0.705). Both models were extensively validated by three cross-validation tests and encouraging predictability was achieved. High throughput aqueous solubility prediction was conducted for a number of data sets extracted from several widely used databases. The authors found that real drugs are about 20-fold more soluble than the so-called druglike mols. in the ZINC database, which have no violation of Lipinski’s “Rule of 5” at all. Specifically, oral drugs are about 16-fold more soluble, while injection drugs are 50-60-fold more soluble If the criterion of a mol. to be soluble is set to -5 log unit, about 85% of real drugs are predicted as soluble; in contrast only 50% of druglike mols. in ZINC are soluble The authors concluded that the two models could be served as a rule in druglike anal. and an efficient filter in prioritizing compound libraries prior to high throughput screenings (HTS).

Journal of Chemical Information and Modeling published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C26H26N4O7, COA of Formula: C14H12N2S.

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

Payaz, Deniz Uzeroglu published the artcileSynthesis carbonic anhydrase enzyme inhibition and antioxidant activity of novel benzothiazole derivatives incorporating glycine, methionine, alanine, and phenylalanine moieties, Related Products of thiazole, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 343-349, database is CAplus and MEDLINE.

Thirteen novel benzothiazole derivatives incorporating glycine, methionine, alanine, and phenylalanine were synthesized by facile acylation reactions through benzotriazole or DCC mediated reactions and their structures were identified by ¹H-NMR, 13C-NMR, and FT-IR spectroscopic techniques and elemental anal. The carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity of the new compounds was assessed against four human (h) isoforms, hCA I, hCA II, hCA V, and hCA XIII. Some of the synthesized compounds showed good in vitro carbonic anhydrase inhibitory properties, with inhibition constants in the micromolar level. The new amino acid benzothiazole conjugates found to be more effective against hCA V and hCA II inhibition. In vitro antioxidant activities of the novel compounds were determined by DPPH method. Most of the synthesized compounds showed moderate to low antioxidant activities compared to the control antioxidant compounds (BHA and α-tocopherol).

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Related Products of thiazole.

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

Muthyala, Manoj Kumar published the artcileA novel and efficient one pot synthesis of 2,4-disubstituted thiazoles and oxazoles using phenyltrimethylammonium tribromide in ionic liquid, SDS of cas: 56503-96-9, the publication is Journal of Heterocyclic Chemistry (2012), 49(4), 959-964, database is CAplus.

A novel and efficient 1-pot procedure was described for synthesis of 2,4-disubstituted thiazoles and oxazoles from substituted ketones using phenyltrimethylammonium tribromide as in-situ brominating agent followed by reaction with thioamide/thiourea and amides/ureas, resp. in [bmim][BF₄] ionic liquid The advantages of the procedure include avoiding the handling of lacrymetric compounds and hazardous and toxic organic solvents along with good to excellent yields of the products.

Journal of Heterocyclic Chemistry published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C13H10N2S, SDS of cas: 56503-96-9.

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