Tag: M.W=150-200

Chen, Chao published the artcileSynthesis and biological evaluation of thiazole derivatives as novel USP7 inhibitors, HPLC of Formula: 774230-95-4, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(4), 845-849, database is CAplus and MEDLINE.

Herpesvirus-associated Ubiquitin-Specific Protease (HAUSP, also called USP7) interacts with and stabilizes Mdm2, and represents one of the first examples that deubiquitinases oncogenic proteins. USP7 has been regarded as a potential drug target for cancer therapy. Inhibitors of USP7 have been recently shown to suppress tumor cell growth in vitro and in vivo. Based on leading USP7 inhibitors P5091 and P22077, we designed and synthesized a series of thiazole derivatives The results of in vitro assays showed that the thiazole compounds, e.g., I, exhibited low micromolar inhibition activity against both USP7 enzyme and cancer cell lines. The compounds induced cell death in a p53-dependent and p53-independent manner. Taken together, this study may provide thiazole compounds as a new class of USP7 inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 774230-95-4. 774230-95-4 belongs to thiazole, auxiliary class Thiazole,Chloride,Aldehyde, name is 5-Chlorothiazole-2-ethanone, and the molecular formula is C5H4ClNOS, HPLC of Formula: 774230-95-4.

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

Sheth, Hasmukh B. published the artcileDevelopment of a single ELISA for detection of sulfonamides, Synthetic Route of 64987-16-2, the publication is Journal of Agricultural and Food Chemistry (1991), 39(9), 1696-700, database is CAplus.

A sulfathiazole derivative was chem. linked to proteins in such a way that the aromatic amino group, common to all sulfonamides, was distal to the protein. A subset of the antibodies developed against this immunization conjugate could be used competitively with different sulfonamide haptens, linking methods and proteins to develop ELISA methods that had a broad spectrum of sulfonamide recognition. By use of the best ELISA protocol, 9 different sulfonamides decreased absorbance values 50% at concentrations <2 nM per assay. The sulfonamides recognized by the competitive ELISA had similar steric characteristics but considerable variation in electronic configuration. The method may be developed for screening of foods and related materials.

Journal of Agricultural and Food Chemistry published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C42H63O3P, Synthetic Route of 64987-16-2.

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

Okafor, C. O. published the artcileStudies in the heterocyclic series. XVI. Open azaphenothiazines as new central nervous system depressants, Formula: C6H4ClN3S, the publication is Chemical & Pharmaceutical Bulletin (1982), 30(1), 302-18, database is CAplus and MEDLINE.

Acid-catalyzed condensation of 2-amino-3-mercapto-6-methylpyridine and 3-aminopyridine-2[1H]-thiones with 4-chloropyrimidines having free 5-carbon centers gave N-(3-mercapto-2-pyridyl)-6-pyrimidinylamines (I; R = H₂N, MeO, Cl, MeS; R¹ = Me, H₂N, HO, Cl) and N-(2-thioxo-3-pyridyl)-6-pyrimidinylamines (II; R² = Cl, MeO), which were described as open 1,3,9-triaza- and 1,3,6-triazaphenothiazines, resp. A newly developed method of reducing nitro groups was used for preparing the aminopyridine precursors. Eight new and five related compounds including an open 1,9-diazaphenoxazine were tested in mice to display central nervous system depressant activities. The most active compound in the series was II (R = R¹ = H₂N, R² = Cl). Structure-activity correlations were discussed.

Chemical & Pharmaceutical Bulletin published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Formula: C6H4ClN3S.

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

Lange, Karen I. published the artcileKinetochore recruitment of the spindle and kinetochore-associated (Ska) complex is regulated by centrosomal PP2A in Caenorhabditis elegans, Computed Properties of 95-24-9, the publication is Genetics (2019), 212(2), 509-522, database is CAplus and MEDLINE.

During mitosis, kinetochore-microtubule interactions ensure that chromosomes are accurately segregated to daughter cells. RSA-1 (regulator of spindle assembly-1) is a regulatory B” subunit of protein phosphatase 2A that was previously proposed to modulate microtubule dynamics during spindle assembly. We have identified a genetic interaction between the centrosomal protein, RSA-1, and the spindle- and kinetochore-associated (Ska) complex in Caenorhabditis elegans. In a forward genetic screen for suppressors of rsa-1(or598) embryonic lethality, we identified mutations in ska-1 and ska-3. Loss of SKA-1 and SKA-3, as well as components of the KMN (KNL-1/MIS-12/NDC-80) complex and the microtubule end-binding protein EBP-2, all suppressed the embryonic lethality of rsa-1(or598). These suppressors also disrupted the intracellular localization of the Ska complex, revealing a network of proteins that influence Ska function during mitosis. In rsa-1(or598) embryos, SKA-1 is excessively and prematurely recruited to kinetochores during spindle assembly, but SKA-1 levels return to normal just prior to anaphase onset. Loss of the TPX2 homolog, TPXL- 1, also resulted in overrecruitment of SKA-1 to the kinetochores and this correlated with the loss of Aurora A kinase on the spindle microtubules. We propose that rsa-1 regulates the kinetochore localization of the Ska complex, with spindle-associated Aurora A acting as a potential mediator. These data reveal a novel mechanism of protein phosphatase 2A function during mitosis involving a centrosome-based regulatory mechanism for Ska complex recruitment to the kinetochore.

Genetics 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, Computed Properties of 95-24-9.

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

Feng, Zewang published the artcileSynthesis of 2-(2-benzyloxycarbonylaminothiazol-4-yl)-5-(3-methyl-2-butenyloxycarbonyl) pent-2-enoic acid, COA of Formula: C6H8N2O2S, the publication is Zhongguo Kangshengsu Zazhi (2007), 32(10), 604-607, 635, database is CAplus.

2-(2-Benzyloxycarbonylaminothiazol-4-yl)-5-(3-methyl-2-butenyloxycarbonyl) pent-2-enoic acid (1), the key intermediate of ceftibuten, was prepared from Me (2-aminothiazol-4-yl) acetate, which could be easily bought in China through a three-step reaction of amino group protection, Michael addition elimination and selective esterification with an overall yield of 63.0%. This facile and lower-cost process was suitable for industrial production

Zhongguo Kangshengsu Zazhi published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C6H8N2O2S, COA of Formula: C6H8N2O2S.

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

Yamamoto, Yuzuru published the artcilePyridine derivatives containing sulfur. XXXI. Synthesis of pyridothiazoles and pyridoxazoles, Application In Synthesis of 31784-71-1, the publication is Yakugaku Zasshi (1951), 169-72, database is CAplus.

cf. C.A. 46, 112h. The following correction is made: 2-Amino-5-bromo- or 2-amino-5-iodopyridine and KCNS or Cu(CNS)₂ do not form a pyridothiazole ring as reported (cf. C.A. 46, 111c, 112ad). To 2-chloro-5-aminopyridine (I) (3 g.) and 9.1 g. KCNS in 47 mL. 95% AcOH at -5 to -10° is added 1.26 g. Br dropwise, the mixture filtered, and 3 volumes H₂O is added to the filtrate, which is again filtered and neutralized with Na₂CO₃ to give crude 2-amino-5-chloropyrido[3,2-d]thiazole (H) (C.A. numbering). Crude II recrystallized from MeOH gives 1.7 g. II, decompose 243-4°. 2-Hydroxy-5-aminopyridine and KCNS and Br in a similar way give the 5-HO analog (III) of II, m. 248-9°; acetate, needles, m. 286°. By using the 2-alkoxy analogs of I the following 5-alkoxy analogs of II are prepared similarly: MeO, needles or plates, m. 191-1.5°; EtO, needles or plates, m. 201-3°; iso-PrO, light yellow plates, m. 191-3°; BuO, plates, m. 139°; and iso-AmO, light orange needles, m. 126.5°. 2,5-Diaminopyridine and KCNS in 95% AcOH similarly give 2,5-diaminopyrido[3,2-d]-thiazole, m. 214-15°. 2,6-Diaminopyridine (3 g.) and 11 g. Cu(CNS)₂ in AcOH after removal of the AcOH, solution of the residue in hot water, and precipitation with Na₂CO₃ give 0.8 g. 2,5-diaminopyrido[2,3-d]thiazole, yellow prisms, m. 137°. Treating 2 g. 2-amino-3-nitro-5-bromopyridine (IV) with 2.8 g. PCl₅ 4 h. at 120-40°, decomposing the excess PCl₅ with ice water, filtering, and recrystallizing from MeOH give 1.4 g. 2-chloro-3-nitro-5-bromopyridine, yellow needles, m. 67-8°. Heating 1.5 g. IV in 6.5 mL. 85% HCl, adding 6.5 g. SnCl₂ at 100° during a period of 3 h., drying in vacuo, making alk. with NaOH, and taking up with ether gives 0.5 g. 2-hydroxy-3-amino-5-bromopyridine (V), m. 182-4°. Boiling 0.5 g. V in 3 mL. Ac₂O 40 min., filtering off the excess Ac₂O, cooling, making alk. with Na₂CO₃, and taking up with AcOEt gives 0.3 g. 6-bromo-2-methyloxazolo[5,4-b]-pyridine, needles, m. 223-5°.

Yakugaku Zasshi published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C28H29NO4, Application In Synthesis of 31784-71-1.

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

Lin, Xuanfu published the artcileSynthesis and fungicidal activities of 2-benzylthio(sulfonyl)-5-methyl-7-substituted benzyloxy-1,2,4-triazolo[1,5-a] pyrimidine derivatives, Formula: C4H3Cl2NS, the publication is Youji Huaxue (2013), 33(2), 353-358, database is CAplus.

Using 2-benzylthio-5-methyl-7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine as starting material, twelve novel 2-benzylthio-5-methyl-7-substituted benzyloxy-1,2,4-triazolo[1,5-a]pyrimidine derivatives and their sulfonyl analogs were synthesized through sequential reactions of etherification and oxidation, resp. Their structures were characterized by ¹H NMR, IR, MS and elemental anal. The preliminary bioassay indicated that some compounds exhibited certain fungicidal activities, for example, the inhibition rates of compounds 5c, 5k and 5l (50 μg/mL) against Botrytis cinerea were 61%, 69% and 85%, resp.

Youji Huaxue published new progress about 50398-77-1. 50398-77-1 belongs to thiazole, auxiliary class Thiazoles, name is 5-Chloro-2-(chloromethyl)-1,3-thiazole, and the molecular formula is C4H3Cl2NS, Formula: C4H3Cl2NS.

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

Gao, Kai published the artcileNanoscale, automated, high throughput synthesis and screening for the accelerated discovery of protein modifiers, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is RSC Medicinal Chemistry (2021), 12(5), 809-818, database is CAplus and MEDLINE.

Hit finding in early drug discovery is often based on high throughput screening (HTS) of existing and historical compound libraries, which can limit chem. diversity, is time-consuming, very costly, and environmentally not sustainable. On-the-fly compound synthesis and in situ screening in a highly miniaturized and automated format has the potential to greatly reduce the medicinal chem. environmental footprint. Here, acoustic dispensing technol. has been used to synthesize a library in a 1536 well format based on the Groebke-Blackburn-Bienayme’ reaction (GBB-3CR) on a nanomole scale. The unpurified library was screened by differential scanning fluorimetry (DSF) and cross-validated using microscale thermophoresis (MST) against the oncogenic protein-protein interaction menin-MLL. Several GBB reaction products were found as μM menin binder, and the structural basis of the interactions with menin was elucidated by co-crystal structure anal. Miniaturization and automation of the organic synthesis and screening process can lead to an acceleration in the early drug discovery process, which is an alternative to classical HTS and a step towards the paradigm of continuous manufacturing

RSC Medicinal 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, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Nath, Rajarshi published the artcileSynthesis and anticonvulsant evaluation of indoline derivatives of functionalized aryloxadiazole amine and benzothiazole acetamide, Quality Control of 95-24-9, the publication is Journal of Molecular Structure (2021), 129742, database is CAplus.

A series of I [R = H, 6-Cl, 5-O₂N, etc.] and II [R¹ = H, 4-MeO, 2-O₂N, 4-O₂N; R² = H, 5-Cl, 5-Br] were designed, synthesized and fulfilled structural requirement of pharmacophore and evaluated for anticonvulsant activities using maximal electroshock test (MES), s.c. pentylenetetrazole (scPTZ) seizures and neurotoxicity by motor impairment model in mice. The most active compound I [R = 6-Cl] showed significant anticonvulsant activity against both MES and scPTZ screens and emerged as most effective anticonvulsant compound with median dose of 35.7 mg/kg (MES ED₅₀), 88.15 mg/kg (scPTZ ED₅₀) and toxic dose (TD₅₀) was found to be > 500mg/kg. In-silico studies including mol. docking study were carried out to establish the mol. interaction of potent compound I [R = 6-Cl] in both Na⁺ channel and GABA_A receptors. The prediction of pharmacokinetic parameters and distance mapping of compounds were performed to establish the drug likeness property.

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, Quality Control of 95-24-9.

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

Tank, Pragya published the artcileViscometric studies of Cu(II) surfactants derived from mustard oil in benzene at 303.15 K, Application of 6-Chlorobenzothiazol-2-ylamine, the publication is Tenside, Surfactants, Detergents (2019), 56(2), 158-163, database is CAplus.

The viscosity, specific viscosity, and fluidity of Cu(II) surfactant complexes derived from mustard oil with urea/thiourea/2-amino-6-chloro benzothiazole in a non-aqueous solvent has been determined at a constant temperature of 303.15 K. The results were used to determine the critical micelle concentration (CMC), soap complex-solvent interactions and the effect of chain length of the surfactant mol. on various parameters. The conclusions with regard to solute-solute and solute-solvent interaction have been discussed in terms of well-known Moulik and Jones-Dole equations. The effect of surfactant concentration on the viscosity of the solution in non-polar solvent has been discussed. The observations suggested that the structure breaking effect by the solute on the solvent mols. is more prominent above CMC as compared to below CMC after the formation of the micelles. This information plays a role in various industrial and biol. applications.

Tenside, Surfactants, Detergents 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 C5H10O2S, Application of 6-Chlorobenzothiazol-2-ylamine.

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