Extracurricular laboratory:new discovery of 4-Methyl-5-thiazoleethanol

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The preparation and biological evaluation of a series of 7beta-[2-(2-aminothiazol-4-yl)-2(Z)-methoximinoacetamido]cephalosporins, substituted at the 3′-position with monocyclic or bicyclic nitrogen-containing heterocycles are described. The resulting family of parenteral compounds displays a broad spectrum of antibacterial activity. Some compounds exhibit a similar level of Gram-negative activity to that of the ‘third-generation’ cephalosporins with increased staphylococcal activity. The in vitro and in vivo antimicrobial activity, structure-activity relationships, beta-lactamase stability, and in vitro and in vivo pharmacological evaluations are presented.

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Reference:
Thiazole | C3H5384NS – PubChem,
Thiazole | chemical compound | Britannica

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A novel synthesis of oxindole quinazolines modified at the C4 and C7 positions via solid phase multiparallel chemistry is described. The C7 position of the quinazoline was modified by Mitsunobu reaction and the introduction of the key C4-oxindole ring was achieved at the final stage of the synthesis and constituted the cleavage step from the resin. Purification of the final products was easily achieved via SPE taking advantage of the mild basicity of the quinazoline nucleus.

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Reference:
Thiazole | C3H5560NS – PubChem,
Thiazole | chemical compound | Britannica

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4-Methyl-5-hydroxyethylthiazole kinase (ThiM) participates in thiamin biosynthesis as the key enzyme in its salvage pathway. We purified and characterized ThiM from Escherichia coli. It has broad substrate specificity toward various nucleotides and shows a preference for dATP as a phosphate donor over ATP. It is activated by divalent cations, and responds more strongly to Co 2+ than to Mg2+.

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Thiazole | C3H5578NS – PubChem,
Thiazole | chemical compound | Britannica

A new application about 4-Methyl-5-thiazoleethanol

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Purpose: A series of novel lipid-like O- and N-(3-trimethylsilyl)propyl derivatives of N-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoline, -tetrahydroisoquinoline and 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole have been obtained in order to facilitate penetration of biologically active small molecules through the plasma membrane and/or to enable their immobilization on the surface of magnetic nanocarriers for drug delivery application. Methods: The synthesized compounds have been characterized by 1H, 13C and 29Si NMR spectroscopy and mass-spectrometry, evaluated for cytotoxicity on monolayer human fibrosarcoma HT-1080 and mouse hepatoma MG-22A tumour cell lines and normal mouse fibroblasts NIH 3T3, and screened for antimicrobial activity against gram-positive and gram-negative bacterial and fungal strains. Their inhibitory action towards topoisomerase II has also been investigated. Results: The obtained organosilicon compounds possessed high selective cytotoxicity (LC 50<1 mug ml -1) towards tumour cells and NO-induction ability, exhibited strong antimicrobial activity with MIC and MBC/MFC values of 0.5?32 mug ml-1 for the most active ones. Conclusions: The lipid-like organosilicon derivatives of hydroxyethyl tetrahydro(iso)quinoline and thiazole exhibit an interesting combination of inhibitory activities towards tumours and bacterial cells and fungi. The pharmacological effect ranged from moderate to significant and increased upon quaternization. Compounds possessing high cytotoxicity and strong antibacterial and antifungal activity can be further developed as potential monotherapeutic agents for treatment infections in cancer patients instead of combination anticancer and anti-infective pharmacotherapy. Interested yet? Keep reading other articles of 137-00-8!, Application In Synthesis of 4-Methyl-5-thiazoleethanol

Reference:
Thiazole | C3H5445NS – PubChem,
Thiazole | chemical compound | Britannica

Discovery of 4-Methyl-5-thiazoleethanol

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A series of bifunctional ligands has been developed as prototype DNA- binding combilexins using a DNA template-directed approach. These novel agents contain a 1,3-diaryltriazene linker moiety, present in the established DNA minor groove-binder berenil [1,3-bis(4′-amidinophenyl)-triazene], which is attached to an intercalating acridine chromophore by a functionalized thiazole residue. This 9-arylacridine is predicted to confer rotational freedom to the hybrid molecule and thus facilitate bifunctional interaction with double-stranded DNA through a combination of ‘classical’ intercalation and minor groove-binding processes. The noncovalent DNA-binding properties of these acridine-triazene combilexins, together with the component molecular fragments, have been examined by fluorescence quenching and thermal denaturation studies with calf thymus DNA and two oligonucleotides, [poly(dA- dT)]2 and [poly(dG-dC)]2. In addition, the binding behaviors of these acridine compounds are compared to those of proflavine (3,6-diaminoacridine) and its 9-phenyl derivative. The results indicate that the hybrid agents (i) are more DNA-affinic than either molecular component, (ii) retain the AT- preferential binding properties of the parent difunctionalized 1,3- diaryltriazene residues, despite weak GC-preferential behavior associated with the acridine chromophore, and (iii) have a reduced binding affinity at pH 7 that reflects the protonation status of the acridine. In contrast, the more basic proflavines show much greater binding affinity and a marked preference for GC-rich DNA sequences. In vitro cytotoxicity data with L1210 mouse leukemia and A2780 human colon cancer cell lines show that the conjugate molecules are ~10-40-fold more potent than the acridine or triazene subunits and have activities that compare favorably with those of other reported synthetic combilexins. Intercalative binding modes with a model d(GATACGATAC)·d(GTATCGTATC) target duplex have been investigated using molecular modeling techniques. These studies provide a rational basis for the binding properties and suggest that the prototype combilexins can bind in a bimodal manner that induces little distortion of the host DNA duplex. Energy- minimized models for the possible dual interactions are discussed.

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Reference:
Thiazole | C3H5554NS – PubChem,
Thiazole | chemical compound | Britannica

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Various vinylheterocycles compounds have been prepared in excellent yields through beta-elimination of the corresponding sulfonate esters with 50% aq NaOH under phase transfer catalysis conditions without organic solvent. The new approach provides an economic and environmentally friendly solution to removal of hazardous bases as well as toxic and expensive dipolar aprotic solvents.

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Reference:
Thiazole | C3H5325NS – PubChem,
Thiazole | chemical compound | Britannica

More research is needed about 4-Methyl-5-thiazoleethanol

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A novel glycerol derivative which is effective to reduce blood pressure has the formula: STR1 wherein R1 is an alkyl group having 10-22 carbon atoms, R2 is lower acyl, benzoyl, aryl, mono-, di- or triarylalkyl, alkyl, cycloalkyl, or cycloalkylalkyl; Q is substituted or unsubstituted alkylene containing 1-4 carbon atoms, l is 0 or 1; Y is a nitrogen-containing heterocyclic group or a nitrogen-containing bridged heterocyclic group (–(Q)l — is attached to a carbon atom contained in a hetero-ring of the heterocyclic group) in which Y is the bridged heterocyclic group where l is 0; and each of R5, R6 and R7 is hydrogen, lower alkyl, aryl or aralkyl.

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Reference:
Thiazole | C3H5562NS – PubChem,
Thiazole | chemical compound | Britannica

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Provided are novel compounds having an inhibitory activity against production or secretion of beta-amyloid protein. They embrace compounds represented by the following formula (1): and capable of being replaced with a variety of substituents; and salts thereof, and solvates of any one of them.

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Reference:
Thiazole | C3H5450NS – PubChem,
Thiazole | chemical compound | Britannica

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The present study was performed to evaluate the effects of microwave (MW) output power and treatment time on moisture content, lipase and lipoxygenase activities as well as colour changes of wheat germ (WG). In addition, the key aroma compounds in different MW-power-treated WG, which is of importance to the flavour of WG products, were also investigated. The obtained results showed that MW treatment maintained the inherent colour of WG and significantly reduced the moisture content (maximum reduction of 95%) and the activities of lipase and lipoxygenase (maximum reduction of 65% and 99%, respectively). In terms of aroma compounds, with the increase of the MW output power, the content of esters, alkanes, alcohols and acids decreased, while the content of heterocyclic compounds, nitrogen-containing compounds, aldehydes and ketones increased, providing more compounds with roasted flavour and less volatiles with grass-like flavour. Therefore, MW treatment was an effective stabilization method for WG utilization.

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Reference:
Thiazole | C3H5365NS – PubChem,
Thiazole | chemical compound | Britannica

Discovery of 4-Methyl-5-thiazoleethanol

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2-(4-Methyl-1,3-thiazol-5-yl)ethyl acridone carboxylates were synthesized by the transesterification of the corresponding butyl esters. The kinetic characteristics of these reactions were determined, and the antimicrobial activity of a number of reaction products was investigated.

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Reference:
Thiazole | C3H5581NS – PubChem,
Thiazole | chemical compound | Britannica