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Brassinin (1) is an essential phytoalexin produced in plants of the family Brassicaceae (common name crucifer) due to its role as a biosynthetic precursor of other phytoalexins and antimicrobial activity. The dithiocarbamate group of brassinin (1) is the toxophore responsible for its fairly broad antifungal activity. To the detriment of many agriculturally important crops, several pathogenic fungi of crucifers are able to overcome brassinin by detoxification. In this work, inhibitors of brassinin oxidase, a phytoalexin detoxifying enzyme produced by the plant pathogenic fungus Leptosphaeria maculans (asexual stage Phoma lingam), were synthesized and evaluated. The camalexin scaffold was used for the design of brassinin oxidase inhibitors (i.e., paldoxins, phytoalexin detoxification inhibitors) because camalexin is a phytoalexin not produced by the Brassica species and L maculans is unable to metabolize it. The inhibitory effect of camalexin and derivatives decreased as follows: 5-meth-oxycamalexin >5-fluoroeamalexin = 6-methoxycamalexin > camalexin > 6-fluoroeamalexin; 5-meth-oxycamalexin was determined to be the best inhibitor of brassinin oxidase discovered to date. In addition, the results suggested that camalexin might induce fungal pathways protecting L maculans against oxidative stress (induction of superoxide dismutase) as well as brassinin toxicity (induction of brassinin oxidase). Overall, these results revealed additional biological effects of camalexin and its natural derivatives and emphasized that different phytoalexins could have positive or negative impacts on plant resistance to different fungal pathogens.

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Reference:
Thiazole | C3H1122NS – PubChem,
Thiazole | chemical compound | Britannica

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2-Trimethylsilylthiazoles serve as an efficient counterpart for direct palladium-catalyzed cross-coupling reaction with aromatic triflates without any fluoride anion source to afford 2-arylthiazoles.

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Reference:
Thiazole | C3H1152NS – PubChem,
Thiazole | chemical compound | Britannica

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Addition of organotrimethylsilane reagents to chiral N-tert-butanesulfinyl imines can be achieved in good yields and with excellent diastereoselectivities by employing TMSO-/Bu4N+ as a Lewis base activator in THF. A variety of aliphatic, aromatic, heteroaromatic and organometallic chiral imines were utilised as electrophiles for the synthesis of enantioenriched N-tert-butanesulfinyl amides. Remarkably, the same sets of reaction conditions could be used with a highly diverse range of bench-stable organotrimethylsilane reagents, which highlights the generality and robustness of this methodology. Addition of organotrimethylsilane reagents to chiral N-tert-butanesulfinyl imines can be achieved in good yields and with excellent diastereoselectivities by employing TMSO-/Bu4N+ as a Lewis base activator in THF. A variety of aliphatic, aromatic, heteroaromatic and organometallic chiral imines were utilised as electrophiles for the synthesis of enantioenriched N-tert-butanesulfinyl amides, highlighting the generality and robustness of this methodology.

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Reference:
Thiazole | C3H1132NS – PubChem,
Thiazole | chemical compound | Britannica

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The present invention relates to compounds of Formula (I), pharmaceutical compositions thereof, and use thereof as corticotropin releasing factor 1 (CRF1) receptor antagonists in the treatment of psychiatric and neuroendocrine disorders, neurological diseases, and metabolic syndrome.

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Reference:
Thiazole | C3H1054NS – PubChem,
Thiazole | chemical compound | Britannica

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Novel heterocyclic compounds having a structure according to general formula (1), pharmaceutically acceptable acid addition salts and solvates thereof are described as having a pharmacological profile showing potential for treatment ofacute and chronic neuropsychiatric disorders which are known as progressively deteriorating conditions leading to neuronal cell death and dysfunction. Pharmaceutical formulations are described as containing said therapeutic com-pounds

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Reference:
Thiazole | C3H1095NS – PubChem,
Thiazole | chemical compound | Britannica

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The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

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Reference:
Thiazole | C3H1048NS – PubChem,
Thiazole | chemical compound | Britannica

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The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R 1 CH(NH 2)R 2. R 1 and R 2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.

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Reference:
Thiazole | C3H1057NS – PubChem,
Thiazole | chemical compound | Britannica

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Diastereocontrolled Lewis acid-catalyzed preparation of enantiopure carbacepham derivatives have been developed starting from 2-azetidinone-tethered enals. The BF3.Et2O-promoted reaction of alkenylaldehydes 1 and 16 is effective as carbocyclization protocol to afford 4-substituted 5-hydroxycarbacephams or 3-substituted 4,5-dihydroxycarbacephams, respectively, by a type I carbonyl-ene reaction, while the BF3. Et2O or SnCl4-mediated type II carbonyl-ene cyclization of alkenylaldehydes 2 furnishes 3-methylene 5-hydroxycarbacephams along with the corresponding 3-halo 5-hydroxycarbacepham. The stereochemical outcome of these carbonyl-ene cyclizations leading to carbacepham derivatives can be explained in terms of six-membered, cyclic chair-like transition-state models. The formation of halocarbacepham derivatives is proposed to proceed by a stepwise mechanism.

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Reference:
Thiazole | C3H1110NS – PubChem,
Thiazole | chemical compound | Britannica

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We report the synthesis and evaluation of alpha-keto thiazole derivatives such as D-Phe-Pro-Arg-thiazole 9 as a novel type of thrombin inhibitor. Tripeptidyl alpha-keto thiazole 9 exhibited the inhibitory activity of thrombin at nanomolar levels and showed a more potent prolongation effect on clotting time than argatroban at a dose of 3 mg/kg intravenously.

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Reference:
Thiazole | C3H1021NS – PubChem,
Thiazole | chemical compound | Britannica

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The treatment of 2-(trimethylsilyl)thiazole with trifluoromethylsulfenyl chloride furnishes the expected 2-(trifluoromethylthio)thiazole in satisfactory yields along with the ring contraction product of the azirine-type. However, the reaction of 2-bromothiazol with trifluoromethylthiocopper gives poor yields of the above compound. The mechanism of formation and the mass spectral characterization of the products are presented in this article.

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Reference:
Thiazole | C3H1036NS – PubChem,
Thiazole | chemical compound | Britannica