Month: October 2022

Luo, Kai; Chen, Yao-Zhong; Yang, Wen-Chao; Zhu, Jie; Wu, Lei published the artcile< Cross-Coupling Hydrogen Evolution by Visible Light Photocatalysis Toward C(sp2)-P Formation: Metal-Free C-H Functionalization of Thiazole Derivatives with Diarylphosphine Oxides>, Safety of Ethyl 4-methylthiazole-5-carboxylate, the main research area is phosphorylation thiazole hydrogen evolution organic dye sensitized photocatalyst; thiazolyl diarylphosphine oxide preparation.

Visible light along with 5 mol % eosin B catalyzed the 1st direct C-H phosphorylation of thiazole derivatives with diarylphosphine oxides by a photoredox process in the absence of an external oxidant. The scope of thiazoles and phosphine oxides was further studied, as was functional group tolerance. The general and operational simplicity provides a novel metal and oxidant-free alternative for the formation of heteroaryl-P bonds, and only H2 is generated as a byproduct.

Organic Letterspublished new progress about Cross-coupling reaction (photochem.). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Safety of Ethyl 4-methylthiazole-5-carboxylate.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Rashmi, S. V.; Sandhya, N. C.; Raghava, B.; Kumara, M. N.; Mantelingu, K.; Rangappa, K. S. published the artcile< Trifluoroethanol as a metal-free, homogeneous, and recyclable medium for the efficient one-pot synthesis of dihydropyrimidones>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is dihydropyrimidone preparation; aldehyde ketoester urea multicomponent condensation trifluoroethanol catalyst.

Trifluoroethanol is an efficient and recyclable medium in promoting one-pot, three-component condensation reactions of β-ketoesters, aldehydes, and urea (or thiourea) to afford the corresponding dihydropyrimidones in good yields. This protocol does not require the use of an acid or base catalyst.

Synthetic Communicationspublished new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Feng, Xixi; Sippel, Claudia; Bracher, Andreas; Hausch, Felix published the artcile< Structure-Affinity Relationship Analysis of Selective FKBP51 Ligands>, Synthetic Route of 171877-39-7, the main research area is crystal structure FKBP protein psychiatric metabolic disorder.

The FK506-binding protein 51 (FKBP51) is a promising drug target for the treatment of stress-related psychiatric or metabolic disorders. Just recently, the first selective ligands for FKBP51 were reported based on an induced fit mechanism, but they are too large for a further drug development process. The authors therefore designed and synthesized a novel series of selective ligands to explore the requirements necessary for binding to the induced-fit conformation. All ligands of this series show no binding toward the structurally very similar antitarget FKBP52. With the cocrystal structure of the best ligand in this novel series the authors confirmed the induced fit mechanism. Furthermore, the structure-affinity relationship provides information about beneficial structural features, which is valuable for the development of improved FKBP51-directed drugs.

Journal of Medicinal Chemistrypublished new progress about Crystal structure. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Synthetic Route of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Demekhin, Oleg D.; Burov, Oleg N.; Kletskii, Mikhail E.; Lisovin, Anton V.; Kurbatov, Sergey V.; Bereznyak, Elena A.; Trishina, Alena V. published the artcile< New 13-vinyl derivatives of berberine: synthesis and characterization>, Synthetic Route of 10574-69-3, the main research area is electroneutral vinyl berberine preparation antibacterial SAR density functional theory.

The possibility of obtaining electroneutral substituted 13-vinylberberines I [R = H, CH2C(O)CH3; R1 = dicyanomethyl, 1,3-dimethoxy-1,3-dioxopropan-2-yl, 2,4,6-trioxo-1,3-diazinan-5-yl, etc.] was demonstrated exptl. and via quantum-chem. DFT/B3LYP calculations in the 6-31++G(d,p) basis set. The introduction of pharmacophoric fragments conjugated through vinyl moiety opened new possibilities for structural modification of berberine, enabling pronounced changes in tropicity toward supramol. biol. structures. The newly synthesized 13-vinylberberines I were stable in their reduced form due to significant intramol. electron d. transfer from berberine ring system to the vinyl moiety bearing electron-withdrawing groups. It was demonstrated that berberine derivatives I may exist not only in ion pair form consisting of organic cation and inorganic anion, but also as zwitterionic structures featuring significant intramol. charge transfer. The obtained 13-vinylberberines I exhibited biol. activity against the highly pathogenic Vibrio cholerae.

Chemistry of Heterocyclic Compounds (New York, NY, United States)published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Synthetic Route of 10574-69-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Pena, Stella; Scarone, Laura; Manta, Eduardo; Stewart, Lindsay; Yardley, Vanessa; Croft, Simon; Serra, Gloria published the artcile< Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity>, Application In Synthesis of 96929-05-4, the main research area is peptidomimetic synthesis Microcystis aeruginosa metabolite antimalarial agent; peptide coupling oxazole thiazole macrocyclization.

The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodol. The compound exhibited good in vitro antiplasmodial activity (IC50: 0.18μM, K1, chloroquine-resistant strain).

Bioorganic & Medicinal Chemistry Letterspublished new progress about Antimalarials. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Application In Synthesis of 96929-05-4.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Yamada, Shinji; Katsumata, Hiroko published the artcile< Asymmetric Acylation of sec-Alcohols with Twisted Amides Possessing Axial Chirality Induced by the Adjacent Asymmetric Center>, HPLC of Formula: 171877-39-7, the main research area is asym acylation secondary alc twisted amide axial chirality; desymmetrization meso diols twisted amide axial chirality.

This paper reports that axially chiral twisted amides serve as asym. acylating agents for sec-alcs. under neutral conditions. Kinetic resolution of various racemic sec-alcs. and desymmetrization of 1,2-, 1,3-, and 1,4-meso-diols were performed by using the twisted amides. The utility of this desymmetrization method was shown by the preparation of the synthetic intermediate for macrolide antibiotic nodusmicin and 18-deoxynargenicin. The stereoselectivity of the acylation reactions is significantly dependent on the bulkiness of both the acyl group and the C-4 substituent of the chiral auxiliary. When an amide possessing an imidazolyl group at C-4 was employed, the stereoselectivity was reversed to give R esters. A possible working model of the acylation reaction is also described on the basis of the structural studies of the twisted amides by IR and 1H and 13C NMR spectroscopies and AM1 calculations These studies suggested a rotamer that is thermodynamically more stable than the others. This rotamer has an axial chirality about its C(O)-N linkage that is induced by the adjacent chiral center. This would enable discrimination of the two enantiomeric hydroxy groups of the racemic alcs. or meso-diols.

Journal of Organic Chemistrypublished new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, HPLC of Formula: 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Oishi, Shunsuke; Saito, Susumu published the artcile< Double Molecular Recognition with Aminoorganoboron Complexes: Selective Alcoholysis of β-Dicarbonyl Derivatives>, Reference of 171877-39-7, the main research area is mol recognition aminoorganoboron complex chemoselective regioselective alcoholysis dicarbonyl derivative.

Aminoorganoboron (AOB) complexes recognize alc. and β-dicarbonyl units, and thereby facilitate chemo- and site-selective alcoholysis of the latter. The complex activates both reaction partners. This strategy enables C-C, C-N, and C-O bond cleavage in addition/elimination reactions under near neutral pH conditions and provides a new method for functional group conversions.

Angewandte Chemie, International Editionpublished new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Reference of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chevillard, Florent; Rimmer, Helena; Betti, Cecilia; Pardon, Els; Ballet, Steven; van Hilten, Niek; Steyaert, Jan; Diederich, Wibke E.; Kolb, Peter published the artcile< Binding-Site Compatible Fragment Growing Applied to the Design of β2-Adrenergic Receptor Ligands>, Computed Properties of 198904-53-9, the main research area is beta2 adrenergic receptor ligand fragment based drug design phenylamine.

Fragment-based drug discovery is intimately linked to fragment extension approaches that can be accelerated using software for de novo design. Although computers allow for the facile generation of millions of suggestions, synthetic feasibility is however often neglected. In this study the authors computationally extended, chem. synthesized, and exptl. assayed new ligands for the β2-adrenergic receptor (β2AR) by growing fragment-sized ligands. To address the synthetic tractability issue, the authors’ in silico work-flow aims at derivatized products based on robust organic reactions. The study started from the predicted binding modes of five fragments. The authors suggested a total of eight diverse extensions that were easily synthesized, and further assays showed that four products had an improved affinity (up to 40-fold) compared to their resp. initial fragment. The described work-flow, which the authors call “”growing via merging”” and for which the key tools are available online, can improve early fragment-based drug discovery projects, making it a useful creative tool for medicinal chemists during structure-activity relationship (SAR) studies.

Journal of Medicinal Chemistrypublished new progress about Computer application (PINGUI toolbox web interface). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Computed Properties of 198904-53-9.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Khiat, Manel; Zradni, Fatima-Zohra; Kasmi-Mir, Souad; Baeza, Alejandro published the artcile< Study of the electrochemical behavior of merocyanine and merocarbocyanine salts and their transformation into π-electron donor molecules, namely tetrathiatetraazafulvalenes>, HPLC of Formula: 10574-69-3, the main research area is tetrathiatetraazafulvalene electrochem preparation cyclic voltammetry voltammogram.

An electrochem. study using cyclic voltammetry method was carried out on some previously prepared merocyanines salts, namely thiazolideniumsulfonate salts and thiazolidenium chloride salts I [R = Ph, Bn; R1 = H, SMe; X = Cl, 4-methylbenzenesulfonate] and merocarbocyanines salts, namely alkylidenthiazolidenium sulfonate salt and alkylidenthiazolidenium chloride salt II [R = n-Pr]. These salts were transformed by dimerization in situ in a voltammetric cell into tetrathiatetraazafulvalenes (TTTAFs) such as III supposed to be π-electron donor mols. due to existing conjugation in their structure. The structure of all new chem. synthesized mols. was confirmed by IR, 1H-NMR, 13C-NMR, and MS. The transformation of salts into TTTAF was confirmed by a reversible voltammogram curve and variation of observed potentials.

Indonesian Journal of Chemistrypublished new progress about Charge transfer complexes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, HPLC of Formula: 10574-69-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zhou, Jiadi; Wang, Chaodong; Huang, Lei; Luo, Can; Ye, Shilu; Xu, Ning; Zhu, Yunsheng; Liu, Li; Ren, Quanlei; Chen, Zhi; Song, Shengjie; Li, Jianjun published the artcile< Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C-H donors>, COA of Formula: C7H9NO2S, the main research area is benzothiazole alc photochem alkylation; alkyl hydroxy benzothiazole preparation; amide benzothiazole photochem alkylation; amido alkyl benzothiazole preparation; alc benzothiazole photochem alkylation; alkylbenzothiazole preparation.

Here, a mild and efficient method that combines self-photoredox catalysis and hydrogen atom transfer to achieve the alkylation of 2H-benzothiazoles with alcs., ethers, lactams, amides and alkane, which features broad substrate scope and excellent functional group compatibility was reported. Notably, alcs. can be used not only as hydroxyalkylating reagents, but also as dehydroxyalkylating reagents in this regulable alkylation protocol. The previous elusive self-photocatalytic mechanism was investigated and preliminary results on this catalytic alkylation were reported.

Green Chemistrypublished new progress about Alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, COA of Formula: C7H9NO2S.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica