Day: October 14, 2022

Su, Yichi; Walker, Joel R.; Park, Yunhee; Smith, Thomas P.; Liu, Lan Xiang; Hall, Mary P.; Labanieh, Louai; Hurst, Robin; Wang, David C.; Encell, Lance P.; Kim, Namdoo; Zhang, Feijie; Kay, Mark A.; Casey, Kerriann M.; Majzner, Robbie G.; Cochran, Jennifer R.; Mackall, Crystal L.; Kirkland, Thomas A.; Lin, Michael Z. published the artcile< Novel NanoLuc substrates enable bright two-population bioluminescence imaging in animals>, HPLC of Formula: 2591-17-5, the main research area is hydrofurimazine furimazine bioluminescence tumor.

Sensitive detection of two biol. events in vivo has long been a goal in bioluminescence imaging. Antares, a fusion of the luciferase NanoLuc to the orange fluorescent protein CyOFP, has emerged as a bright bioluminescent reporter with orthogonal substrate specificity to firefly luciferase (FLuc) and its derivatives such as AkaLuc. However, the brightness of Antares in mice is limited by the poor solubility and bioavailability of the NanoLuc substrate furimazine. Here, we report a new substrate, hydrofurimazine, whose enhanced aqueous solubility allows delivery of higher doses to mice. In the liver, Antares with hydrofurimazine exhibited similar brightness to AkaLuc with its substrate AkaLumine. Further chem. exploration generated a second substrate, fluorofurimazine, with even higher brightness in vivo. We used Antares with fluorofurimazine to track tumor size and AkaLuc with AkaLumine to visualize CAR-T cells within the same mice, demonstrating the ability to perform two-population imaging with these two luciferase systems.

Nature Methods published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (albumin-Cr). 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, HPLC of Formula: 2591-17-5.

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>, Safety of 3-Benzyl-2-thioxothiazolidin-4-one, 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, Safety of 3-Benzyl-2-thioxothiazolidin-4-one.

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

Javadi, Ali; Shockravi, Abbas; Shourkaei, Fateme Ahmadi; Koohgard, Mehdi; Malek, Ali published the artcile< Highly refractive thiazole-containing polyimides: a structural property comparison>, Product Details of C9H7N3O2S, the main research area is thiazole containing polyimide structural thermal property.

Highly refractive, thermally stable, and solution processable polyimides (PIs) were synthesized by the introduction of thiazole units, thioether linkages, and Ph or nitrophenyl groups into the polymer backbones. These PIs were prepared via the polycondensation of two diamine monomers, 5,5′-thiobis(2-amino-4-phenyl-thiazole) (DA-1) or 5,5′-thiobis(2-amino-4-(3-nitrophenyl)thiazole) (DA-2), with various aromatic dianhydrides (a-d). The bulky pendant Ph or nitrophenyl units as well as the non-coplanar conformations because of ortho-sulfide linkages endowed the resulting PIs with excellent solubility in organic solvents. These PIs showed outstanding thermal stability, with 10% weight loss temperatures exceeding 492 °C under nitrogen and 475 °C in air atm., while their glass transition temperatures were in the range of 239-278 °C. In general, the synergic effects of thiazole groups, Ph or nitrophenyl substituents, and thioether linkages provided PIs with very high refractive indexes of up to 1.7646 at 632.8 nm, along with small birefringences (<0.0085) and high Abbe's numbers The structure-property relationships of the analogous PIs containing Ph or nitrophenyl substituents groups were also studied in detail by comparing the results. Journal of Polymer Research published new progress about Chars. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Product Details of C9H7N3O2S.

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

Raghavan, Sadagopan; Patel, Javed Sardar published the artcile< A Stereoselective Synthesis of the Carbon Backbone of Phoslactomycin B>, Category: thiazole, the main research area is stereoselective synthesis carbon backbone phoslactomycin B; propargylic sulfide rearrangement unsaturated ketone phoslactomycin B synthesis; aldol stereoselective phoslactomycin B synthesis; asym transfer hydrogenation phoslactomycin B synthesis; diyne partial reduction phoslactomycin B synthesis.

A convergent synthesis of the entire carbon framework of phoslactomycin B (I) is disclosed. An initial route aimed to create the C-8 tetrasubstituted stereocenter through regioselective intermol. coupling between an internal alkyne and an allyl silyl ether, adopting Trost’s protocol, followed by [2,3] sigmatropic rearrangement. But this was not successful. In a second approach, a propargylic sulfide was rearranged to give an unsaturated ketone. This was then treated with lithio acetonitrile to create the C-8 stereocenter selectively. The C-4 and C-5 stereocenters were introduced by a non-Evans syn-aldol reaction using Crimmins’s protocol. The C-9 and C-11 carbinol centers were created by asym. transfer hydrogenation. The (Z,Z)-diene moiety was introduced by partial reduction of a diyne following Hansen’s modification of the Boland reduction reaction.

European Journal of Organic Chemistry published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Category: thiazole.

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

Yamada, Shinji; Yamagami, Kaoru; Oaku, Saki published the artcile< [2+2] Photodimerization of (E)-styrylthiazoles through cation-π-controlled preorientation>, SDS of cas: 1003-32-3, the main research area is diphenyl thiazolyl cyclobutane preparation diastereoselective regioselective; styrylthiazole photodimerization.

Cation-π-controlled preorientation of (E)-styrylthiazoles RCH=CHC6H5 (R = 1,3-thiazol-2-yl, 1,3-thiazol-4-yl, 1,3-thiazol-5-yl) was performed in both solution and solid phases. Irradiation of (E)-styrylthiazoles in the presence of HCl produced synHT dimers I (R = 1,3-thiazol-2-yl, 1,3-thiazol-4-yl) in good selectivities, while little selectivity was observed without HCl. X-ray structures for the HCl salts of (E)-styrylthiazoles showed a head-to-tail arrangement through cation-π interactions between the two neighboring mols. Irradiation of these HCl salts produced synHT dimers I in excellent yields.

Tetrahedron Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

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

Teloxa, Saul F.; Kennington, Stuart C. D.; Camats, Marc; Romea, Pedro; Urpi, Felix; Aullon, Gabriel; Font-Bardia, Merce published the artcile< Direct, Enantioselective, and Nickel(II) Catalyzed Reactions of N-Azidoacetyl Thioimides with Trimethyl Orthoformate: A New Combined Methodology for the Rapid Synthesis of Lacosamide and Derivatives>, Electric Literature of 96-53-7, the main research area is Lacosamide derivative enantioselective preparation; azidoacetyl thioimide trimethyl orthoformate nickel catalyst addition reduction acylation; C−C bond forming reactions; asymmetric synthesis; catalysis; lacosamide; synthetic methods.

A direct and highly enantioselective reaction of N-azidoacetyl-1,3-thiazolidine-2-thione with tri-Me orthoformate catalyzed by Tol-BINAPNiCl2 in the presence of TESOTf and 2,6-lutidine was reported. The heterocyclic scaffold could be easily removed by addition of a wide array of amines to give the corresponding enantiomerically pure 2-azido-3,3-dimethoxypropanamides R1R2NC(O)CHN3CH(OMe)2 [R1 = n-hexyl, Ph, Bn, etc.; R2 = H; R1R2 = (CH2)4, (CH2)2O(CH2)2] in high yields. Appropriate manipulation of the N-benzyl amide derivative provided an efficient access to the antiepileptic agent lacosamide through a new enantioselective C-C bond-forming process. DFT computational studies uncover clues for the understanding of the remarkable stereocontrol of the addition of a nickel(II) enolate to a putative oxocarbenium intermediate from tri-Me orthoformate.

Chemistry – A European Journal published new progress about Acylation. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Electric Literature of 96-53-7.

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

Li, Ruixin; Xie, Hongguo; Zhang, Chunguang; Sun, Yeqing; Yin, Heng published the artcile< ROS-Responsive Polymeric Micelle for Improving Pesticides Efficiency and Intelligent Release>, Electric Literature of 96-53-7, the main research area is ROS responsive polymeric micelle controlled release fungicide validamycin Rhizoctonia; ROS-responsive; Rhizoctonia solani; biostimulation; polymeric micelle; validamycin.

The low utilization rate of pesticides causes serious problems such as food safety and environmental pollution. Stimulus-responsive release can effectively improve the utilization rate of pesticides. Reactive oxygen species (ROS) burst, as an early event of plant-pathogen interaction, can stimulate the release of pesticides. In this work, a polymeric micelle with ROS-responsive was prepared and then Validamycin (Vail) was loaded into polymeric micelle to prepare Vail-loaded polymeric micelle. The Vail-loaded polymeric micelle displayed excellent ROS-dependent release kinetics. In vitro and in vivo antifungal experiments confirmed that the Vail-loaded polymeric micelle could improve antifungal efficacy against Rhizoctonia solani than with the Vail reagent. Therefore, as a biostimulation and controlled release system, ROS-responsive polymeric micelles can improve the utilization rate of pesticides and alleviate the problem of food safety and environmental pollution.

Journal of Agricultural and Food Chemistry published new progress about Agrochemical fungicides. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Electric Literature of 96-53-7.

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

Karade, Hitendra; Sathe, Manisha; Kaushik, M. P. published the artcile< An efficient method for the synthesis of 2-aminothiazoles using silica chloride as a heterogeneous catalyst>, Category: thiazole, the main research area is aminothiazole preparation ketone thiourea silica chloride catalyst; thiazole amino preparation ketone thiourea silica chloride catalyst.

Preparation of 2-aminothiazoles under mild reaction conditions with quant. yields using silica chloride as an effective heterogeneous catalyst is reported.

Catalysis Communications published new progress about Cyclization. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Category: thiazole.

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

Chan, Yuk-Cheung; Sak, Marcus H.; Frank, Scott A.; Miller, Scott J. published the artcile< Tunable and Cooperative Catalysis for Enantioselective Pictet-Spengler Reaction with Varied Nitrogen-Containing Heterocyclic Carboxaldehydes>, SDS of cas: 1003-32-3, the main research area is heterocyclic tetrahydro carboline preparation enantioselective; benzylindolyl ethanamine carboxaldehyde Pictet Spengler squaramide carboxylic acid catalyst; Pictet-Spengler; cooperative catalysis; heterocycles; hydrogen bond donors; peptides.

Herein an organocatalytic enantioselective functionalization of heterocyclic carboxaldehydes RCHO (R = Ph, pyridin-3-yl, 1H-imidazol-2-yl, etc.) via the Pictet-Spengler reaction was reported. Through careful pairing of novel squaramide and Bronsted acid catalysts, this method tolerates a breadth of heterocycles, enabling preparation of a series of heterocycle conjugated β-(tetrahydro)carbolines I (R1 = Bn, 3-ethoxy-3-oxopropyl, 2-methoxy-2-oxoethyl, etc.) in good yield and enantioselectivity. Careful selection of carboxylic acid co-catalyst is essential for toleration of a variety of regioisomeric heterocycles I. Utility is demonstrated via the three-step stereoselective preparation of pyridine-containing analogs I (R = 5-chloropyridin-2-yl; R1 = 3-ethoxy-3-oxopropyl, 2-methoxy-2-oxoethyl, 2-carboxyethyl, carboxymethyl) of potent selective estrogen receptor downregulator and U.S. FDA approved drug Tadalafil.

Angewandte Chemie, International Edition published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

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

Huang, David S.; Wong, Henry L.; Georg, Gunda I. published the artcile< Synthesis and Cytotoxicity Evaluation of C4- and C5-Modified Analogues of the α,β-Unsaturated Lactone of Pironetin>, Product Details of C10H11NS2, the main research area is pironetin analog preparation antitumor structure activity; antitumor agents; natural products; tubulin binding agents; α,β-unsaturated lactones; α-tubulin.

Pironetin is a natural product with potent antiproliferative activity that forms a covalent adduct with α-tubulin via conjugate addition into the natural product’s α,β-unsaturated lactone. Although pironetin’s α,β-unsaturated lactone is involved in its binding to tubulin, the structure-activity relationship at different positions of the lactone have not been thoroughly evaluated. For a systematic evaluation of the structure-activity relationships at the C4 and C5 positions of the α,β-unsaturated lactone of pironetin, twelve analogs of the natural product, I (R1 = R2 = H, Me; R1 = Me, n-Pr, CH2CF3, cyclopropyl, iso-Bu, CH2Ph, iso-Pr, R2 = H; R1 = H, R1 = Et) and II (R1 = Et, R2 = H; R1 = H, R2 = Et), were prepared by total synthesis. Modifying the stereochem. at the C4 and/or C5 positions of the α,β-unsaturated lactone of pironetin resulted in loss of antiproliferative activity in OVCAR5 ovarian cancer cells. While changing the C4 Et substituent with groups such as Me, Pr, cyclopropyl, and iso-Bu were tolerated, groups with larger steric properties such as an iso-Pr and benzyl groups were not.

ChemMedChem published new progress about Antitumor agents. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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