Month: November 2022

Michaelis, Lars published the artcileStudies toward the total synthesis of sorangicins: a shortened synthesis of the dioxabicyclo[3.2.1]octane core, Name: (S)-4-Benzylthiazolidine-2-thione, the main research area is sorangicin preparation antibiotic antibacterial agent.

An access to the dioxabicyclo[3.2.1]octane core of 6-methyl-8-(3,3a,8,9,10,11,12,13,14,15,18,19,22,23,25,26,28,34a-octadecahydro-11,14,15-trihydroxy-10,38-dimethyl-28-oxo-9,13-epoxy-23,26-etheno-2,5-methano-2H,5H-furo[2,3-l][1,4,14]trioxacyclotritriacontin-25-yl)-7-nonenoic acid [i.e., (+)-sorangicin A] was developed, using a keto lactone formation, a Mukaiyama-Michael reaction and an epoxide opening as the key steps. The synthesis of the target compound was achieved using (4S)-4-(phenylmethyl)-2-thiazolidinethione as a chiral auxiliary. The title compound thus formed was (8E)-2,5:3,7-dianhydro-4,6,8,9-tetradeoxy-6-methyl-9-phenyl-L-glycero-L-gluco-non-8-enitol, (8E)-2,5:3,7-dianhydro-4,6,8,9-tetradeoxy-6-methyl-9-phenyl-L-glycero-L-gluco-non-8-enose.

Synlett published new progress about Antibacterial agents. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Name: (S)-4-Benzylthiazolidine-2-thione.

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

Deng, Xiao-Bing published the artcileA Convenient Synthesis of Thiazolidin-2-ones from Thiazolidine-2-thiones: Antibiotic Activity and Revisiting the Mechanism, Related Products of thiazole, the main research area is thiazolidinone preparation antifungal antibacterial activity; thiazolidinethione bromoethanol reactant thiazolidinone preparation.

Various substituted thiazolidin-2-ones were synthesized from the corresponding thiazolidine-2-thiones with bromoethanol in ethanol with sodium ethoxide as a base. The optimal reaction conditions and mechanism were reinvestigated in detail. The bioassay indicated that (S)-4-iso-butylthiazolidin-2-one and (S)-4-benzylthiazolidin-2-one show certain inhibitive activities against Candida albicans and Escherichia coli.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Antibacterial agents. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Related Products of thiazole.

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

Aitken, R. Alan published the artcileSynthesis and pyrolytic behavior of thiazolidin-2-one 1,1-dioxides, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is thiazolidinone dioxide preparation pyrolysis.

Four examples of chiral thiazolidin-2-one 1,1-dioxides I [R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et; R1R2 = (CH2)3] have been prepared by reaction of the appropriate amino alcs. with CS2 in aqueous sodium hydroxide to give thiazolidine-2-thiones, followed by oxidation with KMnO4 under phase-transfer conditions in the presence of benzoic acid, either directly or via the thiazolidin-2-ones. Upon flash vacuum pyrolysis (FVP) at 650°C, I (R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et) decompose mainly by loss of SO2 to give an alkene and benzyl isocyanate together with other products from fragmentation of the N-benzyl group. A significant minor pathway involves net loss of CO2 and water to give 2-phenyl-4,5-dihydrothiazoles together with their aromatization products. A mechanism for this new heterocyclic transformation is proposed involving initial expansion to a cyclic carbamic-sulfinic anhydride (2,1,4-oxathiazin-3-one 1-oxide).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about Thermal decomposition. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

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

Hitchin, James R. published the artcileDevelopment and evaluation of selective, reversible LSD1 inhibitors derived from fragments, Formula: C9H7N3O2S, the main research area is LSD1 inhibitor SAR anticancer acute myeloid leukemia MAOA protein.

Two series of aminothiazoles have been developed as reversible inhibitors of lysine specific demethylase 1 (LSD1) through the expansion of a hit derived from a high concentration biochem. fragment based screen of 2466 compounds The potency of the initial fragment hit was increased 32-fold through synthesis, with one series of compounds showing clear structure-activity relationships and inhibitory activities in the range of 7 to 187 μM in a biochem. assay. This series also showed selectivity against the related FAD-dependent enzyme mono-amine oxidase A (MAO-A). Although a wide range of irreversible inhibitors of LSD1 have been reported with activities in the low nanomolar range, this work represents one of the first reported examples of a reversible small mol. inhibitor of LSD1 with clear SAR and selectivity against MAO-A, and could provide a platform for the development of more potent reversible inhibitors. Herein, we also report the use of a recently developed cell-based assay for profiling LSD1 inhibitors, and present results on our own compounds as well as a selection of recently described reversible LSD1 inhibitors.

MedChemComm published new progress about Acute myeloid leukemia. 90323-06-1 belongs to class thiazole, name is 4-(2-Nitrophenyl)thiazole-2-amine, and the molecular formula is C9H7N3O2S, Formula: C9H7N3O2S.

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

Yamada, S. published the artcileRegio- and stereoselective synthesis of 1,4-dihydropyridines by way of an intramolecular interaction of a thiocarbonyl or carbonyl with a pyridinium nucleus, Product Details of C10H11NS2, the main research area is pyridine regioselective stereoselective preparation; thiocarbonyl interaction pyridinium; carbonyl interaction pyridinium; stereoselective regioselective nucleophilic addition acetal organometallic pyridinium salt; absolute configuration pyridine CD.

Chiral 1,4-dihydropyridines were prepared by the regio- and stereoselective addition of ketene silyl acetals and organometallic reagents to pyridinium salts. In the addition reaction, an intramol. interaction between the thiocarbonyl or carbonyl with the pyridinium nucleus plays an important role in bringing about the selectivities. The absolute configuration of the newly produced stereogenic center of the 1,4-dihydropyridines was determined by X-ray anal. and CD Cotton effects after conversion into the appropriate derivatives The working model for the stereoselectivity was proposed based on the ab initio calculations at the RHF/3-21G* level.

Tetrahedron published new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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

Villa, Reymundo published the artcileStructure of FD-895 Revealed through Total Synthesis, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is FD895 synthesis structure antitumor.

The total synthesis of FD-895 (I) was completed through a strategy that featured the use of a tandem esterification ring-closing metathesis (RCM) process to construct the 12-membered macrolide and a modified Stille coupling to append the side chain. These studies combined with detailed anal. of all four possible C16-C17 stereoisomers were used to confirm the structure of FD-895 and identify an analog with an enhanced subnanomolar bioactivity.

Organic Letters published new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

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

Yamada, Shinji published the artcileAsymmetric Acylation of sec-Alcohols with Twisted Amides Possessing Axial Chirality Induced by the Adjacent Asymmetric Center, Quality Control of 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 Chemistry published new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Quality Control of 171877-39-7.

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

Cochrane, Stephen A. published the artcileTotal Synthesis and Stereochemical Assignment of the Antimicrobial Lipopeptide Cerexin A1, Application In Synthesis of 171877-39-7, the main research area is cerexin antimicrobial lipopeptide isolation total synthesis stereochem antibacterial.

The isolation and total synthesis of the antimicrobial lipopeptide cerexin A1 is reported. This synthesis includes the preparation of orthogonally protected γ-hydroxylysine, utilizing a nitrile Reformatsky-type reaction as a key step to yield both diastereomers more efficiently than previously reported methods. The configuration of the β-hydroxyl in the lipid tail was determined by the use of a modified Ohrui-Akasaka approach. Furthermore, new cerexin analogs from Bacillus mycoides ATCC 21929 were isolated and characterized, revealing an ε-amino succinylation of a hydroxylysine residue that is unusual in a nonribosomal peptide synthetase product.

Organic Letters published new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

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

Ohkubo, Mitsuru published the artcileStudies on cerebral protective agents. VIII. Synthesis of 2-aminothiazoles and 2-thiazolecarboxamides with anti-anoxic activity, Quality Control of 90323-06-1, the main research area is antianoxic aminothiazole thiazolecarboxamide structure cerebral protection; aminothiazole preparation antianoxic cerebral protection structure; thiazolecarboxamide preparation antianoxic cerebral protection structure.

Various 2-aminothiazoles and 2-thiazolecarboxamides, possessing a nitrogenous basic moiety at the C-2 position of the thiazole ring, were prepared and tested for anti-anoxic (AA) activity in mice. Among them, N-[2-(4-morpholinyl)ethyl]-4-(3-trifluoromethylphenyl)-2-thiazolecarboxyamide hydrochloride (FR108143) (min. EDs of 3.2 mg/kg i.p. and 10 mg/kg p.o., resp.) exhibited more potent AA activity than either FK360 or FR75039, each of which has a nitrogenous basic moiety at the C-5 position. The structure-activity relationships with regard to AA activity of this series of compounds are discussed, and the three-dimensional electrostatic potentials (3D-MEP) around the basic nitrogen atom of FK360 and the thiazole derivative (FR108143) are compared.

Chemical & Pharmaceutical Bulletin published new progress about Electrostatic potential. 90323-06-1 belongs to class thiazole, name is 4-(2-Nitrophenyl)thiazole-2-amine, and the molecular formula is C9H7N3O2S, Quality Control of 90323-06-1.

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

Lvov, Andrey G. published the artcileSpectral properties and structure of unsymmetrical diarylethenes based on thiazole ring with hydrogen at the reactive carbon, Category: thiazole, the main research area is thiazole diarylethene preparation fluorescence DFT; Conformation; Diarylethene; Fluorescence; Photocyclization; Photoreaction; Reaction intermediate; Thermal stability.

Six new photoactive unsym. diarylethenes bearing thiazole ring with hydrogen at the reactive carbon atom were synthesized. Their structures were studied by DFT calculations and x-ray crystallog. All compounds undergo irreversible photochem. transformations under irradiation with UV light, proceeding through the photocyclization stage. Only some normal (thiophene, imidazole and pyrazole derivatives) and inverse type (oxazole derivative) diarylethenes form colored photoinduced isomers under UV. In polar acetonitrile these intermediates show relatively fast irreversible thermal reaction, while in nonpolar toluene slow cycloreversion to initial diarylethenes is the predominant process of these species.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Density functional theory. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Category: thiazole.

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