Tag: M.W=200-250

Chandrasekhar, Srivari; Rajesh, Gontla; Naresh, Tumma published the artcile< Enantioselective synthesis of the C5-C23 segment of biselyngbyaside>, Name: (S)-4-Benzylthiazolidine-2-thione, the main research area is enantioselective synthesis biselyngbyaside C5 C23 segment addition aldol epoxidation; Julia Kocienski olefination enantioselective synthesis biselyngbyaside C5 C23 segment; Sharpless asym epoxidation enantioselective synthesis biselyngbyaside C5 C23 segment.

Stereo and enantioselective synthesis of C5-C23 fragment I of cytotoxic marine natural product biselyngbyaside is achieved using E-selective Me lithium addition onto enyne, Crimmins’ acetate aldol reaction, Sharpless asym. epoxidation, and Julia-Kocienski olefination as the key steps.

Tetrahedron Letters published new progress about Addition reaction. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Name: (S)-4-Benzylthiazolidine-2-thione.

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

Hosseini-Sarvari, Mona; Hosseinpour, Zeinab; Koohgard, Mehdi published the artcile< Visible light thiocyanation of N-bearing aromatic and heteroaromatic compounds using Ag/TiO2 nanotube photocatalyst>, Safety of 2-Amino-4-(3-nitrophenyl)thiazole, the main research area is aryl thiocyanate preparation green chem visible light irradiation; pyrrole aniline aminothiazole thiocyanation photocatalyst.

In this study, Ag/TiO2 nanotubes (Ag/TNT) were synthesized via simple hydrothermal process, and this photocatalyst was successfully exploited in thiocyanation reactions at room temperature under visible light irradiation Four classes of important heterocyclic compounds including indole, aniline, pyrrole and 2-aminothiazole derivatives via Ag/TNT treated with ammonium thiocyanate formed the corresponding thiocyano compounds in moderate to excellent yields. Plasmonic property and catalytic performance of Ag nanoparticles (which mainly deposited on the surface of TNT) in absorbing species containing sulfur atoms were key components for the reactions to proceed. This potent, simple and versatile protocol reported for the first time afforded thiocyanation reactions of aniline, pyrrole and 2-aminothiazole derivatives under visible light. The reactions proceeded through a radical pathway by applying air mol. oxygen as a low-cost and environmentally friendly terminal oxidant.

New Journal of Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Safety of 2-Amino-4-(3-nitrophenyl)thiazole.

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>, 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, and the molecular formula is C10H11NS2, Quality Control of 171877-39-7.

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

He, Xiao-Yang; Lu, Lu; Qiu, Jiayin; Zou, Peng; Yu, Fei; Jiang, Xing-Kai; Li, Lin; Jiang, Shibo; Liu, Shuwen; Xie, Lan published the artcile< Small molecule fusion inhibitors: Design, synthesis and biological evaluation of (Z)-3-(5-(3-benzyl-4-oxo-2-thioxothiazolidinylidene)methyl)-N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrroles and related derivatives targeting HIV-1 gp41>, Reference of 10574-69-3, the main research area is benzyloxothioxothiazolidinylidenemethyl carboxyhydroxyphenyl dimethylpyrrole preparation antiaids AIDS HIV fusion inhibitor; 3-Substituted N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrrole derivatives; Anti-HIV agents; HIV-1 gp41; Small-molecule fusion inhibitors.

By a scaffold elongation strategy, a series of (Z)-3-(5-(3-benzyl-4-oxo-2-thioxothiazolidinylidene)methyl)-N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrroles I [R = Ph, 4-BrC6H4, 4-MeOC6H4, etc.; X = (CH2)n; n = 0-2] and related derivatives with a linear multiarom.-ring skeleton were designed, synthesized, and evaluated in HIV-1 gp41 and cellular assays. the most active compounds I [R = 4-MeO2CC6H4; 4-tBuC6H4; 3-MeO2CC6H4; X = CH2] exhibited very promising inhibitory potency with IC50 values of 1.8-2.6 μM and EC50 values of 0.3-1.5 μM against gp41 6-HB formation and HIV-1 replication in MT-2 cells, resp. Addnl., they were almost equally effective against both T20-sensitive and resistant strains. The related SAR studies and mol. modeling results provided potential for further developing a new class of nonpeptide small mol. fusion inhibitors targeting the HIV-1 gp41.

Bioorganic & Medicinal Chemistry published new progress about AIDS (disease). 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Reference of 10574-69-3.

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

Shahwar, Durre; Tahir, M. Nawaz; Raza, Muhammad Asam; Ahmad, Naeem; Aslam, Saherish published the artcile< 3-Benzyl-2-sulfanylidene-1,3-thiazolidin-4-one>, Safety of 3-Benzyl-2-thioxothiazolidin-4-one, the main research area is mol structure benzyl sulfanylidene thiazolidinone; crystal structure benzyl sulfanylidene thiazolidinone.

In the title compound, C10H9NOS2, the five-membered heterocyclic ring and the benzyl moiety are oriented at a dihedral angle of 77.25(4)°. In the crystal, infinite polymeric C(6) chains extending along [001] are formed due to C-H…O H bonds. C-H…π interactions link the chains, building up a three-dimensional network. Crystallog. data and at. coordinates are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about Crystal structure. 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

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

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

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

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

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