Tag: M.W=150-200

Liu, Shihui; Pan, Peng; Fan, Huaqiang; Li, Hao; Wang, Wei; Zhang, Yongqiang published the artcile< Photocatalytic C-H silylation of heteroarenes by using trialkylhydrosilanes>, Formula: C7H9NO2S, the main research area is photocatalytic silylation heteroarene hydrosilane green chem.

The efficient and selective C-H silylation of heteroarenes, especially the pharmaceutically relevant electron-deficient heteroarenes, represents a great challenge in organic synthesis. Herein we wish to report a distinctive visible light-promoted photocatalytic C-H silylation approach that enables the direct coupling of trialkylhydrosilanes with both electron-deficient and -rich heteroarenes as well as with cyano-substituted arenes in moderate to high yields and with good regioselectivity. The protocol features operational simplicity, mild reaction conditions, and the use of safe and readily available Na2S2O8, bis(trimethylsilyl) peroxide (BTMSPO) or iPr3SiSH as the radical initiators. Notably, the challenging bulky and inert trialkylhydrosilanes, such as (t-butyldimethyl)silane (tBuMe2SiH) and (triisopropyl)silane (iPr3SiH), work smoothly with the protocol. Moreover, despite the higher stability of tBuMe2Si silylation products, our studies revealed their great reactivity and versatility in diverse C-Si-based chem. transformations, providing an operationally simple, low-cost, and environmentally benign synthetic technol. for mol. construction and elaboration.

Chemical Science published new progress about Green chemistry. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Formula: C7H9NO2S.

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

Kikelj, D.; Urleb, U. published the artcile< Product class 17: thiazoles>, Formula: C7H9NO2S, the main research area is review thiazole preparation.

A review of synthetic methods to prepare thiazoles as well as reactive modifications of thiazole moieties.

Science of Synthesis published new progress about Cyclization. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Formula: C7H9NO2S.

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

Pels, Kevin; Dickson, Paige; An, Hongchan; Kodadek, Thomas published the artcile< DNA-Compatible Solid-Phase Combinatorial Synthesis of β-Cyanoacrylamides and Related Electrophiles>, Application of C10H7NOS, the main research area is DNA solid phase combinatorial beta cyanoacrylamide electrophile; DNA; DNA-encoded library; Knoevenagel condensation; combinatorial chemistry; covalent; cyanoacrylamide; one bead one compound library; reversible.

The Knoevenagel condensation can be exploited in combinatorial synthesis on the solid phase. Condensation products from such reactions were structurally characterized, and their Michael reactivity with thiol and phosphine nucleophiles is described. Cyanoacrylamides were previously reported to react reversibly with thiols, and notably, dilution into low pH buffer can trap covalent adducts, which are isolable via chromatog. Finally, the authors synthesized both traditional and DNA-encoded one-bead, one-compound libraries containing cyanoacrylamides as a source of cysteine-reactive reversibly covalent protein ligands.

ACS Combinatorial Science published new progress about Combinatorial library (DNA-encoded). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Application of C10H7NOS.

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

Hafez, Ebtissam Abdel Aziz; Abed, Nosrat Mustafa; Elsakka, Ibrahim Ahmed; Elnagdi, Mohamed Hilmy published the artcile< Reactions with heterocyclic diazonium salts. Synthesis of several new azolylhydrazones>, Reference of 72054-60-5, the main research area is azolylhydrazone preparation cyclization; fused azole; thiazolylhydrazone; triazolylhydrazone; thiazolotriazine; pyrazolotriazine.

Several new stable azolylhydrazones, e.g. I and II, were synthesized via coupling of diazotized cyclic amidines with active methylene reagents. The obtained compounds were utilized for synthesis of several, otherwise not readily accessible fused azoles, e.g. III and IV.

Journal of Heterocyclic Chemistry published new progress about Cyclocondensation reaction. 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Reference of 72054-60-5.

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

Sharma, G. M.; Parshad, Baldev; Narang, K. S. published the artcile< Thiazole derivatives. VI. Synthesis of 2-chloro-5-bromothiazoles>, Safety of 5-Bromo-2-chlorothiazole, the main research area is chloro bromo thiazoles; bromo chloro thiazoles; thiazoles chloro bromo.

The title compounds (I) were prepared as follows: ω – thiocyano ketones, NCSCH2C:OR were dissolved in CCl4 or C6H6, depending upon their solubilities, equivalent amounts C5H5N added, and an equivalent amount Br in the same solvent added dropwise at 40-50°. The solvent was distilled in vacuo, the residue treated with H2O to remove C5H5N.HBr, the ω-bromo-ω-thiocyano ketones RCOCH2SCN (II) were collected, washed, and crystallized from EtOH, solutions of II in dry ether saturated with dry HCl gas at 0°, the mixtures kept 12 hrs. at room temperature, the ether was decanted, and the residue purified either by distillation or crystallization to afford 2-chloro-5-bromothiazoles (III). The following II and III were prepared [R, m.p. II, % yield II, m.p. (or b.p./mm.) III, and % yield given]: Ph, 74°, 55.5, (155°/7), 67.6; p-MeC6H4, 94°, 54.5, 64°, 66.03; p-MeOC6H4, 81°, 86.2, 96°, 69.8; p-ClC6H4, 136°, 67.8, 85°, 70.9; p-BrC6H4, 120°, 71.6, 108°, 66.7.

Indian Journal of Chemistry published new progress about Cyclization. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Safety of 5-Bromo-2-chlorothiazole.

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

Qin, Xurong; Feng, Boya; Dong, Jiaxing; Li, Xiaoyu; Xue, Ying; Lan, Jingbo; You, Jingsong published the artcile< Copper(II)-catalyzed dehydrogenative cross-coupling between two azoles>, Category: thiazole, the main research area is biazole preparation; azole dehydrogenative coupling copper catalyst.

The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsym. biazoles e. g., I has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling.

Journal of Organic Chemistry published new progress about Heterocyclic compounds, nitrogen-oxygen 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, Category: thiazole.

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

Parkanyi, Cyril; Vernin, Gaston; Zamkostian, Rose Marie; Metzger, Jacques published the artcile< Photolysis of bromothiazoles in hydrogen-donating solvents. A theoretical study and physical properties of bromothiazoles>, Product Details of C3HBrClNS, the main research area is photodebromination bromothiazole mechanism; NMR proton bromothiazole; UV bromothiazole fluorescence phosphorescence; mass spectra bromothiazole.

A PPP treatment and UV, fluorescence, phosphorescence, and 1H NMR indicate that the photodebromination of bromothiazoles (to give thiazole and isothiazole) in H-donating solvents involves C-Br bond homolysis in the first excited singlet state to give a thiazolyl radical which abstracts H. In the presence of amines the mechanism involves an electron transfer to form an exciplex in which the bromothiazole anion radical loses Br- to give the thiazolyl radical. The photodebromination reactivity order, 2-bromothiazole > 5-bromothiazole ≫ 4-bromothiazole, reflects the ground state C-Br bond strengths; this is supported by the mass spectra of the bromothiazoles.

Heterocycles published new progress about Electronic excitation. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Product Details of C3HBrClNS.

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

Velagapudi, Uday Kiran; Langelier, Marie-France; Delgado-Martin, Cristina; Diolaiti, Morgan E.; Bakker, Sietske; Ashworth, Alan; Patel, Bhargav A.; Shao, Xuwei; Pascal, John M.; Talele, Tanaji T. published the artcile< Design and Synthesis of Poly(ADP-ribose) Polymerase Inhibitors: Impact of Adenosine Pocket-Binding Motif Appendage to the 3-Oxo-2,3-dihydrobenzofuran-7-carboxamide on Potency and Selectivity>, Name: 4-(Thiazol-2-yl)benzaldehyde, the main research area is PARP inhibitor anticancer drug crystal structure adenosine breast cancer.

Poly(ADP-ribose) polymerase (PARP) inhibitors are a class of anticancer drugs that block the catalytic activity of PARP proteins. Optimization of our lead compound 1 ((Z)-2-benzylidene-3-oxo-2,3-dihydrobenzofuran-7-carboxamide; PARP-1 IC50 = 434 nM) led to a tetrazolyl analog (51, IC50 = 35 nM) with improved inhibition. Isosteric replacement of the tetrazole ring with a carboxyl group (60, IC50 = 68 nM) gave a promising new lead, which was subsequently optimized to obtain analogs with potent PARP-1 IC50 values (4-197 nM). PARP enzyme profiling revealed that the majority of compounds are selective toward PARP-2 with IC50 values comparable to clin. inhibitors. X-ray crystal structures of the key inhibitors bound to PARP-1 illustrated the mode of interaction with analog appendages extending toward the PARP-1 adenosine-binding pocket. Compound 81, an isoform-selective PARP-1/-2 (IC50 = 30 nM/2 nM) inhibitor, demonstrated selective cytotoxic effect toward breast cancer gene 1 (BRCA1)-deficient cells compared to isogenic BRCA1-proficient cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Name: 4-(Thiazol-2-yl)benzaldehyde.

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

Miyamoto, Hidetoshi; Sakumoto, Chihiro; Takekoshi, Eriko; Maeda, Yukiko; Hiramoto, Narumi; Itoh, Takahiro; Kato, Yoshiaki published the artcile< Effective Method To Remove Metal Elements from Pharmaceutical Intermediates with Polychelated Resin Scavenger>, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate, the main research area is metal palladium catalyst removal pharmaceutical resin.

A catalytic reaction is an important methodol. for the production of pharmaceuticals from the viewpoint of green and sustainable chem. Since elemental impurity levels should be controlled within acceptable limits in API, the development of removal of element is also important as well. The technol. for removal of elements was developed using cost-effective polychelated resin scavenger. The precious elements were removed efficiently by passing through the packed cartridge filled with appropriate scavenger. The feasibility of the scavenger was evaluated, and the application for actual manufacturing process is described. In contrast to another type of immobilized scavengers, polychelated resin scavenger provides an inexpensive method to scavenge several elements.

Organic Process Research & Development published new progress about Activated charcoal Role: NUU (Other Use, Unclassified), USES (Uses). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate.

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

Bold, Guido; Faessler, Alexander; Capraro, Hans-Georg; Cozens, Robert; Klimkait, Thomas; Lazdins, Janis; Mestan, Juergen; Poncioni, Bernard; Roesel, Johannes; Stover, David; Tintelnot-Blomley, Marina; Acemoglu, Figan; Beck, Werner; Boss, Eugen; Eschbach, Martin; Huerlimann, Thomas; Masso, Elvira; Roussel, Serge; Ucci-Stoll, Katharina; Wyss, Dominique; Lang, Marc published the artcile< New Aza-Dipeptide Analogs as Potent and Orally Absorbed HIV-1 Protease Inhibitors: Candidates for Clinical Development>, Formula: C10H7NOS, the main research area is human immunodeficiency virus protease inhibitor azapeptide; azadipeptide analog preparation HIV protease inhibitor; azapeptide analog preparation antiviral.

On the basis of previously described X-ray studies of an enzyme/aza-dipeptide complex, aza-dipeptide analogs, e.g. I (R1 = Ph, pyrid-2-yl, thiazol-2-yl, thiazol-5-yl, diethylamino, 2-methyl-2H-tetrazol-5-yl, 2-tert-butyl-2H-tetrazole-5-yl; R2, R3 = iso-Pr, sec-Bu, tert-Bu; R4 = MeO, EtO) carrying N-(bis-aryl-methyl) substituents on the (hydroxyethyl)hydrazine moiety have been designed and synthesized as HIV-1 protease inhibitors. By using either equally or orthogonally protected dipeptide isosteres, sym. and asym. acylated aza-dipeptides can be synthesized. This approach led to the discovery of very potent inhibitors with antiviral activities (ED50) in the subnanomolar range. Acylation of the (hydroxyethyl)hydrazine dipeptide isostere with N-(methoxycarbonyl)-L-tert-leucine increased the oral bioavailability significantly when compared to the corresponding L-valine or L-isoleucine derivatives The bis(L-tert-leucine) derivatives I (R1 = Ph (CGP 75355), pyrid-2-yl (CGP 73547), thiazol-2-yl (CGP 75136), 2-methyl-2H-tetrazol-5-yl (CGP 75176); R2 = R3 = tert-butyl; R4 = OMe) combine excellent antiviral activity with high blood concentration after oral administration. Furthermore, they show no cross-resistance with saquinavir-resistant strains and maintain activity against indinavir-resistant ones. Consequently they qualify for further profiling as potential clin. candidates.

Journal of Medicinal Chemistry published new progress about Antiviral agents. 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Formula: C10H7NOS.

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