Day: October 20, 2022

Medina, Jose M.; Kang, Taeho; Erbay, Tugce G.; Shao, Huiling; Gallego, Gary M.; Yang, Shouliang; Tran-Dube, Michelle; Richardson, Paul F.; Derosa, Joseph; Helsel, Ryan T.; Patman, Ryan L.; Wang, Fen; Ashcroft, Christopher P.; Braganza, John F.; McAlpine, Indrawan; Liu, Peng; Engle, Keary M. published the artcile< Cu-Catalyzed Hydroboration of Benzylidenecyclopropanes: Reaction Optimization, (Hetero)Aryl Scope, and Origins of Pathway Selectivity>, Application of C4H3NOS, the main research area is benzylidenecyclopropane preparation copper catalyzed hydroboration diborane; cyclopropylboronic ester preparation reactivity; potential energy surface copper catalyzed hydroboration benzylidenecyclopropane; Copper catalysis; benzylidenecyclopropanes; cyclopropylboronic esters; heterocycles; hydroborations; β-carbon elimination.

The Cu-catalyzed hydroboration of benzylidenecyclopropanes, conveniently accessed in one step from readily available benzaldehydes, is reported. Under otherwise identical reaction conditions, two distinct phosphine ligands grant access to different products by either suppressing or promoting the cyclopropane opening via β-C elimination. Computational studies provide insight into how the rigidity and steric environment of these different bis-phosphine ligands influence the relative activation energies of β-C elimination vs. protodecupration from the key benzylcopper intermediate. The method tolerates a wide variety of heterocycles prevalent in clin. and preclin. drug development, giving access to valuable synthetic intermediates. The versatility of the tertiary cyclopropylboronic ester products is demonstrated through several derivatization reactions.

ACS Catalysis published new progress about Alkenes Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (benzylidenecyclopropanes). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application of C4H3NOS.

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

Shin, Chung-gi; Okumura, Kazuo; Ito, Akio; Nakamura, Yutaka published the artcile< Synthesis of a common main skeleton of thiostrepton peptide antibiotics, A 10255G and J>, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate, the main research area is thiostrepton peptide antibiotic A 10255G; peptide thiostrepton antibiotic A 10255J.

The synthesis of protected, common main skeleton I (boc = Me3CO2C) of thiostrepton peptides, A10255G and J, containing a few kinds of unusual amino acids is described.

Chemistry Letters published new progress about 96929-05-4. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Safety of Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate.

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

Yin, Zhiping; Zhang, Zhuan; Soule, Jean-Francois; Dixneuf, Pierre H.; Wu, Xiao-Feng published the artcile< Iron-catalyzed carbonylative alkyl-acylation of heteroarenes>, Quality Control of 1003-32-3, the main research area is alkyl heteroaryl ketone preparation chemoselective; heteroarene carbon monoxide carbonylative alkyl acylation iron triflate.

Herein, an efficient carbonylative protocol for the introduction of an alkyl-acyl group into heteroarenes from cyclobutanone oximes is presented. In the presence of Fe(OTf)2 catalyst, proceeds via intermol. alkyl-acylation of different heteroarenes. A broad range of alkyl heteroaryl ketones are synthesized with excellent functional group tolerance with good chemoselectivity.

Journal of Catalysis published new progress about Acylation (alkyl-). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

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

Zhou, Yibo; Yin, Keyi; Dong, Hao; Yang, Sheng; Li, JunBin; Luo, Jinqiu; Li, Yi; Yang, Ronghua published the artcile< Long-Lasting Bioluminescence Imaging of the Fibroblast Activation Protein by an Amphiphilic Block Copolymer-Based Probe>, Electric Literature of 2591-17-5, the main research area is bioluminescence imaging fibroblast activation protein amphiphilic block copolymer probe.

Long-term specific tracing of the fibroblast activation protein (FAP) has been of great importance because it is heavily expressed by stromal fibroblasts of multiple diseases, and several disorders associated with FAP are chronical. Bioluminescence (BL) imaging has its advantages to detect FAP in vivo since no external excitation is required, but the current FAP-responsive BL probe was constructed by covalently masking the firefly luciferase substrate and easily secreted out from the animal, resulting in transient BL imaging of FAP. To circumvent this problem, a peptide-linked amphiphilic block copolymer-based probe (PABC) was developed and applied to the long-lasting BL image of FAP in vivo. For this purpose, an amphiphilic block copolymer containing an FAP-responsive peptide was fabricated to self-assemble into micelles, which act as a depot to load amounts of D-luciferin for constructing the BL probe. Upon reaction with FAP, the micelle would be destroyed to release the internal D-luciferin for BL emission by a luciferase-catalyzed reaction. By virtue of the high loading capability of micelles, the FAP was determined from 0.5 to 10 ng/mL with a detection limit of 0.105 ng/mL, and the high sensitivity makes the PABC capable of distinguishing cancer cells from normal ones. Importantly, compared with free D-luciferin, PABC can be used to persistently image the FAP in living cells and in vivo. This characteristic of long-lasting specific tracing of the FAP makes us envision that this BL probe could be used for screening of FAP inhibitors and diagnosing various FAP-related diseases in future.

Analytical Chemistry (Washington, DC, United States) published new progress about Amphiphiles. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, Electric Literature of 2591-17-5.

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

Tao, Zhi-Fu; Wang, Le; Stewart, Kent D.; Chen, Zehan; Gu, Wendy; Bui, Mai-Ha; Merta, Philip; Zhang, Haiying; Kovar, Peter; Johnson, Eric; Park, Chang; Judge, Russell; Rosenberg, Saul; Sowin, Thomas; Lin, Nan-Horng published the artcile< Structure-based design, synthesis, and biological evaluation of potent and selective macrocyclic checkpoint kinase 1 inhibitors>, COA of Formula: C4H3NOS, the main research area is macrocyclic diarylurea preparation checkpoint kinase inhibitor.

Based on the crystallog. anal. of a urea-checkpoint kinase 1 (Chk1) complex and mol. modeling, a class of macrocyclic Chk1 inhibitors were designed and their biol. activities were evaluated. An efficient synthetic methodol. for macrocyclic ureas was developed with Grubbs metathesis macrocyclization as the key step. The structure-activity relationship studies demonstrated that the macrocyclization retains full Chk1 inhibition activity and that the 4-position of the Ph ring can tolerate a wide variety of substituents. These Chk1 inhibitors exhibited excellent selectivity over a panel of more than 70 kinases. Some compounds, e.g., I, were identified as ideal Chk1 inhibitors, which showed little or no single-agent activity but significantly potentiate the cytotoxicities of the DNA-damaging antitumor agents doxorubicin and camptothecin. These Chk1 inhibitors abrogate the doxorubicin-induced G2 and camptothecin-induced S checkpoint arrests, confirming that their potent biol. activities are mechanism-based through Chk1 inhibition.

Journal of Medicinal Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

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

da Silva, Monize M.; Ribeiro, Gabriel H.; de Camargo, Mariana S.; Ferreira, Antonio G.; Ribeiro, Leandro; Barbosa, Marilia I. F.; Deflon, Victor M.; Castelli, Silvia; Desideri, Alessandro; Correa, Rodrigo S.; Ribeiro, Arthur B.; Nicolella, Heloiza D.; Ozelin, Saulo D.; Tavares, Denise C.; Batista, Alzir A. published the artcile< Ruthenium(II) Diphosphine Complexes with Mercapto Ligands That Inhibit Topoisomerase IB and Suppress Tumor Growth In Vivo>, HPLC of Formula: 96-53-7, the main research area is melanoma antitumor lung breast cancer hTopIB docking ruthenium complexes.

Ruthenium(II) complexes (Ru1-Ru5), with the general formula [Ru(N-S)(dppe)2]PF6, bearing two 1,2-bis(diphenylphosphino)ethane (dppe) ligands and a series of mercapto ligands (N-S), have been developed. The combination of these ligands in the complexes endowed hydrophobic species with high cytotoxic activity against five cancer cell lines. For the A549 (lung) and MDA-MB-231 (breast) cancer cell lines, the IC50 values of the complexes were 288- to 14-fold lower when compared to cisplatin. Furthermore, the complexes were selective for the A549 and MDA-MB-231 cancer cell lines compared to the MRC-5 nontumor cell line. The multitarget character of the complexes was investigated by using calf thymus DNA (CT DNA), human serum albumin, and human topoisomerase IB (hTopIB). The complexes potently inhibited hTopIB. In particular, complex [Ru(dmp)(dppe)2]PF6 (Ru3) (I), bearing the 4,6-diamino-2-mercaptopyrimidine (dmp) ligand, effectively inhibited hTopIB by acting on both the cleavage and religation steps of the catalytic cycle of this enzyme. Mol. docking showed that the Ru1-Ru5 complexes have binding affinity by active sites on the hTopI and hTopI-DNA, mainly via π-alkyl and alkyl hydrophobic interactions, as well as through hydrogen bonds. Complex Ru3 displayed significant antitumor activity against murine melanoma in mouse xenograph models, but this complex did not damage DNA, as revealed by Ames and micronucleus tests.

Inorganic Chemistry published new progress about Antitumor agents. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, HPLC of Formula: 96-53-7.

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

Lakhan, Ram; Singh, Om Prakash published the artcile< Local Anesthetics. Part III. Local anesthetic activity and synthesis of 2-(N-substituted or N,N-disubstituted aminoacetamido)-4-aryl thiazoles>, Reference of 57493-24-0, the main research area is anesthetic aminoacetamidoaryl thiazole.

Some new 2-(aminoacetamido)-4-phenylthiazoles [I; R’ = H or Et, R2 = H or alkyl, R1R2 = -(CH2)-5, X = NO2 or MeO, n = 1 or 2] were synthesized. Their hydrochlorides were screened for local anesthetic activity in the frog sciatic plexus preparation and this activity was compared with that of procaine hydrochloride. The 2-(N-substituted aminoacetamido)-4-m-nitrophenylthiazole hydrochlorides were the most potent, being almost twice as potent as procaine HCl in terms of the onset of anesthesia.

Agricultural and Biological Chemistry published new progress about Local anesthetics. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Reference of 57493-24-0.

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>, SDS of cas: 1003-32-3, 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 Communications published new progress about Aldehydes 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

Sinenko, V. O.; Slivchuk, S. R.; Bal’on, Ya. G.; Brovarets, V. S. published the artcile< Synthesis of 2,5-di(hydroxyalkyl)-1,3-thiazoles>, Category: thiazole, the main research area is aldehyde reduction reaction; thiazole dialkyl dihydroxy preparation.

A general approach towards synthesis of 2,5-hydroxyalkyl-substituted 1,3-thiazole derivatives I (R = H, CH3, C6H5; R1 = H, CH3, C6H5) has been proposed. The method includes lithiation of 1,3-thiazole ring followed by the reaction of formed thiazole lithium derivatives with electrophiles.

Russian Journal of General Chemistry published new progress about Aldehydes 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, Category: thiazole.

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

Sarkar, Sudeep; Wojciechowska, Natalia; Rajkiewicz, Adam A.; Kalek, Marcin published the artcile< Synthesis of Aryl Sulfides by Metal-Free Arylation of Thiols with Diaryliodonium Salts under Basic Conditions>, Electric Literature of 96-53-7, the main research area is aryl sulfide preparation DFT; thiol diaryliodonium salt arylation.

Metal-free arylation of thiols RSH (R = n-Bu, Bn, 2,3-dihydro-1,3-benzothiazol-2-yl, etc.) with diaryliodonium salts (Ar)2I+TfO-(Ar = 2,4,6-trimethylphenyl, 2-fluorophenyl, 4-nitrophenyl, etc.) have been developed. The application of a strong organic base enables the C-S bond formation under mild and exptl. simple conditions. The method allows for the synthesis of aryl sulfides R1SAr containing a broad range of aryl groups from an array of thiols, including aryl, heteroaryl, and alkyl ones. The mechanism of the reaction was studied by DFT calculations, demonstrating that it proceeds via the inner sphere pathway involving formation of an Ar2I(SR) intermediate, followed by reductive elimination.

European Journal of Organic Chemistry published new progress about Arylation. 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