Day: October 12, 2022

Rattanangkool, Eakkaphon; Sukwattanasinitt, Mongkol; Wacharasindhu, Sumrit published the artcile< Organocatalytic Visible Light Enabled SNAr of Heterocyclic Thiols: A Metal-Free Approach to 2-Aminobenzoxazoles and 4-Aminoquinazolines>, Application of C7H4FNOS, the main research area is benzoxazolamine quinazolinamine photochem chemoselective preparation; photochem substitution benzoxazolethiol quinazolinethiol aliphatic amine Rose Bengal catalyst; aerobic photochem substitution benzoxazolethiol quinazolinethiol aliphatic amine; flow microreactor photochem substitution benzoxazolethiol quinazolinethiol aliphatic amine.

2-Benzoxazolethiols and 4-quinazolinethiol (generated from 4-quinazolinol with Lawesson’s reagent) underwent chemoselective photochem. nucleophilic substitution reactions with aliphatic amines in the presence of Rose Bengal under white LED irradiation to yield 2-aminobenzoxazoles and 4-aminoquinazolines in 65-87% yields. The substitution of 2-mercaptobenzothiazole with 1-butanamine was performed in a flow microreactor at 10-20 mM to give the corresponding amine in 33-100% conversion (depending on flow rate).

Journal of Organic Chemistry published new progress about Aliphatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Application of C7H4FNOS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Yang, Hongpeng; Chen, Lei; Zhang, Shouguo; Wang, Gang; Chen, Tingting; Xu, Jing; Peng, Tao; Wang, Lin; Hu, Liming published the artcile< Synthesis and Application of a Thiol Photolabile Protecting Group>, Related Products of 13451-78-0, the main research area is nitrophenylbutanyl hydroxymethyl carbamate preparation photolabile protecting group.

A photolabile protecting group (PLPG) for thiol that can be rapidly photolyzed by irradiation at 365 nm to release thiol groups within 100 s. was successfully designed and synthesized. The photolytic reaction has mild conditions and avoids acid cleavage, leading to good yields with no side reactions as validated by HPLC. The PLPG has good acid/alkali tolerance.

ChemistrySelect published new progress about Aromatic thiols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Related Products of 13451-78-0.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Sam, Joseph; Richmond, Charles W.; Valentine, J. L. published the artcile< 3-Aminoalkyl-2-benzoxazolinones>, Reference of 13451-78-0, the main research area is AMINO ALKYL BENZOXAZOLINONES; BENZOXAZOLINONES HALOGENATED; CENTRAL NERVOUS SYSTEM DEPRESSANTS; DEPRESSANTS CENTRAL NERVOUS SYSTEM.

The preparations of some halogenated 2-benzoxazolinones (I) are described. The reaction of 2-benzoxazolinones with aminoalkyl halides provided the corresponding 3-substituted 2-benzoxazolinones. Most of the compounds when tested in exptl. animals exhibited central nervous system depressant properties. 24 references.

Journal of Medicinal Chemistry published new progress about 13451-78-0. 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Reference of 13451-78-0.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cheng, Jie; Zhao, Wei; Yao, Hui; Shen, Yuemao; Zhang, Youming; Li, Yue-zhong; QI, Qingsheng; Wongprasert, Kanokpan; Tang, Ya-Jie published the artcile< Discovery of 4,6-O-Thenylidene-β-D-glucopyranoside-(2''-acetamido, 3''-acetyl-di-S-5-fluorobenzothizole/5-fluorobenzoxazole)-4'-demethylepipodophyllotoxin as Potential Less Toxic Antitumor Candidate Drugs by Reducing DNA Damage and Less Inhibition of PI3K>, Related Products of 13451-78-0, the main research area is teniposide derivative preparation structure cancer toxicity.

As an FDA-approved drug, teniposide, was utilized in cancer treatment but was accompanied by a strong side effect in long-term clin. trials. This work discovered potential candidate drugs with low toxicity by modifying the mol. structure of teniposide through a structure-guided drug design approach. The IC50 value of novel 4,6-O-thenylidene-β-D-glucopyranoside-(2”-acetamido, 3”-acetyl-di-S-5-fluorobenzothizole/5-fluorobenzoxazole)-4′-demethylepipodophyllotoxin (compounds 15 and 16) was 120.4-125.1μM, which was significantly improved by around 10 times more than teniposide (11.5-22.3μM) against healthy human cells (i.e., HL-7702, H8, MRC-5, and HMEC). In vivo studies demonstrated compounds 15 and 16 significantly suppressed the tumor growth in the HepG2 cell xenograft model without exhibiting obvious toxicity (LD50 values of 208.45 and 167.52 mg/kg), which was lower than that of teniposide (LD50 = 46.12 mg/kg). Compounds 15 and 16 caused mild γH2AX phosphorylation for low DNA toxicity and less inhibition of PI3K/Akt. Compounds 15 and 16 might be potential antitumor drugs with low toxicity.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Related Products of 13451-78-0.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Moure, Abraham L.; Narula, Gagandeep; Sorrentino, Flavia; Bojang, Adama; Tsui, Clement K. M.; Sao Emani, Carine; Porras-De Francisco, Esther; Diaz, Beatriz; Rebollo-Lopez, Maria Jose; Torres-Gomez, Pedro Alfonso; Lopez-Roman, Eva Maria; Camino, Isabel; Casado Castro, Patricia; Guijarro Lopez, Laura; Ortega, Fatima; Ballell, Lluis; Barros-Aguirre, David; Remuinan Blanco, Modesto; Av-Gay, Yossef published the artcile< MymA Bioactivated Thioalkylbenzoxazole Prodrug Family Active against Mycobacterium tuberculosis>, Name: 5-Fluorobenzo[d]oxazole-2-thiol, the main research area is Mycobacterium tuberculosis prodrug MymA intracellular bacteria solubility permeability stability.

Screening of a GSK-proprietary library against intracellular Mycobacterium tuberculosis identified 1, a thioalkylbenzoxazole hit. Biol. profiling and mutant anal. revealed that this compound is a prodrug that is bioactivated by the mycobacterial enzyme MymA. A hit-expansion program including design, synthesis, and profiling of a defined set of analogs with optimized drug-like properties led to the identification of an emerging lead compound, displaying potency against intracellular bacteria in the low micromolar range, high in vitro solubility and permeability, and excellent microsomal stability.

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Name: 5-Fluorobenzo[d]oxazole-2-thiol.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Zhu, Kai; Wang, Yi; Fang, Qi; Song, Zongqiang; Zhang, Fengzhi published the artcile< Enantioselective Synthesis of Axially Chiral Biaryls via Copper-Catalyzed Thiolation of Cyclic Diaryliodonium Salts>, Recommanded Product: 5-Fluorobenzo[d]oxazole-2-thiol, the main research area is iodo alkyl biphenyl thio benzoxazole preparation enantioselective; cyclic diaryliodonium salt mercaptobenzoxazole thiolation chiral copper catalyst; benzothiazole thio iodo alkyl biphenyl preparation enantioselective; mercaptobenzothiazole cyclic diaryliodonium salt thiolation chiral copper catalyst.

A chiral copper(II)-bisoxazoline-catalyzed enantioselective ring opening of cyclic diaryliodonium salts with heteroaryl thiols to give 2-((2′-iodo-6,6′-alkyl-[1,1′-biphenyl]-2-yl)thio)-5-benzo[d]oxazoles and 2-((2′-iodo-6,6′-alkyl-[1,1′-biphenyl]-2-yl)thio)-5-benzo[d]thiazoles I [R1 = 6-Me, 6-Cl, 6-OH, etc.; R2 = 6-Me, 6-Cl, 4.6-Me2, etc.; R3 = 2-pyridyl, 2-mercaptobenzoxazolyl, 5-Cl-mercaptobenzoxazol-2-yl, etc.] in excellent yields and enantioselectivities was reported. The products were further transformed into diverse enantiopure alkyl biaryl sulfides I [R1 = 6-Me; R2 = 6-Me; R3 = Me, i-Pr, Bn, etc.] which could be employed as chiral ligands.

Organic Letters published new progress about Benzothiazoles Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Recommanded Product: 5-Fluorobenzo[d]oxazole-2-thiol.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Altintop, Mehlika Dilek; Akalin Ciftci, Gulsen; Temel, Halide Edip published the artcile< Synthesis and evaluation of new benzoxazole derivatives as potential antiglioma agents>, HPLC of Formula: 13451-78-0, the main research area is benzoxazole based hydrazone preparation human apoptosis pharmacokinetics antiglioma.

New benzoxazole-based hydrazone derivatives I [R = H, F, Ph, etc.] were designed, synthesized and investigated against cytotoxic effects on C6 rat glioma and NIH/3T3 mouse embryonic fibroblast cell lines using MTT assay. The apoptotic effects of the most selective anticancer agent were analyzed based on Annexin V-PI binding capacities in flow cytometry. The compounds I were also investigated for their acetylcholinesterase (AChE) inhibitory effects using a modification of Ellman’s spectrophotometric method. In order to evaluate the compliance of the compounds to Lipinski’s rule of five, their physicochem. parameters were determined using Molinspiration software. Compound I [R = Ph] was found to be more effective on C6 cell line (IC50 = 4.30 ± 0.28 μg/mL) than mitoxantrone (IC50 = 4.56 ± 1.24 μg/mL). The high SI value of compound I [R = Ph] indicated that its antiglioma activity was selective. This compound caused late apoptosis in a dose dependent manner. Compound I [R = Ph] was also found to be the most effective AChE inhibitor in this series. According to in silico studies, compound I [R = Ph] only violated one parameter of Lipinski’s rule of five. On the basis of Lipinski’s rule, the compound was expected to have reasonable oral bioavailability.

Marmara Pharmaceutical Journal published new progress about Antitumor agents. 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, HPLC of Formula: 13451-78-0.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liu, Xing; Zhang, Shi-Bo; Dong, Zhi-Bing published the artcile< AlCl3-Promoted Synthesis of 2-Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate>, COA of Formula: C7H4FNOS, the main research area is arylamine dimethyldithiocarbamate cyclization aluminum; mercaptobenzothiazole preparation; mercaptobenzoxazole preparation; mercaptobenzimidazole preparation; aluminum cyclization catalyst.

A simple, expeditious and high-efficiency synthetic method for the AlCl3-mediated one-pot preparation of 2-mercaptobenzoheterocycles (2-mercaptobenzothiazoles, -benzoxazoles and -benzimidazoles) is described. By the treatment of a series of S, O and N heteroatoms containing bifunctional mols. with sodium dimethyldithiocarbamate in AlCl3, the desired benzoheterocycles are obtained smoothly. The protocol can also be applied on the synthesis of a series of thiazolidine-2-thiones, imidazolidine-2-thiones. This synthetic approach has advantages such as ligand-free, high efficiency, short reaction time, readily available starting materials and simple exptl. procedures.

European Journal of Organic Chemistry published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, COA of Formula: C7H4FNOS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem