Tag: M.W=150-200

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

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

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

Altintop, Mehlika Dilek; Akalin Ciftci, Gulsen; Temel, Halide Edip published the artcile< Synthesis and evaluation of new benzoxazole derivatives as potential antiglioma agents>, Quality Control of 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, Quality Control of 13451-78-0.

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>, Synthetic Route of 13451-78-0, 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, Synthetic Route 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>, Formula: C7H4FNOS, 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, Formula: C7H4FNOS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liu, Min; Zeng, Meng-Tian; Xu, Wan; Wu, Li; Dong, Zhi-Bing published the artcile< Selective synthesis of 2-aminobenzoxazoles and 2-mercaptobenzoxazoles by using o-aminophenols as starting material>, Product Details of C7H4FNOS, the main research area is aminobenzoxazole mercaptobenzoxazole preparation aminophenol dithiocarbamate TMTD.

2-Aminobenzoxazoles and 2-mercaptobenzoxazoles were selectively synthesized by treating o-aminophenols with dithiocarbamates and tetramethylthiuram disulfide (TMTD), resp. With the promotion of NaH/CuI, the reaction of o-aminophenols with dithiocarbamates gave 2-aminobenzoxazoles with good yield (70-92%) in one pot manner, and 2-mercaptobenzoxazoles were synthesized (yield: 55-80%) in the presence of K2CO3 by treating o-aminophenols with tetramethylthiuram disulfide (TMTD). The feature of this method includes good to excellent yield, easy performance and broad substrate scope, which makes the protocol practical and attractive in the preparation of some potential pharmaceutically active compounds

Tetrahedron Letters published new progress about Amino phenols Role: RCT (Reactant), RACT (Reactant or Reagent). 13451-78-0 belongs to class benzoxazole, and the molecular formula is C7H4FNOS, Product Details of C7H4FNOS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Lv, Zongchao; Wang, Huamin; Quan, Zhicong; Gao, Yuan; Lei, Aiwen published the artcile< Dioxygen-triggered oxidative cleavage of the C-S bond towards C-N bond formation>, HPLC of Formula: 13451-78-0, the main research area is heteroaryl thiol cyclic amine dioxygen oxidative bond cleavage; carbon nitrogen bond formation.

Research on the cleavage of C-C bonds has been well developed. By comparison with this, the activation of C-S bonds remains challenging. Herein, dioxygen-triggered oxidative cleavage of C-S bonds has been achieved, delivering a series of N-containing heterocyclic compounds that are frequently found in pesticides and pharmaceuticals. Addnl., the potential utility of this protocol was further demonstrated by a gram-scale experiment Mechanistically, dioxygen plays a key role in the cleavage of C-S bonds towards C-N bond formation.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (heteroaryl). 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

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>, Safety of 5-Fluorobenzo[d]oxazole-2-thiol, 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 Chemistrypublished 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, Safety of 5-Fluorobenzo[d]oxazole-2-thiol.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Murray, Christopher W.; Berdini, Valerio; Buck, Ildiko M.; Carr, Maria E.; Cleasby, Anne; Coyle, Joseph E.; Curry, Jayne E.; Day, James E. H.; Day, Phillip J.; Hearn, Keisha; Iqbal, Aman; Lee, Lydia Y. W.; Martins, Vanessa; Mortenson, Paul N.; Munck, Joanne M.; Page, Lee W.; Patel, Sahil; Roomans, Susan; Smith, Kirsten; Tamanini, Emiliano; Saxty, Gordon published the artcile< Fragment-Based Discovery of Potent and Selective DDR1/2 Inhibitors>, HPLC of Formula: 13451-78-0, the main research area is DDR inhibitor antitumor oral; back to front kinase design; discoidin domain receptor; fragment-based drug design.

The DDR1 and DDR2 receptor tyrosine kinases are activated by extracellular collagen and have been implicated in a number of human diseases including cancer. We performed a fragment-based screen against DDR1 and identified fragments that bound either at the hinge or in the back pocket associated with the DFG-out conformation of the kinase. Modeling based on crystal structures of potent kinase inhibitors facilitated the “”back-to-front”” design of potent DDR1/2 inhibitors that incorporated one of the DFG-out fragments. Further optimization led to low nanomolar, orally bioavailable inhibitors that were selective for DDR1 and DDR2. The inhibitors were shown to potently inhibit DDR2 activity in cells but in contrast to unselective inhibitors such as dasatinib, they did not inhibit proliferation of mutant DDR2 lung SCC cell lines.

ACS Medicinal Chemistry Letterspublished new progress about Conformation. 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