Month: October 2022

Gao, Chao; Li, Jian; Yin, Sheng; Sun, Junliang; Wang, Cheng published the artcile< Twist Building Blocks from Planar to Tetrahedral for the Synthesis of Covalent Organic Frameworks>, Synthetic Route of 576-83-0, the main research area is twist building planar tetrahedral covalent organic framework.

Rational construction of covalent organic frameworks (COFs) with novel structures still remains a challenge. Herein, we report the designed synthesis of two COFs, 2D-BPTA-COF and 3D-BMTA-COF, starting from biphenyl-based precursors but with different groups at the ortho positions. Both COFs exhibited high crystallinity and large surface area, and interestingly, 2D-BPTA-COF crystallizes into 2D sheets with AB stacking mode while 3D-BMTA-COF adopts a 7-fold interpenetrated structure with pts topol. This structural difference could be ascribed to the introduction of Me groups in the building blocks, as the dihedral angle of biphenyl rings in 2D-BPTA-COF is ∼0° while in 3D-BMTA-COF it is ∼60°. Therefore, it is possible to synthesize COFs with different structures by twisting building blocks from planar to tetrahedral with steric hindrance. We believe this result represents a general and straightforward way to expand the diversity of tetrahedral nodes for constructing 3D COFs in the future, and moreover, a new tetrahedral node for constructing 3D COFs is now available.

Journal of the American Chemical Society published new progress about Aminoplasts, polyazomethine- Role: PRP (Properties), SPN (Synthetic Preparation), TEM (Technical or Engineered Material Use), PREP (Preparation), USES (Uses). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Brzeskiewicz, Jakub; Stanska, Barbara; Dabrowski, Piotr; Loska, Rafal published the artcile< C-H Activation and Cross-Coupling of Acyclic Aldonitrone>, Category: bromides-buliding-blocks, the main research area is ketonitrone preparation coupling acyclic aldonitrone heteroaryl bromide.

Palladium-catalyzed activation of C(sp2)-H bond in a readily E,Z-isomerizable aldonitrone, bearing an ester group at the C terminus, enabled its cross-coupling with a variety of aryl and heteroaryl bromides to give ketonitrones, including products with functional groups not compatible with the classical nitrone synthesis via condensation with hydroxylamines. The reactions proceeded with very high (usually complete) E selectivity. The key to obtaining good yields of the cross-coupling products was the use of sterically hindered carboxylic acid as additive and non-polar solvent (toluene), in which the starting nitrone exists mainly as E isomer. Further use of the obtained ketonitrones in dipolar cycloaddition or nucleophilic addition has also been demonstrated.

European Journal of Organic Chemistry published new progress about Alkoxycarbonyl groups. 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nozawa-Kumada, Kanako; Ono, Kanako; Kurosu, Satoshi; Shigeno, Masanori; Kondo, Yoshinori published the artcile< Copper-catalyzed aerobic benzylic C(sp3)-H lactonization of 2-alkylbenzamides via N-centered radicals>, Application of C9H9BrO3, the main research area is methyl benzanilide oxygen copper catalyst lactonization reaction; isobenzofuranone preparation.

Copper-catalyzed aerobic C(sp3)-H functionalization of 2-alkylbenzamides for the synthesis of benzolactones were reported. This reaction proceeded via 1,5-hydrogen atom transfer of N-centered radicals directly generated by N-H bond cleavage and did not require the synthesis of pre-functionalized N-centered radical precursors or the use of strong stoichiometric oxidants.

Organic & Biomolecular Chemistry published new progress about Anilides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Qiu, Han-Yue; Fu, Jiang-Yan; Yang, Min-Kai; Han, Hong-Wei; Wang, Peng-Fei; Zhang, Ya-Han; Lin, Hong-Yan; Tang, Cheng-Yi; Qi, Jin-Liang; Yang, Rong-Wu; Wang, Xiao-Ming; Zhu, Hai-Liang; Yang, Yong-Hua published the artcile< Identification of new shikonin derivatives as STAT3 inhibitors>, Related Products of 14062-30-7, the main research area is shikonin derivative PMMB187 preparation antitumor breast STAT3 inhibitor; Anti-neoplastic; Breast cancer; Napabucasin (PubChem CID: 10331844); Plumbagin (PubChem CID: 10205); STA-21 (PubChem CID: 363709); STAT3 inhibitors; Shikonin; Shikonin (PubChem CID: 479503); Structural modifications.

The signal transducer and activator of transcription 3 is a constitutively activated oncogenic protein in various human tumors and represents a valid target for anticancer drug design. In this study, the authors have achieved a new type of STAT3 inhibitors based on structural modifications on shikonin scaffold, guided by computational modeling. By tests, PMMB-187 exhibited a more outstanding profile than shikonin on a small panel of human breast cancer cells, especially for the MDA-MB-231 cells. For the cellular mechanisms research, PMMB-187 was found to induce cell apoptosis in MDA-MB-231 cells, associated with the reduction of mitochondrial membrane potential, production of ROS and alteration of the levels of apoptosis-related proteins. Furthermore, PMMB-187 inhibited constitutive/inducible STAT3 activation, transcriptional activity, nuclear translocation and downstream target genes expression in STAT3-dependent breast cancer cells MDA-MB-231. Besides, no obvious inhibitory effect on activation of STAT1 and STAT5 was observed with PMMB-187 treatment. Most notably, the in vivo studies further revealed that PMMB-187 could dramatically suppress the MDA-MB-231 cells xenografted tumor growth. The in vitro and in vivo results collectively suggest that PMMB-187 may serve as a promising lead compound for the further development of potential therapeutic anti-neoplastic agents.

Biochemical Pharmacology (Amsterdam, Netherlands) published new progress about Antiproliferative agents. 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Related Products of 14062-30-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sindelar, Karel; Jilek, Jiri O.; Pomykacek, Josef; Sedivy, Zdenek; Protiva, Miroslav published the artcile< Neurotropic and psychotropic agents. Part CXVIII. Synthesis of 2-acetyl and 3-acetyl derivatives of 8-chloro-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin; 2-acyl-7-substituted thioxanthenes>, COA of Formula: C7H4BrNO4, the main research area is dibenzothiepin methylpiperazino; neurotropic methylpiperazinodibenzothiepin; psychotropic methylpiperazinodibenzothiepin; bactericide methylpiperazinodibenzothiepin; thioxanthene acyl; phenylthiophenylacetic acid cyclization; piperazinodibenzothiepin.

Reaction of 2-chlorodibenzo[b,f]thiepin with AcCl and AlCl3 proceeded under simultaneous acetylation of the nucleus and HCl addition with contraction of the central ring to give the thioxanthene I (R = Cl). Substitution reaction of I (R = Cl) with 1-methylpiperazine gave I (R = 4-methylpiperazino) and the elimination product II (X = CH2) was oxidized by air to II (X = O), also obtained by cyclization of 2-(4-acetylphenylthio)-5-chlorobenzoic acid. Total synthesis of the dibenzothiepins III (R1 = 2-, 3-MeCO; R2 = 4-methylpiperazino) were carried out. They started from the isomeric 2-(4-chlorophenylthio)-5(or4)-nitrobenzoic acids, the first of which was transformed in 6 steps to 5-amino-2-(4-chlorophenylthio)phenylacetic acid, which was cyclized to 2-amino-8-chlorodibenzo[b,f]thiepin-10(11H)-one. The 4-nitro acid, produced in 3 steps the homologous nitro acid, cyclized to 8-chloro-3-nitrodibenzo[b,f]thiepin-10(11H)-one. The Ac groups was introduced in III (R1 = 2-, 3-NH2; R2 = HO) by reaction of the diazonium salts with AcH semicarbazone followed by hydrolysis. The 2-acetyl- and 3-acetyl-8-chloro-10,11-dihydrodibenzo[b,f]thiepin-10-ol yielded by treatment with HCl 2-acetyl- and 3-acetyl-8,10-dichloro-10,11-dihydrodibenzo[b,f]thiepin, isomeric with I (R = Cl). Substitution reactions with 1-methylpiperazine gave III (R1 = 2-, 3-MeCO, R2 = 4-methylpiperazino) together with products of elimination, i.e. 2-acetyl- and 3-acetyl-8-chlorodibenzo[b,f]thiepin I (R = 4-methylpiperazino) when administered i.v. to mice, had a high central depressant activity, III (R1 = 2-MeCO, R2 = 4-methylpiperazino) had only mild activity; both substances in the test on rats were practically devoid of cataleptic activity (LD50 and ED50 given).

Collection of Czechoslovak Chemical Communications published new progress about Cyclocondensation reaction, intramolecular. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, COA of Formula: C7H4BrNO4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cao, Dawei; Yan, Chaoxian; Zhou, Panpan; Zeng, Huiying; Li, Chao-Jun published the artcile< Hydrogen bonding promoted simple and clean photo-induced reduction of C-X bond with isopropanol>, Recommanded Product: 2,4,6-Trimethylbromobenzene, the main research area is hydrogen bonding photoinduced reductive dehalogenation isopropanol.

We herein report a simple and clean photo-induced metal-free reduction of C-X bond under an atm. of air at room temperature Isopropanol is used as both the reducing reagent and solvent [e.g., Me 4-iodobenzoate → Me benzoate (96%) under UV irradiation in isopropanol]. Various functional groups (acids, esters, alcs., anilines, phenols, indoles, pyridines, cyano and trifluoromethyl groups) and other heterocyclic compounds are tolerated. Different organic halides (including C-I, C-Br and C-Cl bonds) can be dehalogenated with moderate to excellent yields. Polyhalides are also reduced chemoselectively and efficiently. DFT calculation suggests a six-membered ring transition state via C-X···H-O hydrogen bonding to decrease the activation energy.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aryl halides Role: POL (Pollutant), RCT (Reactant), OCCU (Occurrence), RACT (Reactant or Reagent) (and heteroaryl halides and polyhalides). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Recommanded Product: 2,4,6-Trimethylbromobenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lu, Cong; Jing, Dong; Shen, Yanling; Luo, Jiajing; Zheng, Ke published the artcile< Redox-neutral access to 3,3'-disubstituted oxindoles via radical coupling reactions>, Recommanded Product: 3-Bromobenzotrifluoride, the main research area is arylpropanyl indolinone preparation; disubstituted oxindole redox active ester radical coupling.

In this paper, the results of using EDA complexes of in situ formed enolates with redox-active esters for radical-coupling reactions under mild conditions (metal-, photocatalyst-, and base-free) to afford (arylpropan-2-yl)indolin-2-ones I [R1 = H, Me, Boc; R2 = Me, Ph, 4-FC6H4, etc.; R3 = R4 = H, Me; R5 = Ph, 4-MeC6H4, 2-naphthyl, etc.] was reported. The leaving group from the substrate in these experiments was reused as a base in the reaction. This strategy could successfully be applied to a wide variety of primary, secondary, and tertiary alkyl radical precursors and oxindoles in radical-coupling reactions. The success of sunlight-driven transformation and gram-level synthesis via flow chem. delivered promising results for further application in industrial settings. Mechanistic investigation, including control experiments, and UV-vis spectroscopy provided insight into the mechanism.

Organic Chemistry Frontiers published new progress about Coupling reaction, homolytic. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Recommanded Product: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Lingyun; Zhang, Jian; Si, Lianghui; Han, Li; Zhang, Bo; Ma, Hui; Xing, Junhao; Zhao, Leilei; Zhou, Jinpei; Zhang, Huibin published the artcile< Synthesis and biological evaluation of GPR40/FFAR1 agonists containing 3,5-dimethylisoxazole>, Reference of 188813-04-9, the main research area is dimethylisoxazolyl benzyloxy fluorophenylpropanoic acid preparation antidiabetic activity SAR; 3,5-Dimethylisoxazole; Diabetes; GPR40 agonist; Oral glucose tolerance test.

GPR40 is an attractive target due to its glucose-stimulated insulin secretion effect with low risk of causing hypoglycemia, which also can be seen from the clin. studies using TAK-875 (fasiglifam). 3,5-Dimethylisoxazolyl-substituted arylmethoxy fluorobenzenepropanoic acids such as I (R = Me, Et, n-Pr, i-Pr, Bu, i-Bu, cyclopropylmethyl, cyclopentyl; R1 = H, Me, F, Cl, CF3, RO; R2 = F, Cl, MeO; R3 = F, R4 = F, Cl, MeO) were prepared as GPR40 agonists; I (R1 = R2 = R3 = H; R4 = Cl) (II) was a GPR40 agonist with an EC50 value of 15.9 nM. Moreover, II reduced glucose excursion to 23.1% in ICR mice and 29.5% in type 2 diabetic C57BL/6 mice at 30 mg/kg and exhibited satisfactory pharmacokinetics profile. Mol. docking studies of I (R1 = R2 = R3 = R4 = H) with GPR40 were conducted to explain the interaction mode of this series. II with robust efficacy in vitro and in vivo constitutes a promising antidiabetic drug candidate.

European Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Reference of 188813-04-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sheng, Wenlong; Shi, Ji-Long; Hao, Huimin; Li, Xia; Lang, Xianjun published the artcile< Polyimide-TiO2 hybrid photocatalysis: Visible light-promoted selective aerobic oxidation of amines>, Computed Properties of 3959-07-7, the main research area is visible light promoted selective aerobic oxidation amine; Polyimide titania hybrid photocatalysis.

Polyimides are a class of high-performance polymers with good thermal and chem. stability. One specific polyimide can be formed via thermal polymerization of melamine (MA) and pyromellitic dianhydride (PMDA) precursors. Herein, polyimide-TiO2 hybrids were straightforwardly synthesized with a mixture of MA, PMDA and TiO2 by annealing at 325 °C. The crystal phase of anatase TiO2 can be preserved and polyimide can be formed on the surface of TiO2 to enable visible light absorption and high sp. surface areas for the polyimide-TiO2 hybrid. Next, this polyimide-TiO2 hybrid as a photocatalyst were successfully applied for visible light-promoted selective aerobic oxidation of amines into imines under irradiation of 460 nm blue light-emitting diodes (LEDs). With 4 mol% of (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) as the co-catalyst, polyimide-TiO2 hybrid photocatalyst reached 8 times of that of pristine TiO2 for the selective aerobic oxidation of benzylamine. Overall, the cooperative photocatalysis of polyimide-TiO2 hybrid and TEMPO was demonstrably efficient for visible light-promoted selective oxidation of amines with aerial O2 as the oxidant. Moreover, by means of reactive oxygen species (ROS) quenching experiments and in-situ ESR spectroscopy, superoxide anion radical (O·-2) was certified as the crucial ROS in coupling polyimide-TiO2 hybrid photocatalysis and TEMPO catalysis. This work suggests that hybridization of metal oxide semiconductor with polymer like polyimides is viable to forge visible light photocatalysts.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Computed Properties of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gupta, Priyanka; Siewert, Jan-Erik; Wellnitz, Tim; Fischer, Malte; Baumann, Wolgang; Beweries, Torsten; Hering-Junghans, Christian published the artcile< Reactivity of phospha-Wittig reagents towards NHCs and NHOs>, Synthetic Route of 576-83-0, the main research area is phosphaWittig reagent reaction heterocyclic carbene olefin; crystal structure carbene phosphinidene phosphinoimidazolylidene adduct; mol structure carbene phosphinidene phosphinoimidazolylidene adduct; optimized geometry carbene phosphinidene phosphinoimidazolylidene adduct DFT.

Phospha-Wittig reagents, RPPMe3 (R = Mes* 2,4,6-tBu3-C6H2; MesTer 2,6-(2,4,6-Me3C6H2)-C6H3; DipTer 2,6-(2,6-iPr2C6H3)-C6H3), can be considered as phosphine-stabilized phosphinidenes. PMe3 can be displaced by NHCs or NHOs. Phosphinidene-like reactivity results in a subsequent C(sp2)-H activation of the exocyclic CH2 group in NHOs. This concept was further extended to allyl-appended NHOs, which resulted in phosphine-substituted allyl species.

Dalton Transactions published new progress about Crystal structure. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary