Month: April 2022

Name: 8-Bromooctanoic acid. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Na2 Eosin Y Catalyzed Alkylation of Enol Acetates by Radical Decarboxylation of N-Hydroxyphthalimide Esters. Author is Nie, Yu; Wang, Zechao; Feng, Zengqiang; Dong, Bingbing; Bai, Yuyang; Leng, Yuting; Wu, Junliang.

A novel, efficient and transition-metal-free alkylation of enol acetates by radical decarboxylation of N-hydroxyphthalimide esters to synthesize α-alkylated ketones in existence of Na2-eosin Y at room temperature has been developed. This methodol. features operational simplicity, mild reaction conditions, widely functional group tolerance, affording a diverse array of α-alkylated ketones in moderate to good yields.

《Na2 Eosin Y Catalyzed Alkylation of Enol Acetates by Radical Decarboxylation of N-Hydroxyphthalimide Esters》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(8-Bromooctanoic acid)Name: 8-Bromooctanoic acid.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Name: 8-Bromooctanoic acid. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Interaction of Carboxyalkylated Cellulose Nanocrystals and Antibiotics.

Although antibiotics are beneficial for treating infections, their release into the environment has raised global concerns. In this work, the interactions of cellulose nanocrystal (CNC) derivatives with sulfamethoxazole (SMX), ciprofloxacin (CIP), and doxycycline (DOX) antibiotics were studied fundamentally. CNC was carboxyalkylated to bear different carbon chain lengths but similar neg. charges on its surface. The highest level of adsorption of DOX on the carboxypantadecanated CNC (i.e., carboxyalkylated CNC with more carbon spacer, PCNC) occurred at pH 6.0, which was due to the electrostatic and π interactions along with hydrogen bonding. The contact angle and quartz crystal microbalance (QCM) adsorption analyses revealed a faster interaction and adsorption of DOX than other antibiotics on PCNC. The results also depicted the diffusion of DOX into the porous structure of CNC derivatives, especially that of PCNC. Also, a more compact adsorbed layer of DOX was formed on PCNC than on other CNC derivatives Carboxyalkylation was observed to slightly reduce the surface area of CNC, while the antibiotic adsorption drastically increased the surface area of CNC due to their adsorption on the surface. XPS anal. revealed that carboxyalkylation significantly enhanced the C-C/C-H bond, while antibiotic adsorption on PCNC enhanced C-N/C-O and C-C/C-H bonds in antibiotic-loaded CNC samples. Overall, carboxyalkylated CNC was observed to have an outstanding affinity for capturing antibiotics, especially DOX, which could pave the way for the use of CNC in such applications that surface/antibiotic interactions were essential.

《Interaction of Carboxyalkylated Cellulose Nanocrystals and Antibiotics》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(8-Bromooctanoic acid)Name: 8-Bromooctanoic acid.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate( cas:286014-53-7 ) is researched.Electric Literature of C21H25BF4N2.Alcalde, Ermitas; Dinares, Immaculada; Ibanez, Anna; Mesquida, Neus published the article 《A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids》 about this compound( cas:286014-53-7 ) in Molecules. Keywords: halide anion exchange heteroaromatic salt ionic liquid. Let’s learn more about this compound (cas:286014-53-7).

A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs and the anion exchange proceeded in excellent to quant. yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counter anion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions. The synthesis of the target compounds was achieved in good yield and title compound and title compounds thus formed included an ibuprofen derivative (I), a choline derivative 2-hydroxy-N,N,N-trimethylethanaminium (2S)-2-hydroxypropanoate (1:1), etc., N-decyl-N,N-dimethyl-1-decanaminium (αS)-α-hydroxybenzeneacetate (1:1) (II).

《A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate)Electric Literature of C21H25BF4N2.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 33216-52-3, is researched, Molecular C5H2Cl3N, about Thermochemical parameters of chlorinated compounds of pyridine, the main research direction is chlorinated pyridine formation enthalpy charge heat capacity entropy.Product Details of 33216-52-3.

Thermochem. and geometrical parameters of all chlorinated compounds of pyridine were calculated with the CBS-QB3 composite method. Standard entropies, standard Gibbs free energies of formation, standard enthalpies of formation, and heat capacities were computed and compared with their corresponding available exptl. data. Our calculated enthalpy values agree well with a rather limited corresponding exptl. data. Adjacent chlorinated sites in pyridine was found to incur a thermodn. penalty of 5.0 kcal/mol. While chlorination of pyridine is carried out at elevated temperatures in the gas and solvent media, acquiring the trend underpinning chlorination sequence at room temperature provides an insightful mechanistic insight. For this reason, we calculated Fukui indexes for electrophilic substitution and attempted to link obtained values with thermodn. stability orderings computed at 25 °C. Overall, the pattern and degree of chlorination induces very minor geometrical differences in reference to the unsubstituted pyridine. Calculated Fukui indexes predicts the chlorination sequence as follows; 2-chloro → 2,5-dichloro → 2,3,6-trichloro → 2,3,5,6-tetrachloro → 2,3,4,5,6-pentachloropyridine. However, a significant pos. charge accumulated in the N atom of the ortho-Wheland-type adduct renders its thermodynamically unstable by 8 kcal/mol in reference to the meta-Wheland intermediate. Overall, the sequence of chlorination is most likely to be sensitive to kinetics factors rather than thermodn. attributes; i.e., energies required to form the Wheland-type intermediates.

《Thermochemical parameters of chlorinated compounds of pyridine》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(3,4,5-Trichloropyridine)Product Details of 33216-52-3.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Lu, Chen; Zhang, Qiang; Chen, Xin researched the compound: 6-Bromo-3-methyl-1H-indole( cas:1219741-50-0 ).Name: 6-Bromo-3-methyl-1H-indole.They published the article 《New method for synthesis of EZH2 methyltransferase inhibitor GSK126》 about this compound( cas:1219741-50-0 ) in Synthetic Communications. Keywords: EZH2 methyltransferase inhibitor GSK126. We’ll tell you more about this compound (cas:1219741-50-0).

GSK126 is a potent small-mol. inhibitor of S-adenosyl-methionine-competitive EZH2 methyltransferase and has the potential to be used clin. for preventing unwanted histone methylation of tumor suppressor genes. In this article, the authors describe a new synthetic route that has been developed for synthesizing the title compound through nine steps, starting from 2,5-dibromobenzoic acid. This synthetic method is economical and suitable for multigram-scale preparation of GSK126 and related N-alkylated indole derivatives

《New method for synthesis of EZH2 methyltransferase inhibitor GSK126》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(6-Bromo-3-methyl-1H-indole)Name: 6-Bromo-3-methyl-1H-indole.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4,4-Dipyridyl Disulfide(SMILESS: C1(SSC2=CC=NC=C2)=CC=NC=C1,cas:2645-22-9) is researched.HPLC of Formula: 435294-03-4. The article 《A novel HPLC-MS/MS approach for the identification of biological thiols in vegetables》 in relation to this compound, is published in Food Chemistry. Let’s take a look at the latest research on this compound (cas:2645-22-9).

Thiols are important natural mols. with diverse functions, ranging from acting as antioxidants that prevent chronic diseases to contributing aromas to foods and beverages. Biol. thiols such as glutathione are of particular interest due to their functional roles, which include helping maintain cellular redox homeostasis and detoxifying reactive oxygen species. However, knowledge of thiol metabolism in plants is limited to studying known compounds, whereas other important thiol-containing metabolites could also exist. This work aimed to develop a new anal. approach for screening of thiols in plants, using four vegetal examples and beginning with HPLC-MS/MS in precursor ion scan mode, after extraction and thiol-specific derivatisation with 4,4-dithiodipyridine (DTDP). Compound identity for prospective thiols was then proposed using HPLC with high resolution MS, and verified with authentic standards This approach could lead to prospecting studies that identify thiols with potential roles in metabolic pathways, nutritional value of vegetables, or flavouring of foods.

《A novel HPLC-MS/MS approach for the identification of biological thiols in vegetables》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(4,4-Dipyridyl Disulfide)Formula: C10H8N2S2.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 286014-53-7, is researched, Molecular C21H25BF4N2, about Copper-Catalyzed Borylative Cross-Coupling of Allenes and Imines: Selective Three-Component Assembly of Branched Homoallyl Amines, the main research direction is copper catalyzed borylative coupling allene imine; branched homoallyl amine three component assembly; alpha beta substituted gamma boryl homoallylic amine preparation; amino ketone alpha substituted beta preparation; borylative allylation imine copper catalyzed; crystal mol structure boryl allyl amine; allenes; boron; copper; cross-coupling; imines.Product Details of 286014-53-7.

A copper-catalyzed three-component coupling of allenes, bis(pinacolato)diboron, and imines allows regio-, chemo-, and diastereoselective assembly of branched α,β-substituted-γ-boryl homoallylic amines, i.e., products bearing versatile amino, alkenyl, and borane functionality. Alternatively, convenient oxidative workup allows access to α-substituted-β-amino ketones. A computational study has been used to probe the stereochem. course of the cross-coupling.

《Copper-Catalyzed Borylative Cross-Coupling of Allenes and Imines: Selective Three-Component Assembly of Branched Homoallyl Amines》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate)Product Details of 286014-53-7.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Lvye; Wu, Binqiang; Chen, Zhangtao; Hu, Jinjin; Zeng, Xiaofei; Zhong, Guofu published the article 《Chiral phosphoric acid catalyzed enantioselective N-alkylation of indoles with in situ generated cyclic N-acyl ketimines》. Keywords: isoindolinylindole preparation enantioselective chemoselective; indole hydroxyisoindolinone phosphoric acid catalyst alkylation.They researched the compound: 6-Bromo-3-methyl-1H-indole( cas:1219741-50-0 ).Application In Synthesis of 6-Bromo-3-methyl-1H-indole. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1219741-50-0) here.

A chiral SPINOL derived phosphoric acid-catalyzed asym. N-alkylation reaction of indoles with cyclic α-diaryl-substituted N-acyl imines, which are generated in-situ from 3-aryl 3-hydroxyisoindolinones, was demonstrated. The transformation proceeded smoothly with a broad range of indoles and isoindolinone alcs. A variety of indole derived N-alkylated tetrasubstituted chiral aminals were afforded in moderate to good yields (50-79%) with excellent enantioselectivities (up to 98% ee).

《Chiral phosphoric acid catalyzed enantioselective N-alkylation of indoles with in situ generated cyclic N-acyl ketimines》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(6-Bromo-3-methyl-1H-indole)Application In Synthesis of 6-Bromo-3-methyl-1H-indole.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Purines, pyrimidines, and glyoxalines. VII. New syntheses of 2-thiouracils and 2-thiothymines》. Authors are Shaw, G.; Warrener, R. N..The article about the compound:Ethyl 3-Ethoxy-2-Propenoatecas:1001-26-9,SMILESS:O=C(OCC)/C=C/OCC).Synthetic Route of C7H12O3. Through the article, more information about this compound (cas:1001-26-9) is conveyed.

cf. C.A. 51, 17939f. β-Ethoxy-acryloyl (I) and β-methoxy-α-methylacryloyl isothiocyanate (II) were prepared by reaction of the corresponding acid chlorides (III) (IV) with KSCN. I and II with NH3 or primary amines gave linear acylthioureas which when treated with dilute aqueous alkali afforded 1-substituted 2-thiouracils and 2-thiothymines. Reaction of the acyl isothiocyanates with PhNHNH2 (V) similarly gave acylthiosemicarbazides which with alkali afforded thiotriazoles. BrCH2CO2Et (334 g.), 400 mg. CH(OEt)3, and 1 kg. Zn shavings gave 104 g. Et β-ethoxyacrylate (VI), b. 189-91°. VI (48 g.) stirred 2 hrs. on an H2O bath with 180 ml. 2N NaOH, cooled, and acidified gave 35 g. β-ethoxyacrylic acid (VII), m. 109°. Na salt of VII (15 g.) refluxed 4 hrs. in 200 ml. Et2O containing 10 ml. SOCl2, kept overnight, and filtered through asbestos gave 11.5 g. III, b35104°. III (9.33 g.) in 50 ml. dry MeCN shaken 3 hrs. with 6.8 g. KSCN gave 6.2 g. I, b1.5 90°. I (1.35 g.) reacted vigorously with 3 ml. 3.34N MeOH-NH3 to give 0.74 g. N-(β-ethoxyacryloyl)thiourea (VIII), prisms, m. 165° (alc.). VIII (0.5 g.) heated 45 min. with 5 ml. 2N NaOH, cooled, acidified, and the solids triturated with a little alc. gave 0.05 g. 2-thiouracil, needles, m. 304° (decomposition). I (0.84 g.) in 15 ml. Et2O treated with 0.5 ml. 33% MeOH-MeNH2 gave 0.45 g. N-(β-ethoxyacryloyl)-N’-methylthiourea (IX), needles, m. 124° (alc.). IX (0.35 g.) warmed with 4 ml. 2N NaOH gave 0.23 g. 1-methyl-2-thiouracil, m. 228° (alc.). Similarly, 1.15 g. I and 0.7 g. PhNH2 mixed in Et2O gave 1.25 g. N-(β-ethoxyacryloyl)-N’-phenylthiourea (X), plates, m. 152°. X (0.85 g.) similarly heated 15 min. with alkali gave 0.68 g. 1-phenyl-2-thiouracil, laths, m. 236° (alc.). I (0.87 g.), 0.6 g. V, and 5 ml. alc. gave 0.87 g. N1-(β-ethoxyacryloyl)-N3-phenylthiosemicarbazide (XI), plates, m. 161° (alc.). XI (0.4 g.) heated 5 min. with 5 ml. 2N NaOH and the cooled solution acidified gave 0.37 g. 5-β-ethoxyvinyl-2,3-dihydro-1-phenyl-3-thio-1,2,4-triazole, prisms, m. 161°. The following method was found suitable for the preparation of β-methoxy-α-methylacrylic acid (XII). Me α,β-dibromo-α-methylpropionate (467 g.) in 500 ml. MeOH refluxed with 82.6 g. Na in 1 l. MeOH, next morning the mixture filtered, the filtrate and washings evaporated to half volume, NaBr again removed, most of the solvent removed, the residue treated with 250 ml. H2O, the precipitated oil extracted with Et2O, and the residue from the Et2O evaporation heated with 1.5 g. fused NaHSO4 at 170° until the evolution of alc. was complete, and the residue distilled gave 159 g. Me β-methoxy-α-methylacrylate (XIII), b10 66-7°, n23D 1.455. XIII (39 g.) heated with alkali 3 hrs. gave 35.5 g. XII, plates, m. 106° (ligroine). XII Na salt was prepared by neutralizing a suspension of XII in H2O with 2N NaOH, evaporating to dryness, and drying the salt at 100°/0.5 mm. for 4.5 hrs. before using. This salt (25.72 g.) suspended in 100 ml. Et2O treated with 16 ml. SOCl2 in 100 ml. Et2O and finally refluxed 3 hrs. gave 20 g. IV, b35 102°. IV with a little H2O gave XII. IV (8.6 g.) in 50 ml. MeCN treated with 6.2 g. KSCN gave 7.2 g. II, b2 102°, plates, melting a little above room temperature II (0.86 g.) in 5 ml. MeOH treated with 0.6 ml. 25% alc. MeNH2 gave 0.55 g. N-(β-methoxy-α-methylacryloyl)-N’-methylthiourea (XIV), needles, m. 140° (alc.). XIV (0.28 g.) warmed with 2N NaOH gave 0.19 g. 1-methyl-2-thiothymine, needles, m. 226-7° (alc.). Similarly, 0.5 g. II with 0.5 g. PhNH2 in alc. gave 0.6 g. N-(β-methoxy-α-methylacryloyl)-N’-phenylthiourea (XV), m. 110-12° (alc.). XV (0.2 g.) treated with alkali and acidified gave 0.15 g. 1-phenyl-2-thiothymine, needles, m. 202-3°. II (1.12 g.) shaken with 0.54 g. glycine in alkali until a clear solution resulted and then 10-15 min., cooled, acidified, and kept overnight at 0° gave 0.7 g. 1-carboxymethyl-2-thiothymine, needles, m. 246-7° (decomposition) (H2O). V (0.5 g.) in 5 ml. alc. added to 0.68 g. II gave 0.75 g. N1-(β-methoxy-α-methylacryloyl)-N3-phenylthiosemicarbazide (XVI), plates, m. 180-1° (decomposition). XVI (0.31 g.) warmed with 2N NaOH gave 0.28 g. 2,3-didihydro-5-(β-methoxy-α-methylvinyl)-1-phenyl-3-thio-1,2,4-triazole, m. 195-6° (alc.). II (0.935 g.) similarly added to 1.5 ml. MeOH-NH3 gave 0.85 g. N-(β-methoxy-α-methylacryloyl)thiourea (XVII), prisms, m. 163°. XVII was recovered unchanged from its solution in 2N NaOH; longer heating gave H2S and no evidence of pyrimidine formation.

《Purines, pyrimidines, and glyoxalines. VII. New syntheses of 2-thiouracils and 2-thiothymines》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(Ethyl 3-Ethoxy-2-Propenoate)Synthetic Route of C7H12O3.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of 8-Bromooctanoic acid. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 8-Bromooctanoic acid, is researched, Molecular C8H15BrO2, CAS is 17696-11-6, about Discovery of selective CDK9 degraders with enhancing antiproliferative activity through PROTAC conversion. Author is Qiu, Xiaqiu; Li, Yuanqing; Yu, Bin; Ren, Jie; Huang, Huidan; Wang, Min; Ding, Hong; Li, Zhiyu; Wang, Jubo; Bian, Jinlei.

Cyclin-dependent kinase 9 (CDK9) is an increasingly important potential cancer treatment target. Nowadays, developing selective CDK9 inhibitors has been extremely challenging as its ATP-binding sites are similar with other CDKs. Here, we report that the CDK9 inhibitor BAY-1143572 is converted into a series of proteolysis targeting chimeras (PROTACs) which leads to several compounds inducing the degradation of CDK9 in acute myeloid leukemia cells at a low nanomolar concentration In addition, the most potent PROTAC mol. could inhibit cell growth more effectively than warhead alone, with little inhibition of other kinases. This enhanced antiproliferative activity is mediated by a slight increase in kinase inhibitory activity and an increase in the level of apoptosis induction. Moreover, the most potent PROTAC mol. could induce the degradation of CDK9 in vivo. Our work provides evidence that the most potent PROTAC mol. represents a lead for further development and that CDK9 degradation is a potential valuable therapeutic strategy in acute myeloid leukemia.

《Discovery of selective CDK9 degraders with enhancing antiproliferative activity through PROTAC conversion》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(8-Bromooctanoic acid)Application In Synthesis of 8-Bromooctanoic acid.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary