Month: December 2022

Design and synthesis of prodrugs of the rat selective toxicant norbormide was written by Rennison, David;Laita, Olivia;Bova, Sergio;Cavalli, Maurizio;Hopkins, Brian;Linthicum, Darwin S.;Brimble, Margaret A.. And the article was included in Bioorganic & Medicinal Chemistry in 2012.Related Products of 5335-05-7 This article mentions the following:

Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. However, one major drawback of NRB as a viable rodenticide relates to an evolutionary aversion developed by the rat leading to sub-lethal dosing due to either its unpleasant taste or rapid onset of effects. A series of NRB prodrugs were prepared in an effort to mask this acute response. Their synthesis and biol. evaluation (in vitro vasoconstrictory activity, in vitro hydrolytic and enzymic stability and lethality/palatability in vivo) is described. Compound 19 displayed the most promising profile with respect to a delay in the onset of symptoms and was subsequently demonstrated to be significantly more palatable to rats. In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Related Products of 5335-05-7).

Chloromethyl benzoate (cas: 5335-05-7) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Related Products of 5335-05-7

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Design, synthesis and biological evaluation of novel 2,4-disubstituted quinazoline derivatives targeting H1975 cells via EGFR-PI3K signaling pathway was written by Wang, Zhengjie;Liu, Limin;Dai, Honglin;Si, Xiaojie;Zhang, Luye;Li, Erdong;Yang, Zhang;Chao, Gao;Zheng, Jiaxin;Ke, Yu;Shan, Lihong;Zhang, Qiurong;Liu, Hongmin. And the article was included in Bioorganic & Medicinal Chemistry in 2021.Quality Control of 2,4-Dichlorophenylisothiocyanate This article mentions the following:

In order to find new and highly effective anti-tumor drugs with targeted therapeutic effects, a series of novel 4-aminoquinazoline derivatives containing N-phenylacetamide structure were designed, synthesized and evaluated for antitumor activity against four human cancer cell lines (H1975, PC-3, MDA-MB-231 and MGC-803) using MTT assay. The results showed that the compound I had the most potent antiproliferative activity against H1975, PC-3, MDA-MB-231 and MGC-803 cell lines. At the same time, compound 19e could significantly inhibit the colony formation and migration of H1975 cells. Compound I also arrested the H1975 cell cycle in the G1 phase and mediated cell apoptosis, promoted the accumulation of ROS in H1975 cells. Furthermore, compound I exerted antitumor effect in vitro by reducing the expression of anti-apoptotic protein Bcl-2 and increasing the pro-apoptotic protein Bax and p53. Mechanistically, compound I could significantly decreased the phosphorylation of EGFR and its downstream protein PI3K in H1975 cells. Which indicated that compound I targeted H1975 cell via interfering with EGFR-PI3K signaling pathway. Mol. docking showed that compound I could bind into the active pocket of EGFR. Those work suggested that compound I would have remarkable implications for further design of anti-tumor agents. In the experiment, the researchers used many compounds, for example, 2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1Quality Control of 2,4-Dichlorophenylisothiocyanate).

2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Quality Control of 2,4-Dichlorophenylisothiocyanate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A simple and straightforward protocol to 3,5-disubstituted 1,2,4-oxadiazoles from carboxylic acids was written by Ramu, Tadikonda;Prasanthi, Sarakula;Mangarao, Nakka;Basha, Gajula Mahaboob;Srinuvasarao, Rayavarapu;Siddaiah, Vidavalur. And the article was included in Chemistry Letters in 2013.Application of 1711-11-1 This article mentions the following:

A convenient one-pot synthesis of 1,2,4-oxadiazoles (e.g. I) is described. The condensation of carboxylic acids and amidoximes in the presence of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) and N-methylmorpholine (NMM) has been employed to synthesize a variety of 3,5-disubstituted 1,2,4-oxadiazoles in good to excellent yields. The methodol. has been applied for the synthesis of a metabotropic glutamate subtype 5 (mGlu5) receptor antagonist. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Application of 1711-11-1).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Application of 1711-11-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

CdS Quantum Dots as Potent Photoreductants for Organic Chemistry Enabled by Auger Processes was written by Widness, Jonas K.;Enny, Daniel G.;McFarlane-Connelly, Kaelyn S.;Miedenbauer, Mahilet T.;Krauss, Todd D.;Weix, Daniel J.. And the article was included in Journal of the American Chemical Society in 2022.Application In Synthesis of tert-Butyl (4-chlorophenyl)carbamate This article mentions the following:

Strong reducing agents (<-2.0 V vs SCE) enable a wide array of useful organic chem., but suffer from a variety of limitations. Stoichiometric metallic reductants such as alkali metals and SmI₂ are commonly employed for these reactions; however, considerations including expense, ease of use, safety, and waste generation limit the practicality of these methods. Recent approaches utilizing energy from multiple photons or electron-primed photoredox catalysis have accessed reduction potentials equivalent to Li⁰ and shown how this enables selective transformations of aryl chlorides via aryl radicals. However, in some cases, low stability of catalytic intermediates can limit turnover numbers Herein, we report the ability of CdS nanocrystal quantum dots (QDs) to function as strong photoreductants and present evidence that a highly reducing electron is generated from two consecutive photoexcitations of CdS QDs with intermediate reductive quenching. Mechanistic experiments suggest that Auger recombination, a photophys. phenomenon known to occur in photoexcited anionic QDs, generates transient thermally excited electrons to enable the observed reductions Using blue light-emitting diodes (LEDs) and sacrificial amine reductants, aryl chlorides and phosphate esters with reduction potentials up to -3.4 V vs SCE are photoreductively cleaved to afford hydrodefunctionalized or functionalized products. In contrast to small-mol. catalysts, QDs are stable under these conditions and turnover numbers up to 47 500 have been achieved. These conditions can also effect other challenging reductions, such as tosylate protecting group removal from amines, debenzylation of benzyl-protected alcs., and reductive ring opening of cyclopropane carboxylic acid derivatives In the experiment, the researchers used many compounds, for example, tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6Application In Synthesis of tert-Butyl (4-chlorophenyl)carbamate).

tert-Butyl (4-chlorophenyl)carbamate (cas: 18437-66-6) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Application In Synthesis of tert-Butyl (4-chlorophenyl)carbamate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Discovery of BAZ2A bromodomain ligands was written by Spiliotopoulos, Dimitrios;Wamhoff, Eike-Christian;Lolli, Graziano;Rademacher, Christoph;Caflisch, Amedeo. And the article was included in European Journal of Medicinal Chemistry in 2017.Related Products of 39489-79-7 This article mentions the following:

The bromodomain adjacent to zinc finger domain protein 2A (BAZ2A) is implicated in aggressive prostate cancer. The BAZ2A bromodomain is a challenging target because of the shallow pocket of its natural ligand, the acetylated side chain of lysine. Here, we report the successful screening of a library of nearly 1500 small mols. by high-throughput docking and force field-based binding-energy evaluation. For seven of the 20 mols. selected in silico, evidence of binding to the BAZ2A bromodomain is provided by ligand-observed NMR spectroscopy. Two of these compounds show a favorable ligand efficiency of 0.42 kcal/mol per non-hydrogen atom in a competition-binding assay. The crystal structures of the BAZ2A bromodomain in complex with four fragment hits validate the predicted binding modes. The binding modes of compounds 1 and 3 are compatible with ligand growing for optimization of affinity for BAZ2A and selectivity against the close homolog BAZ2B. In the experiment, the researchers used many compounds, for example, 5-Amino-2,4-dichlorophenol (cas: 39489-79-7Related Products of 39489-79-7).

5-Amino-2,4-dichlorophenol (cas: 39489-79-7) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Related Products of 39489-79-7

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Haloaziridines. 3. Methanolysis of some gem-dichloroaziridines was written by Meilahn, Marcus K.;Pottorf, Richard S.. And the article was included in Journal of Organic Chemistry in 1980.Reference of 7476-66-6 This article mentions the following:

The reaction of gem-dichloroaziridines with methanol in the presence of methoxide gave imino esters, while in the absence of methoxide, esters and amides were the major products. An ortho ester intermediate was proposed to account for the formation of the esters and amides. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6Reference of 7476-66-6).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Reference of 7476-66-6

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A catalysis-driven artificial molecular pump was written by Amano, Shuntaro;Fielden, Stephen D. P.;Leigh, David A.. And the article was included in Nature (London, United Kingdom) in 2021.COA of Formula: C21H15Cl3O2 This article mentions the following:

All biol. pumps are autonomous catalysts; they maintain the out-of-equilibrium conditions of the cell by harnessing the energy released from their catalytic decomposition of a chem. fuel. A number of artificial mol. pumps have been reported to date, but they are all either fueled by light or require repetitive sequential additions of reagents or varying of an elec. potential during each cycle to operate. Here we describe an autonomous chem. fueled information ratchet that in the presence of fuel continuously pumps crown ether macrocycles from bulk solution onto a mol. axle without the need for further intervention. The mechanism uses the position of a crown ether on an axle both to promote barrier attachment behind it upon threading and to suppress subsequent barrier removal until the ring has migrated to a catchment region. Tuning the dynamics of both processes enables the mol. machine to pump macrocycles continuously from their lowest energy state in bulk solution to a higher energy state on the axle. The ratchet action is exptl. demonstrated by the progressive pumping of up to three macrocycles onto the axle from bulk solution under conditions where barrier formation and removal occur continuously. The out-of-equilibrium [n]rotaxanes (characterized with n up to 4) are maintained for as long as unreacted fuel is present, after which the rings slowly de-thread. The use of catalysis to drive artificial mol. pumps opens up new opportunities, insights and research directions at the interface of catalysis and mol. machinery. In the experiment, the researchers used many compounds, for example, 3,3,3-Tris(4-chlorophenyl)propionic acid (cas: 2168-06-1COA of Formula: C21H15Cl3O2).

3,3,3-Tris(4-chlorophenyl)propionic acid (cas: 2168-06-1) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.COA of Formula: C21H15Cl3O2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Potent inhibitors of CDK5 derived from roscovitine: Synthesis, biological evaluation and molecular modelling was written by Demange, Luc;Abdellah, Fatma Nait;Lozach, Olivier;Ferandin, Yoan;Gresh, Nohad;Meijer, Laurent;Galons, Herve. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Safety of 2,6-Dichloro-9-isopropyl-9H-purine This article mentions the following:

9-Isopropyl-2-(hydroxyalkylamino)-6-(arylamino)purines I [R = 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 4-pyridazinyl; R¹ = Cl, (R)-Et(HOCH₂)CHNH, (S)-Et(HOCH₂)CHNH, (R)-Me₂CH(HOCH₂)CHNH, (S)-Me₂CH(HOCH₂)CHNH, (HOCH₂)₂CH, HOCH₂CMe₂NH, 5-pyrimidinylamino, 2-pyrazinylamino] were prepared as analogs of the CDK inhibitor roscovitine for potential use as selective inhibitors of cyclin-dependent kinase 5 (CDK5) over CDK2, glycogen synthase kinase-3 (GSK3αβ), and casein kinase 1 (CK1). Regioselective alkylation of 2,6-dichloropurine, regioselective Buchwald-Hartwig amination with arylamines, and reaction with amino alcs. yielded I, with chlorides generated by omission of the reaction with amino alcs., and I (R = R¹ = 5-pyrimidinylamino, 2-pyrazinylamino) generated as diamination byproducts from Buchwald-Hartwig amination. I [R = 3-pyridinyl, 4-pyridinyl, 5-pyrimidinyl, 4-pyridazinyl; R¹ = (R)-Et(HOCH₂)CHNH, (S)-Et(HOCH₂)CHNH, (R)-Me₂CH(HOCH₂)CHNH] inhibited CDK5 with IC₅₀ values ranging from 17 to 50 nM and induced cell death in human neuroblastoma cells with IC₅₀ values ranging from 2 to 9 μM in SH-SY5Y cells. Mol. docking of I [R = 4-pyrimidinyl; R¹ = (R)-Et(HOCH₂)CHNH] and I [R = 4-pyridazinyl; R¹ = (R)-Et(HOCH₂)CHNH] into the ATP binding domain of the CDK5 catalytic site highlighted the importance of a hydrogen bond between the arylamino ring nitrogen atoms and residue Lys-89 of CDK5 for enzyme inhibition. The calculated final energy balances for complexation measured for several inhibitors is consistent with the ranking of the IC₅₀ values. I [R = 3-pyridinyl, 5-pyrimidinyl; R¹ = (R)-Me₂CH(HOCH₂)CHNH, (S)-Me₂CH(HOCH₂)CHNH] inhibited dual specificity, tyrosine phosphorylation regulated kinase 1A (DYRK1A), a kinase involved in Down’s syndrome and Alzheimer’s disease, with IC₅₀ values ranging from 300 to 400 nM. In the experiment, the researchers used many compounds, for example, 2,6-Dichloro-9-isopropyl-9H-purine (cas: 203436-45-7Safety of 2,6-Dichloro-9-isopropyl-9H-purine).

2,6-Dichloro-9-isopropyl-9H-purine (cas: 203436-45-7) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Safety of 2,6-Dichloro-9-isopropyl-9H-purine

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthesis of AD-Dihydrodipyrrins Equipped with Latent Substituents of Native Chlorophylls and (Bacterio)chlorophylls was written by Wang, Pengzhi;Lindsey, Jonathan S.. And the article was included in Journal of Organic Chemistry in 2021.HPLC of Formula: 76-83-5 This article mentions the following:

Native chlorophylls and bacteriochlorophylls share a common trans-substituted pyrroline ring D (17-propionic acid, 18-methyl), whereas diversity occurs in ring A particularly at the 3-position. Two dihydrodipyrrins equipped with native-like D-ring substituents and A-ring substituents have been synthesized. The synthesis relies on a Schreiber-modified Nicholas reaction to construct the stereochem. defined precursor to ring D, a dialkyl-substituted pent-4-ynoic acid. The carboxylic acid group of the intact propionic acid proved unworkable, whereupon protected propionate (-CO₂^tBu) and several latent Pr ethers were examined The tert-butyldiphenylsilyl-protected propanol substituent proved satisfactory for reaction of the chiral N-acylated oxazolidinone, affording (2S,3S)-2-(3-((tert-butyldiphenylsilyl)oxy)propyl)-3-methylpent-4-ynoic acid in ~30% yield over 8 steps. Two variants for ring A, 2-tert-butoxycarbonyl-3-Br/H-5-iodo-4-methylpyrrole, were prepared via the Barton-Zard route. Dihydrodipyrrin formation from the pyrrole and pentynoic acid entailed Jacobi Pd-mediated lactone formation, Petasis methenylation, and Paal-Knorr-type pyrroline formation. The two AD-dihydrodipyrrins bear the D-ring Me and protected propanol groups with a stereochem. configuration identical to that of native (bacterio)chlorophylls, and a bromine or no substitution in ring A corresponding to the 3-position of (bacterio)chlorophylls. The analogous β-position of a lactone-pyrrole intermediate on the path to the dihydrodipyrrin also was successfully brominated, opening opportunities for late-stage diversification in the synthesis of (bacterio)chlorophylls. In the experiment, the researchers used many compounds, for example, (Chloromethanetriyl)tribenzene (cas: 76-83-5HPLC of Formula: 76-83-5).

(Chloromethanetriyl)tribenzene (cas: 76-83-5) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.HPLC of Formula: 76-83-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Highly enantioselective synthesis of α-hydroxy phosphonic acid derivatives by Rh-catalyzed asymmetric hydrogenation with phosphine-phosphoramidite ligands was written by Wang, Dao-Yong;Hu, Xiang-Ping;Huang, Jia-Di;Deng, Jun;Yu, Sai-bo;Duan, Zheng-Chao;Xu, Xue-Feng;Zheng, Zhuo. And the article was included in Angewandte Chemie, International Edition in 2007.Name: 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

Unsym. hybrid phosphine-phosphoramidite ligands, e.g. PhCH₂CH(OBz)P(O)(OMe)₂, with central and axial chirality are applied to the highly enantioselective hydrogenation of various enol ester phosphonates, e.g. PhCH:C(OBz)P(O)(OMe)₂. Enantioselectivities up to 99.9% ee are obtained for all classes of β-aryl, β-alkoxy, and β-alkyl substrates. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Name: 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Name: 2-(3-Methoxyphenyl)acetyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics