Category: 6834-42-0

Role of the peri-effect in synthesis and reactivity of highly substituted naphthaldehydes: a novel backbone amide linker for solid-phase synthesis was written by Pittelkow, Michael;Boas, Ulrik;Jessing, Mikkel;Jensen, Knud J.;Christensen, Jorn B.. And the article was included in Organic & Biomolecular Chemistry in 2005.HPLC of Formula: 6834-42-0 This article mentions the following:

This work describes the design, synthesis and properties of a novel trialkoxynaphthalene-based backbone amide linker (NAL-3). The NAL-3 handle is based on a trialkoxynaphthaldehyde (NALdehyde-3) that was synthesized in nine high-yielding steps from 3-methoxyphenylacetic acid in 51% overall yield. The naphthalene ring system was constructed using a regioselective methanesulfonic acid-catalyzed ring-closing reaction. The tetra-substituted naphthalene derivative 1,3,6-trimethoxynaphthalene-2-carbaldehyde was selectively demethylated in the 1 position using BBr₃. The selectivity of this reaction is discussed, based on the crystal structures of above reactant and product, 1-hydroxy-3,6-dimethoxy-naphthalene-2-carbaldehyde, and in the context of the peri-effect. The new handle was anchored to an aminomethylated poly(styrene) solid support, followed by assembly of a model dipeptide, then a study of the cleavage properties under acidic conditions was carried out. Surprisingly, the trialkoxynaphthaldehyde-based handle proved less acid-labile than the dialkoxynaphthaldehyde handles, and this fact is discussed with respect to handle design. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0HPLC of Formula: 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.HPLC of Formula: 6834-42-0

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

Designing New Analogs for Streamlining the Structure of Cytotoxic Lamellarin Natural Products was written by Tangdenpaisal, Kassrin;Worayuthakarn, Rattana;Karnkla, Supatra;Ploypradith, Poonsakdi;Intachote, Pakamas;Sengsai, Suchada;Saimanee, Busakorn;Ruchirawat, Somsak;Chittchang, Montakarn. And the article was included in Chemistry – An Asian Journal in 2015.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

Despite the therapeutic potential of marine-derived lamellarin natural products, their preclin. development has been hampered by their lipophilic nature, causing very poor aqueous solubility In order to develop more drug-like analogs, their structure was streamlined in this study from both the cytotoxic activity and lipophilicity standpoints. First, a modified total synthetic route was successfully devised to construct a library of 59 systematically designed lamellarin analogs, which were then subjected to cytotoxicity and log P determinations [e.g., I with single or double bond as indicated by dotted line; R = H, Me; X = H, OH; Y = H, OMe; A, B = H, OH]. Along with the 25 first-generation lamellarins previously synthesized in our laboratory, the structure-activity and structure-lipophilicity relationships were extensively evaluated. Our results clearly indicated the addnl. structural requirements around the lamellarin skeleton which, when combined with those reported previously, can provide invaluable guidance for further modifications to increase the aqueous solubility of these compounds In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride

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

De novo design, synthesis and pharmacological evaluation of new azaindole derivatives as dual inhibitors of Abl and Src kinases was written by Cheve, Gwenael;Bories, Cedric;Fauvel, Benedicte;Picot, Francois;Tible, Alix;Dayde-Cazals, Benedicte;Loget, Olivier;Yasri, Aziz. And the article was included in MedChemComm in 2012.Reference of 6834-42-0 This article mentions the following:

A fragment based drug design approach implemented in a MedChem-Decision platform led to the discovery of a series of 2,5-disubstituted 7-azaindole derivatives, e.g., I, as potent dual Abl and Src kinase inhibitors. Extensive structure-activity relationships and structure-based drug design studies guided the exploration of the specificity pocket within the active conformation of the ATP site of the two kinases. This led to the identification of a binding mode of the 7-azaindole core to the two kinases and the synthesis and pharmacol. evaluation of compounds that exhibit low nanomolar inhibition on both Abl and Src kinases. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Reference of 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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.Reference of 6834-42-0

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

Discovery of N-{1-[3-(3-Oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)propyl]piperidin-4-yl}-2-phenylacetamide (Lu AE51090): An Allosteric Muscarinic M₁ Receptor Agonist with Unprecedented Selectivity and Procognitive Potential was written by Sams, Anette G.;Hentzer, Morten;Mikkelsen, Gitte K.;Larsen, Krestian;Bundgaard, Christoffer;Plath, Niels;Christoffersen, Claus T.;Bang-Andersen, Benny. And the article was included in Journal of Medicinal Chemistry in 2010.Electric Literature of C9H9ClO2 This article mentions the following:

The discovery and structure-activity relationship (SAR) of a series of allosteric muscarinic M₁ receptor agonists are described. Compound 17 (Lu AE51090) was identified as a representative compound from the series, based on its high selectivity as an agonist at the muscarinic M₁ receptor across a panel of muscarinic receptor subtypes. Furthermore, 17 displayed a high degree of selectivity when tested in a broad panel of G-protein-coupled receptors, ion channels, transporters, and enzymes, and 17 showed an acceptable pharmacokinetic profile and sufficient brain exposure in rodents in order to characterize the compound in vivo. Hence, in a rodent model of learning and memory, 17 reversed delay-induced natural forgetting, suggesting a procognitive potential of 17. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Electric Literature of C9H9ClO2).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Electric Literature of C9H9ClO2

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

Enol-keto tautomerism of 伪-ketophosphonates was written by Tam, Coretta C.;Mattocks, Karen L.;Tishler, Max. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 1981.HPLC of Formula: 6834-42-0 This article mentions the following:

R¹CHR²COP(O)(OEt)₂ (I; R¹ = H, R² = Me, CMe₃, Ph, o-, m-, p-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, p-O₂NC₆H₄; R¹ = R² = Me) were prepared in 60-90% yield by reaction of R¹CHR²COCl with P(OEt)₃; the keto-enol tautomerism of I was studied by proton and P NMR and IR and the FeCl₃ test. Aliphatic I existed largely in the keto tautomeric forms, with only a small amount of enol forms present; however, aromatic I enolized extensively. Reaction of I (R¹ = H, R² = p-MeOC₆H₄) with CH₂N₂ gave a mixture of O-methylation and carbene insertion products; similar reaction of I (R¹ = R² = Me) gave only carbene insertion products. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0HPLC of Formula: 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. 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.HPLC of Formula: 6834-42-0

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

Design, synthesis and structure-activity relationships of azole acids as novel, potent dual PPAR 伪/纬 agonists was written by Zhang, Hao;Ryono, Denis E.;Devasthale, Pratik;Wang, Wei;O’Malley, Kevin;Farrelly, Dennis;Gu, Liqun;Harrity, Thomas;Cap, Michael;Chu, Cuixia;Locke, Kenneth;Zhang, Litao;Lippy, Jonathan;Kunselman, Lori;Morgan, Nathan;Flynn, Neil;Moore, Lisa;Hosagrahara, Vinayak;Zhang, Lisa;Kadiyala, Pathanjali;Xu, Carrie;Doweyko, Arthur M.;Bell, Aneka;Chang, Chiehying;Muckelbauer, Jodi;Zahler, Robert;Hariharan, Narayanan;Cheng, Peter T. W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

The design, synthesis and structure-activity relationships of a novel series of N-phenyl-substituted pyrrole I [R¹ = 3- or 4-[2-(5-Me-2-Ph-4-oxazolyl)ethoxy], R² = Me, Ph], 1,2-pyrazole and 1,2,3-triazole acid analogs as PPAR ligands was outlined. The triazole acid analogs II [R¹ = 3- (III) or 4-[2-(5-Me-2-Ph-4-oxazolyl)ethoxy]] were identified as potent dual PPAR伪/纬 agonists both in binding and functional assays in vitro. Analog III showed excellent glucose and triglyceride lowering in diabetic db/db mice. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride

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

The decarboxylative acylation of arylacetic acids was written by King, John A.;McMillan, Freeman H.. And the article was included in Journal of the American Chemical Society in 1951.Reference of 6834-42-0 This article mentions the following:

The conversion of arylacetic acids to ketones by means of Ac₂O is another instance of the base-catalyzed condensation of CO compounds Acid anhydride mols. function as both the addendum and the acceptor. A mechanism is presented which involves a quasi six-membered ring. It not only satisfactorily accommodates all the known facts but also demonstrates the manner in which CO₂ evolution acts as the driving force for the reaction. PhCH₂CO₂H (13.6 g.), 50 cc. Ac₂O, and 50 cc. pyridine refluxed 6 hrs., the solvent removed, the residue in C₆H₆ washed with 10% NaOH, the C₆H₆ evaporated, and the residue (12 g.) distilled yielded 7.5 g. PhCH₂COMe (I), b_0.1 30-64掳 (all b.ps. and m. ps. uncorrected) (phenylhydrazone m. 82-4掳), an intermediate cut, and 2.5 g. (PhCH₂)₂CO (II), b_0.1 112-25掳; oxime, m. 120-2掳. Action of Ac₂O and pyridine or NaOAc on MeCHPhCO₂H (III), PhCH₂CH₂CO₂H (IV), and Ph₂CHCO₂H (V): 0.10 mole of the acid, 50 or 100 cc. Ac₂O, and 1 volume pyridine refluxed 2-3 hrs. yielded no CO₂; removal of excess reagents gave the anhydride, b.p. or m.p. given: III, b_0.15 121-7掳; IV, b_0.05 135-45掳; V, m. 93.5-95掳; the anhydride gave IV, m. 47-8.5掳; the anhydride of V gave diphenylacetanilide, m. 177-9掳. The reaction was the same with NaOAc. m-MeOC₆H₄CH₂CO₂H (33.2 g.) treated dropwise with 125 cc. SOCl₂, the mixture refluxed 2.5 hrs. and distilled yielded 25 g. acid chloride, b_0.3-0.4 80-4掳, b_0.2 44-7掳. One equivalent of the acid chloride added dropwise to a stirred suspension of 1 equivalent of the Na salt of the acid in 10 volumes C₆H₆, the mixture stirred 3 hrs., filtered, and the filtrate concentrated yielded the acid anhydride (acid, yield (%), and m.p. given): phenylacetic, 87, 68-71掳; o-chlorophenylacetic, 77, 71-3掳 (from petr. ether containing C₆H₆); m-methoxyphenylacetic, 83, 41-1.5掳; 1-naphthylacetic, 79, 116-17掳. (PhCH₂CO)₂O (VI) (25.4 g.), 100 cc. Ac₂O, and 100 cc. pyridine refluxed 130 min. (1600 cc. CO₂ evolved, not S.T.P.), excess reagents removed in vacuo, the cooled residue treated with 150 cc. 10% NaOH, the mixture extracted with two 125-cc. portions of Et₂O, and the extract distilled yielded 9.3 g. I, b₅ 84-95掳, and 5.4 g. II, b₅ 160-8掳; NaOAc instead of pyridine gave 22% I and 45% II; pyridine and VI gave 30% II; NaOAc alone gave 4% I and 10% II. VI (12.7 g.) and 50 cc. base (cf. below) heated 2.5 hrs. at 130-40掳, cooled, diluted with 100 cc. C₆H₆ the C₆H₆ solution washed twice with 100-cc. portions of 1:1 HCl, once with water and once with 10% NaOH, and fractionated gave II; base, cc. of CO₂, yield in g. of II, yield (%) of II, b.p./mm., and m.p. of oxime given: isoquinoline, 30, 0.2, 4, 80-5掳/0.04-0.05, 117-19掳; 2,4,6-collidine, 150, 1.3, 25, 100-10掳/0.12-0.5, 119-20掳; 2-picoline, 70, 0.7, 13, 96-7掳/0.10, 122-4掳; Bu₃N, none, 5.3, 100, 106-16掳/0.15, 117-19.5掳. VI (12.7 g.), 50 cc. (EtCO)₂O, and 50 cc. pyridine refluxed 3.25 hrs. (920 cc. CO₂ evolved), the solvents removed in vacuo, the residue partitioned between 200 cc. each C₆H₆ and 10% NaOH, and the C₆H₆ layer distilled yielded 3.7 g. II, b_0.1 106-17掳, and 3.3 g. PhCH₂COEt, b_0.1 50-2.掳; semicarbazone m. 148-9掳 (from alc.). The acid anhydride (0.05 mole) and 50 cc. pyridine refluxed until evolution of CO₂ ceased, the mixture evaporated in vacuo, and the residue partitioned between 100 cc. each C₆H₆ and 10% KOH yielded the substituted compounds ArCH₂COCH₂Ar, Ar, yield (%), b.p./mm., m.p., and m.p. of the semicarbazone given: o-ClC₆H₄, 43, 150-1掳/0.02, 100.5-101掳, 153-5掳; m-MeOC₆H₄, 12, 154-8掳/0.2, -, 130-6.5掳; 1-C₁₀H₇, 19, 190-200掳/0.1, 108-9掳, 143-4掳. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Reference of 6834-42-0).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. 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.Reference of 6834-42-0

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

Discovery of a novel allosteric inhibitor scaffold for polyadenosine-diphosphate-ribose polymerase 14 (PARP14) macrodomain 2 was written by Moustakim, Moses;Riedel, Kerstin;Schuller, Marion;Gehring, Andre P.;Monteiro, Octovia P.;Martin, Sarah P.;Fedorov, Oleg;Heer, Jag;Dixon, Darren J.;Elkins, Jonathan M.;Knapp, Stefan;Bracher, Franz;Brennan, Paul E.. And the article was included in Bioorganic & Medicinal Chemistry in 2018.Category: chlorides-buliding-blocks This article mentions the following:

The polyadenosine-diphosphate-ribose polymerase 14 (PARP14) has been implicated in DNA damage response pathways for homologous recombination. PARP14 contains three (ADP ribose binding) macrodomains (MD) whose exact contribution to overall PARP14 function in pathol. remains unclear. A medium throughput screen led to the identification of N-(2(-9H-carbazol-1-yl)phenyl)acetamide (GeA-69, 1) as a novel allosteric PARP14 MD2 (second MD of PARP14) inhibitor. We herein report medicinal chem. around this novel chemotype to afford a sub-micromolar PARP14 MD2 inhibitor. This chem. series provides a novel starting point for further development of PARP14 chem. probes. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Category: chlorides-buliding-blocks).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Category: chlorides-buliding-blocks

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

Synthesis and some reactions of 2-acylcyclopentane-1,3-diones was written by Lakhvich, F. A.;Khlebnikova, T. S.;Akhrem, A. A.. And the article was included in Zhurnal Organicheskoi Khimii in 1989.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

Acyloxycyclopentenones I [R = Me, hexyl, heptyl, PhCH₂, Ph, (CH₂)_nCO₂Et (n = 4-6)] were prepared in 88-97% yields by acylation of cyclopentanedione as its enol by RCOCl. Treating I with AlCl₃ in CH₂Cl₂ 3 h at -5 to 20掳 gave 68-96% acylcyclopentanediones II. Treating II [R = (CH₂)₄CO₂Et] with NH₂OH.HCl gave 86% oxime III which underwent Beckmann rearrangement to give 61% adipamic acid derivative IV. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) 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. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application In Synthesis of 2-(3-Methoxyphenyl)acetyl chloride

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

1-(2-Thienyl)-2-phenylethylamines as potential non-stimulant anorectics was written by Mrongovius, R. I.;Ghosh, P.;Bolt, A. G.;Ternai, B.. And the article was included in Arzneimittel-Forschung in 1981.Safety of 2-(3-Methoxyphenyl)acetyl chloride This article mentions the following:

Thirty-one 1-(2-thienyl)-2-phenylethylamines I (R = H, Cl, F, Br, CF₃, Me, OMe, or NO₂; R¹ = H or Et; and R² = H, Et, Ac, iso-Pr, or benzyl) were prepared and tested for anorectic and motor-stimulating activity. About half of the compounds produced anorexia and only one of these active agents increased motor activity. The 3 most potent anorectics without motor-stimulating activity were 1-(2-thienyl)-2-(4-chlorophenyl)ethylamine-HCl聽聽[80154-70-7], N-isopropyl-1-(2-thienyl)-2-(4-chlorophenyl)ethylamine-HCl聽聽[80154-71-8], and N-isopropyl-1-(2-thienyl)-2-(4-fluorophenyl)ethylamine-HCl聽聽[80154-82-1]. Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Safety of 2-(3-Methoxyphenyl)acetyl chloride).

2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Safety of 2-(3-Methoxyphenyl)acetyl chloride

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